Find Hotels with a Pool in Key West, FL
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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.
₩128,315
₩173,757 total
includes taxes & fees
Sep 21 - Sep 22
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.
₩190,733
₩214,575 total
includes taxes & fees
Sep 20 - Sep 21
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.
₩91,082
₩194,787 total
includes taxes & fees
Sep 2 - Sep 3
₩102,668
₩129,361 total
includes taxes & fees
Sep 28 - Sep 29
5. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
₩131,358
₩278,554 total
includes taxes & fees
Sep 15 - Sep 16
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.
₩140,421
₩173,771 total
includes taxes & fees
Sep 9 - Sep 10
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.
₩259,953
₩353,989 total
includes taxes & fees
Sep 15 - Sep 16
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.
₩146,880
₩209,359 total
includes taxes & fees
Sep 2 - Sep 3
View all properties
Hotels with pools and free breakfast in Key West
₩190,733
₩214,575 total
includes taxes & fees
Sep 20 - Sep 21
₩91,082
₩194,787 total
includes taxes & fees
Sep 2 - Sep 3
₩198,671
₩323,518 total
includes taxes & fees
Sep 8 - Sep 9
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
₩150,971
₩208,559 total
includes taxes & fees
Sep 22 - Sep 23
₩146,880
₩209,359 total
includes taxes & fees
Sep 2 - Sep 3
₩139,725
₩187,962 total
includes taxes & fees
Sep 29 - Sep 30
₩229,160
₩257,806 total
includes taxes & fees
Sep 7 - Sep 8
₩184,831
₩277,170 total
includes taxes & fees
Sep 18 - Sep 19
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
₩276,255
₩406,177 total
includes taxes & fees
Sep 29 - Sep 30
₩173,206
₩264,092 total
includes taxes & fees
Sep 11 - Sep 12
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
₩259,953
₩353,989 total
includes taxes & fees
Sep 15 - Sep 16
₩149,957
₩245,630 total
includes taxes & fees
Sep 7 - Sep 8
₩131,358
₩278,554 total
includes taxes & fees
Sep 15 - Sep 16
₩183,702
₩268,193 total
includes taxes & fees
Sep 20 - Sep 21
₩244,117
₩274,633 total
includes taxes & fees
Sep 2 - Sep 3
₩354,208
₩452,347 total
includes taxes & fees
Sep 2 - Sep 3
₩229,160
₩257,806 total
includes taxes & fees
Sep 7 - Sep 8
₩392,884
₩537,384 total
includes taxes & fees
Oct 1 - Oct 2
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Alexanders Guesthouse - Adult Exclusive, LGBTQ FriendlyOld Town Key West
₩134,162
₩202,583 total
includes taxes & fees
Sep 8 - Sep 9
₩150,436
₩255,549 total
includes taxes & fees
Sep 16 - Sep 17
4-star hotels with pools in Key West
₩198,671
₩323,518 total
includes taxes & fees
Sep 8 - Sep 9
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
₩276,255
₩406,177 total
includes taxes & fees
Sep 29 - Sep 30
La Concha Key West, Autograph Collection
La Concha Key West, Autograph CollectionKey West Historic District
₩258,476
₩336,943 total
includes taxes & fees
Sep 2 - Sep 3
₩248,588
₩365,820 total
includes taxes & fees
Sep 15 - Sep 16
Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
₩289,453
₩417,948 total
includes taxes & fees
Sep 15 - Sep 16
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
₩155,879
₩221,521 total
includes taxes & fees
Sep 8 - Sep 9
₩102,668
₩129,361 total
includes taxes & fees
Sep 28 - Sep 29
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House ResortKey West Historic District
₩347,576
₩497,190 total
includes taxes & fees
Sep 27 - Sep 28
₩243,433
₩359,682 total
includes taxes & fees
Sep 15 - Sep 16
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonOld Town Key West
₩252,254
₩376,099 total
includes taxes & fees
Sep 29 - Sep 30
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
"Staff was very helpful and the location is great plus the free shuttle service is great 👍 and there are very helpful"
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."
Hampton Inn Key West FL
10/10 Excellent
"Nice clean"
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."
Pier House Resort & Spa
10/10 Excellent
"Best Hotel in the Key West. Room was very clean, best staff services. Beautiful beach view and breakfast was delicious. My husband and I love this place. 💯 recommend."
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."