The 10 best hotels with pools in Islamorada, US | Booking.com
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Hotels with Pools in Islamorada

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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.

A
Adam
From
United States
The staff, marina and having a boat ramp close by
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 154 reviews
Location 9.4
Price from
$141.60
1 night, 2 adults
Check availability

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...

C
Christina
From
Germany
The staff here is amazing. They make you feel very welcome and are always willing to help and offer a genuine smile. The location is perfect - right on the beach with a great sunrise every morning, followed by a coffee from Midway in walking distance. We appreciated the warm pool since we were there in January. We are looking forward to coming back!
Scored out of 10, guest rating 9.0
Wonderful - What previous guests thought, 744 reviews
Location 9.4
Price from
$129
1 night, 2 adults
Check availability

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
$200
1 night, 2 adults
Check availability

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 9.3
Wonderful - What previous guests thought, 17 reviews
Location 9.2
Price from
$550
1 night, 2 adults
Check availability

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 8.4
Very Good - What previous guests thought, 1,418 reviews
Location 9.0
Price from
$125.45
1 night, 2 adults
Check availability

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.

J
James
From
United States
Very clean and accommodating, great facility. Room and beds are modern, bathroom was clean and remodeled with a powerful shower. Location is great with a nice place to eat breakfast feet away. It has an old florida feel.
Scored out of 10, guest rating 8.6
Excellent - What previous guests thought, 1,193 reviews
Location 8.8
Price from
$98.10
1 night, 2 adults
Check availability

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, 2,000 reviews
Location 8.8
Price from
$149
1 night, 2 adults
Check availability

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
Kateryna
From
Ukraine
We liked Everything about this resort. The layout is awesome, you don’t see a lot of people, because landscaping, very corner is a great spot for a beautiful photos. Great size of the pool and beach. And the personal is super friendly. We definitely will be back ♥️
Scored out of 10, guest rating 8.7
Excellent - What previous guests thought, 1,444 reviews
Location 9.4
Price from
$169.60
1 night, 2 adults
Check availability

The Ocean View Inn

Hotel in Islamorada

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

S
Sean
From
United Kingdom
We loved this place in a great location in Islamorada. The sports bar and pool are great to chill in after an afternoon sightseeing. The food in the bar was great and huge portions, nice selection of beer and the staff were super friendly. We'd definitely book here again if visiting the Keys.
Scored out of 10, guest rating 8.4
Very Good - What previous guests thought, 296 reviews
Location 8.7
Price from
$170.20
1 night, 2 adults
Check availability

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, 336 reviews
Location 8.8
Price from
$129
1 night, 2 adults
Check availability
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

  • 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 10.0
    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 10.0
    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...

  • 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
    Budget options available
    Scored out of 10, guest rating 8.9
    Excellent - What previous guests thought, 884 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.

  • Sunset Inn

    Islamorada
    Budget options available
    Scored out of 10, guest rating 8.6
    Excellent - What previous guests thought, 1,193 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.

Enjoy breakfast in Islamorada and nearby

  • Scored out of 10, guest rating 7.3
    Good - What previous guests thought, 750 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 7.7
    Good - What previous guests thought, 249 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 7.7
    Good - What previous guests thought, 1,005 reviews

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

  • Islander Resort

    Islamorada
    Breakfast options
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 1,444 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
    Breakfast options

    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 a garden.

  • Scored out of 10, guest rating 9.3
    Wonderful - What previous guests thought, 17 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.

  • Beacon Reef 222

    Islamorada
    Breakfast options

    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, 230 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.

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

  • Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 1,527 reviews

    Featuring two outdoor pools and free Wi-Fi access, this Islamorada, Florida inn is located 2 miles from Florida Keys Shallow Water Sportsfishing and 80 ft from Highway 1.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 336 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.

  • 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.

  • Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 607 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.

  • 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.

  • Palms 404

    Islamorada
    Central location

    2.1 miles from Upper Matecumbe Key in Islamorada, Palms 404 provides 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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  • Amara Cay Resort

    Hotel with Pools in Islamorada
    Avg. price/night: $276.47
    Scored out of 10, guest rating 8.2
    Very Good - What previous guests thought, 607 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

  • Creekside Inn Islamorada

    Hotel with Pools in Islamorada
    Avg. price/night: $150.75
    Scored out of 10, guest rating 7.5
    Good - What previous guests thought, 1,527 reviews
    Multiple swimming pools, good location
    Guest review by
    Stephanie
    Family with young children

  • Sands of Islamorada

    Hotel with Pools in Islamorada
    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

  • Fisher Inn Resort & Marina

    Hotel with Pools in Islamorada
    Avg. price/night: $170.58
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 1,005 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

  • Pines & Palms Resort

    Hotel with Pools in Islamorada
    Avg. price/night: $211.50
    Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 744 reviews
    Awesome location just in front of the sea with beautiful swimming pool.
    Guest review by
    Burkhard
    Family with young children

  • Islander Resort

    Hotel with Pools in Islamorada
    Avg. price/night: $292.50
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 1,444 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

  • Caloosa Cove Resort

    Hotel with Pools in Islamorada
    Scored out of 10, guest rating 9.0
    Wonderful - What previous guests thought, 272 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

  • Breezy Palms Resort

    Hotel with Pools in Islamorada
    Avg. price/night: $159.59
    Scored out of 10, guest rating 8.4
    Very Good - What previous guests thought, 1,418 reviews
    The place is very pretty and the swimming pool was nice.
    Guest review by
    Robin
    Young couple

  • Lime Tree Bay Resort

    Hotel with Pools in Islamorada
    Avg. price/night: $254.53
    Scored out of 10, guest rating 8.7
    Excellent - What previous guests thought, 2,000 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

  • Drop Anchor Resort & Marina

    Hotel with Pools in Islamorada
    Avg. price/night: $181.41
    Scored out of 10, guest rating 7.7
    Good - What previous guests thought, 340 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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Hotels with Pools in the United States

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