Hotels with Pool & Resorts in Summerland Key from AU$156

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

Tonight
6 Oct - 7 Oct
Tomorrow
7 Oct - 8 Oct
This weekend
10 Oct - 12 Oct
Next weekend
17 Oct - 19 Oct

Best Summerland Key Hotels with Pool

Sugar Loaf Lodge
Outdoor pool

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1000)
"Nice family owned spot. "
The price is AU$169
includes taxes & fees
7 Oct - 8 Oct
Sugar Loaf Lodge
Parmer's Resort
Dock

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Had a wonderful time place is very nice enjoyed ourselves "
The price is AU$247
includes taxes & fees
7 Oct - 8 Oct
Parmer's Resort
Captain Pips Marina & Hideaway
Exterior

Captain Pips Marina & Hideaway

3.0 star property
9.0 out of 10, Wonderful, (1004)
"Very clean , walking distance to restaurant and pool, nice friendly staff. Enjoyed our stay."
The price is AU$156
includes taxes & fees
8 Oct - 9 Oct
Captain Pips Marina & Hideaway
Courtyard by Marriott Faro Blanco Resort
2 outdoor pools, free pool cabanas, pool umbrellas

Courtyard by Marriott Faro Blanco Resort

3.0 star property
9.0 out of 10, Wonderful, (1003)
"Everyone was so nice and accommodating. Especially loved the outdoor bar, the infinity pool and the staff at the Starbucks counter!"
The price is AU$303
includes taxes & fees
12 Oct - 13 Oct
Courtyard by Marriott Faro Blanco Resort
The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1107)
"Beautiful place!"
The price is AU$371
includes taxes & fees
26 Oct - 27 Oct
The Perry Hotel & Marina Key West
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)
"Average stay, old room, friendly staff, quiet"
The price is AU$338
includes taxes & fees
20 Oct - 21 Oct
Looe Key Reef Resort
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

8.2 out of 10, Very good, (47)
"Was such a great stay clean and everything we needed "
The price is AU$515
includes taxes & fees
7 Oct - 8 Oct
Old Florida Style, Dockage, Swimming Pool (shared), just 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, (154)
"Good Fishing, Good local eateries. "
The price is AU$484
includes taxes & fees
12 Oct - 13 Oct
Cottage with Pool and Dockage, just minutes to Key West
Atlantic View Luxury Villa with Pool
Swim-up bar

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
Atlantic View Luxury Villa with Pool
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Outdoor pool, a heated pool

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

9.6 out of 10, Exceptional, (98)
"The house was very clean. Friendly and quiet location. The hosts were extremely helpful. "
The price is AU$641
includes taxes & fees
7 Oct - 8 Oct
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
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

Sugar Loaf Lodge

Sugar Loaf Lodge

10/10 Excellent
"Everything was fine even better as it was there for longer "
Malcolm 3-night trip
Posted 10 days ago
Sugar Loaf Lodge

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 Sugarloaf Beach and Venture Out Keys, 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?
Parmer's Resort: Features a private beach, an outdoor pool and daily. Sugar Loaf Lodge: 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. Old Florida Style, wrap around porch, boat basin for dockage, open water: Features kitchens, a communal pool and televisions.
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 Sugarloaf Beach and Venture Out Keys showcase the area's natural beauty. Discover sights such as Upper Sugarloaf Key, Coupon Bight Aquatic Preserve and Upper Sugarloaf Sound 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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia