Title: Top 10 Hotels in Upper Matecumbe Key from $181 - Competitive Prices | Expedia.com

[Upper Matecumbe Key Travel Guide](https://expedia.com/Upper-Matecumbe-Key.dx553248635975749648)[Vacation Rentals in Upper Matecumbe Key](https://expedia.com/Upper-Matecumbe-Key-Vacation-Rentals.d553248635975749648.Travel-Guide-VacationRentals)[Flights to Upper Matecumbe Key](https://expedia.com/Cheap-Flights-To-Upper-Matecumbe-Key.d553248635975749648.Travel-Guide-Flights)[Car Rentals in Upper Matecumbe Key](https://expedia.com/Car-Rentals-In-Upper-Matecumbe-Key.d553248635975749648.Car-Rental-Guide)[Upper Matecumbe Key Vacation Packages](https://expedia.com/Upper-Matecumbe-Key.d553248635975749648.Destination-Travel-Guides)

![Islamorada Florida. Beautiful Beach and Amazing Fishing. What else can you ask for.](https://images.trvl-media.com/place/10768/414c55a9-82b2-4829-857c-fd7c26e0bd48.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Cameron Abbott

![](https://images.trvl-media.com/place/10768/414c55a9-82b2-4829-857c-fd7c26e0bd48.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Go beyond your typical stay in Upper Matecumbe Key

Resort

[](https://www.expedia.com/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-02-20&d1=2026-02-20&endDate=2026-02-22&d2=2026-02-22&lodging=HOTEL_RESORT)

Family friendly

[](https://www.expedia.com/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-02-20&d1=2026-02-20&endDate=2026-02-22&d2=2026-02-22&travelerType=family_friendly)

Ocean view

[](https://www.expedia.com/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-02-20&d1=2026-02-20&endDate=2026-02-22&d2=2026-02-22&amenities=OCEAN_VIEW)

Apart hotel

[](https://www.expedia.com/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-02-20&d1=2026-02-20&endDate=2026-02-22&d2=2026-02-22&lodging=APART_HOTEL)

Spa

[](https://www.expedia.com/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-02-20&d1=2026-02-20&endDate=2026-02-22&d2=2026-02-22&amenities=SPA_ON_SITE)

Pool

[](https://www.expedia.com/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-02-20&d1=2026-02-20&endDate=2026-02-22&d2=2026-02-22&amenities=POOL)

Hot tub

[](https://www.expedia.com/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-02-20&d1=2026-02-20&endDate=2026-02-22&d2=2026-02-22&amenities=HOT_TUB)

Pet friendly

[](https://www.expedia.com/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-02-20&d1=2026-02-20&endDate=2026-02-22&d2=2026-02-22&amenities=PETS)

Villa

[](https://www.expedia.com/Hotel-Search?destination=Upper+Matecumbe+Key%2C+Florida%2C+United+States+of+America&regionId=553248635975749648&latLong=24.919028%2C-80.634088&adults=2&startDate=2026-02-20&d1=2026-02-20&endDate=2026-02-22&d2=2026-02-22&lodging=VILLA)

## Check prices for these dates

Tonight

[Feb 6 - Feb 7](https://www.expedia.com/Hotel-Search?regionId=553248635975749648&startDate=2026-02-06&endDate=2026-02-07&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 7 - Feb 8](https://www.expedia.com/Hotel-Search?regionId=553248635975749648&startDate=2026-02-07&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 6 - Feb 8](https://www.expedia.com/Hotel-Search?regionId=553248635975749648&startDate=2026-02-06&endDate=2026-02-08&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 13 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=553248635975749648&startDate=2026-02-13&endDate=2026-02-15&adults=2&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Upper Matecumbe Key hotels

![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hypo-allergenic bedding, pillowtop beds, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/c2caabe9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![43-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/77344fea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Ocean View Two Queen Suite | Balcony](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/1d1a1984.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chesapeake Beach Resort

[](https://www.expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

Matecumbe

9.2/10

Wonderful

(1,666 reviews)

"Awesome place!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Daniel

$294 nightly

$331 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

![House, 3 Bedrooms, Ocean View, Oceanfront | Lanai](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/40f72f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Bay View (Upstairs Sleeps 6) | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/736a4da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, fishing](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Apartment, 1 Bedroom, Bay View (Upstairs Sleeps 6) | Iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/65014355.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Jolla Resort

[](https://www.expedia.com/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information)

Matecumbe

9.2/10

Wonderful

(1,001 reviews)

"Loved the room Cleanliness was excellent Beach is very good Great location also"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Francis J

$161 nightly

$181 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/19240ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/98989626.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Economy Room | 1 bedroom, free WiFi](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/f0ed1fc9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![On the beach, beach towels](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/4550dbd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Breezy Palms Resort

[](https://www.expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information)

Matecumbe

8.8/10

Excellent

(616 reviews)

