Title: The Best Hotels with a Pool in Islamorada from $232 in 2026 | Expedia.com

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![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 14 - Feb 15](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-02-14&endDate=2026-02-15&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Feb 15 - Feb 16](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-02-15&endDate=2026-02-16&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Feb 20 - Feb 22](https://www.expedia.com/Hotel-Search?regionId=10768&startDate=2026-02-20&endDate=2026-02-22&adults=2&amenities=POOL&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[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)

## 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)

![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)

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

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

### Treasure Harbor

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

Islamorada

9.0/10

Wonderful

(129 reviews)

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

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

Nick

$294 nightly

$331 total

Feb 22 - Feb 23

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Treasure-Harbor.h91743042.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) | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/17000000/16580000/16574700/16574668/736a4da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

### La Jolla Resort

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

Matecumbe

9.2/10

Wonderful

(1,003 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

$206 nightly

$232 total

Mar 1 - Mar 2

Total with taxes and fees

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

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

![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

(1,082 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

$240 nightly

$271 total

Mar 12 - Mar 13

Total with taxes and fees

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

![Front of property](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/d813ee44.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)

![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)

### Bay Harbor Lodge

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

Rock Harbor

9.4/10

Exceptional

(668 reviews)

"Clean, quiet "

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

Thomas

$275 nightly

$309 total

Feb 23 - Feb 24

Total with taxes and fees

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

![3 outdoor pools, open 7:30 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/ca18911f.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)

![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)

### Lime Tree Bay Resort

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

Long Key

9.2/10

Wonderful

(1,166 reviews)

"Excellent location, beautiful property, friendly staff. "

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

Michael

$369 nightly

$415 total

Mar 1 - Mar 2

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/57000000/56960000/56952700/56952622/da1d792f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/77268f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/8beb804e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Free WiFi, bed sheets](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/a161cfba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ragged Edge Resort & Marina

[](https://www.expedia.com/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information)

Islamorada

9.6/10

Exceptional

(224 reviews)

"Staff was amazing, wish we had stayed longer!"

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

Chad

$307 nightly

$346 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information)

![Suite, Bay View (Tropical) | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/3000000/2850000/2841700/2841625/2dff9f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Kitchen (Caribbean Beach ) | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2850000/2841700/2841625/24c9e8e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/3000000/2850000/2841700/2841625/68611de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, white sand, beach towels, windsurfing](https://images.trvl-media.com/lodging/3000000/2850000/2841700/2841625/56fa5fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Atlantic Bay Resort

[](https://www.expedia.com/Tavernier-Hotels-Atlantic-Bay-Resort.h2841625.Hotel-Information)

Tavernier

9.4/10

Exceptional

(741 reviews)

"Excellent room with great views. Staff was courteous and helpful"

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

Kelly

$299 nightly

$334 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Atlantic-Bay-Resort.h2841625.Hotel-Information)

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

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

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

![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)

### Cheeca Lodge & Spa

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

Matecumbe

9.2/10

Wonderful

(1,302 reviews)

"Great staff and beautiful property "

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

Julie

$399 nightly

$449 total

Feb 22 - Feb 23

Total with taxes and fees

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

![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)

![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)

### Breezy Palms Resort

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

Matecumbe

8.8/10

Excellent

(618 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

$250 nightly

$281 total

Mar 4 - Mar 5

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Breezy-Palms-Resort.h11945889.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/1000000/30000/22700/22657/8552ad16.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)

![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

(1,669 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

$270 nightly

$301 total

Mar 3 - Mar 4

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Bayside-Inn-Key-Largo.h22657.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=2026-02-28&endDate=2026-03-01&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

![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)

![3 outdoor pools, open 7:30 AM to 6:00 PM, sun loungers](https://images.trvl-media.com/lodging/1000000/890000/882300/882254/ca18911f.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)

![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)

### Lime Tree Bay Resort

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

Long Key

9.2/10

Wonderful

(1166)

$369 nightly

$415 total

Mar 1 - Mar 2

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)

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

![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

(1082)

$240 nightly

$271 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/57000000/56960000/56952700/56952622/323dbfbe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/77268f5e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Deluxe Apartment | Free WiFi, bed sheets](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/8beb804e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/57000000/56960000/56952700/56952622/da1d792f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ragged Edge Resort & Marina

[](https://www.expedia.com/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information)

Islamorada

9.6/10

Exceptional

(224)

$307 nightly

$346 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/Islamorada-Hotels-Ragged-Edge-Resort-Marina.h56952622.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/3000000/2850000/2841700/2841625/68611de9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, 1 Bedroom, Kitchen (Caribbean Beach ) | Individually decorated, individually furnished, iron/ironing board](https://images.trvl-media.com/lodging/3000000/2850000/2841700/2841625/24c9e8e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Private beach, white sand, beach towels, windsurfing](https://images.trvl-media.com/lodging/3000000/2850000/2841700/2841625/56fa5fc7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Suite, Bay View (Tropical) | Living area | Flat-screen TV](https://images.trvl-media.com/lodging/3000000/2850000/2841700/2841625/2dff9f73.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Atlantic Bay Resort

