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Hotels with Pool in Florida Keys, Florida

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Florida Keys Hotels

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Featured Florida Keys Hotels with Pool

See all 330 Hotels in Florida Keys
Southernmost Beach Resort

Southernmost Beach Resort

508 South St, Key West
4.0 out of 5.0
4.5 out of 5 (1,375 reviews)
Very nice but needs to be redone.Hotel is very nice. Huge place that spreads out over 2 blocks or more. Got to pay more to have rooms by ocean. We had ocean front. Great view right over ocean. Two chairs on porch to lay out and enjoy view. Beautiful but high dollar. I would not spend the money to stay here again unless you do ocean ...
  15 Jun 2017

£199

£199
Islander Resort, a Guy Harvey Outpost

Islander Resort, a Guy Harvey Outpost

82100 Overseas Highway, Islamorada
3.0 out of 5.0
4.2 out of 5 (645 reviews)
5 Stars All Around My partner and I took our two children here for five days, Islamorada is our go to vacation spot. Each day we received amazing and prompt customer service. The view is just incredible and they have a salt water and fresh water pool and a jacuzzi that will fit about 20 people. The pier is a wonderful ...
  7 Jun 2017

£89

£89
The Gates Hotel Key West

The Gates Hotel Key West

3824 N Roosevelt Blvd, Key West
4.0 out of 5.0
4.3 out of 5 (283 reviews)
Good for the moneyThis hotel was not a bad experience at all. We were here on our honeymoon and overall enjoyed the place. They were doing construction next door so the pool area was loud, but nothing they can do about that. For a honeymoon place, spend a little extra money on a resort. It has a hotel/motel feel, ...
  5 Jun 2017

£118

£118
The Inn at Key West

The Inn at Key West

3420 N Roosevelt Blvd, Key West
3.5 out of 5.0
4.0 out of 5 (2,012 reviews)
Chill hotel with nice poolEasy to find and close to the airport, this hotel is pretty cute. The room was comfortable, though the shower was clogged. It was taken care of as soon as it was reported. Pool was really nice, with a bar next to it.
  4 Jun 2017

£112

£112
Best Western Key Ambassador Resort Inn

Best Western Key Ambassador Resort Inn

3755 S Roosevelt Blvd, Key West
2.5 out of 5.0
4.0 out of 5 (629 reviews)
Enjoyed staying here! Loved renting the bikes. Pool was great and staff was excellent! I would stay here again!
  6 Jun 2017

£134

£134
Parrot Key Hotel & Resort

Parrot Key Hotel & Resort

2801 N Roosevelt Blvd, Key West
4.0 out of 5.0
4.2 out of 5 (1,113 reviews)
Nice hotel with nice pool and viewStaff is so friendly. I love the pool and sunset view from my room. This is a good place for family trip with quite environment. I booked my sunset wartersport ticket and rent scooter here with a really good deal. Remember bring your student ID to get more discount. I would like to recommend this ...
  23 Jun 2017

£124

£124
The Southernmost Inn - Adult Exclusive

The Southernmost Inn - Adult Exclusive

525 United Street, Key West
2.5 out of 5.0
4.0 out of 5 (308 reviews)
close to beach and poolpleasant guests, nice staff, clean rooms, near several beaches, right off Duvall and quiet
  23 May 2017

£150

£150
Hawks Cay Resort

Hawks Cay Resort

61 Hawks Cay Blvd, Duck Key
4.0 out of 5.0
4.2 out of 5 (1,121 reviews)
Nice hotel with very friendly staffWe have been to Hawks Cay twice and the best features for us is that there is an adults only pool. This is a good resort for families and there looks to be a lot of family activities. Alma is also an excellent restaurant and you can get Starbucks in the gift shop which we really appreciate!
  8 Jun 2017

£189

£189
Holiday Inn Key Largo

Holiday Inn Key Largo

99701 Overseas Hwy, Key Largo
3.0 out of 5.0
3.8 out of 5 (361 reviews)
We enjoyed our stay at Holiday Inn Key LargoWe had 2 queen beds, which worked out great. Beds were very comfortable and our room had a super comfortable chair. The bathroom was clean. We would have liked a safe in the room, but not a big deal. We were surprised that breakfast wasn't included, since the Holiday Inn in Marathon included breakfast, ...
  6 Jun 2017

£106

£106
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy, Islamorada
3.5 out of 5.0
4.2 out of 5 (448 reviews)
Nice hotel. Perfect location. Super clean. Nice little pool. Half way between Miami and Key west.
  5 Jun 2017

£170

£170
Map

Recently booked Florida Keys hotels

Southernmost Beach Resort
4.0 out of 5.0
Last booking: 1 minute ago
Islander Resort, a Guy Harvey Outpost
3.0 out of 5.0
Last booking: 1 minute ago
Casa Marina Resort - A Waldorf Astoria Resort
4.0 out of 5.0
Last booking: 15 minutes ago
The Inn at Key West
3.5 out of 5.0
Last booking: 19 minutes ago
Heron House Court - Adult Only
3.0 out of 5.0
Last booking: 21 minutes ago
Floating Sea Cove Resort & Marina
2.0 out of 5.0
Last booking: 25 minutes ago
Best Western Key Ambassador Resort Inn
2.5 out of 5.0
Last booking: 29 minutes ago
Fairfield Inn and Suites Key West
2.5 out of 5.0
Last booking: 31 minutes ago
The Cabana Inn Key West - Adult Exclusive
3.0 out of 5.0
Last booking: 38 minutes ago

Hotels with Pools in Florida Keys

Whatever time of year you visit the Florida Keys, chances are the weather will be fantastic. Sunshine and balmy temperatures are pretty much par for the course on these islands. And despite the world-class diving, stunning scenery and eco-tourism in Florida Keys, it’s ultimately the warm sunny forecasts that draw in the crowds. This is the Sunshine State, after all. And thanks to its reliably stunning weather, there is no shortage of hotels with pools in Florida Keys designed to make the most of it.

Choosing a Pool Hotel in Florida Keys

Pools come as standard with most accommodation in Florida Keys, whether it’s a relaxing adults-only infinity pool or a kid-friendly family pool. Even some of the budget motels and hostels have a basic outdoor pool and sun terrace. Go for a mid-range hotel or guesthouse and enjoy a pool with loungers, parasols and a pool bar. Upgrade to a luxury resort and you could be treated to anything from a pool in a secluded palm-lined tropical oasis, to one with built-in waterfalls and lined with cabana day beds.

Temperatures can soar in Florida Keys on summer days, so the best place to spend them is at an ocean-view pool with a cooling sea breeze. You can book a pool hotel with sea views in any price bracket, with hotels with infinity pools usually at the top end. The ultimate sea-view hotel pool is a saltwater lagoon, a pool fed directly by the ocean and raises and lowers with the tide. They are unusual, but if you book a hotel with a saltwater lagoon, you’ll find they are superb for snorkelling and paddleboarding.

Sights and Attractions in the Florida Keys

Thanks to the sheer number of hotels with pools available in Florida Keys, you can cherry pick a place to stay that is right on the doorstep of your must-sees. From Key Largo in the north all the way down to Key West, there is a hotel with a pool for every taste and budget.