"Friendly staff, beautiful peaceful beach, great room with a big comfy bed and all that you might need. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Alexander

$269 nightly

$303 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.Hotel-Information)

![Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | View from room](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/4186365f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![One Bedroom Oceanfront Suite Two Queens Lanai | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/a737b04b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Alligator Reef Oceanfront Room King Lanai with Queen Sofabed | Egyptian cotton sheets, premium bedding, down comforters, pillowtop beds](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/2728b985.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/af6ef0d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Amara Cay Resort

[](https://www.expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)

Matecumbe

8.8/10

Excellent

(1,264 reviews)

"Beautiful place!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Keith

$315 nightly

$355 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/f8d2863e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5d218fa9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/7f55fd9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/d49c45e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Islander Resort

[](https://www.expedia.com/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information)

Matecumbe

9.2/10

Wonderful

(1,007 reviews)

"Rooms are clean, staff is friendly and the place is beautifull"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

James

$450 nightly

$506 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information)

![Balcony](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4608d7e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/981feca1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/387633fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, in-room safe, desk, laptop workspace](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/4cbd70d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cheeca Lodge & Spa

[](https://www.expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

Matecumbe

9.2/10

Wonderful

(1,296 reviews)

"Great staff and beautiful property "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Julie

$440 nightly

$496 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Outdoor pool, free cabanas](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/0fad4f99.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/30272fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/4ab00899.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Inn

[](https://www.expedia.com/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information)

Matecumbe

9.2/10

Wonderful

(1,001 reviews)

"Nice receptionist, clean room, perfect location nothing fancy just nice clean enjoyable stay"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

S Curtis

$253 nightly

$284 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information)

![Beach umbrellas, beach towels](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/f85a3b04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Suite, 2 Queen Beds, Refrigerator & Microwave | In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/b1df7837.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/fb0a23a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Suite, 2 Queen Beds, Refrigerator & Microwave | In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/13000000/12660000/12653500/12653483/c8c3e07d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sands of Islamorada

[](https://www.expedia.com/Islamorada-Hotels-Sands-Of-Islamorada.h12653483.Hotel-Information)

Matecumbe

8.8/10

Excellent

(397 reviews)

"Great place! Very clean! We'll be back!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

peter e

$207 nightly

$233 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Sands-Of-Islamorada.h12653483.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/180cb0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/b7eb418d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shangri-La Suite | Terrace/patio](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/58abb15a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/w1009h683x7y0-80f60840.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Casa Morada

[](https://www.expedia.com/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information)

Matecumbe

9.4/10

Exceptional

(423 reviews)

"always a pleasant stay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

robert

$403 nightly

$453 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information)

![Restaurant](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/70514579.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dock](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/95229722.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Brand New Two King Bedroom Bay View | Premium bedding, pillowtop beds, in-room safe, blackout drapes](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/8e055d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Bar (on property)](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/a51334f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bayside Villas by Islander Resort

[](https://www.expedia.com/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information)

Matecumbe

8.8/10

Excellent

(407 reviews)

"Staff was very responsive. Great location "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

rebecca

$411 nightly

$462 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.Hotel-Information)

![Balcony view](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/ed6e1255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, sun loungers, beach towels, kayaking](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/8952c233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dock](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/61b3d4d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hadley Resort and Marina

[](https://www.expedia.com/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information)

Matecumbe

7.6/10

Good

(1,000 reviews)

"Friendly staff and they did have breakfast. Room was right on the water beautiful view"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Lynne

$275 nightly

$309 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information)

![Suite, 1 King Bed with Sofa bed, Ocean View | Egyptian cotton sheets, premium bedding, pillowtop beds, in-room safe](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/18023e21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 King Bed with Sofa bed, Ocean View | Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/b304e7ea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/c134a889.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eed3d949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### La Siesta Resort & Villas

[](https://www.expedia.com/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information)

Matecumbe

8.8/10

Excellent

(1,000 reviews)

"excellent location very nice simple breakfast close to liz’s of activities great poool "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Kurt

$385 nightly

$434 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information)

![On the beach, sun loungers, beach umbrellas, beach towels](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/dd7d4fab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony view](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/55a08207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, Netflix, Hulu, streaming services](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/fcc01350.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony view](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/95dbc957.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Islands of Islamorada

[](https://www.expedia.com/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information)

Matecumbe

9.8/10

Exceptional

(70 reviews)

"Amazing stay, can’t wait to stay there again!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Anonymous traveler

$948 nightly

$1,067 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-The-Islands-Of-Islamorada.h54774228.Hotel-Information)

![Oceanfront Three Bedroom Villa | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/43a6a6d2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/992a1942.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Oceanfront Three Bedroom Villa | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/d76c74b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/1000000/990500/990422/45b47efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Pines & Palms Resort

