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Featured Florida Keys Hotels with Pool

See all 357 Hotels in Florida Keys
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 (2,065 reviews)
Very nice hotel with shuttle service We enjoyed our brief stay, that was cut short due to Hurricane Irma evacuation. The room was very nicely appointed except for the rock hard pillows. The hotel provided shuttle service to near Mallory Square. A huge plus. Don't forget to tip the driver. The hotel concierge desk provided us with some ...
  9 Sep 2017

£102

£102
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 (315 reviews)
Hurricane Irmaour stay was less than 24 hours instead of 6 nights due to being evacuated because of hurricane Irma. The staff was helpful on getting us out before the hurricane hit.
  11 Sep 2017

£93

£93
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 (1,154 reviews)
Nice hotel. Close to the water. Nice staff.Pro: Room is large and comfortable. Location is convenient. Staff are nice. It also has complementary shuttle service to downtown if you need transportation. Con: This property seems to be relatively old and is NOT sound-proof. If you're a light sleeper, or you really care about noise level - or ...
  14 Sep 2017

£99

£99
Hawks Cay Resort

Hawks Cay Resort

61 Hawks Cay Blvd, Duck Key
4.0 out of 5.0
4.1 out of 5 (1,140 reviews)
Nice resort with its own beach and 2 pools We love staying at Hawk's Cay. I love that they have heir own little private beach/lagoon area. Main pool is beautiful, but when you want to get away from other people's kids, there is an adult pool as well. It's a little older but still really nice. My only complaint is that is that the menus have ...
  17 Sep 2017

£152

£152
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 (646 reviews)
Nice hotel! We especially enjoyed the pool and tiki hut bar.
  3 Sep 2017

£131

£131
Southernmost Beach Resort

Southernmost Beach Resort

1319 Duval Street, Key West
4.0 out of 5.0
4.5 out of 5 (1,491 reviews)
Hurricane IrmaUnfortunatly, our 5 day stay turned into one and a half days due to hurricane Irma. However the staff remained extremely calm and professional.The rooms and property were beautiful. The food was excellent and the staff even more so. We got out two days before evacuation. Our only hope is the entire ...
  14 Sep 2017

£181

£181
Holiday Inn Key Largo

Holiday Inn Key Largo

99701 Overseas Hwy, Key Largo
3.0 out of 5.0
3.8 out of 5 (371 reviews)
Very nice hotel with luxuryDuring our stay at the keys, we spend some time in this very nice hotel with all kinds of luxury. A very good place to stay when you look for a hotel.
  25 Aug 2017

£97

£97
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 (330 reviews)
Great locationThe inn is located on the south end of Duval Street. Nice and quiet area but still very close to shopping and restaurants. Room and bathroom was smaller than expected. But updated and very clean. We had to evacuate due to Irma. It would have been helpful if the front desk had more information on ...
  14 Sep 2017

£102

£102
Amara Cay Resort

Amara Cay Resort

80001 Overseas Hwy, Islamorada
3.5 out of 5.0
4.2 out of 5 (477 reviews)
awesome placeeverything looks new condition, very clean, ac very cold.
  5 Sep 2017

£124

£124
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 (673 reviews)
No clean towels for the second day, internet not good. No paper towel either.
  9 Sep 2017

£117

£117
Map

Recently booked Florida Keys hotels

La Pensione Inn B&B
2.5 out of 5.0
Last booking: 1 hour ago
The Gardens Hotel
4.0 out of 5.0
Last booking: 2 hours ago
Albury Court Hotel - Key West
3.0 out of 5.0
Last booking: 2 hours ago
Ibis Bay Beach Resort
2.5 out of 5.0
Last booking: 2 hours ago
La Concha Hotel & Spa
3.5 out of 5.0
Last booking: 4 hours ago
Casa Marina Resort - A Waldorf Astoria Resort
4.0 out of 5.0
Last booking: 4 hours ago
Courtyard by Marriott Key Largo
3.0 out of 5.0
Last booking: 7 hours ago
Duval House
3.0 out of 5.0
Last booking: 15 hours ago
Key Largo Bay Marriott Beach Resort
3.5 out of 5.0
Last booking: 16 hours 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.