Find Hotels with a Pool in Summerland Key, FL

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

Check availability on Summerland Key Hotels with a Pool

Top Summerland Key Hotels with a Pool

Parmer's Resort
2.5 star property
9.0 out of 10, Wonderful, (1003)
"Excellent laid back property. Close to a good restaurant "
$153 nightly
The price is $172
Oct 26 - Oct 27
Total with taxes and fees
Parmer's Resort
Sugar Loaf Lodge
2.5 star property
8.2 out of 10, Very Good, (1002)
"Nice family owned spot. "
$119 nightly
The price is $134
Oct 27 - Oct 28
Total with taxes and fees
Sugar Loaf Lodge
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.0 out of 10, Wonderful, (51)
"We enjoyed our stay. Place is exactly as described. We really enjoyed the lanai. Wanted somewhere close to Key West and this turned out perfect. Would definitely stay here again. Thanks!"
$315 nightly
The price is $349
Oct 23 - Oct 24
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Looe Key Reef Resort
2.5 star property
7.4 out of 10, Good, (1000)
"Average stay, old room, friendly staff, quiet"
$175 nightly
The price is $197
Oct 26 - Oct 27
Total with taxes and fees
Looe Key Reef Resort
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
9.6 out of 10, Exceptional, (98)
"Clean place with room for 2 couples. Everything you need."
$382 nightly
The price is $424
Oct 22 - Oct 23
Total with taxes and fees
WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS
Cottage with Pool and Dockage, just minutes to Key West
9.2 out of 10, Wonderful, (155)
"Stayed 13 days perfect location and this was our second stay at Cudjoe Cottages. Was able to dock boat here but had to put in at Cudjoe Gardens marina, just 5 minutes away. Basic old school Florida key’s cottages,clean and inexpensive. Nice community pool also. Definitely will stay again."
$285 nightly
The price is $316
Oct 26 - Oct 27
Total with taxes and fees
Cottage with Pool and Dockage, just minutes to Key West
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
9.8 out of 10, Exceptional, (81)
"Great location near Key West. Awesome property, will book again."
$404 nightly
The price is $448
Oct 20 - Oct 21
Total with taxes and fees
OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!
Canal front lot only. No house or RV. You need to bring your RV.
$169 nightly
The price is $188
Oct 18 - Oct 19
Total with taxes and fees
Canal front lot only. No house or RV. You need to bring your RV.
Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, (86)
"The facility is very nice with lots of amenities. It was clean and located close to everything we wanted to do."
$353 nightly
The price is $392
Nov 16 - Nov 17
Total with taxes and fees
Canal front, dockage, 2 bedroom, 2 bath
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
2.5 star property
9.2 out of 10, Wonderful, (7)
"Good location"
$530 nightly
The price is $589
Oct 18 - Oct 19
Total with taxes and fees
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
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 5 places to stay with pools. During your visit, you can explore attractions like Sugarloaf Beach and Venture Out Keys, 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: 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 free self parking, an outdoor pool, and complimentary wireless internet access. Old Florida Style, wrap around porch, boat basin for dockage, open water: Offers a private beach, an outdoor pool, and a full-service spa.
How many hotels with pools will I be able to find in Summerland Key?
Expedia has 5 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 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