Hotels with Pool & Resorts in Key West from NZ$223
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27 Aug - 28 AugTomorrow
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4 Sept - 6 SeptOur top choices for Key West hotels with a pool
1. Silver Palms Inn & Historic Homes
Silver Palms Inn & Historic HomesOld Town Key West
- Pristine waters in the outdoor pool offer relaxation after exploring Key West's vibrant attractions.
NZ$257
includes taxes & fees
30 Aug - 31 Aug
2. Hampton Inn Key West FL
Hampton Inn Key West FLKey West
- Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
NZ$263
includes taxes & fees
30 Aug - 31 Aug
NZ$258
includes taxes & fees
30 Aug - 31 Aug
4. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
NZ$343
includes taxes & fees
30 Aug - 31 Aug
5. Blue Flamingo Resort Key West
Blue Flamingo Resort Key WestNew Town
- Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
NZ$314
includes taxes & fees
1 Sept - 2 Sept
6. Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West
NZ$284
includes taxes & fees
31 Aug - 1 Sept
NZ$251
includes taxes & fees
30 Aug - 31 Aug
8. Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
- Poolside bliss awaits with cocktails, sun loungers, and a spa pool for ultimate relaxation.
NZ$255
includes taxes & fees
22 Sept - 23 Sept
View all properties
Hotels with pools and free breakfast in Key West
NZ$257
includes taxes & fees
30 Aug - 31 Aug
NZ$263
includes taxes & fees
30 Aug - 31 Aug
NZ$384
includes taxes & fees
3 Sept - 4 Sept
NZ$287
includes taxes & fees
31 Aug - 1 Sept
NZ$258
includes taxes & fees
31 Aug - 1 Sept
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
NZ$272
includes taxes & fees
7 Sept - 8 Sept
NZ$449
includes taxes & fees
13 Sept - 14 Sept
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
NZ$255
includes taxes & fees
22 Sept - 23 Sept
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West
NZ$284
includes taxes & fees
31 Aug - 1 Sept
Hotels with pools and spa pools in Key West
NZ$488
includes taxes & fees
8 Sept - 9 Sept
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
NZ$425
includes taxes & fees
15 Sept - 16 Sept
NZ$556
includes taxes & fees
31 Aug - 1 Sept
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
NZ$255
includes taxes & fees
22 Sept - 23 Sept
NZ$314
includes taxes & fees
1 Sept - 2 Sept
NZ$449
includes taxes & fees
1 Sept - 2 Sept
NZ$258
includes taxes & fees
30 Aug - 31 Aug
NZ$258
includes taxes & fees
31 Aug - 1 Sept
NZ$423
includes taxes & fees
23 Sept - 24 Sept
NZ$343
includes taxes & fees
30 Aug - 31 Aug
4-star hotels with pools in Key West
NZ$384
includes taxes & fees
3 Sept - 4 Sept
NZ$449
includes taxes & fees
13 Sept - 14 Sept
La Concha Key West, Autograph Collection
La Concha Key West, Autograph CollectionKey West Historic District
NZ$361
includes taxes & fees
10 Sept - 11 Sept
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
NZ$272
includes taxes & fees
7 Sept - 8 Sept
NZ$488
includes taxes & fees
8 Sept - 9 Sept
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
NZ$510
includes taxes & fees
28 Sept - 29 Sept
NZ$476
includes taxes & fees
27 Sept - 28 Sept
NZ$316
includes taxes & fees
7 Sept - 8 Sept
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House ResortKey West Historic District
NZ$621
includes taxes & fees
1 Sept - 2 Sept
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
NZ$514
includes taxes & fees
15 Sept - 16 Sept
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.
View all propertiesTop Key West Hotel Reviews
Hyatt Vacation Club at Windward Pointe, Key West
10/10 Excellent
"Great location, very convenient. Outdoors are very well maintained and the pool and spa areas are amazing!"
Southernmost Beach Resort and Guesthouses
10/10 Excellent
"The property views are breathtaking."
Pier House Resort & Spa
10/10 Excellent
"i stayed in the king room with accessible lanai. the bathroom was spacious, easily accessible shower stall. i liked the bar near the private beach, the food and drinks were good. i had delicious filet mignon for dinner, for breakfast which was included i had the spectacular lobster benedict, soooo delicious. i’ll stay here again, it’s right on Duval street, walking distance to the bars and shops and boating trips, jet ski rentals"
Parrot Key Hotel & Villas
8/10 Good
"Clean room and resort but there really wasn’t anything to do at the resort other than sit at the pool. Food at the restaurant was mediocre but the service was great, and we would return just to see Chris; he was our favorite!"
Hampton Inn Key West FL
10/10 Excellent
"Staff are very friendly and the pool area is beautiful"
The Perry Hotel & Marina Key West
10/10 Excellent
"Stayed just one night and wished we had stayed longer. Phil on the reception desk was so helpful. The property is like new and so tranquil, with a shuttle bus every hour into the town centre. We were given an allowance of 20% off food at the restaurants which we did not use so Phil, without asking, waived our parking fee to make up. Now that's something I have never experienced at any other hotel. Please visist this hotel, you will not be disappointed."
La Concha Key West, Autograph Collection
10/10 Excellent
"Beautiful updated hotel, loved the bar and the lobby . Our room was perfect after we moved to the 6th floor . The first room was not great . We liked the newer section much better . Loved the bikes and the location. Elevators need to be updated and they need to add another one . Would stay here again ."
Hilton Garden Inn Key West / The Keys Collection
8/10 Good
"I found it weird you had to go to the pool to order your lunch or dinner and then go wait in the lobby for it to be delivered. The breakfast crew were excellent. The shuttle bus was very nice although the drop off point could have more in the middle of town."
Casa Marina Key West, Curio Collection by Hilton
8/10 Good
"Hotel is mainly nice and staff friendly, however, they charge $63/day for a "resort" fee yet there is nothing other than a pool and beach umbrella and chairs included in that price... big ripoff. All the water sports cost extra. Property is undergoing renovation so some areas closed and noisy during day. Beach had lots of seaweed which they did clean up on 3rd day. Pool cabannas cost over $300/day. Parking is $50/day."
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- Southernmost Point
- Key West Cemetery
- Clarence S. Higgs Memorial Beach Park
- Mel Fisher Maritime Museum
- Mallory Square
- Fort Zachary Taylor Historic State Park
- Key West Holidays
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- South Beach
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- Visit Truman Annex
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