[](https://www.expedia.com/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information)

Matecumbe

9.2/10

Wonderful

(1,000 reviews)

"Beautiful rooms and facility! So clean! Friendly staff!!"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Melissa

$518 nightly

$583 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information)

![Room, 1 King Bed, Bay View | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/68e30233.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Garden view](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/d369153c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, open 8 AM to 10 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/a2c239ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![In-room safe, desk, blackout drapes, iron/ironing board](https://images.trvl-media.com/lodging/1000000/10000/5800/5731/363fe239.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Hampton Inn Key Largo Manatee Bay

[](https://www.expedia.com/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information)

Key Largo

8.8/10

Excellent

(1,010 reviews)

"Nice little hotel. We had a good stay. "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Ceyda

$234 nightly

$263 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Hampton-Inn-Key-Largo-Manatee-Bay.h5731.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/59d69f79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite 10 Not Pet-Friendly | Living area | TV](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/85f959a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/2602f29d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/6000000/5030000/5027500/5027403/28719020.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sunset Cove Beach Resort

[](https://www.expedia.com/Key-Largo-Hotels-Sunset-Cove-Beach-Resort.h5027403.Hotel-Information)

Key Largo

9.0/10

Wonderful

(1,004 reviews)

"I enjoyed staying here, very cute hotel on the beach "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Emi

$224 nightly

$253 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Sunset-Cove-Beach-Resort.h5027403.Hotel-Information)

![On the beach, sun loungers, snorkeling, kayaking](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/70c7ac71.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Kayaking](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/a8fec8e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property - evening/night](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/1508fc00.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Executive Suite, Kitchenette, Oceanfront (Accessible) | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/712986cd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Drift Hotel

[](https://www.expedia.com/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information)

Key Largo

9.0/10

Wonderful

(1,003 reviews)

"Great place"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Jason

$229 nightly

$258 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/2a78a3da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/ae480c3b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/111c3207.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/112000000/111560000/111555900/111555855/9aaf0d80.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Seafarer Key Largo

[](https://www.expedia.com/Key-Largo-Hotels-Seafarer-Key-Largo.h111555855.Hotel-Information)

Rock Harbor

9.4/10

Exceptional

(147 reviews)

"Clean room, friendly staff "

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Quaid

$190 nightly

$214 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Seafarer-Key-Largo.h111555855.Hotel-Information)

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/12c235b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/17a61bb5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![25-inch flat-screen TV with digital channels, TV](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/92a650b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, free WiFi, bed sheets](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/b0169681.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Treasure Harbor

[](https://www.expedia.com/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

Islamorada

9.0/10

Wonderful

(129 reviews)

"Very peaceful and comfortable stay! Dallas and Hannah were amazing hosts! Thank you so much !"

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Nick

$294 nightly

$331 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Treasure-Harbor.h91743042.Hotel-Information)

![Premier Cottage, Bay View | Terrace/patio](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/0c81ecd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, beach towels, kayaking](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/ec70fa51.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier Cabin, 1 King Bed, Bay View | Soundproofing, free WiFi, bed sheets](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/00031550.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Rock Reef Resort

[](https://www.expedia.com/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information)

Rock Harbor

9.2/10

Wonderful

(1,088 reviews)

"Nice place to spend some time in the Keys conveniently located,clean rooms and helpful staff with excellent views of Bay."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

Harry

$207 nightly

$233 total

Feb 9 - Feb 10

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information)

Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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## Stay near popular South Florida attractions

![Islamorada_BudnMarysDiveCenter_6069243-0004](https://images.trvl-media.com/place/6069243/da13ffdf-ddd2-4c35-bedc-c5b570b047e9.jpg)

### Bud n' Mary's Dive Center

4.4/5 (265 reviews)

Explore the waterfront of Bud n' Mary's Dive Center and enjoy other activities such as fishing in Islamorada. Discover the beautiful sunsets and seafood restaurants in this relaxing area. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6069243)

![Florida Keys Brewing Co. showing signage](https://images.trvl-media.com/place/553248635997958830/30b22f53-286f-436b-ae7a-d035c9062e6c.jpg)

### Florida Keys Brewing Co.

4.6/5 (152 reviews)

You can take time to visit Florida Keys Brewing Co. during your travels to Islamorada. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248635997958830)

![D7029G Florida Keys History of Diving Museum, Islamorada Key, Florida Keys, Florida USA](https://images.trvl-media.com/place/6069257/9323447a-b16c-4152-8e2e-74f92bdc68fa.jpg)

### History of Diving Museum

4.5/5 (104 reviews)

Trace one of the world’s most astonishing watersports back through the centuries to see some of the first diving suits as you explore this interactive museum, featuring the world's largest international collection of diving artifacts.

