Search Hotels with Pool in Summerland Key

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Check availability on Summerland Key Hotels with Pool

Tonight
29 Dec - 30 Dec
Tomorrow
30 Dec - 31 Dec
This weekend
2 Jan - 4 Jan
Next weekend
9 Jan - 11 Jan

Our top choices for Summerland Key hotels with a pool

Outdoor pool, pool umbrellas, pool loungers
Looe Key Reef Resort

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.4 out of 10, Good, (1002)
"Staff very polite and accommodating. "
United States
Gregory Mark
Looe Key Reef Resort
Dock
Parmer's Resort

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1004)
"Gorgeous view, convenient location, friendly staff! "
United States
Sandra
The price is Rp3.225.087
Rp4.174.612 total
includes taxes & fees
5 Jan - 6 Jan 2026
Parmer's Resort
Outdoor pool
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1005)
"Great place to stary. Staff was very nice."
United States
norka
The price is Rp3.332.255
Rp3.748.871 total
includes taxes & fees
5 Jan - 6 Jan 2026
Sugar Loaf Lodge
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.
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Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Beautiful and relaxing "
Michael 1-night trip
Posted 10 days ago
Parmer's Resort

Frequently asked questions

What's it like visiting Summerland Key?
If taking it easy by the pool is your idea of a great getaway, you may want to look at Summerland Key, which has 7 places to stay with pools. During your visit, you can explore attractions such as Florida Keys Beaches and Sugarloaf Beach, and then relax and unwind poolside at one of the accommodation options in Summerland Key that guests like for their pools.
What are some accommodation options with pools in Summerland Key?
Looe Key Reef Resort: Hotel located near Florida Keys Beaches. Features free self parking, an outdoor pool and complimentary wireless Internet access. Parmer's Resort: Offers a private beach, an outdoor pool and daily. Sugar Loaf Lodge: Hotel located near Florida Keys Beaches. Provides 2 outdoor tennis courts, an outdoor pool and free self parking. Sugarloaf Key Hotel at KOA Resort: Features a private beach, an outdoor pool and a snack bar/deli. Little Torch Cottages: Hotel located near Florida Keys Beaches. Features a sauna, 2 outdoor swimming pools and free self parking.
How many hotels with pools can I expect to find in Summerland Key?
Expedia has 7 hotels in Summerland Key for your poolside break.
What is there to see and do in Summerland Key?
The picturesque setting of Florida Keys Beaches and Sugarloaf Beach showcase the area's natural beauty. Discover sights such as Venture Out Keys, Upper Sugarloaf Key and Coupon Bight Aquatic Preserve during your stay.
When is the best time to book a hotel with a pool in Summerland Key?
Taking the local weather in Summerland Key into account is an important factor for planning your visit, especially if you plan to spend your trip by the pool. 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 Summerland Key is 895 mm.