Hotels with a Pool in Sugarloaf Key
Free cancellation options if plans change
Earn rewards on every night you stay
Save more with Member Prices
Check prices for these dates
Hotels with a Pool in Sugarloaf Key
8.2 out of 10, Very Good, (1000)
8.2/10
Very Good
(1000)
- Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
The price is $169
$169
$190 total
includes taxes & fees
Jan 11 - Jan 12
Atlantic View Luxury Villa with Pool
Atlantic View Luxury Villa with Pool3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1)
10/10
Exceptional
(1)
- Private plunge pool paradise unfolds with Atlantic views and 7 outdoor oases for sun-drenched days.
The price is $531
$531
$991 total
includes taxes & fees
Jan 16 - Jan 17
7.4 out of 10, Good, (1002)
7.4/10
Good
(1002)
- Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
The price is $140
$140
$158 total
includes taxes & fees
Jan 12 - Jan 13
9.0 out of 10, Wonderful, (1000)
9.0/10
Wonderful
(1000)
- Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
The price is $229
$229
$290 total
includes taxes & fees
Jan 22 - Jan 23
Oceans Edge Key West Resort, Hotel & Marina
Oceans Edge Key West Resort, Hotel & Marina4.0 star property
Stock Island
9.0 out of 10, Wonderful, (1770)
9.0/10
Wonderful
(1770)
- Soak up the sun at this waterfront retreat, where 6 pools and free cabanas create the ultimate floating paradise in Key West.
The price is $220
$220
$309 total
includes taxes & fees
Jan 14 - Jan 15
8.6 out of 10, Excellent, (286)
8.6/10
Excellent
(286)
- Dive into the aquatic oasis of this resort with sparkling pool waters and a private marina for boating and fishing adventures.
The price is $149
$149
$308 total
includes taxes & fees
Jan 28 - Jan 29
Hyatt Vacation Club at Beach House, Key West
Hyatt Vacation Club at Beach House, Key West3.5 star property
Key West
9.4 out of 10, Exceptional, (1022)
9.4/10
Exceptional
(1022)
- Bask in tropical bliss with a dip in the outdoor pool and hot tub near Smathers Beach.
The price is $441
$441
$541 total
includes taxes & fees
Jan 24 - Jan 25
8.6 out of 10, Excellent, (1881)
8.6/10
Excellent
(1881)
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
The price is $257
$257
$340 total
includes taxes & fees
Jan 19 - Jan 20
9.0 out of 10, Wonderful, (1297)
9.0/10
Wonderful
(1297)
- Splash into ocean-view paradise at this poolside haven with loungers, umbrellas, and refreshing cocktail service.
The price is $350
$350
$394 total
includes taxes & fees
Jan 14 - Jan 15
8.0 out of 10, Very Good, (1829)
8.0/10
Very Good
(1829)
- Float in paradise at two scenic pools with cabanas, surrounded by stunning sunset views and tropical relaxation.
The price is $233
$233
$318 total
includes taxes & fees
Jan 11 - Jan 12
Hilton Garden Inn Key West / The Keys Collection
Hilton Garden Inn Key West / The Keys Collection3.5 star property
New Town
8.0 out of 10, Very Good, (1177)
8.0/10
Very Good
(1177)
- Poolside bliss awaits with cocktails, sun loungers, and a hot tub for ultimate relaxation.
The price is $269
$269
$331 total
includes taxes & fees
Jan 14 - Jan 15
Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys Collection3.5 star property
New Town
8.6 out of 10, Excellent, (1002)
8.6/10
Excellent
(1002)
- Refresh in the laid-back poolside paradise with an outdoor pool and convenient poolside dining and bar service.
The price is $242
$242
$300 total
includes taxes & fees
Jan 19 - Jan 20
9.0 out of 10, Wonderful, (1001)
9.0/10
Wonderful
(1001)
- Dive into paradise at this Key West gem with refreshing indoor and outdoor pools, poolside loungers, and beach proximity.
The price is $259
$259
$320 total
includes taxes & fees
Jan 11 - Jan 12
The Grenada Suite Pool View Private Balcony
The Grenada Suite Pool View Private Balcony2.0 star property
Key West
10.0 out of 10, Exceptional, (1)
10/10
Exceptional
(1)
- Splash into paradise at Grenada Suite, where the pool beckons with balcony views and Smathers Beach awaits just moments away.
The price is $491
$491
$836 total
includes taxes & fees
Jan 13 - Jan 14
9.4 out of 10, Exceptional, (1186)
9.4/10
Exceptional
(1186)
- Dive into aquatic bliss with two poolside bars and waterfront dining at this Key West retreat.
The price is $323
$323
$425 total
includes taxes & fees
Jan 26 - Jan 27
Hyatt Vacation Club at Windward Pointe, Key West
Hyatt Vacation Club at Windward Pointe, Key West3.5 star property
Key West
9.6 out of 10, Exceptional, (1015)
9.6/10
Exceptional
(1015)
- Soak up the sun at this oceanfront retreat with a sparkling heated pool, hot tub, and balconies with sunrise views.
The price is $458
$458
$560 total
includes taxes & fees
Jan 24 - Jan 25
8.0 out of 10, Very Good, (2035)
8.0/10
Very Good
(2035)
- Splash into paradise at this Art Deco hotel with a poolside bar and marina access.
The price is $227
$227
$283 total
includes taxes & fees
Jan 11 - Jan 12
DoubleTree Resort by Hilton Grand Key - Key West
DoubleTree Resort by Hilton Grand Key - Key West4.0 star property
Key West
8.2 out of 10, Very Good, (1000)
8.2/10
Very Good
(1000)
- Splash into tropical paradise at this resort's cabana-lined pool with views and poolside cocktails.
The price is $268
$268
$335 total
includes taxes & fees
Jan 13 - Jan 14
9.0 out of 10, Wonderful, (1224)
9.0/10
Wonderful
(1224)
- Splash into paradise at four tropical pools with poolside dining and coastal shuttles.
The price is $220
$220
$305 total
includes taxes & fees
Jan 21 - Jan 22
Courtyard by Marriott Key West Waterfront
Courtyard by Marriott Key West Waterfront3.0 star property
Northside Resort
8.8 out of 10, Excellent, (1008)
8.8/10
Excellent
(1008)
- Savor the sun in this poolside paradise with tropical gardens and a relaxing hot tub.
The price is $274
$274
$308 total
includes taxes & fees
Jan 13 - Jan 14
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.
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.
Top landmarks in Sugarloaf Key
Upper Sugarloaf Sound
Upper Sugarloaf Sound
Listen to the relaxing sound of the water and take some great vacation pics at Upper Sugarloaf Sound located 6.3 mi (10.2 km) from central Summerland Key.
Sugarloaf Beach
Sugarloaf Beach
Whether you want to collect beach glass or watch the sunset, Sugarloaf Beach is a spot you might want to check out, located 8.1 mi (13 km) from central Summerland Key. Catch the sunset by the shore at Florida Keys Beaches, just a short walk away.
Upper Sugarloaf Key
Upper Sugarloaf Key
Upper Sugarloaf Key is 5.2 mi (8.3 km) from central Summerland Key, why not stop by during your stay.