Title: The Best Hotels with a Pool in Islamorada from $238 in 2026 | Expedia.com

[Islamorada Travel Guide](https://expedia.com/Islamorada.dx10768)[Hotels in Islamorada](https://expedia.com/Islamorada-Hotels.d10768.Travel-Guide-Hotels)[Vacation Rentals in Islamorada](https://expedia.com/Islamorada-Vacation-Rentals.d10768.Travel-Guide-VacationRentals)[Flights to Islamorada](https://expedia.com/Cheap-Flights-To-Islamorada.d10768.Travel-Guide-Flights)[Things to do in Islamorada](https://expedia.com/Things-To-Do-In-Islamorada.d10768.Travel-Guide-Activities)[Car Rentals in Islamorada](https://expedia.com/Car-Rentals-In-Islamorada.d10768.Car-Rental-Guide)[Islamorada Vacation Packages](https://expedia.com/Islamorada.d10768.Destination-Travel-Guides)

![Islamorada featuring a sunset and general coastal views](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/10768/7014979e-dcd6-42fa-a69b-b138a0a93305.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check availability on Islamorada Hotels with a Pool

Tonight

[Feb 26 - Feb 27](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-02-26&endDate=2026-02-27&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 27 - Feb 28](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-02-27&endDate=2026-02-28&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Feb 27 - Mar 1](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-02-27&endDate=2026-03-01&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Mar 6 - Mar 8](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-03-06&endDate=2026-03-08&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Islamorada hotels with a pool

![Outdoor pool](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/1641bbd2.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)

![Terrace/patio](https://images.trvl-media.com/lodging/92000000/91750000/91743100/91743042/17a61bb5.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

(135 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 22 - Mar 23

Total with taxes and fees

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

![Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/55bf0b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/2d5dd8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Bougainvillea Two-Bedroom Master Suite | Private kitchen | Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4077334d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Studio with King Bed & Kitchenette | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/9e920762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lime Tree Bay Resort

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

Long Key

9.2/10

Wonderful

(1,186 reviews)

"Excellent location, beautiful property, friendly staff. "

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

Michael

$339 nightly

$381 total

Mar 2 - Mar 3

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/8d8082f0.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)

![Exterior](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/19240ce2.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

(623 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

$241 nightly

$271 total

Mar 25 - Mar 26

Total with taxes and fees

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

![Exterior detail](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/9bcc8c75.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)

![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)

![Dock](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/4deb6af1.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

(1,093 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

$211 nightly

$238 total

Mar 12 - Mar 13

Total with taxes and fees

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

![Oceanfront King Suite w/ Kitchen & Private Balcony | Water view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/3997e962.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Kayaking](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/81979d64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/f42604af.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water view](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/36b1fb04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Drop Anchor

[](https://www.expedia.com/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information)

Islamorada

8.8/10

Excellent

(1,000 reviews)

"Loved this place "

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

Amber

$272 nightly

$302 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Drop-Anchor.h4287368.Hotel-Information)

![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/5b866117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 1 Queen Bed with Sofa bed, Kitchen (#06 Poolside with Tiki Hut) | Living area | 50-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/c16e9bea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/657544f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/59d87217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bay Harbor Lodge

[](https://www.expedia.com/Key-Largo-Hotels-Bay-Harbor-Lodge.h10985658.Hotel-Information)

Rock Harbor

9.4/10

Exceptional

(669 reviews)

"Clean, quiet "

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

Thomas

$265 nightly

$298 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Bay-Harbor-Lodge.h10985658.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/ad31d180.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier One Bedroom Waterfront Suite Bayview with Sofabed | In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/5288c949.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premier One Bedroom Waterfront Suite Bayview with Sofabed | In-room safe, desk, laptop workspace, iron/ironing board](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/8552ad16.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/1000000/30000/22700/22657/97f26711.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bayside Inn Key Largo

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

Key Largo

8.6/10

Excellent

(1,676 reviews)

"Spotless rooms, staff is so friendly and helpful! Amazing place to stay."