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6069257)

![GEM26M Florida Keys, Islamorada, The Florida Keys Memorial aka 1935 Hurricane Monument](https://images.trvl-media.com/place/6063543/4b11de65-67a4-478e-9a4d-0417d14bbe7e.jpg)

### Hurricane Monument

4.2/5 (135 reviews)

The memories of those lost to the 1935 Labor Day Hurricane live on at this moving tribute and burial site along the Overseas Highway.

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=6063543)

![Islamorada_MatecumbeUnitedMethodistChurch_553248621532652347-0004](https://images.trvl-media.com/place/553248621532652347/4e16d0f0-6625-4d57-9e35-b8a011badc77.jpg)

### Matecumbe United Methodist Church

After visiting Matecumbe United Methodist Church, make a plan to see the other sights and activities in Islamorada. Discover the beautiful sunsets in this family-friendly area, or enjoy its fishing spots. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=553248621532652347)

### Islamorada Brewery & Distillery

You can take time to visit Islamorada Brewery & Distillery during your travels to Islamorada. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=885113391451107328)

### Keys History & Discovery Center

You can spend time exploring the galleries in Keys History & Discovery Center during your trip to Islamorada. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=885113749766311936)

### MoradaWay Arts & Cultural District

You can spend time browsing the exhibits at MoradaWay Arts & Cultural District during your travels in Islamorada. 

[See properties](https://www.expedia.com/Hotel-Search?rfrrid=TG.LP..PointOfInterests&regionId=885114188519874560)

## Learn more about Upper Matecumbe Key

Check out the local area in Upper Matecumbe Key—home to attractions like Florida Keys Brewing Co. and Bud n' Mary's Dive Center.

[See all hotels in Upper Matecumbe Key](https://www.expedia.com/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&adults=2&regionId=553248635975749648)

![Islamorada Florida. Beautiful Beach and Amazing Fishing. What else can you ask for.](https://images.trvl-media.com/place/10768/414c55a9-82b2-4829-857c-fd7c26e0bd48.jpg?impolicy=fcrop&w=900&h=592&p=1&q=high)

Photo by Cameron Abbott

## Top Upper Matecumbe Key Hotel Reviews

![Amara Cay Resort](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/84b50729_y.jpg)

### Amara Cay Resort

10/10 Excellent

"All good, nice bartender inside downstairs, and easy walk to fish and eat "

[](https://expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information)

![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg)

### Marina Del Mar Resort and Marina

10/10 Excellent

"Was able to get early check in. Room was clean and comfortable although a bit outdated. Staff was fantastic and the onsite restaurant, Skippers, was amazing."

[](https://expedia.com/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information)

![Cheeca Lodge & Spa](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/617c0723_y.jpg)

### Cheeca Lodge & Spa

10/10 Excellent

"Everything about this resort is wonderful. Lots to do for the whole family, great restaurants, and gorgeous areas. We will definitely be going back."

[](https://expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information)

![Chesapeake Beach Resort](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/689f4306_y.jpg)

### Chesapeake Beach Resort

10/10 Excellent

"We loved this place. It’s small and easy to get around. Beautiful setting, watched the sunrise from bed, and the best hotel breakfast we’ve ever had. "

[](https://expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information)

![Lime Tree Bay Resort](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/6f2246e8_y.jpg)

### Lime Tree Bay Resort

10/10 Excellent

"The unit was right on the water. We had everything we needed in our room. The restaurant behind the resort had great food. "

[](https://expedia.com/Long-Key-Hotels-Lime-Tree-Bay-Resort.h882254.Hotel-Information)

![Bayside Inn Key Largo](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/419b7787_y.jpg)

### Bayside Inn Key Largo

10/10 Excellent

"The staff was amazing, the rooms were clean, the price was great, and the location can’t be beat! It is right next to Snook’s Bayside Restaurant!! "

[](https://expedia.com/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.Hotel-Information)

![La Siesta Resort & Villas](https://images.trvl-media.com/lodging/3000000/2480000/2477600/2477508/eda54a36_y.jpg)

### La Siesta Resort & Villas

10/10 Excellent

"excellent location very nice simple breakfast close to liz’s of activities great poool "

[](https://expedia.com/Islamorada-Hotels-La-Siesta-Resort-Marina.h2477508.Hotel-Information)

![Hadley Resort and Marina](https://images.trvl-media.com/lodging/1000000/20000/12200/12200/9afce9bd_y.jpg)

### Hadley Resort and Marina

10/10 Excellent

"The rooms were very clean"

[](https://expedia.com/Islamorada-Hotels-Hadley-House-Islamorada.h12200.Hotel-Information)

![Sunset Inn](https://images.trvl-media.com/lodging/31000000/30570000/30568100/30568049/25606792_y.jpg)

### Sunset Inn

10/10 Excellent

"Location and staff were great. Very quiet pool and setting. Great little place to stay in Isalmorada. "

[](https://expedia.com/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information)

