The 10 best hotels with pools in Islamorada, USA | Booking.com
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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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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
Hanette
From
South Africa
Fantastic rooms that are very well equipped. Friendly staff. Great pool and loved that fishing was permitted on the pier. Also free use of bicycles and kayaks.
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 706 reviews
Price from
US$219
1 night, 2 adults

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, 94 reviews
Price from
US$405
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, 18 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.

C
Caitlin
From
Ireland
Great staff, clean comfortable room and lots of amenities (full kitchen in the room!) Loved it!
Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 1,436 reviews
Price from
US$252.72
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.

C
C-swimmer
From
Norway
Lovely motel, not too big. Very nice pool, heated to 34 degrees Celcius. Spacious room. Walking distance to Mangrove Mike's Cafe for good breakfast and Lorelei Restaurant for music, drinks, dinners and sunset views.
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 1,208 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, 1,942 reviews
Price from
US$159
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...

K
KARINE
From
France
Location, rooms, staff , pools!
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 1,434 reviews
Price from
US$456
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.

C
Claire
From
United Kingdom
Fantastic location, wonderful lady behind behind bar, food delicious 😋
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 291 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.

S
Sander
From
Netherlands
the location, view and amenities
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 886 reviews
Price from
US$219
1 night, 2 adults

Sands of Islamorada

Islamorada

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.

D
Donna
From
United Kingdom
Small intimate property, lots of options nearby for eating out if you don’t want to use kitchen facilities. Shops nearby for food/drink shopping also. Fantastic location on waterfront!
Scored out of 10, guest rating 8.6
Fabulous - What previous guests thought, 309 reviews
Price from
US$192
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

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Enjoy breakfast in Islamorada and nearby

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, 886 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$139.50 per night
  • Sunset Inn

    Islamorada
    Central location
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 1,208 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$233.88 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 1,434 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$333 per night
  • The Oasis

    Islamorada
    Central location

    Boasting a balcony with sea 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...

  • Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 18 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$842.63 per night
  • 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...

  • Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 338 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$259.88 per night
  • Scored out of 10, guest rating 8.4
    Very good - What previous guests thought, 291 reviews

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

    From US$194.05 per night

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

  • 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.

  • 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.

  • Amara Cay Resort

    Islamorada
    Budget options available
    Scored out of 10, guest rating 8.2
    Very good - What previous guests thought, 613 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$268.03 per night
  • Palms 417

    Islamorada
    Budget options available

    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
    Budget options available

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

  • Palms 404

    Islamorada
    Budget options available

    Facing the seafront in Islamorada, Palms 404 is a holiday home, boasting a year-round outdoor pool and parking on-site.

  • Palms 313

    Islamorada
    Budget options available

    Facing the seafront in Islamorada, Palms 313 is a holiday home, featuring a year-round outdoor pool and parking on-site.

  • Palms 301

    Islamorada
    Budget options available

    Facing the seafront in Islamorada, Palms 301 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$268.03
    Scored out of 10, guest rating 8.2
    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: US$235.13
    Scored out of 10, guest rating 7.4
    Good - What previous guests thought, 1,513 reviews
    Multiple swimming pools, good location
    Guest review by
    Stephanie
    Family with young children
  • Avg. price/night: US$194.25
    Scored out of 10, guest rating 8.6
    Fabulous - What previous guests thought, 309 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$209.96
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 994 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$380.25
    Scored out of 10, guest rating 9.1
    Superb - What previous guests thought, 706 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$333
    Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 1,434 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 9.0
    Superb - What previous guests thought, 262 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
  • Scored out of 10, guest rating 8.3
    Very good - What previous guests thought, 1,437 reviews
    The place is very pretty and the swimming pool was nice.
    Guest review by
    Robin
    Young couple
  • Avg. price/night: US$282.66
    Scored out of 10, guest rating 8.7
    Fabulous - What previous guests thought, 1,942 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$510.77
    Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 347 reviews
    Great location and nice beach area and swimming pool. Rooms are ok, not fancy but very clean.
    Guest review by
    Hellieb
    Young couple