Title: Upper Matecumbe Key Vacation Rentals from $250: Search Short-Term Rentals | Expedia.com

[Upper Matecumbe Key Travel Guide](https://expedia.com/Upper-Matecumbe-Key.dx553248635975749648)[Hotels in Upper Matecumbe Key](https://expedia.com/Upper-Matecumbe-Key-Hotels.d553248635975749648.Travel-Guide-Hotels)[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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## Check prices for these dates

In two weeks

[Mar 13 - Mar 15](https://www.expedia.com/Hotel-Search?regionId=553248635975749648&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[Apr 24 - Apr 26](https://www.expedia.com/Hotel-Search?regionId=553248635975749648&startDate=2026-04-24&endDate=2026-04-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 22 - May 24](https://www.expedia.com/Hotel-Search?regionId=553248635975749648&startDate=2026-05-22&endDate=2026-05-24&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 19 - Jun 21](https://www.expedia.com/Hotel-Search?regionId=553248635975749648&startDate=2026-06-19&endDate=2026-06-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Upper Matecumbe Key vacation rentals

![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)

![Standard Room, 1 Bedroom, Kitchen, Pool View | Living area | TV](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/3602f78f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Matecumbe

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

8.8/10

Excellent

(624 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

$223 nightly

$250 total

Mar 5 - Mar 6

Total with taxes and fees

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

![Premium bedding, pillowtop beds, in-room safe, individually decorated](https://images.trvl-media.com/lodging/55000000/54780000/54774300/54774228/a064415d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Villa in Matecumbe

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

9.8/10

Exceptional

(71 reviews)

"Beautiful accommodations and location, very clean, many activities available at resort"

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

Janet

$952 nightly

$1,071 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Marina](https://images.trvl-media.com/lodging/118000000/117540000/117537900/117537821/w1009h683x7y0-9aea9b3d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117540000/117537900/117537821/w792h683x116y0-b4568acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117540000/117537900/117537821/w865h663x80y0-247070ef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117540000/117537900/117537821/w811h674x107y0-e0f2101d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Matecumbe

[](https://www.expedia.com/Islamorada-Hotels-Private-Hideaway-W-Balcony-Lush-Views-Islamorada-Hideaway-Suite.h117537821.Hotel-Information)

$2,169 nightly

$2,406 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Private-Hideaway-W-Balcony-Lush-Views-Islamorada-Hideaway-Suite.h117537821.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/118000000/117530000/117523100/117523098/w1009h683x7y0-57cf914a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117530000/117523100/117523098/w585h683x219y0-67ce19b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117530000/117523100/117523098/w865h663x80y0-59e3e4fc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117530000/117523100/117523098/w792h683x116y0-40905cdf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Matecumbe

[](https://www.expedia.com/Islamorada-Hotels-Peaceful-Garden-King-Suite-Islamorada-Gem-Gumbo-Limbo-Suite.h117523098.Hotel-Information)

$1,142 nightly

$1,267 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Peaceful-Garden-King-Suite-Islamorada-Gem-Gumbo-Limbo-Suite.h117523098.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/118000000/117500000/117496200/117496122/w970h683x27y0-6cabc910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/118000000/117500000/117496200/117496122/w453h683x285y0-a8bb47c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/118000000/117500000/117496200/117496122/w967h683x28y0-e8ad915f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117500000/117496200/117496122/w969h683x27y0-717fd980.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Matecumbe

[](https://www.expedia.com/Islamorada-Hotels-Romantic-Suite-With-Jacuzzi-Garden-Oasis-Islamorada-Jungles-Suite-Room.h117496122.Hotel-Information)

$1,142 nightly

$1,267 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Romantic-Suite-With-Jacuzzi-Garden-Oasis-Islamorada-Jungles-Suite-Room.h117496122.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117530000/117525600/117525589/078e3a39_edited_78aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117530000/117525600/117525589/w792h683x116y0-b196f56e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117530000/117525600/117525589/w865h663x80y0-99d56dac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117530000/117525600/117525589/w811h674x107y0-726ad627.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Matecumbe