## More cheap stays in Upper Matecumbe Key

![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### La Jolla Resort

82216 Overseas Highway Islamorada FL

$161 nightly

$181 total

Feb 9 - Feb 10

Total with taxes and fees

9/10 Wonderful! (1,002 reviews)

[](https://expedia.com/Islamorada-Hotels-La-Jolla-Resort.h16574668.Hotel-Information)

![Creekside Inn](https://images.trvl-media.com/lodging/2000000/1580000/1576800/1576773/5e43c05b_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Creekside Inn

90611 Old Highway Tavernier FL

$179 nightly

$201 total

Feb 8 - Feb 9

Total with taxes and fees

7.8/10 Good! (1,003 reviews)

[](https://expedia.com/Tavernier-Hotels-Creekside-Inn-Islamorada.h1576773.Hotel-Information)

![Rock Reef Resort](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/6ddda999_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Rock Reef Resort

97850 Overseas Hwy Key Largo FL

$207 nightly

$233 total

Feb 9 - Feb 10

Total with taxes and fees

9.2/10 Wonderful! (1,083 reviews)

[](https://expedia.com/Key-Largo-Hotels-Rock-Reef-Resort.h57185414.Hotel-Information)

![The Pelican Key Largo Cottages](https://images.trvl-media.com/lodging/7000000/6840000/6839400/6839376/f35b06df_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### The Pelican Key Largo Cottages

99340 Overseas Highway Key Largo FL

$208 nightly

$234 total

Feb 10 - Feb 11

Total with taxes and fees

8.8/10 Excellent! (1,006 reviews)

[](https://expedia.com/Key-Largo-Hotels-The-Pelican-Key-Largo-Cottages.h6839376.Hotel-Information)

![Marina Del Mar Resort and Marina](https://images.trvl-media.com/lodging/1000000/10000/5200/5114/d42f8885_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Marina Del Mar Resort and Marina

527 Caribbean Drive Key Largo FL

$208 nightly

$235 total

Feb 8 - Feb 9

Total with taxes and fees

8.4/10 Very Good! (1,712 reviews)

[](https://expedia.com/Key-Largo-Hotels-Marina-Del-Mar-Resort-And-Marina.h5114.Hotel-Information)

![Drift Hotel](https://images.trvl-media.com/lodging/14000000/13210000/13209600/13209518/f3e504e7_y.jpg?impolicy=resizecrop&rw=402&ra=fit)

### Drift Hotel

95320 Overseas Hwy Key Largo FL

$229 nightly

$258 total

Feb 11 - Feb 12

Total with taxes and fees

8.8/10 Excellent! (1,002 reviews)

[](https://expedia.com/Key-Largo-Hotels-Drift-Hotel.h13209518.Hotel-Information)

## Hotels in Upper Matecumbe Key with star-rating

![5 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/25600/25559/c6e0103a_z.jpg)

5 Star Hotels

3 properties

[](https://expedia.com/5Star-Upper-Matecumbe-Key-Hotels.s50-0-d553248635975749648.Travel-Guide-Filter-Hotels)

![4 Star Hotels](https://images.trvl-media.com/lodging/1000000/30000/23700/23677/6ae928dd_z.jpg)

4 Star Hotels

9 properties

[](https://expedia.com/4Star-Upper-Matecumbe-Key-Hotels.s40-0-d553248635975749648.Travel-Guide-Filter-Hotels)

![3 Star Hotels](https://images.trvl-media.com/lodging/20000000/19690000/19681400/19681371/84fffc75_z.jpg)

3 Star Hotels

83 properties

[](https://expedia.com/3Star-Upper-Matecumbe-Key-Hotels.s30-0-d553248635975749648.Travel-Guide-Filter-Hotels)

![2 Star Hotels](https://images.trvl-media.com/lodging/92000000/91830000/91828000/91827910/6717a2ac_z.jpg)

2 Star Hotels

169 properties

[](https://expedia.com/2Star-Upper-Matecumbe-Key-Hotels.s20-0-d553248635975749648.Travel-Guide-Filter-Hotels)

## Find out more about Upper Matecumbe Key

### Top reasons to visit Upper Matecumbe Key

- **Outdoor Adventures:** Upper Matecumbe Key offers a variety of outdoor activities, from fishing to water sports, perfect for thrill-seekers and families alike.
- **Beautiful Beaches:** Relax on stunning beaches with crystal-clear waters, ideal for sunbathing and beachcombing.
- **Charming Accommodations:** Choose from an array of vacation rentals and pet-friendly hotels that cater to all budgets.
- **Vibrant Local Community:** Experience the friendly atmosphere and local culture through live music and community events.
- **Natural Beauty:** Explore nearby national and urban parks, showcasing the area's breathtaking landscapes.

