Hotels with Pool & Resorts in Summerland Key from AU$168

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Check availability on Summerland Key Hotels with Pool

Tonight
6 Dec - 7 Dec
Tomorrow
7 Dec - 8 Dec
Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec

Best Summerland Key Hotels with 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 AU$168
includes taxes & fees
7 Dec - 8 Dec
Sugar Loaf Lodge
Outdoor pool, pool umbrellas, pool 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
Dock
Parmer's Resort

Parmer's Resort

2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1002)
"Breakfast options, a heated pool"
United States
Ricardo
The price is AU$276
includes taxes & fees
7 Dec - 8 Dec
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)
"Great area. Quiet and comfortable "
United States
nancy c.
The price is AU$482
includes taxes & fees
9 Dec - 10 Dec
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, (161)
"Great property,Great location. Will definitely stay there again."
United States
Roy F.
The price is AU$483
includes taxes & fees
7 Dec - 8 Dec
Cottage with Pool and Dockage, just minutes to Key West
Pool
Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cudjoe Key
8.6 out of 10, Excellent, (151)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
The price is AU$532
includes taxes & fees
28 Dec - 29 Dec
Cottage with Pool and Boat Dockage just minutes to Key West!
Outdoor pool, a heated pool
DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

DECEMBER SAVE 60% OFF! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Cudjoe Key
9.4 out of 10, Exceptional, (101)
"Great location. "
United States
Davian k.
The price is AU$661
includes taxes & fees
14 Dec - 15 Dec
DECEMBER SAVE 60% 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 AU$286
includes taxes & fees
7 Dec - 8 Dec
Canal front lot only. No house or RV. You need to bring your RV.
Outdoor pool, a heated pool
DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!

Cudjoe Key
9.8 out of 10, Exceptional, (82)
"The place is clean and convenient for anyone wanting to spend time on the water in the keys"
United States
Ubaldo G.
The price is AU$852
includes taxes & fees
8 Dec - 9 Dec
DECEMBER SAVE 60% OFF OCEANFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS!
Outdoor dining
Endless Summer Hideaway - lot 181

Endless Summer Hideaway - lot 181

Cudjoe Key
The price is AU$319
includes taxes & fees
7 Dec - 8 Dec
Endless Summer Hideaway - lot 181
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
"We had a wonderful stay at Parmer's Resort. It was quiet and comfortable. We especially loved all the outdoor areas to sit and enjoy the views. "
Heather 1-night trip
Posted 13 days ago
Parmer's Resort

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 Upper Sugarloaf Key and Florida Keys Beaches, 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: 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. Private Secluded Ocean View & Pool Near Key West: Offers sunloungers, a pool and complimentary wireless Internet access.
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 Upper Sugarloaf Key and Florida Keys Beaches showcase the area's natural beauty. Discover sights such as Venture Out Keys, 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.