[](https://www.expedia.com/Islamorada-Hotels-Serene-Moon-Suite-W-Jacuzzi-Garden-View-Islamorada-Moon-Suite.h117525589.Hotel-Information)

$1,713 nightly

$1,901 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Serene-Moon-Suite-W-Jacuzzi-Garden-View-Islamorada-Moon-Suite.h117525589.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117560000/117552000/117551960/fb8ef6dd_edited_a7bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117560000/117552000/117551960/w792h683x116y0-c9518e40.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117560000/117552000/117551960/w811h674x107y0-719cfc06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/118000000/117560000/117552000/117551960/w1009h683x7y0-686fbd92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Matecumbe

[](https://www.expedia.com/Islamorada-Hotels-Oceanfront-Manatee-Suite-W-Private-Patio-Islamorada-Manatee-Suite.h117551960.Hotel-Information)

$1,849 nightly

$2,051 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Oceanfront-Manatee-Suite-W-Private-Patio-Islamorada-Manatee-Suite.h117551960.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117560000/117551800/117551749/w959h683x33y0-8d4d0e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117560000/117551800/117551749/w792h683x116y0-8979e8e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117560000/117551800/117551749/cd5d8567_edited_3543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117560000/117551800/117551749/w865h663x80y0-f5af0e82.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Matecumbe

[](https://www.expedia.com/Islamorada-Hotels-Terrace-Florida-Bay-View-Suite-Islamorada-Shangri-La-Suite.h117551749.Hotel-Information)

$1,860 nightly

$2,064 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Terrace-Florida-Bay-View-Suite-Islamorada-Shangri-La-Suite.h117551749.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117560000/117551400/117551306/3edaac92_edited_0f36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117560000/117551400/117551306/w865h663x80y0-f5d66c5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/118000000/117560000/117551400/117551306/w1009h683x7y0-4b840dda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117560000/117551400/117551306/w792h683x116y0-4f6c00d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Matecumbe

[](https://www.expedia.com/Islamorada-Hotels-Jacuzzi-Suite-Overlooking-The-Sea-Islamorada-Iguana-Suite.h117551306.Hotel-Information)

$2,282 nightly

$2,532 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Jacuzzi-Suite-Overlooking-The-Sea-Islamorada-Iguana-Suite.h117551306.Hotel-Information)

![Marina](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513696/w1009h683x7y0-b01fe7b5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513696/w865h663x80y0-e3c92120.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513696/w764h683x130y0-c7917305.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/118000000/117520000/117513700/117513696/w811h674x107y0-c6ab125a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Matecumbe

[](https://www.expedia.com/Islamorada-Hotels-Charming-Suite-Islamorada-With-Pool-Access-Twilight-Suite.h117513696.Hotel-Information)

$2,284 nightly

$2,534 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Charming-Suite-Islamorada-With-Pool-Access-Twilight-Suite.h117513696.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/118000000/117560000/117550900/117550857/0f0a77eb_edited_d3e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/118000000/117560000/117550900/117550857/w792h683x116y0-96afa1d3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/118000000/117560000/117550900/117550857/w1009h683x7y0-89ba4a66.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/118000000/117560000/117550900/117550857/w865h663x80y0-887c2bf1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Aparthotel in Matecumbe

[](https://www.expedia.com/Islamorada-Hotels-Private-Island-Suite-W-Terrace-Balcony-Islamorada-Coconut-Palm-Suite.h117550857.Hotel-Information)

$3,426 nightly

$3,801 total

Mar 7 - Mar 8

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Private-Island-Suite-W-Terrace-Balcony-Islamorada-Coconut-Palm-Suite.h117550857.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)

![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)

![Front of property](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/13368841.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### Houseboat in Islamorada

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

9.0/10

Wonderful

(136 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

$322 nightly

$362 total

Mar 3 - Mar 4

Total with taxes and fees

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

![Marina](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-10596317.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-23f3304c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w903h683x61y0-c91d3e7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/97000000/96480000/96473300/96473229/w905h683x60y0-263c5b46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat in Tavernier

[](https://www.expedia.com/Tavernier-Hotels-Island-Sanctuary-Islamorada.h96473229.Hotel-Information)

9.8/10

Exceptional

(16 reviews)

"An amazing place to switch gears. Great host. Win/win."

