Hotels with Pool & Resorts in Summerland Key from AU$333

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Check availability on Summerland Key Hotels with Pool

Our top choices for Summerland Key hotels with a pool

Sugar Loaf Lodge

Sugar Loaf Lodge
2.5 star property
Summerland Key
8.2 out of 10, Very good, (1,006 reviews)
"Clean, convenient location. "
United States
Michael
The price is AU$396
includes taxes & fees
3 Apr - 4 Apr
Sugar Loaf Lodge

Parmer's Resort

Parmer's Resort
2.5 star property
Summerland Key
9.0 out of 10, Wonderful, (1,010 reviews)
"Staff and amenities are great"
United States
Selen
The price is AU$463
includes taxes & fees
23 Mar - 24 Mar
Parmer's Resort

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
9.0 out of 10, Wonderful, (56 reviews)
"Clean rooms, clear guidelines, completely no contact experience without facing any trouble."
United States
Raj
The price is AU$643
includes taxes & fees
11 Mar - 12 Mar
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

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
10.0 out of 10, Exceptional, (3 reviews)
"Just as described, a place to park our RV, nice amenities, (extra 125 one time charge, but that was explained ahead of time)"
United States
Larry B.
The price is AU$270
includes taxes & fees
31 Mar - 1 Apr
Canal front lot only. No house or RV. You need to bring your RV.

Looe Key Reef Resort

Looe Key Reef Resort
2.5 star property
Summerland Key
7.6 out of 10, Good, (1,014 reviews)
"Staff was great everything was fine had a fun sisters trip. Great tiki bar!"
United States
Jill
Looe Key Reef Resort

Cottage with swimming pool and dockage, just minutes to Key West!

Cottage with swimming pool and dockage, just minutes to Key West!
Cudjoe Key
9.0 out of 10, Wonderful, (166 reviews)
"Everything was there that I needed. Very nice area for my dog."
United States
Terry
The price is AU$463
includes taxes & fees
11 Mar - 12 Mar
Cottage with swimming pool and dockage, just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Private Oceanfront Cottage with dockage, pool just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (165 reviews)
"Everything was nice and clean. Loved the location . Would definitely stay at the property again. "
United States
Shawn M.
The price is AU$504
includes taxes & fees
12 Mar - 13 Mar
Private Oceanfront Cottage with dockage, pool just minutes to Key West!

Waterfront Home

Waterfront Home
Cudjoe Key
8.6 out of 10, Excellent, (178 reviews)
"Great location if you bring a boat. Secure location. Venture Out is a nice community. "
United States
Georgiana V.
The price is AU$639
includes taxes & fees
12 Mar - 13 Mar
Waterfront Home

$$ SAVE BIG $$$ MARCH! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

$$ SAVE BIG $$$ MARCH! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS
Cudjoe Key
9.4 out of 10, Exceptional, (104 reviews)
"Janet was great; quick to respond and very kind. Also the kayaks were fun and the beds were super comfy. "
United States
Lauren D.
The price is AU$698
includes taxes & fees
11 Mar - 12 Mar
$$ SAVE BIG $$$ MARCH! WATERFRONT 4 BIKES & 2-2 PERSON KAYAKS. KING & QUEEN BEDS

Spanish Queen @Venture Out, Cudjoe Key

Spanish Queen @Venture Out, Cudjoe Key
Cudjoe Key
9.4 out of 10, Exceptional, (19 reviews)
"This is our third time staying here. It is a great property and works perfectly for a three-person family."
United States
Kimberly G.
The price is AU$972
includes taxes & fees
11 Mar - 12 Mar
Spanish Queen @Venture Out, 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.

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Hotels with pools and spa pools in Summerland 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 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. Sugarloaf Key Hotel at KOA Resort: Offers a private beach, an outdoor pool and a snack bar/deli. Looe Key Reef Resort: Hotel located near Florida Keys Beaches. Provides free self parking, an outdoor pool and complimentary wireless Internet access. Sugar Loaf Lodge: Hotel located near Florida Keys Beaches. Features 2 outdoor tennis courts, an outdoor pool and free self parking. Cottage with Pool and Boat Dockage just minutes to Key West!: Offers kitchens, a communal pool and Smart 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 Upper Sugarloaf Key and Florida Keys Beaches showcase the area's natural beauty. Discover sights such as Sugarloaf Beach, Venture Key and Venture Out Keys 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.