Skip to main content

Hotels with Pools in Islamorada

Find the hotels with pools that appeal to you the most

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.

P
Paul
From
United Kingdom
Well located, quiet, a real gem.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 107 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.

A
Alan
From
United Kingdom
Beautiful surroundings, very peaceful
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$260.48
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.

m
mark
From
United Kingdom
Fabulous resort. Spacious, well-equipped rooms, lovely pool and superb beach area, very friendly & helpful staff. Close to a number of restaurants too. Would have extended our stay, but Breezy was fully booked. Definitely will be back though. Well done Breezy Palms!! 🤩
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,497 reviews
Price from
US$247
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.

P
Petra
From
Sweden
Loved the location! Clean, neat and tidy. Comfy beds and huge fridge. Very close to the cosy restaurant Lorelei and fab brewery Florida Keys.
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.

l
leonardo
From
Uruguay
WONDERFUL PLACE, DOCK, KAYAK, PADDLE SURF .... IN THE MIDDLE OF THE KEYS
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,852 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...

A
Ana
From
Spain
Great installation, charming personal. Cozy room and decoration We will come back for sure!
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,408 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.

P
Pavel
From
Czech Republic
Nice place on the main road, but close to beach.
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.

K
Karolina
From
Poland
The location was amazing!! A huge terrace and animals all around us 🤩
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

The best hotels with pools in Islamorada

Check out our pick of great hotels with pools 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.

P
Paul
From
United Kingdom
Well located, quiet, a real gem.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 107 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.

A
Alan
From
United Kingdom
Beautiful surroundings, very peaceful
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$260.48
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.

m
mark
From
United Kingdom
Fabulous resort. Spacious, well-equipped rooms, lovely pool and superb beach area, very friendly & helpful staff. Close to a number of restaurants too. Would have extended our stay, but Breezy was fully booked. Definitely will be back though. Well done Breezy Palms!! 🤩
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,497 reviews
Price from
US$247
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.

P
Petra
From
Sweden
Loved the location! Clean, neat and tidy. Comfy beds and huge fridge. Very close to the cosy restaurant Lorelei and fab brewery Florida Keys.
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.

l
leonardo
From
Uruguay
WONDERFUL PLACE, DOCK, KAYAK, PADDLE SURF .... IN THE MIDDLE OF THE KEYS
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,852 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...

A
Ana
From
Spain
Great installation, charming personal. Cozy room and decoration We will come back for sure!
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,408 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.

P
Pavel
From
Czech Republic
Nice place on the main road, but close to beach.
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.

K
Karolina
From
Poland
The location was amazing!! A huge terrace and animals all around us 🤩
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, 1,408 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, 616 reviews

Popular with guests booking hotels with pools in Islamorada

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,497 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, 1,852 reviews

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

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.

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.

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.

Heart of Morada

Islamorada
Budget options available

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

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

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$184.50 per night
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 713 reviews

Positioned on 27 acres of lush gardens and 1000 feet of private waterfront, Cheeca Lodge & Spa is a luxury resort in Islamorada, Florida.

From US$1,582.31 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 202 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 US$472.50 per night
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 831 reviews

Guests at this Islamorada oceanfront resort can enjoy free WiFi access. Windley Key Fossil Reef Geological State Park is 2 miles away.

From US$561.38 per night
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$591.75 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$344.25 per night
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 297 reviews

This Islamorada, Florida inn boasts an outdoor pool with a hot tub and a boat dock with a ramp. Guests will be 4 miles from Theater of the Sea and 2 miles of Indian Key Historic State Park.

From US$220.13 per night
Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 616 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

Enjoy breakfast in Islamorada and nearby

Scored out of 10, guest rating 8.1
Very good - What previous guests thought, 249 reviews

Located in Islamorada, 800 metres from Windley Key, Coconut Cove Resort & Marina provides accommodation with an outdoor swimming pool, free private parking, a fitness centre and a shared lounge.

From US$268.88 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$283.08 per night

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, 616 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, 1,457 reviews
Multiple swimming pools, good location
Guest review by
Stephanie
Family with young children
Avg. price/night: US$220.13
Scored out of 10, guest rating 8.4
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: US$283.08
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$492.75
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$434.70
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 1,408 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, 248 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$284.10
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,497 reviews
The place is very pretty and the swimming pool was nice.
Guest review by
Robin
Young couple
Avg. price/night: US$324.84
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 1,852 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$281.85
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