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

Alex Z.

$379 nightly

$420 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Island-Sanctuary-Islamorada.h96473229.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/87fe04a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/d4b08acb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/04bfb26d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/75000000/74060000/74058200/74058185/15cadef5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Key Largo

[](https://www.expedia.com/Key-Largo-Hotels-Paradise-In-Key-Largo.h74058185.Hotel-Information)

9.8/10

Exceptional

(66 reviews)

"Host was accommodating to our early arrival, responded promptly to communication, property met our expectations. I would recommend this property to anyone wanting a dive weekend or longer."

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

Rick T.

$305 nightly

$339 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Paradise-In-Key-Largo.h74058185.Hotel-Information)

![Pool](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/82e6e9b1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/94f309cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/c35a47ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/64000000/63120000/63112600/63112538/0464ff2e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.com/Tavernier-Hotels-Amazing-Ocean-View-Condo.h63112538.Hotel-Information)

9.6/10

Exceptional

(44 reviews)

"Exceeded expectations, exceptionally clean, great for kids (they loved the pool), perfect for our Keys trip"

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

Natalie M.

$365 nightly

$405 total

Mar 30 - Mar 31

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Amazing-Ocean-View-Condo.h63112538.Hotel-Information)

![Beach](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/fec364af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/818a355d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/58ae0676.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/100000000/99380000/99379100/99379050/0571d5ae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mobile Home in Key Largo

[](https://www.expedia.com/Key-Largo-Hotels-RV-By-The-Sea-Glamping-In-The-Keys-Sleeps-6.h99379050.Hotel-Information)

9.0/10

Wonderful

(23 reviews)

"Good stay"

![Netherlands](https://a.travel-assets.com/egds/marks/flags/nl.svg)

Anna d.

$274 nightly

$305 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-RV-By-The-Sea-Glamping-In-The-Keys-Sleeps-6.h99379050.Hotel-Information)

![](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/425ff6aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/c4f9c04f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/67aa8a96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/f9085863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.com/Tavernier-Hotels-Serenity-In-The-Sun-Condo-Fabulous-Ocean-View.h53645406.Hotel-Information)

10/10

Exceptional

(111 reviews)

"Fantastic place to stay! Very clean and great hosts. Will stay again. "

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

Les

$500 nightly

$555 total

Mar 10 - Mar 11

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Serenity-In-The-Sun-Condo-Fabulous-Ocean-View.h53645406.Hotel-Information)

![Smart TV](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/006a1068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/301698a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, hair dryer, towels, soap](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/95c54ed2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99970000/99961500/99961430/078f0b06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vacation Home in Key Largo

[](https://www.expedia.com/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information)

9.8/10

Exceptional

(31 reviews)

"Great location. Very clean very nice, stay there again"

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

Mark B.

$401 nightly

$445 total

Mar 29 - Mar 30

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Charming-Home-In-Key-Largo.h99961430.Hotel-Information)

![](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/ca4dc0b2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/8cb34728.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/dcc1c5f6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/d47aacdd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.com/Tavernier-Hotels-Starfish-Seas-At-Ocean-Pointe-Suites-Unit-1302.h78256355.Hotel-Information)

9.8/10

Exceptional

(26 reviews)

"Accommodation and location are excellent! Listing is accurate and the resort amenities are very enjoyable after a day out exploring the Keys (or just having at least one whole day at the resort, as we did). "

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

Jenny G.

