
Key West Hotel with Pool
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27 Sept - 28 SeptTomorrow
28 Sept - 29 SeptNext weekend
2 Oct - 4 OctIn two weeks
9 Oct - 11 OctOur 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.
HK$847
HK$1,122 total
includes taxes & fees
5 Oct - 6 Oct




2. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
HK$617
HK$1,444 total
includes taxes & fees
28 Sept - 29 Sept




3. Ibis Bay Beach Resort
Ibis Bay Beach ResortNorthside Resort
- Splash into paradise at this Art Deco hotel with a poolside bar and marina access.
HK$795
HK$1,148 total
includes taxes & fees
28 Sept - 29 Sept




4. 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.
HK$871
HK$1,475 total
includes taxes & fees
28 Sept - 29 Sept




5. 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.
HK$628
HK$1,236 total
includes taxes & fees
28 Sept - 29 Sept




6. 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.
HK$1,193
HK$1,342 total
includes taxes & fees
1 Oct - 2 Oct




7. 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.
HK$927
HK$1,484 total
includes taxes & fees
28 Sept - 29 Sept
HK$581
HK$1,351 total
includes taxes & fees
28 Sept - 29 Sept
View all properties
Hotels with pools and free breakfast in Key West
HK$795
HK$1,148 total
includes taxes & fees
28 Sept - 29 Sept
HK$628
HK$1,236 total
includes taxes & fees
28 Sept - 29 Sept
HK$871
HK$1,475 total
includes taxes & fees
28 Sept - 29 Sept
HK$621
HK$1,052 total
includes taxes & fees
28 Sept - 29 Sept




DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
HK$951
HK$1,335 total
includes taxes & fees
29 Sept - 30 Sept
HK$757
HK$1,047 total
includes taxes & fees
28 Sept - 29 Sept
HK$927
HK$1,484 total
includes taxes & fees
28 Sept - 29 Sept
HK$1,193
HK$1,342 total
includes taxes & fees
1 Oct - 2 Oct




Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
HK$825
HK$1,148 total
includes taxes & fees
4 Oct - 5 Oct
HK$1,265
HK$1,423 total
includes taxes & fees
30 Sept - 1 Oct
Hotels with pools and hot tubs in Key West
HK$2,032
HK$2,594 total
includes taxes & fees
28 Sept - 29 Sept
HK$927
HK$1,484 total
includes taxes & fees
28 Sept - 29 Sept
HK$1,404
HK$1,580 total
includes taxes & fees
28 Sept - 29 Sept
HK$617
HK$1,444 total
includes taxes & fees
28 Sept - 29 Sept
HK$1,614
HK$2,363 total
includes taxes & fees
4 Oct - 5 Oct




Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
HK$825
HK$1,148 total
includes taxes & fees
4 Oct - 5 Oct
HK$871
HK$1,475 total
includes taxes & fees
28 Sept - 29 Sept
HK$1,265
HK$1,423 total
includes taxes & fees
30 Sept - 1 Oct
HK$1,107
HK$1,635 total
includes taxes & fees
13 Oct - 14 Oct
HK$1,536
HK$1,936 total
includes taxes & fees
26 Oct - 27 Oct
4-star hotels with pools in Key West
HK$2,032
HK$2,594 total
includes taxes & fees
28 Sept - 29 Sept
HK$927
HK$1,484 total
includes taxes & fees
28 Sept - 29 Sept
HK$1,614
HK$2,363 total
includes taxes & fees
4 Oct - 5 Oct
HK$1,953
HK$2,727 total
includes taxes & fees
28 Sept - 29 Sept




La Concha Key West, Autograph Collection
La Concha Key West, Autograph CollectionKey West Historic District
HK$1,483
HK$1,933 total
includes taxes & fees
28 Sept - 29 Sept




DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
HK$951
HK$1,335 total
includes taxes & fees
29 Sept - 30 Sept
HK$906
HK$1,499 total
includes taxes & fees
28 Sept - 29 Sept




Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
HK$1,584
HK$2,330 total
includes taxes & fees
28 Sept - 29 Sept




Casa Marina Key West, Curio Collection by Hilton
Casa Marina Key West, Curio Collection by HiltonOld Town Key West
HK$1,836
HK$2,594 total
includes taxes & fees
29 Sept - 30 Sept
HK$951
HK$1,540 total
includes taxes & fees
29 Sept - 30 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
Southernmost Beach Resort and Guesthouses
8/10 Good
"Nice place, but over priced"
Parrot Key Hotel & Villas
8/10 Good
"The rooms were very nice. The beach was better if you upgraded your room. Unfortunately they were doing renovations on the restaurant and bar that we didn’t know about. However, they provided a bar cart so they still could provide beverages poolside. Overall, I would stay there again!"
Hampton Inn Key West FL
10/10 Excellent
"Everyone a pleasure to talk with ! concierge very helpful in planning with activities/restaurants! we loved having the shuttle!"
Blue Flamingo Resort Key West
10/10 Excellent
"Genial"
La Concha Key West, Autograph Collection
10/10 Excellent
"Great location"
DoubleTree Resort by Hilton Grand Key - Key West
8/10 Good
"Basic and pretty clean, rooms need updating overall. Shuttle is nice"
The Perry Hotel & Marina Key West
10/10 Excellent
"The Perry hotel and marina has excellent views staff comfort and convenience"
Hyatt Centric Key West Resort and Spa
10/10 Excellent
"Air conditioning was noisy. But other than that we loved our stay."
Ibis Bay Beach Resort
8/10 Good
"If your looking for an a good resort for a value price this is your place. It is full of character!! The staff is friendly, even let us check in early. Beautiful location on the water with lots of outdoor space, just to lounge around. Loved all the hammocks. Do yourself a favor and pay a little extra for a water view room super cute porch that leads out to a secluded beach with hammocks and loungers."
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