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

Jeannie

$259 nightly

$288 total

Mar 8 - Mar 9

Total with taxes and fees

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

![Beach/ocean view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/3197fca4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.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

(1,656 reviews)

"Awesome place!!"

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

Daniel

$328 nightly

$370 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Outdoor pool, sun loungers](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/ac9bc991.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![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) | 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)

![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)

### La Jolla Resort

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

Matecumbe

9.2/10

Wonderful

(1,000 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

$274 nightly

$308 total

Mar 8 - Mar 9

Total with taxes and fees

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

![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)

![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)

![Alligator Reef Oceanfront Room King | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/43c465e8.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)

### Amara Cay Resort

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

Matecumbe

8.8/10

Excellent

(1,252 reviews)

"Beautiful place!"

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

Keith

$365 nightly

$411 total

Mar 8 - Mar 9

Total with taxes and fees

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

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&regionId=10768&adults=2&amenities=POOL&sort=RECOMMENDED&openPlayBack=true)

## Choose what matters most at hotels with a pool in Islamorada

Ocean view

Breakfast included

Hot tub

Beach

4 stars

![](https://forever.travel-assets.com/flex/flexmanager/images/2026/02/06/expedia-sale-2026-desktop-us-ca.jpg?impolicy=fcrop&w=1400&h=600&q=mediumHigh)

## 

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.

[Book now](https://expedia.com/deals?rfrr=AFFINITY_SPRING_PROMO_10768)

## Hotels with pools and ocean views in Islamorada

![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)

![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.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

(1656)

$328 nightly

$370 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/55bf0b8b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hibiscus Waterfront 2-Bedroom, Two Bath Master Suite (Brand New) | Terrace/patio](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/2d5dd8eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Bougainvillea Two-Bedroom Master Suite | Private kitchen | Fridge, microwave, coffee/tea maker](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/4077334d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Waterfront Studio with King Bed & Kitchenette | Premium bedding, minibar, in-room safe, desk](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/9e920762.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lime Tree Bay Resort

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

Long Key

9.2/10

Wonderful

(1186)

$339 nightly

$381 total

Mar 2 - Mar 3

Total with taxes and fees

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

![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)

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

![Dock](https://images.trvl-media.com/lodging/58000000/57190000/57185500/57185414/4deb6af1.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

(1093)

$211 nightly

$238 total

Mar 12 - Mar 13

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/be3c8b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/8147c88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/11b76aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coconut Cove Resort and Marina

[](https://www.expedia.com/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information)

Islamorada

9.2/10

Wonderful

(201)

$362 nightly

$408 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/d3f7ab96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/711bb33e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/7c261d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fisher Inn Resort & Marina

[](https://www.expedia.com/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information)

Islamorada

8.4/10

Very Good

(1001)

$299 nightly

$336 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.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)

![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/b210c979.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)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/387633fc.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

(1297)

$524 nightly

$590 total

Mar 12 - Mar 13

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/3b0a2582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/0df3bfb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/4de34d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baker's Cay Resort Key Largo, Curio Collection by Hilton

[](https://www.expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

Key Largo

8.6/10

Excellent

(1001)

$550 nightly

$619 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.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)

![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)

![Alligator Reef Oceanfront Room King | Beach/ocean view](https://images.trvl-media.com/lodging/1000000/70000/62000/61976/43c465e8.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)

### Amara Cay Resort

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

Matecumbe

8.8/10

Excellent

(1252)

$365 nightly

$411 total

Mar 8 - Mar 9

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/42d47c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/340e7f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/2d6f6a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/0f5b3686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dove Creek Resort & Marina, Trademark Collection by Wyndham

[](https://www.expedia.com/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.Hotel-Information)

Key Largo

7.6/10

Good

(1004)

$261 nightly

$294 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.Hotel-Information)

![Outdoor pool, open 8:00 AM to 11:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/7f240362.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from room](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/f0191d8a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, beach towels](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/0c2736d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/1000000/10000/5600/5502/084177d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ocean Pointe Suites at Key Largo

[](https://www.expedia.com/Tavernier-Hotels-Ocean-Pointe-Suites-At-Key-Largo.h5502.Hotel-Information)