$414 nightly

$450 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Starfish-Seas-At-Ocean-Pointe-Suites-Unit-1302.h78256355.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256350/9bc23a15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256350/b17c222a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256350/079f8926.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, offices](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256350/w1284h942x0y5-9b978d1b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Condo in Tavernier

[](https://www.expedia.com/Tavernier-Hotels-Modern-Coastal-Renovation.h78256350.Hotel-Information)

9.8/10

Exceptional

(152 reviews)

"Great stay lovely home "

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

Yezenia

$432 nightly

$471 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Modern-Coastal-Renovation.h78256350.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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## Find vacation rentals that suit your style

Villas

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Private vacation homes

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Aparthotels

[](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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=APART_HOTEL)

Condos

[](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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=CONDO)

Apartments

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Houseboats

[](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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=HOUSE_BOAT)

Cottages

[](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=2026-05-29&d1=2026-05-29&endDate=2026-06-01&d2=2026-06-01&lodging=COTTAGE)

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## 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

"Staff excellent. Clean room and surroundings "

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

![Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/d10a018b_y.jpg)

### Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort

10/10 Excellent

"Fun outdoor tiki bar. Beautiful beach access. Nice room. "

[](https://expedia.com/Islamorada-Hotels-Three-Waters-Resort-And-Marina.h11864.Hotel-Information)

![Waterside Suites & Marina](https://images.trvl-media.com/lodging/1000000/20000/13800/13719/7b7ca43b_y.jpg)

### Waterside Suites & Marina

10/10 Excellent

"The rooms were spacious. We only stayed one night but it would be perfect for a week or two. Little kitchen, living room and bathroom downstairs. Bedroom is upstairs with a bathroom. No elevator so if you have lots of luggage not so great. Overall I would stay there again. "

[](https://expedia.com/Key-Largo-Hotels-Waterside-Suites-Marina.h13719.Hotel-Information)

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

### Cheeca Lodge & Spa

10/10 Excellent

"This Resort is unbelievable from the rooms to the beach, walking & biking trails, golf course 27 acres of lush property. Lots of shops & restaurants nearby including Bass Pro Shop, small artists shops & brewery within walking/biking distance. "

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

![Islander Resort](https://images.trvl-media.com/lodging/1000000/480000/475500/475438/5adae4af_y.jpg)

### Islander Resort

10/10 Excellent

"The layout of this resort is perfect. "

[](https://expedia.com/Islamorada-Hotels-Islander-Resort.h475438.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 room was clean, small but very usable with nice updating of tile and bath. It is right on the bay, with beautiful sunsets! The pool area is very nice with a great view of the bay!! "

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

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

### Chesapeake Beach Resort

10/10 Excellent

"Nice clean spacious room.Beautiful location overlooking the water.Staff was eager to please"

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

"Everything was perfect. Very helpful and friendly Staff! Beautiful Property!"

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

![Hawks Cay Resort](https://images.trvl-media.com/lodging/1000000/10000/6100/6068/b1845555_y.jpg)

### Hawks Cay Resort

10/10 Excellent

"The view from our water view king studio were spectacular! The room was extra large with everything we needed and more. The staff were wonderful. We would definitely come back. The only minor negative thing we experienced was Thursday night dance party at the outdoor bar near our room. The music had our room thumping when we were trying to get sleep. "

[](https://expedia.com/Marathon-Hotels-Hawks-Cay-Resort.h6068.Hotel-Information)

## Find out more about Upper Matecumbe Key

**Everything you need to know about Upper Matecumbe Key vacation rentals**

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Upper Matecumbe Key vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Upper Matecumbe Key vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Upper Matecumbe Key vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Upper Matecumbe Key. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Upper Matecumbe Key in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $250 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

**How to find incredible deals on Upper Matecumbe Key rentals**

At Expedia, we put the best Upper Matecumbe Key vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Upper Matecumbe Key rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Upper Matecumbe Key vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Upper Matecumbe Key. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

