
Find Hotels with a Pool in Key West, FL
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Check availability on Key West Hotels with a Pool
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Sep 3 - Sep 4Tomorrow
Sep 4 - Sep 5This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our 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.
$140 nightly
$158 total
Sep 8 - Sep 9
Total with taxes and fees




2. Duval House
Duval HouseOld Town Key West
- Soothing heated pool in the heart of Key West creates an inviting oasis amid tropical gardens at this bed and breakfast.
$119 nightly
$131 total
Sep 16 - Sep 17
Total with taxes and fees




3. 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.
$139 nightly
$156 total
Sep 20 - Sep 21
Total with taxes and fees
$128 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees




5. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
$192 nightly
$216 total
Sep 7 - Sep 8
Total with taxes and fees




6. Ibis Bay Beach Resort
Ibis Bay Beach ResortNorthside Resort
- Splash into paradise at this Art Deco hotel with a poolside bar and marina access.
$125 nightly
$141 total
Sep 8 - Sep 9
Total with taxes and fees




7. Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
- Oceanfront relaxation awaits with heated pool sanctuary and hot tub retreat, mere steps from Key West's beautiful Smathers Beach.
$214 nightly
$241 total
Sep 23 - Sep 24
Total with taxes and fees




8. Havana Cabana at Key West
Havana Cabana at Key WestNew Town
- Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
$162 nightly
$182 total
Sep 28 - Sep 29
Total with taxes and fees
View all properties
Hotels with pools and free breakfast in Key West
$140 nightly
$158 total
Sep 8 - Sep 9
Total with taxes and fees
$139 nightly
$156 total
Sep 20 - Sep 21
Total with taxes and fees




Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West
$132 nightly
$148 total
Sep 8 - Sep 9
Total with taxes and fees
$140 nightly
$157 total
Sep 8 - Sep 9
Total with taxes and fees
$198 nightly
$219 total
Sep 7 - Sep 8
Total with taxes and fees
$209 nightly
$235 total
Sep 14 - Sep 15
Total with taxes and fees
$125 nightly
$141 total
Sep 8 - Sep 9
Total with taxes and fees
$162 nightly
$182 total
Sep 28 - Sep 29
Total with taxes and fees
$182 nightly
$205 total
Sep 9 - Sep 10
Total with taxes and fees
$84 nightly
$95 total
Sep 28 - Sep 29
Total with taxes and fees
Hotels with pools and hot tubs in Key West




Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key WestKey West
$214 nightly
$241 total
Sep 23 - Sep 24
Total with taxes and fees
$162 nightly
$182 total
Sep 28 - Sep 29
Total with taxes and fees
$110 nightly
$123 total
Sep 7 - Sep 8
Total with taxes and fees
$182 nightly
$205 total
Sep 9 - Sep 10
Total with taxes and fees
$158 nightly
$178 total
Sep 7 - Sep 8
Total with taxes and fees




Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West
$132 nightly
$148 total
Sep 8 - Sep 9
Total with taxes and fees
$128 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees
$192 nightly
$216 total
Sep 7 - Sep 8
Total with taxes and fees
$179 nightly
$202 total
Sep 7 - Sep 8
Total with taxes and fees




Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
$135 nightly
$151 total
Sep 13 - Sep 14
Total with taxes and fees
4-star hotels with pools in Key West
$209 nightly
$235 total
Sep 14 - Sep 15
Total with taxes and fees
$128 nightly
$144 total
Sep 8 - Sep 9
Total with taxes and fees




DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
$140 nightly
$157 total
Sep 15 - Sep 16
Total with taxes and fees
$236 nightly
$265 total
Sep 14 - Sep 15
Total with taxes and fees




Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
$261 nightly
$294 total
Sep 28 - Sep 29
Total with taxes and fees
$162 nightly
$182 total
Sep 28 - Sep 29
Total with taxes and fees
$316 nightly
$356 total
Sep 9 - Sep 10
Total with taxes and fees
$261 nightly
$294 total
Sep 7 - Sep 8
Total with taxes and fees




The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonOld Town Key West
$238 nightly
$260 total
Sep 8 - Sep 9
Total with taxes and fees




La Concha Key West, Autograph Collection
La Concha Key West, Autograph CollectionKey West Historic District
$199 nightly
$224 total
Sep 17 - Sep 18
Total with taxes and fees
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
Blue Flamingo Resort Key West
10/10 Excellent
"Great"
Hilton Key West Resort & Marina
8/10 Good
"Liked everything but restaurant prices were extremely high for breakfast. Outrageous breakfast prices for simple breakfast. Cannot recommend restaurant."
Pier House Resort & Spa
10/10 Excellent
"Great location. Staff were very nice. Room clean. Food good."
Southwinds Motel
10/10 Excellent
"Southwinds Motel has to be the absolute best spot I’ve stayed at when it comes to conveniences on site along with an awesome location and proximity to sites and activities. Perfectly located around the Southernmost part of Key West, Southwinds gives you fully stocked bar WITH a built-in liquor store. Super convenient off rip. Bar has live music in the afternoon and evening, a pretty nice pool and deck area and, what I really found most convenient, access to rentals for any means of transportation you need for Key West from bicycles to scooters to full sized golf carts. Rentals are provided by Bone Island rentals who also deliver your mode of moving around to the property and picks it up from the property. A totally ‘Key West’ luxury in my mind. So you’re not staying in the fanciest of shindigs, but you rented a motel because you probably plan to be out and about in beautiful Key West and not cooped up, so you most definitely shouldn’t have grand expectations, but you definitely won’t be disappointed with the digs either. Another thing I really appreciated was after check-in, we were also gifted 2 vouchers for free specialty cocktails from their bar. It was small drinks and only their specialty drinks but still complimentary, so we say thank you and enjoy. They let us combine both tickets for one full sized rum runner my wife enjoyed. Overall 10/10 for comfort, convenience, location and it’s vibe. Will absolutely be going back and 100 percent recommend to all staying in KW"
Hilton Garden Inn Key West / The Keys Collection
10/10 Excellent
"Nice"
Hyatt Centric Key West Resort and Spa
10/10 Excellent
"The staff were outstanding, especially Anna at the front desk. They all were so warm and welcoming. The rooms were spacious and clean. The pool was clean and mostly quiet (which was nice and relaxing)."
DoubleTree Resort by Hilton Grand Key - Key West
8/10 Good
"My husband and I joined the hotel. I would definitely recommend this place. I felt like I was in a mini resort."
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- Hotels with an Outdoor Pool in Key West
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