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Tonight Jul 12 - Jul 13
Next weekend Jul 17 - Jul 19

Top Key West Hotels with Pools

$129
Silver Palms Inn

Silver Palms Inn

3.5 out of 5.0 830 Truman Ave, Key West, FL
4.6/5
(16 Reviews)
This hotel features a poolside bar, a bar/lounge, and an outdoor pool. Business travelers can take advantage of the free WiFi in public areas. Free self parking is offered and multilingual staff can provide around-the-clock assistance.
$127
Hampton Inn Key West FL

Hampton Inn Key West FL

2.5 out of 5.0 3755 S Roosevelt Blvd, Key West, FL
4.5/5
(28 Reviews)
This resort features a restaurant, an outdoor pool, and a poolside bar. Traveling on business? Take advantage of the free WiFi in public areas and free Internet in public areas. Enjoy the 24-hour fitness center and free perks like on-the-go breakfast and free self parking.
$191
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4.0 out of 5.0 5950 Peninsular Avenue, Key West, FL
4.5/5
(48 Reviews)
A marina, 6 outdoor pools, and a 24-hour fitness center are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. Enjoy a meal from the restaurant and perks like a free area shuttle.
$135
The Gates Hotel Key West

The Gates Hotel Key West

4.0 out of 5.0 3824 N Roosevelt Blvd, Key West, FL
4.4/5
(16 Reviews)
This hotel features a restaurant, an outdoor pool, and a poolside bar. Enjoy the fitness center and perks like free self parking and free WiFi. There's a bar/lounge on site, and laundry facilities and concierge services are also provided.
$139
Fairfield Inn & Suites Key West at The Keys Collection

Fairfield Inn & Suites Key West at The Keys Collection

3.5 out of 5.0 3852 North Roosevelt Boulevard, Key West, FL
4.4/5
(14 Reviews)
This hotel features a poolside bar, a bar/lounge, and an outdoor pool. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the fitness center and free buffet breakfast.
$127
24 North Hotel Key West

24 North Hotel Key West

4.0 out of 5.0 3820 North Roosevelt Boulevard, Key West, FL
4.3/5
(25 Reviews)
A marina, 3 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at one of the 2 bars/lounges and enjoy perks like free self parking.
$206
Parrot Key Hotel & Villas

Parrot Key Hotel & Villas

4.0 out of 5.0 2801 N Roosevelt Blvd, Key West, FL
4.2/5
(20 Reviews)
This romantic resort features 4 outdoor pools, a fitness center, and a restaurant. Traveling on business? Take advantage of the business center, free WiFi in public areas, and valet parking. Unwind with a drink at the poolside bar and enjoy perks like a free area shuttle.
$229
Southernmost Beach Resort

Southernmost Beach Resort

4.0 out of 5.0 1319 Duval Street, Key West, FL
4.2/5
(88 Reviews)
A full-service spa, 3 outdoor pools, and a fitness center are all featured at this romantic hotel. Enjoy beachfront dining and relax with sun loungers and beach umbrellas. Traveling for business? Take advantage of the 24-hour business center, laundry service, and conference space.
$99
The Southernmost Inn-Adults Only

The Southernmost Inn-Adults Only

2.5 out of 5.0 525 United Street, Key West, FL
4.2/5
(32 Reviews)
2 outdoor pools, a spa tub, and a fitness center are all featured at this Victorian hotel. Enjoy the free continental breakfast each morning. Self parking, a 24-hour business center, and a coffee shop are also offered.
$127
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

3.5 out of 5.0 3990 S Roosevelt Blvd, Key West, FL
4.1/5
(21 Reviews)
This resort features a restaurant, an outdoor pool, and a poolside bar. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free airport shuttle. Enjoy the 24-hour fitness center and perks like a free beach shuttle.
$131
Fairfield Inn and Suites by Marriott Key West

Fairfield Inn and Suites by Marriott Key West

3.0 out of 5.0 2400 N Roosevelt Blvd, Key West, FL
4.1/5
(15 Reviews)
This hotel features an outdoor pool, a 24-hour fitness center, and a restaurant. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A bar/lounge, a 24-hour front desk, and a terrace are also provided.
$116
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 out of 5.0 3101 N. Roosevelt Blvd, Key West, FL
4/5
(36 Reviews)
This Art Deco hotel features a full-service spa, a marina, and a restaurant. Enjoy a day at the beach kayaking, or relax with sun loungers. Enjoy the outdoor pool and perks like free WiFi.
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Recent Key West Hotel Reviews By Fellow Wanderers

Hotels with a Pool in Key West

Whether you’re traveling for vacation or business, nothing says “relaxation” quite like floating on an inflatable raft. For water-lovers like you, finding a hotel with a pool in Key West is a must-do on the itinerary. From cannonballs to gentle wading, Travelocity will help you snag the perfect hotel so you can cool off however you need to.

Booking hotels in Key West with a pool doesn’t mean you have to sacrifice your room amenities, either. You’ll still receive the same tender loving care from the friendly staff, fresh towels to dry off with, and tasty room service at your beck and call.

Key West hotels with a pool are perfect for everyone from a solo traveler looking to get some exercise first thing in the morning to a big family who needs to keep the kiddos entertained. Many of these accommodations also offer a hot tub, so you can soak away any stress in the warm bubbles.

If you’re worried about prices, Travelocity won’t leave your wallet hanging out to dry. Book your hotel with us and rely on the Travelocity Price Guarantee to get the most affordable rates. You’ll soon be splashing around and exploring a new city, all from the home base of an affordable hotel.

*Price based on the lowest price found within past 24 hours and based upon one night stay for two adults over the next thirty days. Prices and availability subject to change. Additional terms may apply.