Hotels with Pool & Resorts in Sugarloaf Key from AU$171

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check availability on Sugarloaf Key Hotels with Pool

Tonight
31 July - 1 Aug
Tomorrow
1 Aug - 2 Aug
This weekend
1 Aug - 3 Aug
Next weekend
8 Aug - 10 Aug

Best Sugarloaf Key Hotels with Pool

Sugar Loaf Lodge
Outdoor pool

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1000)
"Good to stay for a night ! "
The price is AU$171
includes taxes & fees
17 Aug - 18 Aug
Sugar Loaf Lodge
Old Wooden Bridge Resort and Marina
Outdoor pool, open 8:30 AM to 8:00 PM, pool loungers

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (252)
"I love ❤️ this place "
Old Wooden Bridge Resort and Marina
Parmer's Resort
Dock

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Very nice place."
The price is AU$261
includes taxes & fees
26 Aug - 27 Aug
Parmer's Resort
Looe Key Reef Resort
Outdoor pool, pool umbrellas, pool loungers

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1000)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is AU$332
includes taxes & fees
10 Aug - 11 Aug
Looe Key Reef Resort
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes
Outdoor pool, a heated pool

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

9.8 out of 10, Exceptional, (235)
"We (family of 5) really enjoyed our stay. All the equipment was as listed and in great condition. The location was perfect if you're looking for a less hectic Florida Keys experience."
The price is AU$1,358
includes taxes & fees
8 Aug - 9 Aug
Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Pool

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

9.0 out of 10, Wonderful, (151)
"The place was spacious, very clean and beautiful!"
The price is AU$935
includes taxes & fees
3 Aug - 4 Aug
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Cottage with Pool and Dockage, just minutes to Key West
Pool

Cottage with Pool and Dockage, just minutes to Key West

9.2 out of 10, Wonderful, (149)
"Good Fishing, Good local eateries. "
The price is AU$747
includes taxes & fees
5 Aug - 6 Aug
Cottage with Pool and Dockage, just minutes to Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Exterior

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

9.0 out of 10, Wonderful, (85)
"My husband and I stayed with our son in the cottage and it was everything we needed. Great location, beautiful pool on the water, and just enough space. "
The price is AU$723
includes taxes & fees
1 Aug - 2 Aug
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Oceans Edge Key West Resort, Hotel & Marina
Exterior

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
9.0 out of 10, Wonderful, (1700)
"Amazing place to stay! "
The price is AU$356
includes taxes & fees
12 Aug - 13 Aug
Oceans Edge Key West Resort, Hotel & Marina
Parking, Pool & Waterfront - Springtide House
Pool

Parking, Pool & Waterfront - Springtide House

9.8 out of 10, Exceptional, (42)
"It was great. House was amazing"
The price is AU$2,655
includes taxes & fees
18 Aug - 19 Aug
Parking, Pool & Waterfront - Springtide 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.

Top Sugarloaf Key Hotel Reviews

Hampton Inn Key West FL

Hampton Inn Key West FL

10/10 Excellent
"We loved everything about this property. The staff was friendly and accommodating. It was quiet with a nice pool and bar. You get 2 drinks a day at the pool bar which was unexpected and nice. Free transportation to downtown was convenient, we even rented a golf cart one day and that was so much fun! When we come back, we will stay here again. I recommend this place 100%"
Amanda 2-night trip
Posted 22 hours ago
Hampton Inn Key West FL

Frequently asked questions

What are some accommodation options with pools in Sugarloaf Key?
Sugar Loaf Lodge: Features 2 outdoor tennis courts, an outdoor pool and free self parking. Havana Cabana at Key West: Hotel located near Duval Street. Offers a snack bar/deli, an outdoor pool and free self parking. Oceans Edge Key West Resort, Hotel & Marina: Provides a snack bar/deli, 6 outdoor swimming pools and complimentary bicycles. Southernmost Beach Resort: Hotel, 1-minute walk from Duval Street. Features 2 pool bars, 3 outdoor swimming pools and a full-service spa. Key West Marriott Beachside Hotel: Offers a private beach, an outdoor pool and 2 bars.
What is there to see and do in Sugarloaf Key?
Explore places such as Duval Street while you're in the area. The picturesque setting of Florida Keys Beaches and Sugarloaf Beach showcase the area's natural beauty. You'll also discover lots of options for bars in Sugarloaf Key.
When is the best time to book a hotel with a pool in Sugarloaf Key?
Taking the local weather in Sugarloaf Key into account can help you maximise your time at the pool during your trip. The hottest months are usually August and July, with an average temperature of 29°C, while the coldest months are January and February, with an average of 23°C. Average annual precipitation for Sugarloaf Key is 895 mm.