Hotels with Swimming Pool in Summerland Key, Florida

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check availability on Summerland Key Hotels with Swimming Pool

Tonight
Jan 2 - Jan 3
Tomorrow
Jan 3 - Jan 4
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Summerland Key hotels with a pool

Outdoor pool
Sugar Loaf Lodge

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1007)
"It was so nice experience to stay there."
United States
Tapas
The price is P11,714
P13,178 total
includes taxes & fees
Jan 28 - Jan 29
Sugar Loaf Lodge
Dock
Parmer's Resort

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1012)
"Gorgeous view, convenient location, friendly staff! "
United States
Sandra
The price is P12,134
P15,572 total
includes taxes & fees
Jan 11 - Jan 12
Parmer's Resort
Outdoor pool, pool umbrellas, sun 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, (1005)
"Staff very polite and accommodating. "
United States
Gregory Mark
Looe Key Reef Resort
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.
View all properties

Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Beautiful and relaxing "
Michael 1-night trip
Posted 2 weeks ago
Parmer's Resort

Frequently asked questions

What's it like visiting Summerland Key?
If lounging next to a pool is your idea of a great vacation, you may want to consider Summerland Key, which has 7 places to stay with pools. During your visit, you can explore attractions like Florida Keys Beaches and Sugarloaf Beach, and then kick back and relax poolside at one of the accommodations in Summerland Key that guests like for their pools.
What are some accommodations 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. Offers a sauna, 2 outdoor pools, and free self parking.
How many hotels with pools will I be able 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 into account the local weather in Summerland Key is an important factor for planning your visit, especially if you plan to spend your trip poolside. The hottest months are usually August and July with an average temp of 84°F, while the coldest months are January and February with an average of 73°F. Average annual precipitation for Summerland Key is 35 inches.

Explore a world of travel with Expedia