Hotels with Swimming Pool in Summerland Key, Florida

    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 Summerland Key Hotels with Swimming Pool

Tonight
Aug 4 - Aug 5
Tomorrow
Aug 5 - Aug 6
This weekend
Aug 8 - Aug 10
Next weekend
Aug 15 - Aug 17

Top Summerland Key Hotels with Swimming 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 P5,758
P6,478 total
includes taxes & fees
Aug 10 - Aug 11
Sugar Loaf Lodge
Captain Pips Marina & Hideaway
Exterior

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1004)
"It was a great place to stay!"
The price is P4,845
P7,087 total
includes taxes & fees
Sep 1 - Sep 2
Captain Pips Marina & Hideaway
The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1001)
"Great property "
The price is P10,411
P13,349 total
includes taxes & fees
Aug 6 - Aug 7
The Laureate Key West
Parmer's Resort
Dock

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1001)
"Very nice place."
The price is P7,015
P9,789 total
includes taxes & fees
Aug 26 - Aug 27
Parmer's Resort
Fairfield Inn and Suites by Marriott Key West
Outdoor pool, open 7:00 AM to 10:00 PM, free cabanas, sun loungers

Fairfield Inn and Suites by Marriott Key West

3.0 star property
7.8 out of 10, Good, (1136)
"Good place to stay"
The price is P6,378
P8,811 total
includes taxes & fees
Aug 24 - Aug 25
Fairfield Inn and Suites by Marriott Key West
Looe Key Reef Resort
Outdoor pool, pool umbrellas, sun loungers

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1001)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is P8,217
P9,244 total
includes taxes & fees
Aug 14 - Aug 15
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.

Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Loved the property and all of the free activities! We definitely took advantage of the kayaks, paddle boards, pool and hammocks. "
Jessica 2-night trip
Posted 6 days 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?
Parmer's Resort: Features a private beach, an outdoor pool, and daily. Sugar Loaf Lodge: Hotel located near Florida Keys Beaches. Offers 2 outdoor tennis courts, an outdoor pool, and free self parking. Sugarloaf Key Hotel at KOA Resort: Provides a private beach, an outdoor pool, and a snack bar/deli. Looe Key Reef Resort: Features a private beach, an outdoor pool, and a full-service spa. Little Torch Cottages: Offers free self parking, an outdoor pool, and complimentary wireless internet access.
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.