Find Hotels with a Pool in Florida Keys
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Check availability on Florida Keys Hotels with a Pool
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14 Aug - 16 AugOur top choices for Florida Keys hotels with a pool
1. Southernmost Beach Resort and Guesthouses
Southernmost Beach Resort and GuesthousesOld Town Key West
- Dive into a serene escape at this beachfront resort with 3 outdoor pools, poolside bars, and tranquil ocean views.
AED 507
AED 839 total
includes taxes & fees
1 Sep - 2 Sep
2. 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.
AED 293
AED 578 total
includes taxes & fees
19 Aug - 20 Aug
3. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
AED 373
AED 771 total
includes taxes & fees
16 Aug - 17 Aug
4. Margaritaville Beach House Key West
Margaritaville Beach House Key WestKey West
- Float in serene waters at this sun-soaked poolside paradise with direct beach access and friendly round-the-clock service.
AED 654
AED 966 total
includes taxes & fees
24 Aug - 25 Aug
5. 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.
AED 543
AED 611 total
includes taxes & fees
30 Aug - 31 Aug
6. 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.
AED 529
AED 828 total
includes taxes & fees
23 Aug - 24 Aug
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.
AED 685
AED 936 total
includes taxes & fees
30 Aug - 31 Aug
8. Parrot Key Hotel & Villas
Parrot Key Hotel & VillasNorthside Resort
- Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
AED 501
AED 774 total
includes taxes & fees
30 Aug - 31 Aug
View all properties
Hotels with pools and free breakfast in Florida Keys
AED 293
AED 578 total
includes taxes & fees
19 Aug - 20 Aug
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
AED 372
AED 521 total
includes taxes & fees
20 Aug - 21 Aug
AED 507
AED 839 total
includes taxes & fees
1 Sep - 2 Sep
AED 529
AED 828 total
includes taxes & fees
23 Aug - 24 Aug
AED 501
AED 774 total
includes taxes & fees
30 Aug - 31 Aug
AED 393
AED 443 total
includes taxes & fees
12 Aug - 13 Aug
AED 543
AED 611 total
includes taxes & fees
30 Aug - 31 Aug
AED 460
AED 641 total
includes taxes & fees
23 Aug - 24 Aug
AED 530
AED 803 total
includes taxes & fees
7 Sep - 8 Sep
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
AED 449
AED 629 total
includes taxes & fees
20 Aug - 21 Aug
4-star hotels with pools in Florida Keys
AED 507
AED 839 total
includes taxes & fees
1 Sep - 2 Sep
AED 654
AED 966 total
includes taxes & fees
24 Aug - 25 Aug
AED 501
AED 774 total
includes taxes & fees
30 Aug - 31 Aug
AED 529
AED 828 total
includes taxes & fees
23 Aug - 24 Aug
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonOld Town Key West
AED 574
AED 894 total
includes taxes & fees
3 Sep - 4 Sep
AED 449
AED 725 total
includes taxes & fees
17 Aug - 18 Aug
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
AED 449
AED 629 total
includes taxes & fees
20 Aug - 21 Aug
AED 614
AED 922 total
includes taxes & fees
1 Sep - 2 Sep
Ocean Key Resort - A Noble House Resort
Ocean Key Resort - A Noble House ResortKey West Historic District
AED 1,027
AED 1,441 total
includes taxes & fees
27 Aug - 28 Aug
AED 512
AED 1,040 total
includes taxes & fees
23 Aug - 24 Aug
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 Florida Keys Hotel Reviews
Waterside Suites & Marina
10/10 Excellent
"We had a great stay at the Waterside suits and marine ."
Playa Largo Resort & Spa, Autograph Collection
10/10 Excellent
"Todos es bien lindo y muy limpio"
Bayside Inn Key Largo
8/10 Good
"Nice quiet spot with a small but effective "beach" access. Bar next door is very nice with Live Music"
Islander Resort
8/10 Good
"We really enjoyed our stay. I’m not giving five stars only because I don’t think the property is a true five-star hotel, but it is still very good. The room was clean, the staff was very polite and friendly, and we felt comfortable throughout our stay. Overall, we had a great experience and would gladly come back."
Reefhouse Resort & Marina
10/10 Excellent
"Nice room, although the door trims and similar touch points could have been cleaned better. Staff were super friendly and the welcome gift was very appreciated. Grounds were beautiful. Good value for the money."
Tranquility Bay Beachfront Hotel and Resort
8/10 Good
"Very good setting and good ideas/resort layout. When we arrived to check in, reception couldnt find our booking so took longer than expected. We asked about the sunset boat tour at reception but were told this was a third party on the beach who close at 5 so unable to get further info, would be good if the reception staff could provide more information or take bookings as they are advertising it. Food and drink at the hotel are expensive. General buildings and rooms could do with a bit of tidying up in places. Fire alarm panel in the building we were staying in was beeping with a fault most of the night so didnt manage to sleep too well."
Baker's Cay Resort Key Largo, Curio Collection by Hilton
10/10 Excellent
"A wonderful family friendly resort! We had a great time and would def come back."
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
10/10 Excellent
"Great location"