
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 1 - Sep 2Tomorrow
Sep 2 - Sep 3This weekend
Sep 4 - Sep 6Next weekend
Sep 11 - Sep 13Our top choices for Key West hotels with a pool




1. 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




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.
$139 nightly
$157 total
Sep 20 - Sep 21
Total with taxes and fees




3. 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.
$134 nightly
$151 total
Sep 2 - Sep 3
Total with taxes and fees
$99 nightly
$111 total
Sep 27 - Sep 28
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.
$183 nightly
$206 total
Sep 3 - Sep 4
Total with taxes and fees




6. Douglas House - Adults Only
Douglas House - Adults OnlyOld Town Key West
- Tropical poolside sanctuary just steps from Duval Street offers a heated outdoor pool surrounded by lush gardens and privacy.
$128 nightly
$144 total
Sep 9 - Sep 10
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.
$209 nightly
$235 total
Sep 15 - Sep 16
Total with taxes and fees




8. Ibis Bay Beach Resort
Ibis Bay Beach ResortNorthside Resort
- Splash into paradise at this Art Deco hotel with a poolside bar and marina access.
$119 nightly
$134 total
Sep 3 - Sep 4
Total with taxes and fees
View all properties
Hotels with pools and free breakfast in Key West
$134 nightly
$151 total
Sep 2 - Sep 3
Total with taxes and fees
$139 nightly
$157 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
$143 nightly
$161 total
Sep 8 - Sep 9
Total with taxes and fees
$136 nightly
$154 total
Sep 2 - Sep 3
Total with taxes and fees
$143 nightly
$158 total
Sep 2 - Sep 3
Total with taxes and fees
$210 nightly
$237 total
Sep 8 - Sep 9
Total with taxes and fees
$119 nightly
$134 total
Sep 3 - Sep 4
Total with taxes and fees
$166 nightly
$187 total
Sep 16 - Sep 17
Total with taxes and fees
$169 nightly
$190 total
Sep 8 - Sep 9
Total with taxes and fees
$84 nightly
$95 total
Sep 3 - Sep 4
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
$209 nightly
$235 total
Sep 15 - Sep 16
Total with taxes and fees
$160 nightly
$180 total
Sep 2 - Sep 3
Total with taxes and fees
$183 nightly
$206 total
Sep 3 - Sep 4
Total with taxes and fees
$139 nightly
$156 total
Sep 9 - Sep 10
Total with taxes and fees
$169 nightly
$190 total
Sep 8 - Sep 9
Total with taxes and fees
$294 nightly
$331 total
Sep 2 - Sep 3
Total with taxes and fees
$161 nightly
$181 total
Sep 7 - Sep 8
Total with taxes and fees
$316 nightly
$356 total
Sep 16 - Sep 17
Total with taxes and fees




Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West
$143 nightly
$161 total
Sep 8 - Sep 9
Total with taxes and fees
$166 nightly
$187 total
Sep 16 - Sep 17
Total with taxes and fees
4-star hotels with pools in Key West
$210 nightly
$237 total
Sep 8 - Sep 9
Total with taxes and fees
$99 nightly
$111 total
Sep 27 - Sep 28
Total with taxes and fees




DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
$144 nightly
$162 total
Sep 8 - Sep 9
Total with taxes and fees
$238 nightly
$267 total
Sep 13 - Sep 14
Total with taxes and fees




Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
$263 nightly
$296 total
Sep 29 - Sep 30
Total with taxes and fees
$166 nightly
$187 total
Sep 16 - Sep 17
Total with taxes and fees
$316 nightly
$356 total
Sep 16 - Sep 17
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
$242 nightly
$272 total
Sep 28 - Sep 29
Total with taxes and fees




La Concha Key West, Autograph Collection
La Concha Key West, Autograph CollectionKey West Historic District
$219 nightly
$246 total
Sep 2 - Sep 3
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
Pier House Resort & Spa
10/10 Excellent
"Very nice hotel at a convenient location! Nice staff and the fact that they serve food at their little beach is wonderful"
Southernmost Beach Resort and Guesthouses
8/10 Good
"The property is so cute. It sits at the end of Duval St which was so convenient. The room and balcony was spotless and came with water restocked everyday. I will say that the “beach” was a muddy mess with huge mud holes. No one was on the “beach”. Other than that, plenty of restaurants within walking distance and even a CVS."
Blue Flamingo Resort Key West
10/10 Excellent
"We had a great time at this hotel, clean room, great views, exceptional hospitality from the staff!"
Hyatt Centric Key West Resort and Spa
10/10 Excellent
"Excellent hotel and location in Key West."
Hilton Garden Inn Key West / The Keys Collection
8/10 Good
"We had a good stay at the Hilton Garden Inn Key West. The hotel is clean, comfortable, and practical. It’s not a luxury-style property, and the rooms have more of the straightforward, convenient feel you might find at a good value-oriented hotel in Orlando, including the large individual AC unit in the room. Nothing wrong with that—it just helps set expectations about the style of the property. One very convenient feature for us was the EV charging. There are several chargers available on a first-come, first-served basis. They are relatively slow chargers, but I left my Tesla charging for about six hours and had a full battery, so they work very well for overnight charging. We didn’t use the pool, but the pool area looked nice, comfortable, and inviting. The hotel is a little away from Duval Street and downtown, but that also means you come back to a quieter area after spending the day or evening in the busier part of Key West. Overall, a comfortable and convenient stay, especially if you have a car or EV and don’t need to be directly in the middle of downtown."
Hyatt Vacation Club at Windward Pointe, Key West
10/10 Excellent
"This was my first time at an Hyatt and it was great.. loved the stay all around. No complaints about anything. Looking forward to next time."
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."
Hilton Key West Resort & Marina
10/10 Excellent
"Excellent hotel; the room was extra clean."
The Reach Key West, Curio Collection by Hilton
10/10 Excellent
"Had an issue with the door on the last day, but they rectified the problem. Stay was quite pleasant. Enjoyed immensely will be back in January."
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