Hotels with Swimming Pool in Summerland Key, Florida

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Top Summerland Key Hotels with Swimming Pool

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1018)
"We enjoyed staying here and will definitely be back! "
The price is P4,070
P6,214 total
includes taxes & fees
Sep 30 - Oct 1
Captain Pips Marina & Hideaway

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1002)
"Had a wonderful time place is very nice enjoyed ourselves "
The price is P6,228
P8,903 total
includes taxes & fees
Sep 30 - Oct 1
Parmer's Resort

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very Good, (1005)
"Nice family owned spot. "
The price is P5,757
P6,477 total
includes taxes & fees
Sep 30 - Oct 1
Sugar Loaf Lodge

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1108)
"Beautiful place!"
The price is P7,344
P11,615 total
includes taxes & fees
Oct 13 - Oct 14
The Perry Hotel & Marina Key West

Authors of Key West Guest House

3.0 star property
9.0 out of 10, Wonderful, (1020)
"Very nice stay with easy street parking and a nice breakfast. "
The price is P5,181
P5,829 total
includes taxes & fees
Sep 30 - Oct 1
Authors of Key West Guest House

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1004)
"We only stayed one night but it was nice and we enjoyed ourselves."
The price is P11,539
P12,982 total
includes taxes & fees
Oct 20 - Oct 21
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

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. Looe Key Reef Resort: Provides free self parking, an outdoor pool, and complimentary wireless internet access. Sugarloaf Key Hotel at KOA Resort: Features a private beach, an outdoor pool, and a snack bar/deli. Little Torch Cottages: Features kitchens, a communal pool, and televisions.
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.