[](https://www.expedia.com/Tavernier-Hotels-Atlantic-Bay-Resort.h2841625.Hotel-Information)

Tavernier

9.4/10

Exceptional

(741)

$299 nightly

$334 total

Mar 5 - Mar 6

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Atlantic-Bay-Resort.h2841625.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)

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

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

![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)

### Cheeca Lodge & Spa

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

Matecumbe

9.2/10

Wonderful

(1302)

$399 nightly

$449 total

Feb 22 - Feb 23

Total with taxes and fees

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

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

![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)

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

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

### Breezy Palms Resort

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

Matecumbe

8.8/10

Excellent

(618)

$250 nightly

$281 total

Mar 4 - Mar 5

Total with taxes and fees

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

![Reception](https://images.trvl-media.com/lodging/4000000/3490000/3489100/3489061/d35570a3.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)

![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)

### Coconut Palm Inn

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

Tavernier

9.4/10

Exceptional

(533)

$399 nightly

$449 total

Feb 18 - Feb 19

Total with taxes and fees

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

(1250)

$423 nightly

$476 total

Feb 25 - Feb 26

Total with taxes and fees

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

![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)

![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)

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

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

(1655)

$459 nightly

$517 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/1000000/480000/475500/475438/f8d2863e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

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

### Islander Resort

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

Matecumbe

9.2/10

Wonderful

(1002)

$434 nightly

$488 total

Mar 2 - Mar 3

Total with taxes and fees

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

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&regionId=10768&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=OCEAN_VIEW&openPlayBack=true)

## Hotels with pools and free breakfast in Islamorada

![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)

![Front of property](https://images.trvl-media.com/lodging/11000000/10990000/10985700/10985658/d813ee44.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)

![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)

### Bay Harbor Lodge

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

Rock Harbor

9.4/10

Exceptional

(668)

$275 nightly

$309 total

Feb 23 - Feb 24

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/31000000/30220000/30216000/30215914/aba51715.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![King, Non Smoking | Blackout drapes, free WiFi, bed sheets, wheelchair access](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/037b040a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/328193c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Restaurant](https://images.trvl-media.com/lodging/31000000/30220000/30216000/30215914/8f845907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Key Largo Inn

[](https://www.expedia.com/Key-Largo-Hotels-Key-Largo-Inn.h30215914.Hotel-Information)

Key Largo

6.6/10

(1004)

$173 nightly

$195 total

Mar 11 - Mar 12

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Key-Largo-Inn.h30215914.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)

![Reception](https://images.trvl-media.com/lodging/4000000/3490000/3489100/3489061/d35570a3.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)

![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)

### Coconut Palm Inn

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

Tavernier

9.4/10

Exceptional

(533)

$399 nightly

$449 total

Feb 18 - Feb 19

Total with taxes and fees

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

![Restaurant](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/aed267ad.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)

### 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

(1001)

$265 nightly

$299 total

Mar 1 - Mar 2

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/4000000/3280000/3274400/3274374/9ae0ece9.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)

![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)

![Oceanview Seaside Villa | Premium bedding, individually decorated, individually furnished](https://images.trvl-media.com/lodging/4000000/3280000/3274400/3274374/481f59bd.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)

$290 nightly

$326 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Banquet hall](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/cb9f9f1a.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)

![Exterior](https://images.trvl-media.com/lodging/1000000/20000/11900/11864/w4000h2663x0y0-d63f21e0.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

(148)

$475 nightly

$534 total

Feb 22 - Feb 23

Total with taxes and fees

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

![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)

![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)

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

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

(1655)

$459 nightly

$517 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/5000000/4190000/4182600/4182524/667446d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/63ef26aa.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/5000000/4190000/4182600/4182524/11b76aad.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

9.0/10

Wonderful

(188)

$366 nightly

$412 total

Feb 22 - Feb 23

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/1000000/910000/900500/900424/180cb0c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

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

### Casa Morada

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

Matecumbe

9.4/10

Exceptional

(425)

$570 nightly

$641 total

Feb 22 - Feb 23

Total with taxes and fees

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

![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)

![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/d9cc2f68.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)

$591 nightly

$665 total

Mar 1 - Mar 2

Total with taxes and fees

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

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&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)

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

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

![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)

### Cheeca Lodge & Spa

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

Matecumbe

9.2/10

Wonderful

(1302)

$399 nightly

$449 total

Feb 22 - Feb 23

Total with taxes and fees

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

![Restaurant](https://images.trvl-media.com/lodging/2000000/1190000/1186200/1186162/aed267ad.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)

### 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

(1001)

$265 nightly

$299 total

Mar 1 - Mar 2

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/5000000/4190000/4182600/4182524/667446d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Front of property](https://images.trvl-media.com/lodging/5000000/4190000/4182600/4182524/63ef26aa.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/5000000/4190000/4182600/4182524/11b76aad.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

9.0/10

Wonderful

(188)

