The 10 best hotels with pools in Islamorada, US | 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 selection of great hotels with pools in Islamorada

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Ragged Edge Resort & Marina

Islamorada

Located in Islamorada, 1.9 miles from Windley Key, Ragged Edge Resort & Marina has accommodations with free bikes, private parking, an outdoor swimming pool and a terrace.

G
Gabriela o Diana
From
Colombia
This is a very nice family owned hotel and it’s nicer when you get there than the pictures that they show on the Internet
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 155 reviews
Location 9.4
Price from
$162
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...

D
Deepak
From
Canada
The location is amazing and the staff is very friendly. Would definitely stay here the next time.
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 745 reviews
Location 9.5
Price from
$139
1 night, 2 adults

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
Perfect location in Islamorada. Loreili is a short walk away. The property is very tranquil.
Scored out of 10, guest rating 9.1
Wonderful - What previous guests thought, 93 reviews
Location 9.6
Price from
$198
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.

S
Schuller
From
Israel
Beautiful, warm welcoming, kind staff love it
Scored out of 10, guest rating 9.3
Wonderful - What previous guests thought, 17 reviews
Location 9.2
Price from
$550
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.

J
Jaime
From
Spain
Clean, comfortable beds, new bathroom, good facilities and staff, free parking
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 1,418 reviews
Location 9.0
Price from
$130.84
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.

E
Elodie
From
France
we stay with friends and we had a room with accès direct to the pool it was so nice! Cute little place without breaking the bank. Staff was very nice and helpful Restaurant around the hotel very convenient I will be back
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 1,191 reviews
Location 8.8
Price from
$109
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.

A
Anne
From
Germany
Super nicely maintained resort with friendly staff and great beach front. We loved our spacious room with kitchen (got an upgrade to a beachfront apartment). The restaurant on the property served breakfast (included) and amazing dinner! Enjoyed relaxing in one of the many hammocks.
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 2,018 reviews
Location 8.8
Price from
$149
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
Guatemala
The property was great! It was comfortable, clean and with a lot of amenities! We loved the paddle boards and kayaks! Food was great!
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 1,447 reviews
Location 9.4
Price from
$169.60
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.

R
Raquel
From
United States
The back door leading to the pool and the bar was amazing!
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 297 reviews
Location 8.7
Price from
$170.20
1 night, 2 adults

Matecumbe Resort

Islamorada

Matecumbe Resort features a public bath and air-conditioned accommodations in Islamorada, 1.2 miles from Sea Oats Beach.

K
Karen
From
United States
It was right on the beach, quiet, clean, beautiful! The room was comfortable with a sofa, table, refrigerator and convenient kitchen area.
Scored out of 10, guest rating 8.3
Very Good - What previous guests thought, 337 reviews
Location 8.8
Price from
$129
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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Save money on pools in Islamorada and nearby – budget options available

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

  • Scored out of 10, guest rating 7.3
    Good - What previous guests thought, 752 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 8.6
    Excellent - What previous guests thought, 815 reviews

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

  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 231 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.

  • Scored out of 10, guest rating 8.5
    Very Good - What previous guests thought, 890 reviews

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

  • Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 27 reviews

    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.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 339 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.

  • Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 311 reviews

    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.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 608 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.

Enjoy breakfast in Islamorada and nearby

  • Scored out of 10, guest rating 7.8
    Good - What previous guests thought, 247 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.

  • Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 1,004 reviews

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

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

  • 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.

  • Palms 417

    Islamorada
    Breakfast options

    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
    Breakfast options

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

  • Palms 404

    Islamorada
    Breakfast options

    2.1 miles from Upper Matecumbe Key in Islamorada, Palms 404 provides accommodations with access to a spa center and fitness room.

  • Palms 313

    Islamorada
    Breakfast options

    2.1 miles from Upper Matecumbe Key in Islamorada, Palms 313 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: $276.47
    Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 608 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: $156.38
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 1,528 reviews
    Multiple swimming pools, good location
    Guest review by
    Stephanie
    Family with young children
  • Avg. price/night: $193.13
    Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 311 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: $170.58
    Scored out of 10, guest rating 7.6
    Good - What previous guests thought, 1,004 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: $211.50
    Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 745 reviews
    Awesome location just in front of the sea with beautiful swimming pool.
    Guest review by
    Burkhard
    Family with young children
  • Avg. price/night: $292.50
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 1,447 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
    Wonderful - What previous guests thought, 274 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: $165.76
    Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 1,417 reviews
    The place is very pretty and the swimming pool was nice.
    Guest review by
    Robin
    Young couple
  • Avg. price/night: $254.53
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 2,015 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: $181.41
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 341 reviews
    Great location and nice beach area and swimming pool. Rooms are ok, not fancy but very clean.
    Guest review by
    Hellieb
    Young couple
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