### Find great hotels near Upper Matecumbe Key

Discover the perfect getaway in Upper Matecumbe Key, where a diverse selection of accommodations awaits you. Whether you seek budget-friendly options or luxurious resorts, this stunning destination offers everything from cozy house rentals to pet-friendly hotels. Enjoy adventure-filled days on the beach and unwind in tranquil settings, making it an ideal spot for memorable vacations. Explore the best vacation rentals and create lasting memories in this beautiful slice of Florida.

- **Amara Cay Resort:** Nestled just 2 miles away from Upper Matecumbe Key, Amara Cay Resort is a charming 3.5-star beachside retreat perfect for families and adventure seekers alike. With direct access to the beach, guests can indulge in a variety of water activities such as snorkeling and kayaking right on site. For those looking to explore, hiking and biking opportunities are nearby. The resort is also family-friendly, offering amenities like cribs and a first aid kit, ensuring a safe and comfortable stay for all ages. The vibrant atmosphere and array of recreational options make this resort a delightful choice for an active vacation.
- **Cheeca Lodge & Spa:** Located a mere 0.1 mile from Upper Matecumbe Key, Cheeca Lodge & Spa boasts a luxurious 4-star experience with a focus on family-friendly adventures. With direct beach access, guests can engage in various activities such as fishing, windsurfing, and kayaking. The lodge features a dedicated children's club and offers babysitting services, making it an ideal choice for families. Guests can unwind in the resort's beautifully designed spaces while enjoying the tropical surroundings. The blend of relaxation and exhilaration at Cheeca Lodge & Spa ensures a memorable getaway for everyone.
- **Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort:** This 3-star resort, located 2 miles from Upper Matecumbe Key, is perfect for those seeking a blend of adventure and family fun. With direct beach access, guests can enjoy onsite kayaking and nearby sailing and water sports. The resort provides a welcoming environment for families with amenities such as free cribs and a game room to keep the little ones entertained. The laid-back ambiance and array of activities make Three Waters Resort an excellent choice for a fun-filled vacation in the Florida Keys.

### Where to stay near Upper Matecumbe Key

Upper Matecumbe Key offers a perfect blend of relaxation and adventure for families and outdoor enthusiasts. Explore beautiful beaches, enjoy water sports, and discover charming vacation rentals that create memorable getaways. Nearby, the vibrant Florida Keys provide a friendly atmosphere, ideal for weekend escapes filled with fun and family-friendly activities. Experience the warmth of the local community and the stunning natural beauty that makes this destination a must-visit in your travels.

- **[Islamorada:](https://www.expedia.com/Islamorada-Hotels.d10768.Travel-Guide-Hotels)** Nestled in the heart of the Florida Keys, Islamorada is a picturesque island city where Upper Matecumbe Key resides. Known for its seasonal tourism, with peak visits in March to April and July, it attracts families and outdoor enthusiasts alike. Visitors can indulge in a variety of experiences, from relaxing on beautiful beaches to exploring vibrant shopping areas and enjoying local resorts. The area is home to stunning natural landmarks, making it a perfect destination for beach lovers and those seeking family-friendly activities.
- **[Matecumbe:](https://www.expedia.com/Matecumbe-Islamorada-Hotels.0-n855587555438403584-0.Travel-Guide-Filter-Hotels)** As a charming neighborhood that includes Upper Matecumbe Key, Matecumbe offers a laid-back atmosphere that's ideal for outdoor adventures and family outings. With a less pronounced seasonal visitor pattern, the peak times occur between February to March and July. Guests can enjoy access to local resorts and shopping areas, while the nearby beaches provide a serene escape. The neighborhood's tourist precinct also offers engaging activities, making it a delightful spot for those looking to soak up the sun and create lasting memories.
- **[Windley Key:](https://www.expedia.com/Windley-Key-Hotels.d553248635976197663.Travel-Guide-Hotels)** Located approximately 4 miles from Upper Matecumbe Key, Windley Key is an enchanting island known for its outdoor adventures and stunning beaches. The area experiences moderate seasonal tourism, with peak times in March, July, and September. Visitors can explore the island’s natural beauty, enjoy the thrills of various outdoor activities, or visit the informative visitor center. With breathtaking beaches and a sense of adventure around every corner, Windley Key is a must-visit for those eager to experience the true essence of the Florida Keys.

### Things to do near Upper Matecumbe Key

Upper Matecumbe Key offers a perfect blend of outdoor adventures and family fun, featuring fishing opportunities, stunning vacation rentals, and venues for wedding parties. Visitors can enjoy live music and a variety of recreational activities while exploring nearby resorts and shopping centers. Whether you're looking to relax on the beach or engage in exciting outdoor sports, Upper Matecumbe Key has something for everyone.

**Shopping**

In Upper Matecumbe Key, visit Rain Barrel Village, a vibrant spot just 5 miles away, offering unique gifts and souvenirs in a charming atmosphere. If you're up for a drive, check out nearby shopping options in Key Largo, about 10 miles away, for even more variety.

