Hotels with Pools in Islamorada
Find the hotels with pools that appeal to you the most
The best hotels with pools in Islamorada
Check out our selection of great hotels with pools in Islamorada
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Casa Morada
Located in Islamorada, a 10-minute walk from Upper Matecumbe Key, Casa Morada has accommodations with free bikes, free private parking, an outdoor swimming pool and a garden.
Pines & Palms Resort
This Islamorada resort in the Florida Keys is located near Alligator Reef. It features an oceanfront freshwater pool, a Tiki Bar and a private beach area. Each accommodations includes a full...
Key Lime Cottage in the heart of Islamorada
Offering a garden, Key Lime Cottage in the heart of Islamorada offers accommodations in Islamorada.
The Islands of Islamorada
Located in Islamorada, 1.1 miles from Upper Matecumbe Key, The Islands of Islamorada provides accommodations with free bikes, free private parking, an outdoor swimming pool and a fitness center.
Breezy Palms Resort
Facing the beachfront, Breezy Palms Resort offers 3-star accommodations in Islamorada and has an outdoor swimming pool, private beach area and terrace.
Sunset Inn
Located in Islamorada, a 9-minute walk from Upper Matecumbe Key, Sunset Inn provides accommodations with a garden, free private parking and barbecue facilities.
Lime Tree Bay Resort
This resort is located on one-quarter mile of private beach on Long Key between Islamorada and Marathon. Bright spacious rooms and 2 swimming pools are available.
Islander Resort
A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and...
Treasure Harbor
Located in Islamorada, 1.8 miles from Windley Key, Treasure Harbor has accommodations with an outdoor swimming pool, free private parking, a terrace and barbecue facilities.
The Ocean View Inn
The Ocean View Inn has an outdoor swimming pool, terrace, a restaurant and bar in Islamorada.
Top picks for Islamorada hotels
Explore our most popular hotels in Islamorada
- Scored out of 10, guest rating 8.6Excellent - What previous guests thought, 49 reviewsFrom$2201 night, 2 adults
- Scored out of 10, guest rating 8.3Very Good - What previous guests thought, 1,520 reviewsFrom$2231 night, 2 adults
- Scored out of 10, guest rating 8.4Very Good - What previous guests thought, 299 reviewsFrom$1701 night, 2 adults
- Scored out of 10, guest rating 8.6Excellent - What previous guests thought, 1,255 reviewsFrom$1341 night, 2 adults
- Scored out of 10, guest rating 8.5Very Good - What previous guests thought, 829 reviewsFrom$1591 night, 2 adults
- Scored out of 10, guest rating 8.7Excellent - What previous guests thought, 1,843 reviewsFrom$1391 night, 2 adults
- Scored out of 10, guest rating 8.9Excellent - What previous guests thought, 871 reviewsFrom$2191 night, 2 adults
- Scored out of 10, guest rating 8.3Very Good - What previous guests thought, 335 reviewsFrom$2161 night, 2 adults
- Scored out of 10, guest rating 9.2Wonderful - What previous guests thought, 666 reviewsFrom$2191 night, 2 adults
- Scored out of 10, guest rating 8.1Very Good - What previous guests thought, 615 reviewsFrom$2301 night, 2 adults
- Scored out of 10, guest rating 7.2Good - What previous guests thought, 637 reviewsFrom$1271 night, 2 adults
- Scored out of 10, guest rating 7.7Good - What previous guests thought, 946 reviewsFrom$1701 night, 2 adults
- Scored out of 10, guest rating 8.1Very Good - What previous guests thought, 253 reviewsFrom$1491 night, 2 adults
- Scored out of 10, guest rating 8.9Excellent - What previous guests thought, 1,406 reviewsFrom$4201 night, 2 adults
- Scored out of 10, guest rating 8.4Very Good - What previous guests thought, 295 reviewsFrom$1921 night, 2 adults
- Scored out of 10, guest rating 8.6Excellent - What previous guests thought, 708 reviewsFrom$3291 night, 2 adults
- Scored out of 10, guest rating 8.1Very Good - What previous guests thought, 123 reviewsFrom$2251 night, 2 adults
- Scored out of 10, guest rating 9.4Wonderful - What previous guests thought, 19 reviewsFrom$7001 night, 2 adults
- Scored out of 10, guest rating 9.1Wonderful - What previous guests thought, 109 reviewsFrom$4501 night, 2 adults
- Scored out of 10, guest rating 8.5Very Good - What previous guests thought, 201 reviewsFrom$5341 night, 2 adults
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Casa Morada
Located in Islamorada, a 10-minute walk from Upper Matecumbe Key, Casa Morada has accommodations with free bikes, free private parking, an outdoor swimming pool and a garden.
Pines & Palms Resort
This Islamorada resort in the Florida Keys is located near Alligator Reef. It features an oceanfront freshwater pool, a Tiki Bar and a private beach area. Each accommodations includes a full...
Key Lime Cottage in the heart of Islamorada
Offering a garden, Key Lime Cottage in the heart of Islamorada offers accommodations in Islamorada.
The Islands of Islamorada
Located in Islamorada, 1.1 miles from Upper Matecumbe Key, The Islands of Islamorada provides accommodations with free bikes, free private parking, an outdoor swimming pool and a fitness center.
Breezy Palms Resort
Facing the beachfront, Breezy Palms Resort offers 3-star accommodations in Islamorada and has an outdoor swimming pool, private beach area and terrace.
Sunset Inn
Located in Islamorada, a 9-minute walk from Upper Matecumbe Key, Sunset Inn provides accommodations with a garden, free private parking and barbecue facilities.
