Beginning of main content

Hotels with Pool in Florida Keys, Florida

Search Flights

Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Florida Keys Hotels

Search Flight + Hotel

Search 321,000 hotels worldwide.

Get the price guarantee available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Florida Keys Hotels with Pool

See all 330 Hotels in Florida Keys
Hawks Cay Resort

Hawks Cay Resort

61 Hawks Cay Blvd, Duck Key
4.0 out of 5.0
4.1 out of 5 (1,123 reviews)
Nice resort. A little expensive. We had a great time here. Plenty to do, nice pools and facilities. Staff was very friendly.
  25 Jun 2017

£182

£182
Holiday Inn Key Largo

Holiday Inn Key Largo

99701 Overseas Hwy, Key Largo
3.0 out of 5.0
3.8 out of 5 (362 reviews)
Some rooms have a nice view of the marina Comfortable but plain large rooms and functional
  28 Jun 2017

£106

£106
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 (1,115 reviews)
Great location,beautiful sorroundings, relaxing experience! Cons - Valet parking only option
  24 Jun 2017

£139

£139
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 (311 reviews)
Nice hotel, close to everythingThe hotel is in walking distance to all areas of Old Town. The room was very small but very clean. The staff were all very nice and helpful. I did not eat at the hotel or use any of the other facilities, so I cannot comment on that. Overall, it was nice place at a good rate.
  28 Jun 2017

£115

£115
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy, Islamorada
3.5 out of 5.0
4.2 out of 5 (449 reviews)
Beautiful hotel, disappointing catering!Beautiful hotel set in a wonderful location.As hotel was a distance from cafes,bars etc we were relying on hotel for meals.First lunch,burger no fries.No evidence of evening menu.Breakfast,a disaster,single chef unable to cope with number of customers-many complaints.We were assured that this was ...
  29 Jun 2017

£170

£170
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 (2,014 reviews)
Perfect...just one suggestion This hotel and its staff are amazing. Clean rooms, comfortable beds, quiet rooms and every staff member was polite and helpful. The only suggestion would be to add at least two pool cleaning machines. The pool is magnificent & very beautiful but with all the Palm trees hanging over the water, the ...
  26 Jun 2017

£112

£112
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

£84

£84
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
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 (289 reviews)
Great hotel. Nice and clean. We loved our stay and would definitely go back.
  28 Jun 2017

£118

£118
Southernmost Beach Resort

Southernmost Beach Resort

508 South St, Key West
4.0 out of 5.0
4.5 out of 5 (1,381 reviews)
Great location with beach viewsThis resort was the perfect place with a public beach right next to it and just close enough to Duval street to get around town on foot. The views from the hotel are spectacular and the staff are so quick to help with whatever you need. I really recommend this place to any looking for a spot to stay ...
  28 Jun 2017

£229

£229
Map

Recently booked Florida Keys hotels

Authors of Key West
3.0 out of 5.0
Last booking: 5 minutes ago
Islander Resort, a Guy Harvey Outpost
3.0 out of 5.0
Last booking: 12 minutes ago
Seascape Tropical Inn
3.0 out of 5.0
Last booking: 12 minutes ago
Orchid Key Inn
3.5 out of 5.0
Last booking: 13 minutes ago
Fairfield Inn and Suites Key West
2.5 out of 5.0
Last booking: 24 minutes ago
Amara Cay Resort
3.5 out of 5.0
Last booking: 44 minutes ago
Southwinds Motel
2.0 out of 5.0
Last booking: 45 minutes ago
The Inn at Key West
3.5 out of 5.0
Last booking: 50 minutes ago
Garden House by Key West Vacation Rentals
3.0 out of 5.0
Last booking: 53 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.