## Explore a world of travel with Expedia

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- [Vacation Homes in Upper Matecumbe Key ](https://expedia.com/Upper-Matecumbe-Key-Private-Vacation-Homes.d553248635975749648-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [Condo Rentals in Upper Matecumbe Key ](https://expedia.com/Upper-Matecumbe-Key-Condos.d553248635975749648-aaCondos.Travel-Guide-Accommodation)
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- [Villas in Upper Matecumbe Key ](https://expedia.com/Upper-Matecumbe-Key-Villas.d553248635975749648-aaVillas.Travel-Guide-Accommodation)
- [Cottages in Upper Matecumbe Key ](https://expedia.com/Upper-Matecumbe-Key-Cottages.d553248635975749648-aaCottages.Travel-Guide-Accommodation)
- [Aparthotels in Upper Matecumbe Key ](https://expedia.com/Upper-Matecumbe-Key-Apart-Hotels.d553248635975749648-aaApartHotels.Travel-Guide-Accommodation)
- [Houseboats in Upper Matecumbe Key ](https://expedia.com/Upper-Matecumbe-Key-Houseboats.d553248635975749648-aaHouseboats.Travel-Guide-Accommodation)
- [RV Parks in Upper Matecumbe Key ](https://expedia.com/Upper-Matecumbe-Key-RV-Parks.d553248635975749648-aaRVParks.Travel-Guide-Accommodation)
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- [SpringHill Suites by Marriott Savannah Airport](https://expedia.com/Savannah-Hotels-SpringHill-Suites-By-Marriott-Savannah-Airport.h1149529.Hotel-Information)
- [Hotels in Addaura](https://expedia.com/Addaura-Palermo-Hotels.0-n553248635976398184-0.Travel-Guide-Filter-Hotels)
- [Chino Hills State Park hotels](https://expedia.com/Chino-Hills-State-Park-Hotels.0-l6069013-0.Travel-Guide-Filter-Hotels)
- [Clarion Pointe](https://expedia.com/Shreveport-Hotels-Merryton-Inn.h50477.Hotel-Information)
- [Magnolia House 305 2 Bedroom Condo by RedAwning](https://expedia.com/Fort-Walton-Beach-Destin-Hotels-Magnolia-305-Destin-2-Br-Condo.h33767651.Hotel-Information)
- [Days Inn by Wyndham Federal Way](https://expedia.com/Tacoma-Hotels-Days-Inn-By-Wyndham-Federal-Way.h24208.Hotel-Information)
- [Holiday Inn Express & Suites San Jose Silicon Valley by IHG](https://expedia.com/San-Jose-Hotels-Holiday-Inn-Express-Suites-San-Jose-Silicon-Valley.h68048980.Hotel-Information)
- [Hôtel KHLA Nice](https://expedia.com/Nice-Hotels-Hotel-Azurea.h909144.Hotel-Information)
- [Tenuta Pantano Borghese - Livio Apartment](https://expedia.com/Rome-Hotels-Tenuta-Pantano-Borghese-Livio-Apartment.h39919120.Hotel-Information)

Flights

- [Flights from San Sebastian to Rome](https://expedia.com/lp/flights/eas/rom/san-sebastian-to-rome)
- [Flights from Phoenix to Greenville](https://expedia.com/lp/flights/phx/gsp/phoenix-to-greenville)
- [Flights from Lima to Talara](https://expedia.com/lp/flights/lim/tyl/lima-to-talara)
- [Flights from Fort Lauderdale to Vero Beach](https://expedia.com/lp/flights/fll/vrb/fort-lauderdale-to-vero-beach)
- [Flights from Cortina d'Ampezzo to Geneva](https://expedia.com/lp/flights/cdf/gva/cortina-dampezzo-to-geneva)
- [Flights from Fort Myers to Albany](https://expedia.com/lp/flights/rsw/alb/fort-myers-to-albany)
- [Flights from Huntsville to Nashville](https://expedia.com/lp/flights/hsv/bna/huntsville-to-nashville)
- [Flights from Tel Aviv to Roswell](https://expedia.com/lp/flights/tlv/row/tel-aviv-to-roswell)

Cars

- [Avis Car Rentals In Fort Mitchell](https://expedia.com/Avis-Car-Rentals-In-Fort-Mitchell.d7198-c41.Car-Rental-Guide-Suppliers)

Packages

- [Tribune Tower](https://expedia.com/Tribune-Tower-Downtown-Chicago.d6064075.Vacation-Attraction)

General

- [Visit Puteaux](https://expedia.com/Puteaux.dx178014)

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