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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

Hotel in Islamorada

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.

A
Ann
From
United States
The location is perfect. The property is lush and beautiful. Daily housekeeping is a plus. Hot breakfast was added this year (eggs & potatoes). Great food from the Thai Food truck located on the property. Sunset Sail was awesome (also located on the property). Free use of kayaks, paddleboards and bicycles.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 110 reviews
Price from
$465.75
1 night, 2 adults

Pines & Palms Resort

Islamorada

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...

G
Gert-Kristjan
From
Estonia
Very good value for money, exceptional views and special greetings to the lady worked in bar - she organized to our daughters coconuts and cutted so we could drink coconut water from coconut which was our kids dream.
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 664 reviews
Price from
$219
1 night, 2 adults

Key Lime Cottage in the heart of Islamorada

Islamorada

Offering a garden, Key Lime Cottage in the heart of Islamorada offers accommodations in Islamorada.

B
Bruce
From
United States
Beautiful cottage set up for living, all amenities for a comfortable stay. Lovely pool which we used. Two private bedrooms, living room, fully equipped kitchen.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
$263.74
1 night, 2 adults

The Islands of Islamorada

Hotel in 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.

C
Charley
From
United States
Breakfast was amazing. The chef was great. We loved the view from our hotel room
Scored out of 10, guest rating 9.4
Wonderful - What previous guests thought, 19 reviews
Price from
$700
1 night, 2 adults

Breezy Palms Resort

Hotel in Islamorada

Facing the beachfront, Breezy Palms Resort offers 3-star accommodations in Islamorada and has an outdoor swimming pool, private beach area and terrace.

F
Frances
From
United States
The property was clean, location was great, near restaurants and other venues.
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 1,528 reviews
Price from
$223.55
1 night, 2 adults

Sunset Inn

Hotel in Islamorada

Located in Islamorada, a 9-minute walk from Upper Matecumbe Key, Sunset Inn provides accommodations with a garden, free private parking and barbecue facilities.

T
Tim Luca
From
Germany
Very clean and newly renovated room, with free Coffee, nice pool and helpful stuff. Next door there is a nice breakfast cafe and you can park your car right infront the hotel.
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 1,264 reviews
Price from
$134.10
1 night, 2 adults

Lime Tree Bay Resort

Islamorada

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.

R
Richard
From
United Kingdom
Peaceful setting, quiet ,great views. Free use of kayaks and bikes.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 1,833 reviews
Price from
$139
1 night, 2 adults

Islander Resort

Islamorada

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...

a
alexander
From
United States
There is no other property in the upper keys like the Islander. The rooms (which are super clean) are huge and have beautiful vaulted ceilings and giant windows overlooking your own private screened-in porch and patio. The pool area is beautiful and has two pools and a full restaurant that actually serves quality food and drinks. There’s a big beautiful beach area and water sports provided by the hotel onsite. definitely Recommend!
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 1,406 reviews
Price from
$420
1 night, 2 adults

Treasure Harbor

Hotel in Islamorada

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.

D
Devin
From
Canada
Loved the location , the marine life , the climate and the culture . What made this spot fantastic and comfortable was Shaun . Right from the beginning he was kind , welcoming and super helpful . He answered all our questions and recommended some really great spots (beaches , etc) . Those recommendations improved our trip ; for sure . Not to mention he was always available for a friendly chat .
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 125 reviews
Price from
$224.99
1 night, 2 adults

The Ocean View Inn

Hotel in Islamorada

The Ocean View Inn has an outdoor swimming pool, terrace, a restaurant and bar in Islamorada.

I
Irene
From
United States
Everyone was amazing The staff was very accommodating and location was great.
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 302 reviews
Price from
$212.75
1 night, 2 adults
All hotels with pools in Islamorada

Looking for a hotel with pools?

"Does it have a pool?" is probably one of the most common booking questions no matter where you're looking to stay. These hotels offer a great way to get some exercise without having to hit the gym on your vacation. Indoor pools let you practice your backstroke come rain or shine, while outdoor options are perfect for relaxing in the sun after swimming a few laps.

Most booked hotels with pools in Islamorada and surrounding area in the past month

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Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 303 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 52 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 867 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 613 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 941 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 1,406 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 831 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 1,528 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 1,833 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 1,264 reviews

Enjoy breakfast in Islamorada and nearby

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...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

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.

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...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

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.

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...

Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

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...

La Jolla Resort

Islamorada
Breakfast options
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 867 reviews

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.

