A coastal landscape with clear turquoise waters, a long bridge, and a small island with buildings.

Lower Florida Keys Hotel with Pool

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Check availability on Lower Florida Keys Hotel with Pool

Tonight
3 Sept - 4 Sept
Tomorrow
4 Sept - 5 Sept
This weekend
4 Sept - 6 Sept
Next weekend
11 Sept - 13 Sept

Our top choices for Lower Florida Keys hotels with a pool

1. Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
  • Float above the Florida Keys in a waterfront paradise with 6 serene pools, a private marina, and breathtaking sunset views.
HK$894
HK$1,474 total
includes taxes & fees
9 Sept - 10 Sept
Hilton Key West Resort & Marina

2. Havana Cabana at Key West

Havana Cabana at Key West
New Town
  • Poolside paradise awaits with hot tub, dining, and bar service at this vibrant Key West oasis.
HK$839
HK$1,439 total
includes taxes & fees
22 Sept - 23 Sept
Havana Cabana at Key West

3. DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
  • Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
HK$872
HK$1,246 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West

4. Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
  • Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
HK$860
HK$1,408 total
includes taxes & fees
8 Sept - 9 Sept
Blue Flamingo Resort Key West

5. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
HK$793
HK$892 total
includes taxes & fees
8 Sept - 9 Sept
Sugar Loaf Lodge

6. Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West
Key West
  • Oceanfront relaxation awaits with heated pool sanctuary and hot tub retreat, mere steps from Key West's beautiful Smathers Beach.
HK$1,491
HK$2,030 total
includes taxes & fees
22 Sept - 23 Sept
Hyatt Vacation Club at Windward Pointe, Key West

7. Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
  • Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
HK$1,087
HK$1,222 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Key West FL

8. Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West
Key West
  • Bask in tropical bliss with a dip in the outdoor pool and hot tub near Smathers Beach.
HK$1,744
HK$2,315 total
includes taxes & fees
19 Sept - 20 Sept
Hyatt Vacation Club at Beach House, Key West

9. Beachside Resort & Residences

Beachside Resort & Residences
Key West
  • Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
HK$753
HK$1,597 total
includes taxes & fees
15 Sept - 16 Sept
Beachside Resort & Residences

10. Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old 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
8 Sept - 9 Sept
Silver Palms Inn & Historic Homes
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Choose what matters most at hotels with a pool in Lower Florida Keys

Breakfast included
4 stars
5 stars
Hot tub
Spa

Hotels with pools and free breakfast in Lower Florida Keys

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
HK$894
HK$1,474 total
includes taxes & fees
9 Sept - 10 Sept
Hilton Key West Resort & Marina

Havana Cabana at Key West

Havana Cabana at Key West
New Town
HK$839
HK$1,439 total
includes taxes & fees
22 Sept - 23 Sept
Havana Cabana at Key West

Hampton Inn Key West FL

Hampton Inn Key West FL
Key West
HK$1,087
HK$1,222 total
includes taxes & fees
20 Sept - 21 Sept
Hampton Inn Key West FL

Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection
New Town
HK$860
HK$1,188 total
includes taxes & fees
21 Sept - 22 Sept
Hilton Garden Inn Key West / The Keys Collection

Silver Palms Inn & Historic Homes

Silver Palms Inn & Historic Homes
Old Town Key West
HK$628
HK$1,236 total
includes taxes & fees
8 Sept - 9 Sept
Silver Palms Inn & Historic Homes

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
HK$860
HK$1,408 total
includes taxes & fees
8 Sept - 9 Sept
Blue Flamingo Resort Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
HK$872
HK$1,246 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West

Ibis Bay Beach Resort

Ibis Bay Beach Resort
Northside Resort
HK$842
HK$1,200 total
includes taxes & fees
8 Sept - 9 Sept
Ibis Bay Beach Resort

Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
HK$882
HK$1,213 total
includes taxes & fees
9 Sept - 10 Sept
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly

Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
Old Town Key West
HK$769
HK$1,162 total
includes taxes & fees
8 Sept - 9 Sept
Alexanders Guesthouse - Adult Exclusive, LGBTQ Friendly
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4-star hotels with pools in Lower Florida Keys

Hilton Key West Resort & Marina

Hilton Key West Resort & Marina
Stock Island
HK$894
HK$1,474 total
includes taxes & fees
9 Sept - 10 Sept
Hilton Key West Resort & Marina

Havana Cabana at Key West

Havana Cabana at Key West
New Town
HK$839
HK$1,439 total
includes taxes & fees
22 Sept - 23 Sept
Havana Cabana at Key West

DoubleTree Resort by Hilton Grand Key - Key West

DoubleTree Resort by Hilton Grand Key - Key West
Key West
HK$872
HK$1,246 total
includes taxes & fees
27 Sept - 28 Sept
DoubleTree Resort by Hilton Grand Key - Key West

Blue Flamingo Resort Key West

Blue Flamingo Resort Key West
New Town
HK$860
HK$1,408 total
includes taxes & fees
8 Sept - 9 Sept
Blue Flamingo Resort Key West

Margaritaville Beach House Key West

Margaritaville Beach House Key West
Key West
HK$1,396
HK$2,062 total
includes taxes & fees
16 Sept - 17 Sept
Margaritaville Beach House Key West

Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa
Key West Historic District
HK$1,576
HK$2,320 total
includes taxes & fees
29 Sept - 30 Sept
Hyatt Centric Key West Resort and Spa

Parrot Key Hotel & Villas

Parrot Key Hotel & Villas
Northside Resort
HK$1,035
HK$1,614 total
includes taxes & fees
16 Sept - 17 Sept
Parrot Key Hotel & Villas

The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton
Old Town Key West
HK$1,540
HK$2,262 total
includes taxes & fees
28 Sept - 29 Sept
The Reach Key West, Curio Collection by Hilton

Ocean Key Resort - A Noble House Resort

Ocean Key Resort - A Noble House Resort
Key West Historic District
HK$1,726
HK$2,551 total
includes taxes & fees
28 Sept - 29 Sept
Ocean Key Resort - A Noble House Resort

Eden House

Eden House
Key West Historic District
HK$894
HK$1,127 total
includes taxes & fees
8 Sept - 9 Sept
Eden House
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.
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Top Lower Florida Keys Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"A typical "keys style" resort that had everything we needed with a kitchen, deck seating, a dock for our boat. Enjoyed the Complimentary coffee. Will be back with the family + dog"
Matthew 5-night trip
Posted 1 day ago
Parmer's Resort
Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"Everything was great! Staff was very friendly! Easy check in and check out."
christine 4-night trip
Posted 7 days ago
Looe Key Reef Resort
Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Me gustaría más opciones como un regular desayuno"
Susana 2-night trip
Posted 11 days ago
Sugar Loaf Lodge

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