**Recreation**

Experience family-friendly fun at [Jacob's Aquatic Center](https://www.expedia.com/Jacobs-Aquatic-Center-Hotels.0-l553248621532652370-0.Travel-Guide-Filter-Hotels), located 17 miles from Upper Matecumbe Key. Enjoy swimming in the refreshing pools, partake in aquatic fitness classes, and relax in a serene environment that promotes wellness and togetherness.

**Adventure**

At [Florida Keys Dive Center](https://www.expedia.com/Florida-Keys-Dive-Center-Hotels.0-l553248621532652358-0.Travel-Guide-Filter-Hotels), located 8 miles from Upper Matecumbe Key, explore vibrant coral reefs and marine life through thrilling underwater sports. For an exhilarating experience, head to [Keys Cable Park](https://www.expedia.com/Keys-Cable-Park-Hotels.0-l901232018711719936-0.Travel-Guide-Filter-Hotels), 22 miles away, where you can enjoy wakeboarding and other adventure activities.

**Nightlife**

For a vibrant nightlife experience near Upper Matecumbe Key, visit [Jimmy Johnson's Big Chill](https://www.expedia.com/Jimmy-Johnsons-Big-Chill-Hotels.0-l553248621563219632-0.Travel-Guide-Filter-Hotels), 17 miles away, perfect for romance and entertainment. Alternatively, the [Caribbean Club Bar](https://www.expedia.com/Caribbean-Club-Bar-Hotels.0-l553248621533115829-0.Travel-Guide-Filter-Hotels), located 22 miles from Upper Matecumbe Key, offers a lively atmosphere filled with charm and good vibes.

### Booking tips and Expedia advantages for Upper Matecumbe Key

To save money on your trip to Upper Matecumbe Key, consider visiting between September and November when hotel prices are lower. Booking one month in advance can help you secure great deals, especially if you choose to stay on a Tuesday, which is the cheapest day. Use Expedia to find last-minute deals and consider bundling your hotel, flights, and activities for additional savings. Joining Expedia's One Key membership can also provide exclusive discounts. Explore free activities and utilize public transport to keep costs down while enjoying the area's natural beauty.

- **The most and least expensive months on average to stay in a hotel:** The cheapest months to stay around Upper Matecumbe Key are September to November, where the prices are slightly lower. This is in comparison to February to April, where prices are slightly higher.
- **The best time to book a hotel:** Book your hotel around Upper Matecumbe Key about 1 month out to secure some of the cheapest prices. If you're the spontaneous type, Expedia's last minute deals and discounts are indicated via the green label below the price.
- **The most and least expensive days on average to stay in a hotel:** The least expensive day to stay around Upper Matecumbe Key is Tuesday. The most expensive day to stay around Upper Matecumbe Key is Saturday.
- **Find cheap hotels on Expedia:** Utilize Expedia’s search tool to tailor your options according to your budget, desired location, and preferred type of hotel. To find the best prices and deals, simply arrange the price filter from lowest to highest.
- **Consider bundling your trip:** You can save money by combining your hotel stay in Upper Matecumbe Key with your flights and activities when you book an Expedia package.
- **Become a One Key member:** Join [Expedia's One Key membership](https://www.expedia.com/welcome-one-key) program for exclusive discounts and deals on hotel bookings. You can also earn OneKeyCash to use on future selected hotels.

### Find the best attractions near Upper Matecumbe Key

Upper Matecumbe Key offers a fantastic mix of outdoor activities, beach relaxation, and family-friendly fun. Visitors can explore marinas, national parks, and urban parks while enjoying the area's natural beauty. Key points of interest include Tranquility Bay and various mile markers. Whether you're seeking adventure or cultural experiences, Upper Matecumbe Key is an ideal destination for a memorable vacation in the Florida Keys.

- **Bud n' Mary's Dive Center:** Located 2 miles from Upper Matecumbe Key, this vibrant marina offers an exhilarating outdoor adventure experience. With its beautiful beach and thrilling water activities, it's perfect for diving enthusiasts and those seeking an adrenaline rush.
- **Windley Key Fossil Reef Geological State Park:** Just 3 miles away, this stunning state park showcases unique geological formations and breathtaking scenery. Explore the lush trails and immerse yourself in the natural beauty, ideal for outdoor adventurers and nature lovers alike.
- **History of Diving Museum:** Situated only 1 mile from Upper Matecumbe Key, this fascinating museum delves into the rich culture and evolution of diving. Discover intriguing exhibits that celebrate the history and technology of underwater exploration.