Tavernier

8.4/10

Very Good

(1007)

$267 nightly

$299 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Ocean-Pointe-Suites-At-Key-Largo.h5502.Hotel-Information)

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&regionId=10768&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=OCEAN_VIEW&openPlayBack=true)

## Hotels with pools and free breakfast in Islamorada

![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)

![Water view](https://images.trvl-media.com/lodging/1000000/10000/4200/4170/8979e9b1.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

(1656)

$328 nightly

$370 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/d3f7ab96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/711bb33e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/7c261d0b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Fisher Inn Resort & Marina

[](https://www.expedia.com/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information)

Islamorada

8.4/10

Very Good

(1001)

$299 nightly

$336 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/be3c8b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/8147c88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/11b76aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coconut Cove Resort and Marina

[](https://www.expedia.com/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information)

Islamorada

9.2/10

Wonderful

(201)

$362 nightly

$408 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/3b0a2582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/0df3bfb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/4de34d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baker's Cay Resort Key Largo, Curio Collection by Hilton

[](https://www.expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

Key Largo

8.6/10

Excellent

(1001)

$550 nightly

$619 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/42d47c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/340e7f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/2d6f6a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/0f5b3686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dove Creek Resort & Marina, Trademark Collection by Wyndham

[](https://www.expedia.com/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.Hotel-Information)

Key Largo

7.6/10

Good

(1004)

$261 nightly

$294 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8c74658c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/ba58782b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/92d23e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Serves lunch and dinner](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/bb9d7ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Playa Largo Resort & Spa, Autograph Collection

[](https://www.expedia.com/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information)

Rock Harbor

8.8/10

Excellent

(1003)

$503 nightly

$566 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information)

![Garden](https://images.trvl-media.com/lodging/4000000/3490000/3489100/3489061/d18dc1f5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Premium Suite, 1 Bedroom, Patio, Bay View | Premium bedding, pillowtop beds, individually decorated](https://images.trvl-media.com/lodging/4000000/3490000/3489100/3489061/bbfdbeb0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/4000000/3490000/3489100/3489061/92345daf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/4000000/3490000/3489100/3489061/d35570a3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coconut Palm Inn

[](https://www.expedia.com/Tavernier-Hotels-Coconut-Palm-Inn.h3489061.Hotel-Information)

Tavernier

9.4/10

Exceptional

(533)

$400 nightly

$450 total

Mar 1 - Mar 2

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Coconut-Palm-Inn.h3489061.Hotel-Information)

![Beach/ocean view](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/59d87217.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage, 1 Queen Bed with Sofa bed, Kitchen (#06 Poolside with Tiki Hut) | Living area | 50-inch Smart TV with cable channels, TV](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/c16e9bea.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/657544f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, white sand, sun loungers, beach towels](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/5b866117.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bay Harbor Lodge

[](https://www.expedia.com/Key-Largo-Hotels-Bay-Harbor-Lodge.h10985658.Hotel-Information)

Rock Harbor

9.4/10

Exceptional

(669)

$265 nightly

$298 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Bay-Harbor-Lodge.h10985658.Hotel-Information)

![In-room safe, individually decorated, individually furnished](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/4671ebc2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/w4000h2663x0y0-d63f21e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 outdoor pools, a heated pool, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/e438dbb2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Double Bed, Balcony, Oceanfront | Living area | 37-inch flat-screen TV with cable channels, TV](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/ab6da82f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Islamorada

9.0/10

Wonderful

(157)

$500 nightly

$563 total

Mar 22 - Mar 23

Total with taxes and fees

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

![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)

![Exterior](https://images.trvl-media.com/lodging/1000000/910000/900500/900424/2237ce7b.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)

### Casa Morada

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

Matecumbe

9.4/10

Exceptional

(427)

$509 nightly

$572 total

Mar 29 - Mar 30

Total with taxes and fees

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

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&regionId=10768&adults=2&amenities=POOL&sort=RECOMMENDED&mealPlan=FREE_BREAKFAST&openPlayBack=true)