Lime Tree Bay Resort
This resort is located on one-quarter mile of private beach on Long Key between Islamorada and Marathon. Bright spacious rooms and 2 swimming pools are available.
Islander Resort
A tranquil and relaxing retreat directly on the beach in the Florida Keys, this property offers spacious accommodations equipped with microwaves and refrigerators and easy access to attractions and...
Treasure Harbor
Located in Islamorada, 1.8 miles from Windley Key, Treasure Harbor has accommodations with an outdoor swimming pool, free private parking, a terrace and barbecue facilities.
The Ocean View Inn
The Ocean View Inn has an outdoor swimming pool, terrace, a restaurant and bar in Islamorada.
Looking for a hotel with pools?
Most booked hotels with pools in Islamorada and surrounding area in the past month
Popular with guests booking hotels with pools in Islamorada
Popular with guests booking hotels with pools in Islamorada
Popular with guests booking hotels with pools in Islamorada
Popular with guests booking hotels with pools in Islamorada
Popular with guests booking hotels with pools in Islamorada
Three Waters Resort and Marina, Islamorada, a Tribute Portfolio Resort
Popular with guests booking hotels with pools in Islamorada
Popular with guests booking hotels with pools in Islamorada
Popular with guests booking hotels with pools in Islamorada
Popular with guests booking hotels with pools in Islamorada
Popular with guests booking hotels with pools in Islamorada
Enjoy breakfast in Islamorada and nearby
Hadley Resort and Marina
This hotel is located in Islamorada, Florida. Hadley Resort and Marina features an outdoor swiming pool and free WiFi throughout the property.
Chesapeake Beach Resort
Guests at this Islamorada oceanfront resort can enjoy free WiFi access. Windley Key Fossil Reef Geological State Park is 2 miles away.
Featuring a unique tropical atmosphere and located on an island in the Florida Keys, this resort offers WiFi and parking to guests. A cable TV and a private bathroom are included in every guestroom.
Coconut Cove Resort & Marina
Located in Islamorada, a 9-minute walk from Windley Key, Coconut Cove Resort & Marina provides accommodations with an outdoor swimming pool, free private parking, a fitness center and a shared lounge.
Fisher Inn Resort & Marina
Located right on the shores of Islamorada, the Fisher Inn Resort & Marina is 14 miles from Key Largo.
Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada...
Offering a spa and wellness center and a garden, Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views! in Islamorada is close to Upper Matecumbe Key and History of Diving Museum.
Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location
Just a 12-minute walk from Upper Matecumbe Key and 0.7 miles from History of Diving Museum, Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location features accommodations in...
Save money on pools in Islamorada and nearby – budget options available
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable
Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable offers accommodations in Islamorada, a 12-minute walk from Upper Matecumbe Key and 2.1 miles from Theater of the Sea on Islamorada.
Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location
Just a 12-minute walk from Upper Matecumbe Key and 0.7 miles from History of Diving Museum, Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location features accommodations in...
Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location
Just a 12-minute walk from Upper Matecumbe Key and 0.7 miles from History of Diving Museum, Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location features accommodations in...
The Oasis
Just a 18-minute walk from Upper Matecumbe Key and half a mile from History of Diving Museum, The Oasis features accommodations in Islamorada with barbecue facilities.
Heart of Morada
Featuring pool with a view, Heart of Morada offers accommodations in Islamorada. The air-conditioned accommodation is a 2-minute walk from Upper Matecumbe Key.
Beacon Reef 222
Beacon Reef 222 offers accommodations in Islamorada, 1.3 miles from Theater of the Sea on Islamorada and 1.5 miles from Upper Matecumbe Key.
The Ocean View Inn
The Ocean View Inn has an outdoor swimming pool, terrace, a restaurant and bar in Islamorada.
Oceanfront Islamorada Townhome with Dock and Pool
Oceanfront Islamorada Townhome with Dock and Pool offers accommodations in Islamorada, 3.1 miles from Upper Matecumbe Key and 10 miles from Pigeon Key.
Great access to the city center. Check these hotels with pools in Islamorada and nearby
La Jolla Resort
Featuring free WiFi and an outdoor pool, La Jolla Resort offers accommodations in Islamorada, 2625 feet from Upper Matecumbe Key. Free private parking is available on site.
Cheeca Lodge & Spa
Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida.
Bayside Villas by Islander Resort
Located on the waters of the Florida Bay, the Islander Bayside Resort is less than 5 minutes’ walk from the beach. This resort features a kitchen in every townhouse and an outdoor pool.
La Siesta Resort & Villas
Just off the Overseas Highway and in front of the ocean, this Islamorada hotel offers an on-site marina. The beachfront hotel features an outdoor pool. WiFi is included in the resort fee.
Sands of Islamorada
This Islamorada, Florida inn features an outdoor pool with a hot tub and a boat dock with a ramp. Guests are 4 miles from Theater of the Sea and 2 miles from Indian Key Historic State Park.
Amara Cay Resort
This beachfront hotel is located in Islamorada, Florida and features transfer services within 3.7 mi from the property. WiFi is included in the resort fee.
Island Time - Oceanview Balconies- Dock- HTD Pool
Just a 10-minute walk from Windley Key and 0.4 miles from Theater of the Sea on Islamorada, Island Time - Oceanview Balconies- Dock- HTD Pool features accommodations in Islamorada with an outdoor...
At The Sandbar - Oceanfront, Htd Pool, Dock, GameRoom
At The Sandbar - Oceanfront, Htd Pool, Dock, GameRoom offers accommodations in Islamorada, 3.1 miles from Upper Matecumbe Key and 10 miles from Pigeon Key.
