
Sugarloaf Key Hotel with Pool
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9 Oct - 11 OctOur top choices for Sugarloaf Key hotels with a pool




1. Sugar Loaf Lodge
Sugar Loaf LodgeSummerland Key
- Dive into paradise at this oceanfront retreat with heated pool, marina access, and tennis courts.
HK$934
HK$1,050 total
includes taxes & fees
4 Oct - 5 Oct




2. 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.
HK$1,299
HK$1,462 total
includes taxes & fees
7 Oct - 8 Oct




3. Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key WestCudjoe Key
HK$2,746
HK$5,971 total
includes taxes & fees
9 Oct - 10 Oct




4. Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & Pool
Direct Oceanfront Cudjoe Key Escape 56' Dock, Ocean Views, Kayaks, Bikes & PoolCudjoe Key
HK$3,089
HK$5,882 total
includes taxes & fees
2 Oct - 3 Oct




5. Fairfield by Marriott Inn & Suites Key West at The Keys Collection
Fairfield by Marriott Inn & Suites Key West at The Keys CollectionNew Town
- Float in a tranquil oasis at this Key West hotel, where the outdoor pool beckons after adventures along nearby hiking trails.
HK$982
HK$1,325 total
includes taxes & fees
7 Oct - 8 Oct




6. Parmer's Resort
Parmer's ResortSummerland Key
- Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
HK$994
HK$1,374 total
includes taxes & fees
1 Nov - 2 Nov




7. SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
SAVE BIG $$$ SEPT/OCT. OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDSCudjoe Key
HK$1,091
HK$3,286 total
includes taxes & fees
4 Oct - 5 Oct




8. Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-Friendly
Oceanfront Cudjoe Key Home - 35' Seawall, Sunrise Views, Pool & Pet-FriendlyCudjoe Key
HK$3,707
HK$6,655 total
includes taxes & fees
2 Oct - 3 Oct
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Top Sugarloaf Key Hotel Reviews
Southernmost Beach Resort and Guesthouses
10/10 Excellent
"We were looking for good value- we got it! Staff was friendly from start to finish. Rooms provided everything we wanted from a comfortable bed to a scenic ocean view."
Winslow's Bungalows - Key West Historic Inns
10/10 Excellent
"Had a great time!"
Beachside Resort & Residences
10/10 Excellent
"The room was clean. No daily housekeeping. The staff were pleasant and quiet helpful. Breakfast was outstanding. It was alacart and you have to pay per item. Over all this was the most relaxing vacation I've been on. Loved it!"
Parrot Key Hotel & Villas
10/10 Excellent
"This property is nicer than anything we found closer to Duval Street. This property is 5 stars! Roomy, worth every penny. I loved my king size bed. I loved the properties gardens and the pools. It was quiet, private, and luxurious. I have one critique, valet parking is not needed. $30 for Valet is not needed."
Casa Marina Key West, Curio Collection by Hilton
10/10 Excellent
"Amazing place to stay for vacation."
Hyatt Centric Key West Resort and Spa
10/10 Excellent
"We had a wonderful stay at Hyatt Centric Key West Resort & Spa! The pool was a perfect place to relax, and we especially loved seeing the rescued turtles - such a unique and memorable part of the property. The location could not be better: everything we wanted to explore in Key West was within easy walking distance. It was incredibly convenient to enjoy the sights, restaurants, and lively atmosphere without needing a car. We would gladly stay here again!"
Hilton Garden Inn Key West / The Keys Collection
8/10 Good
"Thank you"
The Perry Hotel & Marina Key West
8/10 Good
"Good place to stay but watch out for the gratuity tax (it's a State of Florida thing). The property was well maintained, and we enjoyed the room. Overall, it was a good place to stay. Most of the staff were hospitable and management was amazing."
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