## Hotels with pools and hot tubs in Islamorada

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

![Daily full breakfast for a fee](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/b210c979.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)

![Poolside bar](https://images.trvl-media.com/lodging/1000000/10000/5800/5780/387633fc.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

(1297)

$524 nightly

$590 total

Mar 12 - Mar 13

Total with taxes and fees

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

![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)

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

### Amazing Ocean view condo

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

Tavernier

9.6/10

Exceptional

(44)

$374 nightly

$415 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Exterior](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/42d47c50.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Coffee/tea maker](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/340e7f1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach/ocean view](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/2d6f6a20.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Aerial view](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/0f5b3686.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Dove Creek Resort & Marina, Trademark Collection by Wyndham

[](https://www.expedia.com/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.Hotel-Information)

Key Largo

7.6/10

Good

(1004)

$261 nightly

$294 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Dove-Creek-Resort-Marina.h1186162.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)

### Dbl Master |Oceanview |Jacuzzi |Beach |Marina |BBQ

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

Tavernier

10/10

Exceptional

(111)

$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)

![Exterior](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/8c74658c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor pool, cabanas (surcharge), pool umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/ba58782b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 restaurants, breakfast, lunch, dinner served; American cuisine](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/92d23e9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Serves lunch and dinner](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/bb9d7ce2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Playa Largo Resort & Spa, Autograph Collection

[](https://www.expedia.com/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.Hotel-Information)

Rock Harbor

8.8/10

Excellent

(1003)

$503 nightly

$566 total

Mar 22 - Mar 23

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Playa-Largo-Resort-Spa.h11919055.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)

![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256350/5a93ef3c.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)

![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)

### 3212 Across from Pool \* King & Queen/Twin Bunk Bed

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

Tavernier

9.8/10

Exceptional

(152)

$456 nightly

$497 total

Mar 4 - Mar 5

Total with taxes and fees

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

![Property grounds](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/7c755dc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Reception](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/3b0a2582.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 outdoor pools, pool umbrellas, sun loungers](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/0df3bfb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 restaurants, breakfast served](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/4de34d26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Baker's Cay Resort Key Largo, Curio Collection by Hilton

[](https://www.expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

Key Largo

8.6/10

Excellent

(1001)

$550 nightly

$619 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Bakers-Cay-Resort-Key-Largo.h14042.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/be3c8b08.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/8147c88b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/11b76aad.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Coconut Cove Resort and Marina

[](https://www.expedia.com/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information)

Islamorada

9.2/10

Wonderful

(201)

$362 nightly

$408 total

Mar 12 - Mar 13

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.Hotel-Information)

![Beach nearby](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/73768933.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Pool](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/42235c88.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/825b25d7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256355/1b555397.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Starfish Seas Ocean Pointe 1302 King/Queen 2BA 2BR

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

Tavernier

9.8/10

Exceptional

(26)

$437 nightly

$475 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/88000000/87830000/87824100/87824083/f37f6bd9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/e8ddccf5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/d09ea2c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/88000000/87830000/87824100/87824083/661fb6e3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Blue Haven Key Largo | Ocean Pointe 1315

[](https://www.expedia.com/Tavernier-Hotels-Blue-Haven-Key-Largo-Ocean-Pointe-1315.h87824083.Hotel-Information)

Tavernier

9.8/10

Exceptional

(16)

$469 nightly

$511 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Blue-Haven-Key-Largo-Ocean-Pointe-1315.h87824083.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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-03-12&endDate=2026-03-13&regionId=10768&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true)

## Top Islamorada Hotel Reviews

![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)

![Coconut Cove Resort and Marina](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/667446d9_y.jpg)

### Coconut Cove Resort and Marina

10/10 Excellent

"Staff are wonderful, rooms are clean and well kept, nice small resort and great atmosphere. The BYOB Tiki Bar is a real hit in my book."

[](https://expedia.com/Islamorada-Hotels-Coconut-Cove-Resort-And-Marina.h4182524.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)

![Drop Anchor](https://images.trvl-media.com/lodging/5000000/4290000/4287400/4287368/7fd0f78d_y.jpg)

### Drop Anchor

10/10 Excellent

"My stay at Drop Harbor was excellent. The room was spotless and the location couldn’t have been better. I opened my door and the water was right there — absolutely beautiful. The front desk staff was very friendly and welcoming. Overall, a fantastic experience!"

[](https://expedia.com/Islamorada-Hotels-Drop-Anchor.h4287368.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)

![Fisher Inn Resort & Marina](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/9ae0ece9_y.jpg)

### Fisher Inn Resort & Marina

10/10 Excellent

"Beautiful property! Very clean, view was amazing!"

[](https://expedia.com/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information)

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

### Amara Cay Resort

10/10 Excellent

"Room had a musty odor. Tiki bar staff non attentive. Grounds were beautiful"

[](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

"Absolutely loved ALL the service and extra attention to detail! Alicia, Maria with cleaning the room, to Kady and Mona with food service and smiles!!! "

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

![La Jolla Resort](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/74e26d92_y.jpg)

### La Jolla Resort

10/10 Excellent

"The room was clean, grounds well kept, amenities great! The paddle boards were a hit. The fishing equipment left a lot to be desired…more so for the kids. The staff was very friendly and knowledgeable about the area."

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

## Frequently asked questions

### How much does a hotel with outdoor pool in Islamorada cost?

### Are there hotels in Islamorada that have private outdoor pools?

> One of the standout features of Cheeca Lodge is its private outdoor pool, which provides an exclusive retreat for guests looking to unwind. This serene environment is complemented by poolside cabanas and sun loungers, ensuring you can soak up the sun in style. Additionally, the resort's beachfront location allows for easy access to a private beach, making it superb for families and couples alike.
> 
>   
> Whether you're enjoying a massage on the beach, indulging in 24-hour room service, or taking advantage of the resort's on-site tennis and golf facilities, Cheeca Lodge & Spa seamlessly blends luxury with the natural beauty of Florida.

### What are some of the best Islamorada hotels with outdoor pools and scenic views?

> Another fantastic option is the [Chesapeake Beach Resort](https://www.expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information), also rated 3.5 stars and earning an excellent score of 9.2\. This hotel not only features a clean outdoor pool but also offers beautiful views of both the ocean and the beach. Guests rave about the friendly staff, comfortable rooms, and excellent complimentary breakfast, making it an ideal family getaway.
> 
>   
> For a luxurious experience, consider the 5-star [Cheeca Lodge & Spa](https://www.expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information), where you'll find an expansive outdoor pool along with private cabanas for a touch of elegance. With a review rating of 9.2, this resort is great for families looking to indulge. Guests praise the amazing amenities, beautiful rooms, and excellent dining options, ensuring a memorable stay for everyone.
> 
>   
> The [Pines & Palms Resort](https://www.expedia.com/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information), a 3-star hotel with a cozy atmosphere, also boasts an outdoor pool with ocean views, rated at 9.2 by visitors. Families enjoy the beautiful location and clean rooms, great for unwinding after a day of adventure.
> 
>   
> Lastly, the [Islander Resort](https://www.expedia.com/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information) stands out with its 4-star rating and beautiful outdoor pool, accompanied by breathtaking ocean and beach views. With a score of 9.2, guests highlight the friendly staff and spacious, clean accommodations, making it an excellent choice for families seeking both adventure and comfort.

### Are there hotels in Islamorada with outdoor pool cabanas or loungers?

> For a more casual vibe, the [Sunset Inn](https://www.expedia.com/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information), a charming 3-star option, offers an inviting outdoor pool with complimentary pool cabanas. Travellers appreciate its central location and friendly, helpful staff, making it a great choice for those seeking a warm and welcoming environment, reflected in its stellar review score of 9.4.
> 
>   
> Another fantastic option is the [Islander Resort](https://www.expedia.com/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information), a 4-star property featuring both pool cabanas and sun loungers by the pool, which is described as beautiful and spacious. Guests enjoy the incredible service and well-kept facilities, securing a traveller rating of 9.2.
> 
>   
> Lastly, [Casa Morada](https://www.expedia.com/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information), a 3.5-star hotel, boasts a lovely outdoor pool where you can relax on sun loungers, complemented by a poolside bar and complimentary breakfast options. With a review score of 9.4, this hotel is known for its excellent staff and comfortable accommodations, great for families seeking both fun and relaxation.

