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Florida Keys Hotels

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Featured Florida Keys Hotel with Pool

See all 266 Hotels in Florida Keys
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 (279 reviews)
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It was a comfortable room located close enough to the downtown area for easy access but far enough away that you could relax when you wanted to. The shuttles were great and allowed you to leave your vehicle at the hotel and avoid teh headaches (and expenses) of navigating downtown Key West.
  May 26, 2017

$149

$149
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 (2,008 reviews)
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Great place highly recommend across from beach close to everything
  May 28, 2017

$169

$169
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 (624 reviews)
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No beach access. Gorgeous view. Easy access. Good location.
  May 17, 2017

$170

$170
Holiday Inn Key Largo
Holiday Inn Key Largo
99701 Overseas Hwy, Key Largo
3.0 out of 5.0
3.8 out of 5 (358 reviews)
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Key largo Nice clean spot close to everything. Would definitely stay there again.
  Apr 16, 2017

$125

$125
Hawks Cay Resort
Hawks Cay Resort
61 Hawks Cay Blvd, Duck Key
4.0 out of 5.0
4.2 out of 5 (1,117 reviews)
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Great time. Ate on site and off site, many good restaurants within 10 minutes.
  May 21, 2017

$239

$239
Fairfield Inn and Suites Key West
Fairfield Inn and Suites Key West
2400 N Roosevelt Blvd, Key West
2.5 out of 5.0
4.1 out of 5 (347 reviews)
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Nice hotel, good location, great breakfast,price! Easy to get to, clean relaxing pool, friendly staff. We arrived early no problem
  May 16, 2017

$149

$149
Banana Bay Resort & Marina
Banana Bay Resort & Marina
4590 Overseas Highway, Marathon
2.5 out of 5.0
3.3 out of 5 (492 reviews)
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Lovely quaint resort and great for the price I would recommend this place Can't go wrong for the price Staff were very friendly
  Apr 27, 2017

$139

$139
Chelsea House Hotel - Key West
Chelsea House Hotel - Key West
709 Truman Ave, Key West
3.0 out of 5.0
4.0 out of 5 (217 reviews)
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Quaint and Quiet We checked into the hotel on a Thursday. We were greeted by a very friendly staff. They gave us all the info we needed about the surrounding area and some great recommendations for food and transportation.
  May 24, 2017

$169

$169
24 North Hotel Key West
24 North Hotel Key West
3820 North Roosevelt Boulevard, Key West
3.5 out of 5.0
3.9 out of 5 (306 reviews)
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Nice hotel. Very nice staff I have been coming to keys for 45 years and have stayed at Pier House and many cottages up and down the keys. For the price this hotel included refrigerator microwave iron/board hair dryer. Also free shuttle to Mallory square. Within walking distance everything from Outback steakhouse to McDonald's. ...
  May 26, 2017

$159

$159
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 (1,109 reviews)
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serenity Extremely peaceful, beautiful surroundings, staff very friendly, walking convenience to Walgreens, Denny's, Dominos Pizza, but you wouldn't even know these stores are around..shuttle service to Duvall Street/ Mallory Center, Smathers Beach, 4 different pools..great place to relax after a full day ...
  May 24, 2017

$199

$199
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Florida Keys Hotels with Pools Information

Dive into your next vacation with reservations at a Florida Keys hotels with pools.
  • Browse verified consumer reviews from swimming lovers like you
  • Check out our vast selection of hotels to personalize your getaway to your liking
  • Submerge yourself into the lowest rates around on accommodations

Make a splash during your next vacation and book your stay at hotels with pools in Florida Keys.

A hotel with a swimming pool brings your otherwise ordinary trip up a notch. When vacationing with the family, a hotel pool makes all the difference. After a long day working a conference, unwind at a hotel with a jacuzzi in Florida Keys. If the kids are in tow, challenge them to a game of Sharks and Minnows after a long day of sightseeing to wear them out before bedtime. What’s more, hotels with swimming pools in Florida Keys invite you to wake up and get your day started with a morning dip.

Prices on Florida Keys hotels with pools don’t need to leave your wallet hanging out to dry. In fact, when you book your stay right here on Expedia, you’ll never feel like you’re drowning in high prices. Browse our collection of hotels with hot tubs Florida Keys and select the accommodation best matching your travel and budgetary needs. Book confidently knowing you always receive the best rates around, and start working on your butterfly stroke for your sojourn.