Find Hotels with a Pool in Florida Keys
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14 Aug - 16 AugOur top choices for Florida Keys hotels with a pool
SAR 233
SAR 596 total
includes taxes & fees
30 Aug - 31 Aug
2. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
SAR 401
SAR 810 total
includes taxes & fees
16 Aug - 17 Aug
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.
SAR 300
SAR 591 total
includes taxes & fees
19 Aug - 20 Aug
4. 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.
SAR 518
SAR 857 total
includes taxes & fees
2 Sep - 3 Sep
5. Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
- Poolside bliss awaits with cocktails, sun loungers, and a hot tub for ultimate relaxation.
SAR 380
SAR 533 total
includes taxes & fees
20 Aug - 21 Aug
6. Paradise Inn Key West - Adults Only
Paradise Inn Key West - Adults OnlyOld Town Key West
- Dreamy poolside escape awaits in this Key West oasis with outdoor pool and hot tub paradise.
SAR 392
SAR 610 total
includes taxes & fees
25 Aug - 26 Aug
7. 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.
SAR 668
SAR 987 total
includes taxes & fees
24 Aug - 25 Aug
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.
SAR 541
SAR 847 total
includes taxes & fees
23 Aug - 24 Aug
View all properties
Hotels with pools and free breakfast in Florida Keys
SAR 300
SAR 591 total
includes taxes & fees
19 Aug - 20 Aug
SAR 392
SAR 610 total
includes taxes & fees
25 Aug - 26 Aug
SAR 518
SAR 857 total
includes taxes & fees
2 Sep - 3 Sep
SAR 541
SAR 847 total
includes taxes & fees
23 Aug - 24 Aug
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys CollectionNew Town
SAR 380
SAR 533 total
includes taxes & fees
20 Aug - 21 Aug
SAR 542
SAR 821 total
includes taxes & fees
7 Sep - 8 Sep
SAR 526
SAR 807 total
includes taxes & fees
30 Aug - 31 Aug
SAR 555
SAR 625 total
includes taxes & fees
30 Aug - 31 Aug
SAR 523
SAR 1,064 total
includes taxes & fees
2 Sep - 3 Sep
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonOld Town Key West
SAR 587
SAR 914 total
includes taxes & fees
3 Sep - 4 Sep
4-star hotels with pools in Florida Keys
SAR 518
SAR 857 total
includes taxes & fees
2 Sep - 3 Sep
SAR 668
SAR 987 total
includes taxes & fees
24 Aug - 25 Aug
The Reach Key West, Curio Collection by Hilton
The Reach Key West, Curio Collection by HiltonOld Town Key West
SAR 587
SAR 914 total
includes taxes & fees
3 Sep - 4 Sep
SAR 541
SAR 847 total
includes taxes & fees
23 Aug - 24 Aug
SAR 526
SAR 807 total
includes taxes & fees
30 Aug - 31 Aug
SAR 523
SAR 1,064 total
includes taxes & fees
2 Sep - 3 Sep
SAR 459
SAR 741 total
includes taxes & fees
17 Aug - 18 Aug
SAR 628
SAR 943 total
includes taxes & fees
1 Sep - 2 Sep
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key WestKey West
SAR 448
SAR 630 total
includes taxes & fees
16 Aug - 17 Aug
Hyatt Centric Key West Resort and Spa
Hyatt Centric Key West Resort and SpaKey West Historic District
SAR 747
SAR 1,102 total
includes taxes & fees
10 Aug - 11 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
Reefhouse Resort & Marina
8/10 Good
"Good for the price"
Cheeca Lodge & Spa
8/10 Good
"My family had a wonderful time. We took advantage of the bikes, fishing, kayaks, kids club, etc. Will def be coming back!"
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton
10/10 Excellent
"Excelente atención, servicios, amenidsdes 100% recomendado"
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"
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."