### Which Islamorada hotels offer poolside service for food and drinks?

> For a bit of luxury, [Cheeca Lodge & Spa](https://www.expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) stands out as a 5-star gem in Islamorada. Not only does it feature an inviting poolside bar, but it also boasts private cabanas and a stunning beachfront location. With a stellar rating of 9.2, visitors appreciate the beautiful clean rooms and the friendly, attentive staff who go above and beyond to ensure a memorable stay.
> 
>   
> Another great option is the [Pines & Palms Resort](https://www.expedia.com/Islamorada-Hotels-Pines-Palms-Resort.h990422.Hotel-Information), rated 9.2 by travellers. This 3-star resort also provides a poolside bar, allowing guests to enjoy snacks and beverages as they lounge by the outdoor pool. The beautiful surroundings and clean accommodations make it a lovely spot for travellers.
> 
>   
> [Islander Resort](https://www.expedia.com/Islamorada-Hotels-Islander-Resort.h475438.Hotel-Information), a 4-star hotel, also features a poolside bar, where you can indulge in drinks while enjoying the beautiful ocean view. Guests frequently compliment the friendly service and the spacious, well-maintained pool area, contributing to a great family-friendly atmosphere.
> 
>   
> Lastly, [Amara Cay Resort](https://www.expedia.com/Islamorada-Hotels-Amara-Cay-Resort.h61976.Hotel-Information), with an 8.8 rating, offers a welcoming poolside bar as well. Known for its beautiful outdoor pool and comfortable rooms, this 4-star resort provides a relaxing environment superb for unwinding after a day of exploration.

### Are there hotels with outdoor pools that are close to MoradaWay Arts & Cultural District?

> Another excellent option is the [Sunset Inn](https://www.expedia.com/Islamorada-Hotels-Sunset-Inn.h30568049.Hotel-Information), a cozy 3-star hotel boasting a warm outdoor pool and spacious, clean rooms. With a review rating of 9.4, travellers appreciate the friendly staff and the central location, which is great for venturing out to nearby attractions. Plus, the complimentary self-parking adds to the convenience for families traveling by car.
> 
>   
> For a more upscale experience, [Casa Morada](https://www.expedia.com/Islamorada-Hotels-Casa-Morada.h900424.Hotel-Information), also a 3.5-star hotel, offers a resort-style outdoor pool along with free continental breakfast. Guests have praised the excellent and comfortable rooms, as well as the attentive staff, securing a review score of 9.4\. Its proximity to the cultural district makes it a wonderful base for exploring the local art scene.
> 
>   
> Lastly, if you're seeking a luxurious stay, consider [Cheeca Lodge & Spa](https://www.expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information), a stunning 5-star resort that features a spectacular outdoor pool, private beach access, and a range of amenities including a poolside bar and tennis courts. With a review score of 9.2, guests consistently highlight the friendly service, beautiful accommodations, and delicious food, ensuring a memorable family getaway.

### Are there hotels in Islamorada with outdoor pool activities or events?

> [Chesapeake Beach Resort](https://www.expedia.com/Islamorada-Hotels-Chesapeake-Beach-Resort.h4170.Hotel-Information) stands out with its two inviting outdoor pools that boast breathtaking ocean views, setting the stage for both relaxation and social gatherings. The resort also features an oceanfront event venue, allowing guests to enjoy poolside events while soaking up the stunning scenery.
> 
>   
> For families seeking a luxurious experience, [Cheeca Lodge & Spa](https://www.expedia.com/Islamorada-Hotels-Cheeca-Lodge-Spa.h5780.Hotel-Information) is an excellent choice. The resort offers a family-friendly pool area complete with a full-service watersports facility just a stone's throw away. Guests can reserve private cabanas at either the spa pool or infinity pool, creating a serene personal oasis where you can unwind and take in the beautiful surroundings.
> 
>   
> [Fisher Inn Resort & Marina](https://www.expedia.com/Islamorada-Hotels-Fisher-Inn-Resort-Marina.h3274374.Hotel-Information) is another fantastic option, featuring a heated outdoor pool that caters to comfort and enjoyment. With poolside amenities, including sun loungers and outdoor furniture, this resort encourages guests to bask in the warm Florida sun while enjoying a leisurely day by the water.

