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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 pick of great hotels with pools in Islamorada

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Review score

Casa Morada

Hotel in Islamorada

Situated in Islamorada, less than 1 km from Upper Matecumbe Key, Casa Morada features accommodation with free bikes, free private parking, an outdoor swimming pool and a garden.

C
CHRISTINA
From
United States
I love the view. The amazing hospitality and service.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 106 reviews
Price from
US$465.75
1 night, 2 adults

Pines & Palms Resort

Islamorada

This Islamorada resort in the Florida Keys is located near Alligator Reef. It boasts an oceanfront freshwater pool, a Tiki Bar and a private beach area. Each accommodation includes a full kitchen.

H
Hanna
From
Sweden
Newly renovated bungalow by the sea. All the details were amazing for someone who appreciates these. Kayaks, SUPs available and when you see turtles swimming buy you are simply in love with the place.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 663 reviews
Price from
US$219
1 night, 2 adults

Key Lime Cottage in the heart of Islamorada

Islamorada

Located only 8.5 km from Upper Matecumbe Key in Islamorada, Key Lime Cottage in the heart of Islamorada provides accommodation equipped with a patio, garden and year-round outdoor pool.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$261.57
1 night, 2 adults

The Islands of Islamorada

Hotel in Islamorada

Located in Islamorada, 1.7 km from Upper Matecumbe Key, The Islands of Islamorada provides accommodation with free bikes, free private parking, an outdoor swimming pool and a fitness centre.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 19 reviews
Price from
US$700
1 night, 2 adults

Breezy Palms Resort

Hotel in Islamorada

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

R
Rita
From
United States
Place was very nice and clean. Staff was friendly, and the beds were comfortable. Had a cottage near the water.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,496 reviews
Price from
US$248
1 night, 2 adults

Sunset Inn

Hotel in Islamorada

Located in Islamorada, less than 1 km from Upper Matecumbe Key, Sunset Inn provides accommodation with a garden, free private parking and barbecue facilities.

F
Faetsa
From
Bulgaria
Everything was great from staff to location to comfort and cleanliness
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,237 reviews
Price from
US$134.10
1 night, 2 adults

Lime Tree Bay Resort

Islamorada

This resort is situated on one-quarter mile of private beach on Long Key between Islamorada and Marathon. Bright spacious rooms and 2 swimming pools are available.

E
Eleni
From
Greece
very close to the beach, friendly staff, many things to do
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,859 reviews
Price from
US$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...

T
Tommi
From
Finland
Great location and good food. Pool area was nice.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,410 reviews
Price from
US$420
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.

J
Johnny
From
United States
I love everything about the property. I love how the back patio was enclosed but open as well. I love the outside shower, so convenient. The staff was amazing and funny and attentative. The pool was awesome. The room was spacious. I loved how it had a little sink next to the microwave. I would definitely come back and recommend to everyone I know. One of the best things about is that its about 100yards north of Theater of the Sea. Perfection
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 293 reviews
Price from
US$212.75
1 night, 2 adults

La Jolla Resort

Islamorada

Featuring free WiFi and an outdoor pool, La Jolla Resort offers accommodation in Islamorada, 800 metres from Upper Matecumbe Key. Free private parking is available on site.

T
Tal
From
Israel
Lovely place, large, clean and well-decorated double room. It seems like they thought of all the little details. The outdoor space is especially beautiful. Right on the beach. Lovely views. Seating areas, kayaks. Across the road is a great brewery. Looking forward to returning on warmer days.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 871 reviews
Price from
US$219
1 night, 2 adults
All hotels with pools in Islamorada

Top picks for Islamorada hotels

Explore our most popular hotels in Islamorada

Filter by:

Review score

Casa Morada

Hotel in Islamorada

Situated in Islamorada, less than 1 km from Upper Matecumbe Key, Casa Morada features accommodation with free bikes, free private parking, an outdoor swimming pool and a garden.

C
CHRISTINA
From
United States
I love the view. The amazing hospitality and service.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 106 reviews
Price from
US$465.75
1 night, 2 adults

Pines & Palms Resort

Islamorada

This Islamorada resort in the Florida Keys is located near Alligator Reef. It boasts an oceanfront freshwater pool, a Tiki Bar and a private beach area. Each accommodation includes a full kitchen.

