A waterfront with a pier, calm water, and houses with palm trees in the background.

Find Hotels with a Pool in Sugarloaf Key, FL

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Check availability on Sugarloaf Key Hotels with a Pool

Tonight
7 Aug - 8 Aug
Tomorrow
8 Aug - 9 Aug
This weekend
7 Aug - 9 Aug
Next weekend
14 Aug - 16 Aug

Our top choices for Sugarloaf Key hotels with a pool

1. Sugar Loaf Lodge

Sugar Loaf Lodge
Summerland Key
  • Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
AED 437
AED 492 total
includes taxes & fees
16 Aug - 17 Aug
Sugar Loaf Lodge

2. 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.
AED 543
AED 611 total
includes taxes & fees
30 Aug - 31 Aug
Hampton Inn Key West FL

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

Fairfield by Marriott Inn & Suites Key West at The Keys Collection
New Town
  • Float in a tranquil oasis at this Key West hotel, where the outdoor pool beckons after adventures along nearby hiking trails.
AED 459
AED 620 total
includes taxes & fees
30 Aug - 31 Aug
Fairfield by Marriott Inn & Suites Key West at The Keys Collection

4. 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.
AED 449
AED 725 total
includes taxes & fees
16 Aug - 17 Aug
Hilton Key West Resort & Marina

5. The Laureate Key West

The Laureate Key West
New Town
  • Splash into relaxation with indoor and outdoor pools surrounded by plush loungers and umbrellas at this waterfront retreat.
AED 584
AED 760 total
includes taxes & fees
9 Aug - 10 Aug
The Laureate Key West

6. 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.
AED 755
AED 1,015 total
includes taxes & fees
30 Aug - 31 Aug
Hyatt Vacation Club at Beach House, Key West

7. 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.
AED 438
AED 617 total
includes taxes & fees
16 Aug - 17 Aug
DoubleTree Resort by Hilton Grand Key - Key West

8. Parmer's Resort

Parmer's Resort
Summerland Key
  • Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
AED 403
AED 573 total
includes taxes & fees
11 Aug - 12 Aug
Parmer's Resort

9. The Perry Hotel & Marina Key West

The Perry Hotel & Marina Key West
Stock Island
  • Dive into aquatic bliss with two poolside bars and waterfront dining at this Key West retreat.
AED 462
AED 740 total
includes taxes & fees
10 Aug - 11 Aug
The Perry Hotel & Marina Key West

10. 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.
AED 685
AED 936 total
includes taxes & fees
30 Aug - 31 Aug
Hyatt Vacation Club at Windward Pointe, Key West
View all properties

Choose what matters most at hotels with a pool in Sugarloaf Key

Breakfast included
4 stars
5 stars
Hot tub
Spa

Top Sugarloaf Key Hotel Reviews

Beachside Resort & Residences

Beachside Resort & Residences

10/10 Excellent
"Specious rooms"
Bhaveshkumar 3-night trip
Posted 2 hours ago
Beachside Resort & Residences
Hilton Garden Inn Key West / The Keys Collection

Hilton Garden Inn Key West / The Keys Collection

8/10 Good
"The pool water was too hot"
Kelly 4-night trip
Posted 4 hours ago
Hilton Garden Inn Key West / The Keys Collection
Hyatt Centric Key West Resort and Spa

Hyatt Centric Key West Resort and Spa

10/10 Excellent
"Clean, updated property, friendly staff. The pool is very small for the size of the property, but as a whole it was great."
Jennifer 3-night trip
Posted 5 hours ago
Hyatt Centric Key West Resort and Spa
Ibis Bay Beach Resort

Ibis Bay Beach Resort

10/10 Excellent
"That was a clean room and a nice little resort reasonably priced for what you get. We had a comfortable night in Key West."
Susan 1-night trip
Posted 7 hours ago
Ibis Bay Beach Resort
The Reach Key West, Curio Collection by Hilton

The Reach Key West, Curio Collection by Hilton

8/10 Good
"Sargassum smell was awful. Outdoor furniture was worn. Prices high for this level of hotel"
kim 2-night trip
Posted 1 day ago
The Reach Key West, Curio Collection by Hilton
Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"The property is absolutely STUNNING. Balconies with rocking chairs, table and telescope. Gas grills, lovely infinity pool and hot tub. Close to the airport, over 4 days I heard the planes like 5 or 6 times and that was it. Need to Uber or Cab down to Old Town. Maria was AWESOME, she showed us to our room. Room was extremely clean and beautiful, had everything we needed. It was not ready when we arrived but they secured all.of our luggage so we could go ahead and explore and use the amenities, then delivered the luggage to our room for us!! We had so much fun, delicious drinks at the bar, the Benihana out front is great too!! We will DEFINITELY come back to this property again and again. Also great for handicap access, one of our party is disabled and she had zero problems with the stay. Would give more"
Gabrielle Kay 3-night trip
Posted 1 day ago
Hyatt Vacation Club at Windward Pointe, Key West

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