### Is it cheaper to book flights and a Islamorada hotel with a pool as a package?

### How can I save on a Islamorada hotel with a pool with Expedia?

### Can I cancel my hotel reservation on Expedia?

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- [Lower Arsnicker Keys Hotels ](https://www.expedia.com/Lower-Arsnicker-Keys-Hotels.d553248635975748872.Travel-Guide-Hotels)
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- [Flights from Windley Key ](https://www.expedia.com/lp/flights/553248635976197663/flights-from-windley-key)
- [Flights to Lignumvitae Key Botanical State Park ](https://www.expedia.com/Cheap-Flights-To-Lignumvitae-Key-Botanical-State-Park.d553248621532652349.Travel-Guide-Flights)
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- [Windley Key Fossil Reef Geological State Park ](https://www.expedia.com/Windley-Key-Fossil-Reef-Geological-State-Park-Islamorada.d6282211.Vacation-Attraction)
- [Founders Park ](https://www.expedia.com/Founders-Park-Islamorada.d6277602.Vacation-Attraction)
- [Visit Lignumvitae Key Botanical State Park ](https://www.expedia.com/Lignumvitae-Key-Botanical-State-Park.dx553248621532652349)
- [Islamorada County Park ](https://www.expedia.com/Islamorada-County-Park-Islamorada.d553248621532652353.Vacation-Attraction)
- [Lower Matecumbe Key Vacations ](https://www.expedia.com/Lower-Matecumbe-Key.d553248635975749077.Destination-Travel-Guides)
- [Florida Keys Dive Center ](https://www.expedia.com/Florida-Keys-Dive-Center-Tavernier.d553248621532652358.Vacation-Attraction)
- [Visit Tavernier ](https://www.expedia.com/Tavernier.dx10047)
- [Tavernier Vacations ](https://www.expedia.com/Tavernier.d10047.Destination-Travel-Guides)
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- [Harry Harris Park ](https://www.expedia.com/Harry-Harris-Park-Tavernier.d553248621533115827.Vacation-Attraction)
- [Pigeon Key ](https://www.expedia.com/Pigeon-Key-Tavernier.d553248621563219631.Vacation-Attraction)
- [Fiesta Key ](https://www.expedia.com/Fiesta-Key-Florida.d553248635975749263.Vacation-Attraction)
- [Visit Lower Arsnicker Keys ](https://www.expedia.com/Lower-Arsnicker-Keys.dx553248635975748872)

- [Car rentals near Hurricane Monument ](https://www.expedia.com/Car-Rentals-In-Hurricane-Monument.d6063543.Car-Rental-Guide)
- [Car rentals near Bud n' Mary's Dive Center ](https://www.expedia.com/Car-Rentals-In-Bud-N-Marys-Dive-Center.d6069243.Car-Rental-Guide)
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- [Thrifty Car Rental Rental Cars in Tavernier ](https://www.expedia.com/Thrifty-Car-Rental-Car-Rentals-In-Tavernier.d10047-c45.Car-Rental-Guide-Suppliers)
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- [Car rentals near Fiesta Key ](https://www.expedia.com/Car-Rentals-In-Fiesta-Key.d553248635975749263.Car-Rental-Guide)

- [Tavernier Vacation Rentals ](https://www.expedia.com/Tavernier-Vacation-Rentals.d10047.Travel-Guide-VacationRentals)

- [Things to do in Tavernier ](https://www.expedia.com/Things-To-Do-In-Tavernier.d10047.Travel-Guide-Activities)