H
Hanna
From
Sweden
Newly renovated bungalow by the sea. All the details were amazing for someone who appreciates these. Kayaks, SUPs available and when you see turtles swimming buy you are simply in love with the place.
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 663 reviews
Price from
US$219
1 night, 2 adults

Key Lime Cottage in the heart of Islamorada

Islamorada

Located only 8.5 km from Upper Matecumbe Key in Islamorada, Key Lime Cottage in the heart of Islamorada provides accommodation equipped with a patio, garden and year-round outdoor pool.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 5 reviews
Price from
US$261.57
1 night, 2 adults

The Islands of Islamorada

Hotel in Islamorada

Located in Islamorada, 1.7 km from Upper Matecumbe Key, The Islands of Islamorada provides accommodation with free bikes, free private parking, an outdoor swimming pool and a fitness centre.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 19 reviews
Price from
US$700
1 night, 2 adults

Breezy Palms Resort

Hotel in Islamorada

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

R
Rita
From
United States
Place was very nice and clean. Staff was friendly, and the beds were comfortable. Had a cottage near the water.
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,496 reviews
Price from
US$248
1 night, 2 adults

Sunset Inn

Hotel in Islamorada

Located in Islamorada, less than 1 km from Upper Matecumbe Key, Sunset Inn provides accommodation with a garden, free private parking and barbecue facilities.

F
Faetsa
From
Bulgaria
Everything was great from staff to location to comfort and cleanliness
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,237 reviews
Price from
US$134.10
1 night, 2 adults

Lime Tree Bay Resort

Islamorada

This resort is situated on one-quarter mile of private beach on Long Key between Islamorada and Marathon. Bright spacious rooms and 2 swimming pools are available.

E
Eleni
From
Greece
very close to the beach, friendly staff, many things to do
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,859 reviews
Price from
US$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...

T
Tommi
From
Finland
Great location and good food. Pool area was nice.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,410 reviews
Price from
US$420
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.

J
Johnny
From
United States
I love everything about the property. I love how the back patio was enclosed but open as well. I love the outside shower, so convenient. The staff was amazing and funny and attentative. The pool was awesome. The room was spacious. I loved how it had a little sink next to the microwave. I would definitely come back and recommend to everyone I know. One of the best things about is that its about 100yards north of Theater of the Sea. Perfection
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 293 reviews
Price from
US$212.75
1 night, 2 adults

La Jolla Resort

Islamorada

Featuring free WiFi and an outdoor pool, La Jolla Resort offers accommodation in Islamorada, 800 metres from Upper Matecumbe Key. Free private parking is available on site.

T
Tal
From
Israel
Lovely place, large, clean and well-decorated double room. It seems like they thought of all the little details. The outdoor space is especially beautiful. Right on the beach. Lovely views. Seating areas, kayaks. Across the road is a great brewery. Looking forward to returning on warmer days.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 871 reviews
Price from
US$219
1 night, 2 adults
All hotels with pools in Islamorada

Looking for a hotel with pools?

‘Does it have a pool?’ is arguably one of the most common questions when booking a stay in any location. These hotels offer a great way to keep active during your holiday without having to hit the gym. Indoor pools allow you to practice your backstroke come rain or shine, whereas outdoor options allow you to relax on a sun lounger after swimming a few lengths.

Most booked hotels with pools in Islamorada and surroundings in the past month

See all

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 7.8
Good - What previous guests thought, 364 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 333 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 7.7
Good - What previous guests thought, 955 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,410 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 8.8
Fabulous - What previous guests thought, 48 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 615 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,496 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,237 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,859 reviews

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

Scored out of 10, guest rating 7.2
Good - What previous guests thought, 651 reviews

This hotel is located in Islamorada, Florida. Hadley Resort and Marina features an outdoor swiming pool and free WiFi throughout the property.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 48 reviews

Featuring a unique tropical atmosphere and situated 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.

From US$734.63 per night
Scored out of 10, guest rating 8.3
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 US$327.38 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 615 reviews

This beachfront hotel is located in Islamorada, Florida and features transfer services within 6 km from the property. WiFi is included in the resort fee.

From US$360.84 per night
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 955 reviews

Located right on the shores of Islamorada, the Fisher Inn Resort & Marina is 14 miles from Key Largo.

From US$243.71 per night
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 364 reviews

Located adjacent to Windley Key Fossil Reef Geological State Park, this Islamorada resort features an ocean-side outdoor swimming pool.

From US$235.27 per night

Boasting air-conditioned accommodation with a balcony, Isla Mirabelle - Waterfront Boutique Resort, Htd Pool, Dock, Walkable is set in Islamorada.

