Find Hotels with a Pool in Summerland Key, FL

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Check availability on Summerland Key Hotels with a Pool

Top Summerland Key Hotels with a Pool

Outdoor pool
Sugar Loaf Lodge

Sugar Loaf Lodge

2.5 star property
Summerland Key
8.2 out of 10, Very Good, (1001)
"Tiki hit closed, wish I had known Staff very nice, rooms fine"
United States
James
The price is ￥15,300
￥17,213 total
includes taxes & fees
Nov 30 - Dec 1
Sugar Loaf Lodge
Dock
Parmer's Resort

Parmer's Resort

2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1001)
"Wonderful spot…loved it!!!"
Canada
Christopher
The price is ￥16,812
￥23,956 total
includes taxes & fees
Nov 20 - Nov 21
Parmer's Resort
Exterior
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key
8.2 out of 10, Very Good, (48)
"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"
United States
Nathalie F.
The price is ￥20,864
￥48,876 total
includes taxes & fees
Dec 9 - Dec 10
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Pool
Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
9.2 out of 10, Wonderful, (158)
"Great location and very happy with our accommodations."
United States
Carrie B.
The price is ￥23,183
￥49,031 total
includes taxes & fees
Nov 24 - Nov 25
Cottage with Pool and Dockage, just minutes to Key West
Outdoor pool, a heated pool
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.6 out of 10, Exceptional, (98)
"This is a great place to stay, neighborhood is nice, very convenient with the marina and boat ramp on site. I would definitely stay here again. "
United States
Edward H.
The price is ￥23,028
￥66,920 total
includes taxes & fees
Nov 18 - Nov 19
NOV. & DEC. 50% OFF! WATERFRONT, 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Exterior
Canal front lot only. No house or RV. You need to bring your RV.

Canal front lot only. No house or RV. You need to bring your RV.

Cudjoe Key
The price is ￥23,028
￥28,998 total
includes taxes & fees
Nov 16 - Nov 17
Canal front lot only. No house or RV. You need to bring your RV.
A heated pool
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key

2.5 star property
Cudjoe Key
9.2 out of 10, Wonderful, (7)
"A cozy, clean, and great stay in Cudjoe! Only 30 mins from Key West."
United States
Javier
The price is ￥29,210
￥91,747 total
includes taxes & fees
Nov 16 - Nov 17
Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Outdoor pool, pool umbrellas, sun loungers
Looe Key Reef Resort

Looe Key Reef Resort

2.5 star property
Summerland Key
7.4 out of 10, Good, (1000)
"Room was really clean and receptionist very friendly. Travelling with my son so had a nice big bed each. Balcony was nice and its only 35 mins to Key West which was oerfect"
United Kingdom
Clare
Looe Key Reef Resort
Outdoor pool, a heated pool
Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath

Cudjoe Key
9.0 out of 10, Wonderful, (88)
"Community is great, location in the Keys is great, house was perfect for our family of 3."
United States
Christina H.
The price is ￥27,060
￥60,576 total
includes taxes & fees
Nov 16 - Nov 17
Canal front, dockage, 2 bedroom, 2 bath
Property grounds
Venture Out RV lot 223

Venture Out RV lot 223

Cudjoe key
7.4 out of 10, Good, (3)
"Amazing place "
United States
Maikel B.
The price is ￥19,329
￥37,673 total
includes taxes & fees
Nov 16 - Nov 17
Venture Out RV lot 223
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.
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Top Summerland Key Hotel Reviews

Parmer's Resort

Parmer's Resort

10/10 Excellent
"Awesome experience"
Roy 1-night trip
Posted 18 hours ago
Parmer's Resort

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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 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. Upscale Luxury House on Open Water Gated Community, Dock, Pool, Kayaks, Bikes: Offers complimentary wireless internet access, a communal pool, and kitchens.
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 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.