Find Hotels with a Pool in Sugarloaf Key, FL
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Sep 30 - Oct 1Tomorrow
Oct 1 - Oct 2This weekend
Oct 2 - Oct 4Next weekend
Oct 9 - Oct 11Our 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.
₩161,125
₩181,272 total
includes taxes & fees
Oct 1 - Oct 2
2. Looe Key Reef Resort
Looe Key Reef ResortSummerland Key
- Sun-dappled pool paradise at Looe Key Reef Resort offers snorkeling adventures nearby.
₩136,604
₩153,680 total
includes taxes & fees
Oct 5 - Oct 6
3. Hilton Key West Resort & Marina
Hilton Key West Resort & MarinaStock Island
- Float above the Florida Keys in a waterfront paradise with 6 serene pools, a private marina, and breathtaking sunset views.
₩170,982
₩273,486 total
includes taxes & fees
Oct 6 - Oct 7
4. Parmer's Resort
Parmer's ResortSummerland Key
- Soak up sun and sea at this coastal oasis with a sparkling pool, private beach, and marina.
₩194,500
₩262,993 total
includes taxes & fees
Oct 4 - Oct 5
5. Old Wooden Bridge Resort and Marina
Old Wooden Bridge Resort and MarinaPunta Brisa
- Soak in tropical views at the outdoor pool, then paddle away from this waterfront cottage with an onsite marina and private dock.
₩261,997
₩485,152 total
includes taxes & fees
Oct 1 - Oct 2
6. Beachside Resort & Residences
Beachside Resort & ResidencesKey West
- Plunge into paradise with sun-kissed loungers and poolside cocktails at this waterfront hotel.
₩106,477
₩249,261 total
includes taxes & fees
Oct 1 - Oct 2
7. 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.
₩150,293
₩254,544 total
includes taxes & fees
Oct 1 - Oct 2
8. 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.
₩143,212
₩199,202 total
includes taxes & fees
Oct 6 - Oct 7
Top Sugarloaf Key Hotel Reviews
Southernmost Beach Resort and Guesthouses
8/10 Good
"Its good but I wish the pool and ac was working."
Beachside Resort & Residences
10/10 Excellent
"Pros - The room was beautiful! Very clean and felt like a home away from home. Basically, a fully furnished condo with everything you'd need in the kitchen if you're the type to cook on vacation. Covered parking was a plus! Hourly shuttle to the Duval Street area provided which saves $$$ on parking! Cons - Walkway area around pool has many loose and raised blocks that were a tripping hazard. Beach is a bit small and if it's sunsets you're looking for, they are best viewed at the other end of the island. Front desk staff, while friendly, left out important info (such as availability of shuttle and pool bar hours). For first time visitors, signage is non-existent as far as where the check-in lobby is (no sign outside saying such, either) and the way the property is configured, it's not an easy determination. Certainly not complaining as we had a great time. Just offering our experience and observations."
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."
Ibis Bay Beach Resort
10/10 Excellent
"Good service"
Winslow's Bungalows - Key West Historic Inns
10/10 Excellent
"The property offered striking beauty and an ideal location. The staff we spoke with throughout our stay were consistently friendly and welcoming. I appreciated the amenities. The complimentary continental breakfast and two welcome drinks were excellent. I would gladly return for another visit."
Hampton Inn Key West FL
10/10 Excellent
"This is our 8th stay at The Hampton Inn key west. Great property, awesome staff especially Kim at the front desk. Very clean property and nice rooms .we always stay ocean front, beautiful view, peaceful.Cant wait to go again."
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!"
La Concha Key West, Autograph Collection
10/10 Excellent
"Hotel is very conveniently located to old town Key West. The renovations that have been made to the hotel really make it a very fun place to stay."