### Best time to go to Upper Matecumbe Key, Matecumbe

The best time to visit Upper Matecumbe Key, Matecumbe is dependant on what kind of holiday you are seeking. August is its hottest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain. January is its coolest month on average. At this time, visitor numbers are low and weather is mostly sunny with no rain. 

| **![calendar icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/calendar.png)Calendar Month** | **![temperature icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__hot.png)Temperature** | **![rain icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/03/04/weather__rain.png)Precipitation** | **![mostly cloudy icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/05/21/weather__day_mostly_cloudy.png)Cloudiness** | **![occupation rate icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/peoplebex.png)Occupancy** | **![price icon](https://forever.travel-assets.com/flex/flexmanager/images/2024/10/29/currency_dollar.png)Pricing** |
| --------------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------------------- | --------------------------------------------------------------------------------------------------------------------- | ---------------------------------------------------------------------------------------------------------------------------------------- | ------------------------------------------------------------------------------------------------------------------------ | ------------------------------------------------------------------------------------------------------------------ |
| January                                                                                                               | 70.0°F (21.1°C)                                                                                                           | No Rain (Dry)                                                                                                         | Mostly Sunny                                                                                                                             | Low                                                                                                                      | Average                                                                                                            |
| February                                                                                                              | 71.8°F (22.1°C)                                                                                                           | No Rain (Dry)                                                                                                         | Mostly Sunny                                                                                                                             | Low                                                                                                                      | Slightly High                                                                                                      |
| March                                                                                                                 | 72.9°F (22.7°C)                                                                                                           | No Rain (Dry)                                                                                                         | Mostly Sunny                                                                                                                             | Average                                                                                                                  | Slightly High                                                                                                      |
| April                                                                                                                 | 76.6°F (24.8°C)                                                                                                           | No Rain (Dry)                                                                                                         | Mostly Sunny                                                                                                                             | High                                                                                                                     | Slightly High                                                                                                      |
| May                                                                                                                   | 79.3°F (26.3°C)                                                                                                           | Light Rain                                                                                                            | Mostly Sunny                                                                                                                             | High                                                                                                                     | Average                                                                                                            |
| June                                                                                                                  | 82.4°F (28.0°C)                                                                                                           | Light Rain                                                                                                            | Mostly Sunny                                                                                                                             | Average                                                                                                                  | Average                                                                                                            |
| July                                                                                                                  | 83.8°F (28.8°C)                                                                                                           | Light Rain                                                                                                            | Mostly Sunny                                                                                                                             | High                                                                                                                     | Average                                                                                                            |
| August                                                                                                                | 84.4°F (29.1°C)                                                                                                           | Light Rain                                                                                                            | Mostly Sunny                                                                                                                             | Average                                                                                                                  | Average                                                                                                            |
| September                                                                                                             | 83.3°F (28.5°C)                                                                                                           | Light Rain                                                                                                            | Mostly Sunny                                                                                                                             | Average                                                                                                                  | Slightly Low                                                                                                       |
| October                                                                                                               | 80.2°F (26.8°C)                                                                                                           | Light Rain                                                                                                            | Mostly Sunny                                                                                                                             | Low                                                                                                                      | Slightly Low                                                                                                       |
| November                                                                                                              | 75.9°F (24.4°C)                                                                                                           | Light Rain                                                                                                            | Mostly Sunny                                                                                                                             | Average                                                                                                                  | Slightly Low                                                                                                       |
| December                                                                                                              | 72.9°F (22.7°C)                                                                                                           | No Rain (Dry)                                                                                                         | Mostly Sunny                                                                                                                             | Average                                                                                                                  | Average                                                                                                            |

### The nearest major airports for your trip to Upper Matecumbe Key

Upper Matecumbe Key is conveniently accessible via Marathon, FL ([MTH](https://www.expedia.com/Florida-Keys-Marathon-Airport-Hotels.0-aMTH-0.Travel-Guide-Filter-Hotels)\-Florida Keys Marathon), located 29 miles away. The airport is serviced by several airlines, making it a good entry point for your vacation. Nearby, you'll find excellent hotel options such as the [Isla Bella Beach Resort & Spa](https://www.expedia.com/Marathon-Hotels-Isla-Bella-Beach-Resort-Spa.h24101706.Hotel-Information), a 4.5-star hotel just 4 miles from the airport, and both [Tranquility Bay Beachfront Hotel and Resort](https://www.expedia.com/Marathon-Hotels-Tranquility-Bay-Beachfront-Hotel-And-Resort.h117099.Hotel-Information) and [Faro Blanco Resort & Yacht Club Marathon](https://www.expedia.com/Marathon-Hotels-Faro-Blanco-Resort-Yacht-Club.h1169583.Hotel-Information), each rated 4 stars and situated 3 miles away. Transportation from these hotels to the airport is straightforward, ensuring a seamless travel experience as you enjoy the beauty of the Florida Keys.

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- [Flights from Phoenix to Islamorada ](https://www.expedia.com/lp/flights/178298/10768/phoenix-to-islamorada)

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