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Check availability on Key West Hotels with Pool

Tonight
30 Nov - 1 Dec
Tomorrow
1 Dec - 2 Dec
Next weekend
5 Dec - 7 Dec
In two weeks
12 Dec - 14 Dec

Top Key West Hotels with Pool

Outdoor pool, pool umbrellas, pool loungers
Beachside Resort & Residences

Beachside Resort & Residences

3.5 star property
Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
  • Hot tub
8.6 out of 10, Excellent, (1726)
Sparkling waters beckon at the outdoor pool, where sun loungers, umbrellas, and poolside cocktail service create an idyllic retreat. Marina activities, water sports, and a complimentary shuttle to city centre enhance this beachfront sanctuary.
The price is ฿4,707
฿6,921 total
includes taxes & fees
1 Dec - 2 Dec
Beachside Resort & Residences
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
Blue Flamingo Resort Key West

Blue Flamingo Resort Key West

4.0 star property
New Town
  • 2 outdoor pools
  • 2 poolside bars
  • Pool loungers
  • Hot tub
8.0 out of 10, Very good, (1743)
Cooling waters beckon at 2 outdoor pools complete with private cabanas, sun loungers, and poolside bars serving refreshing drinks. Active guests enjoy mini golf, bicycling, and a 24-hour fitness centre between dips.
The price is ฿3,063
฿5,252 total
includes taxes & fees
1 Dec - 2 Dec
Blue Flamingo Resort Key West
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
New Town
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Hot tub
8.0 out of 10, Very good, (1140)
Swimmers splash into holiday mode at the outdoor pool oasis, complete with stylish cabanas, comfortable loungers, and a refreshing poolside bar. Beyond the water, this Key West hotel offers bicycle rentals, fitness facilities, and convenient shuttle service.
The price is ฿3,794
฿5,171 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
Key West
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • Near the beach
8.0 out of 10, Very good, (1031)
Splash into holiday mode at the sun-drenched outdoor pool, complete with complimentary cabanas and a lively poolside bar. Beyond aquatic pleasures, this resort offers bicycles for island exploration, a shuttle to nearby beaches, and an American restaurant with al fresco dining.
The price is ฿3,982
฿5,563 total
includes taxes & fees
15 Dec - 16 Dec
DoubleTree Resort by Hilton Grand Key - Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas
The Laureate Key West

The Laureate Key West

3.5 star property
New Town
  • Outdoor pool
  • Indoor pool
  • Pool loungers
9.0 out of 10, Wonderful, (1015)
Cooling cloths and refreshing towels await poolside after exploring nearby beaches or water activities. The clean, well-maintained swimming areas complement spacious rooms with stunning ocean views from private balconies.
The price is ฿5,105
฿6,647 total
includes taxes & fees
1 Dec - 2 Dec
The Laureate Key West
Exterior
Oceans Edge Key West Resort, Hotel & Marina

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
Stock Island
  • 6 outdoor pools
  • Poolside bar
  • Pool loungers
9.0 out of 10, Wonderful, (1754)
Sparkling pools invite sunbathers to lounge in free cabanas while sipping drinks from the poolside bar. Beyond the water's edge, this luxury resort offers kayaking, fishing excursions, and complimentary bicycles for island exploration.
The price is ฿4,757
฿7,284 total
includes taxes & fees
1 Dec - 2 Dec
Oceans Edge Key West Resort, Hotel & Marina
Outdoor pool
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
Key West
  • Outdoor pool
  • Near the beach
  • Hot tub
9.6 out of 10, Exceptional, (1029)
Poolside paradise beckons at this oceanfront hotel, featuring a heated outdoor pool, relaxing hot tub, and convenient tiki restaurant. Spacious rooms offer balconies with stunning sunrise and sunset views, creating a peaceful seaside escape.
The price is ฿10,071
฿12,775 total
includes taxes & fees
15 Dec - 16 Dec
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool
Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

3.5 star property
Key West
  • Outdoor pool
  • Hot tub
9.4 out of 10, Exceptional, (1018)
Aquatic pleasures await at this eco-certified Keys haven where swimmers enjoy a sparkling outdoor pool after snorkelling adventures. A steaming hot tub soothes muscles while barbecue grills and concierge services enhance holiday days.
The price is ฿10,243
฿12,969 total
includes taxes & fees
1 Dec - 2 Dec
Hyatt Vacation Club at Beach House, Key West
Outdoor pool
Silver Palms Inn

Silver Palms Inn

3.5 star property
Old Town Key West
  • Outdoor pool
  • Near the beach
9.4 out of 10, Exceptional, (1016)
Refreshing swims beckon in the sparkling outdoor pool, complemented by convenient bicycle rentals for island adventures. Located near Duval Street and Ernest Hemingway's home, this hotel offers spacious rooms and complimentary breakfast with made-to-order omelettes.
The price is ฿3,150
฿5,711 total
includes taxes & fees
1 Dec - 2 Dec
Silver Palms Inn
Outdoor pool, pool umbrellas, pool loungers
Ibis Bay Beach Resort

Ibis Bay Beach Resort

2.5 star property
Northside Resort
  • Outdoor pool
  • Poolside bar
  • Pool loungers
  • On private beach
8.2 out of 10, Very good, (2019)
Sparkling azure waters await at the outdoor pool, complete with shaded loungers and refreshing cocktails from the poolside bar. Marine adventures from kayaking to boat tours complement the resort's beachfront location and seafood restaurant.
The price is ฿3,724
฿5,053 total
includes taxes & fees
1 Dec - 2 Dec
Ibis Bay Beach Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Key West Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"Todo muy bueno y lindo y muy tranquilo perfectas vacaciones "
Jose 3-night trip
Posted 17 hours ago
Hyatt Vacation Club at Beach House, Key West

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Frequently asked questions

What's it like visiting Key West?
If relaxing by the pool is your idea of the perfect getaway, you might want to think about Key West, which has 297 places to stay with pools. During your trip, you can explore attractions such as Duval Street, and then take it easy poolside at one of the accommodation options in Key West that travellers like for their pools.
What are some hotels with pools in Key West?
Blue Flamingo Resort Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Parrot Key Hotel & Villas: Hotel located near Duval Street. Offers a beach shuttle, 4 outdoor swimming pools and complimentary wireless Internet access. DoubleTree Resort by Hilton Grand Key - Key West: Resort located near Smathers Beach. Provides complimentary high-speed (wired) Internet access, a pool and a beach shuttle. The Perry Hotel & Marina Key West: Hotel located near Smathers Beach. Features 2 restaurants, 2 outdoor swimming pools and 2 pool bars. Southernmost Beach Resort and Guesthouses: Hotel steps from Southernmost Point. Offers 2 pool bars, 3 outdoor swimming pools and a full-service spa.
How many hotels with pools will I find in Key West?
Expedia's 297 hotels in Key West give you a great choice for your poolside getaway.
What is there to see and do in Key West?
Explore places such as Duval Street while you're in Key West. The picturesque setting of Audubon House and Tropical Gardens and Key West Butterfly and Nature Conservatory showcase the area's natural beauty. Key West appeals to visitors with its beautiful ocean views, great live music scene and bar scene.
When is the best time to book a hotel with a pool in Key West?
Taking the local weather in Key West into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Key West is 956 mm.