From $252 per night

Sunset Inn

Islamorada
Breakfast options
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 1,264 reviews

Located in Islamorada, a 9-minute walk from Upper Matecumbe Key, Sunset Inn provides accommodations with a garden, free private parking and barbecue facilities.

Save money on pools in Islamorada and nearby – budget options available

Islander Resort

Islamorada
Budget options available
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 1,406 reviews

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...

The Oasis

Islamorada
Budget options available

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.

The Islands of Islamorada

Islamorada
Budget options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 20 reviews

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.

From $740.25 per night

Heart of Morada

Islamorada
Budget options available

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

Islamorada
Budget options available

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.

Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 203 reviews

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.

From $562.50 per night

Pines & Palms Resort

Islamorada
Budget options available
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 664 reviews

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.

From $492.75 per night

La Siesta Resort & Villas

Islamorada
Budget options available
Scored out of 10, guest rating 8.2
Very Good - What previous guests thought, 333 reviews

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.

From $478.13 per night

Great access to the city center. Check these hotels with pools in Islamorada and nearby

Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 303 reviews

The Ocean View Inn has an outdoor swimming pool, terrace, a restaurant and bar in Islamorada.

From $297.55 per night
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 1 review

Oceanfront Islamorada Townhome with Dock and Pool offers accommodations in Islamorada, 3.1 miles from Upper Matecumbe Key and 10 miles from Pigeon Key.

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...

Scored out of 10, guest rating 8.0
Very Good - What previous guests thought, 1 review

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.

Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 613 reviews

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.

From $570.09 per night
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 254 reviews

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.

From $336.38 per night

Palms 417

Islamorada
Central location

Palms 417 offers accommodations in Islamorada, 2.1 miles from Upper Matecumbe Key and 4.6 miles from Theater of the Sea on Islamorada. This beachfront property offers access to a terrace.

Palms 407

Islamorada
Central location

2.1 miles from Upper Matecumbe Key in Islamorada, Palms 407 offers accommodations with access to a spa center and fitness room.

FAQ about hotels with pools in Islamorada

Hotels with a pool that guests love in Islamorada

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Avg. price/night: $570.09
Scored out of 10, guest rating 8.1
Very Good - What previous guests thought, 613 reviews
Location is good. Well situated within the keys. Good resort facilities for free hire. Swimming pool and tiki bar are nice. Reception and lounge area is nice.
Guest review by
Lisa
Family with young children
Avg. price/night: $190.13
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 1,453 reviews
Multiple swimming pools, good location
Guest review by
Stephanie
Family with young children
Avg. price/night: $220.13
Scored out of 10, guest rating 8.5
Very Good - What previous guests thought, 297 reviews
King Suite with Ocean View #19 has exceeded all our expectations! Clean, comfortable, newly renovated suite with a large balcony with stunning ocean views, this is the best suite in the hotel! Swimming pool in the shade of palm trees.
Guest review by
Michel
Young couple
Avg. price/night: $311.21
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 941 reviews
Close to the water, kayaks available, table tennis available. The hotel has a nice swimming pool. The location is close to many other places to visit.
Guest review by
Irlander
Family with young children
Avg. price/night: $492.75
Scored out of 10, guest rating 9.2
Wonderful - What previous guests thought, 664 reviews
Awesome location just in front of the sea with beautiful swimming pool.
Guest review by
Burkhard
Family with young children
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 1,406 reviews
The Islander Resort is an upscale but affordable resort in the middle of Islamorada. The grounds and buildings are very nice. It has 2 swimming pools and a hot tub. We ate breakfast at one restaurant and lunch at the poolside restaurant. Both meals were good. The staff was friendly. I was able to fly my kite on their beach.
Guest review by
Roger
Young couple
Scored out of 10, guest rating 8.9
Excellent - What previous guests thought, 235 reviews
We were looking on a hotel inthe middle of the Keys and it was perfect. The swimming pool is cool for children who really appreciate. We really appreciate and thanks the team and the manager who arranged us for the room.
Guest review by
Stephane
Family with young children
Avg. price/night: $385.56
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 1,528 reviews
The place is very pretty and the swimming pool was nice.
Guest review by
Robin
Young couple
Avg. price/night: $282.66
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 1,833 reviews
The little cover beachfront location was delightful. The space in the townhouses and canal location also lovely and the swimming pool at the townhouses.
Guest review by
Hannah
Family with young children
Avg. price/night: $351.71
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 363 reviews
Great location and nice beach area and swimming pool. Rooms are ok, not fancy but very clean.
Guest review by
Hellieb
Young couple