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

Boasting air-conditioned accommodation with a balcony, Bayberry Key - Waterfront Boutique Resort, Dock, Direct Water views! is set in Islamorada.

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

Featuring air-conditioned accommodation with a balcony, Isla Key Mamey - Waterfront Boutique Resort, Island Paradise, Prime Location is located in Islamorada.

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

Featuring air-conditioned accommodation with a balcony, Isla Key Lime - Waterfront Boutique Resort, Htd Pool, Dock, Walkable is located in Islamorada.

Boasting air-conditioned accommodation with a balcony, Isla Key Kiwi - Waterfront Boutique Resort, Island Paradise, Prime Location is situated in Islamorada.

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

Featuring air-conditioned accommodation with a balcony, Isla Key Guava - Waterfront Boutique Resort, Island Paradise, Prime Location is set in Islamorada.

La Jolla Resort

Islamorada
Budget options available
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 871 reviews

Featuring free WiFi and an outdoor pool, La Jolla Resort offers accommodation in Islamorada, 800 metres from Upper Matecumbe Key. Free private parking is available on site.

From US$240.75 per night

Sunset Inn

Islamorada
Budget options available
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,237 reviews

Located in Islamorada, less than 1 km from Upper Matecumbe Key, Sunset Inn provides accommodation with a garden, free private parking and barbecue facilities.

From US$222.63 per night

Islander Resort

Islamorada
Budget options available
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,410 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...

From US$459.90 per night

The Oasis

Islamorada
Budget options available

Boasting a patio with lake views, a private beach area and water sports facilities, The Oasis can be found in Islamorada, close to Upper Matecumbe Key and 3.1 km from Theater Of The Sea On Islamorada.

Enjoy breakfast in Islamorada and nearby

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 19 reviews

Located in Islamorada, 1.7 km from Upper Matecumbe Key, The Islands of Islamorada provides accommodation with free bikes, free private parking, an outdoor swimming pool and a fitness centre.

From US$740.25 per night

Heart of Morada

Islamorada
Breakfast options

Boasting air-conditioned accommodation with a private pool, pool view and a balcony, Heart of Morada is set in Islamorada.

Beacon Reef 222

Islamorada
Breakfast options

Featuring a terrace with sea views, an outdoor swimming pool and a garden, Beacon Reef 222 can be found in Islamorada, close to History of Diving Museum and 2.1 km from Theater Of The Sea On...

Set in Islamorada, Oceanfront Islamorada Townhome with Dock and Pool offers accommodation with private pool, free WiFi and free private parking for guests who drive.

Situated in Islamorada, near Windley Key, Theater Of The Sea On Islamorada and Windley Key Fossil Reef Geological State Park, Island Time - Oceanview Balconies- Dock- HTD Pool has an outdoor swimming...

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

Featuring sea views, At The Sandbar - Oceanfront, Htd Pool, Dock, GameRoom provides accommodation with an outdoor swimming pool and a terrace, around less than 1 km from Windley Key.

Palms 417

Islamorada
Breakfast options

Featuring sea views, Palms 417 features accommodation with an outdoor swimming pool and a balcony, around 3.3 km from Upper Matecumbe Key. This beachfront property offers access to a terrace.

Palms 407

Islamorada
Breakfast options

Facing the seafront in Islamorada, Palms 407 is a holiday home, featuring a year-round outdoor pool and parking on-site.

FAQ about hotels with pools in Islamorada

Hotels with a pool that guests love in Islamorada

See all
Avg. price/night: US$360.84
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 615 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: US$190.13
Scored out of 10, guest rating 7.4
Good - What previous guests thought, 1,460 reviews
Multiple swimming pools, good location
Guest review by
Stephanie
Family with young children
Avg. price/night: US$215.63
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 298 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: US$243.71
Scored out of 10, guest rating 7.7
Good - What previous guests thought, 955 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: US$346.50
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 663 reviews
Awesome location just in front of the sea with beautiful swimming pool.
Guest review by
Burkhard
Family with young children
Avg. price/night: US$459.90
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,410 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
Fabulous - What previous guests thought, 250 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: US$254.75
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,496 reviews
The place is very pretty and the swimming pool was nice.
Guest review by
Robin
Young couple
Avg. price/night: US$310.78
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,859 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: US$235.27
Scored out of 10, guest rating 7.8
Good - What previous guests thought, 364 reviews
Great location and nice beach area and swimming pool. Rooms are ok, not fancy but very clean.
Guest review by
Hellieb
Young couple