$366 nightly

$412 total

Feb 22 - Feb 23

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/12000000/11920000/11919100/11919055/8c74658c.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)

![On the beach, beach cabanas, sun loungers, beach umbrellas](https://images.trvl-media.com/lodging/12000000/11920000/11919100/11919055/d9cc2f68.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)

$591 nightly

$665 total

Mar 1 - Mar 2

Total with taxes and fees

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

![Breadfruit Suite | Terrace/patio](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/ba4e7679.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/b8ee59fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/eb1153a6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74510000/74501700/74501641/c0f429ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Kona Kai Resort and Gallery - Adults Only

[](https://www.expedia.com/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.Hotel-Information)

Rock Harbor

9.8/10

Exceptional

(304)

$454 nightly

$511 total

Feb 24 - Feb 25

Total with taxes and fees

[](https://www.expedia.com/Key-Largo-Hotels-Kona-Kai-Resort-And-Gallery.h74501641.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)

![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)

![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)

![32-inch LCD TV with satellite channels, TV, iPod dock](https://images.trvl-media.com/lodging/1000000/20000/14100/14042/bbdba544.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)

$582 nightly

$655 total

Mar 5 - Mar 6

Total with taxes and fees

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

![On the beach](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/0ad9df61.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/8d386ddb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/c854d590.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/54000000/53650000/53645500/53645406/3a4de8ac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Serenity In The Sun Condo Fabulous Ocean View

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

Tavernier

10/10

Exceptional

(108)

$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)

![On the beach, sun loungers](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/52ee15e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/66c0b900.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/97d27293.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Marina](https://images.trvl-media.com/lodging/45000000/44080000/44079000/44078971/eebfd124.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Two Panoramic Ocean Views from the Living room and Master Bedroom in this Condo

[](https://www.expedia.com/Tavernier-Hotels-Panoramic-Ocean-View-In-Tranquil-Tropical-Setting.h44078971.Hotel-Information)

Tavernier

9.8/10

Exceptional

(233)

$496 nightly

$551 total

Feb 20 - Feb 21

Total with taxes and fees

[](https://www.expedia.com/Tavernier-Hotels-Panoramic-Ocean-View-In-Tranquil-Tropical-Setting.h44078971.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/55000000/54780000/54774300/54774228/95dbc957.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)

![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)

### The Islands of Islamorada

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

Matecumbe

9.8/10

Exceptional

(70)

$948 nightly

$1,067 total

Feb 26 - Feb 27

Total with taxes and fees

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

![Beach nearby](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256350/9bc23a15.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)

![Pool](https://images.trvl-media.com/lodging/79000000/78260000/78256400/78256350/b17c222a.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)

### 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)

$473 nightly

$515 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.

[View all properties](https://expedia.com/Hotel-Search?startDate=2026-02-28&endDate=2026-03-01&regionId=10768&adults=2&amenities=POOL&sort=RECOMMENDED&amenities=HOT_TUB&openPlayBack=true)

## Top Islamorada Hotel Reviews

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

### Chesapeake Beach Resort

10/10 Excellent

"Just perfect "

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

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

### La Siesta Resort & Villas

10/10 Excellent

"Yes"

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

![Breezy Palms Resort](https://images.trvl-media.com/lodging/12000000/11950000/11945900/11945889/96b58c48_y.jpg)

### Breezy Palms Resort

10/10 Excellent

"Old-Florida style accommodations, very clean. Staff helpful and friendly. The beach offers lots of wildlife viewing. Great location, great value "

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

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

### Islander Resort

10/10 Excellent

"Great room facing ocean..sweet sitting area out front"

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

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

### Amara Cay Resort

10/10 Excellent

"Great staff, good view from room and breakfast was superb. Thanks."

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

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

### La Jolla Resort

10/10 Excellent

"La Jolla is an absolute must for anyone visiting Islamorada or the wider Florida Keys. The staff are super professional and the accommodation is fabulous with exceptionally clean rooms, complete with everything you could need."

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

"Wish we had this place our entire time in the Keys instead of just one night! It was definitely the best accommodations we had. The room was updated nicely, clean and comfortable. It had an unusually large flat screen tv, a long counter with a sink for preparing food or whatever, and a balcony (ours overlooked an empty lot - but there was a large gull bird nest that was interesting to watch). The outdoor space was nice - picnic tables and adirondack chairs overlooking the water. Continental breakfast provided."

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

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

### Cheeca Lodge & Spa

10/10 Excellent

"Check in was great. The elevator was out in our building and they failed to let us know at check- in. We were on the 3rd floor and had to use the stairs. "

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

![Bayside Villas by Islander Resort](https://images.trvl-media.com/lodging/4000000/3870000/3861400/3861342/70514579_y.jpg)

### Bayside Villas by Islander Resort

10/10 Excellent

"Perfect"

[](https://expedia.com/Islamorada-Hotels-Islander-Bayside-Villas-And-Boatslips.h3861342.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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- [Flights from St. Louis to Tavernier ](https://www.expedia.com/lp/flights/178309/10047/st-louis-to-tavernier)

- [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)
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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)