Summerland Key Vacation Rentals

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Our top choices for Summerland Key holiday rentals

Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
10.0 out of 10, Exceptional, (1 review)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is RM2,199
RM4,013 total
includes taxes & fees
22 Feb - 23 Feb
Atlantic View Luxury Villa with Pool

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is RM2,027
RM3,647 total
includes taxes & fees
12 Mar - 13 Mar
Starlight Serenity - Hideaway w Stunning Views

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,173 reviews)
"Very a nice place clean nice location good price"
United States
Pawel
The price is RM801
RM986 total
includes taxes & fees
11 Mar - 12 Mar
Knight's Key Suites

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is RM2,304
RM2,939 total
includes taxes & fees
2 Mar - 3 Mar
Ocean Front One Bedroom Residence

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (302 reviews)
"Great stay in Bug Pine Key! Clean and spacious room, excellent staff and Beautiful views!"
United States
Peter
Old Wooden Bridge Resort and Marina

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
The price is RM3,686
RM5,710 total
includes taxes & fees
18 Feb - 19 Feb
Contra House Key West

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
8.8 out of 10, Excellent, (178 reviews)
"Unique place to stay! We loved the nature and the location! "
United States
Sara
The price is RM874
RM1,637 total
includes taxes & fees
3 Mar - 4 Mar
Aqua Lodges at Hurricane Hole Marina

Southern Palms by Brightwild Pool Parking

Southern Palms by Brightwild Pool Parking
2.0 star property
Old Town Key West
Southern Palms by Brightwild Pool Parking

Sky Suites Retreat by Brightwild 2 Stunning Condos

Sky Suites Retreat by Brightwild 2 Stunning Condos
2.0 star property
Old Town Key West
The price is RM9,426
RM12,964 total
includes taxes & fees
11 Mar - 12 Mar
Sky Suites Retreat by Brightwild 2 Stunning Condos

New Rose Petal Petite Suite - Pool Parking

New Rose Petal Petite Suite - Pool Parking
2.0 star property
Key West Historic District
The price is RM1,575
RM2,443 total
includes taxes & fees
4 Mar - 5 Mar
New Rose Petal Petite Suite - Pool Parking

Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
The price is RM6,345
RM11,113 total
includes taxes & fees
22 Feb - 23 Feb
Waterfront Luxury Home - Tidelands House

Resort View 1BR Suite With Direct Pool Access

Resort View 1BR Suite With Direct Pool Access
2.0 star property
Key West
The price is RM1,730
RM2,294 total
includes taxes & fees
2 Mar - 3 Mar
Resort View 1BR Suite With Direct Pool Access

The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
2.0 star property
Raccoon Key
The price is RM8,164
RM13,160 total
includes taxes & fees
1 Mar - 2 Mar
The Fairhaven House at Solaire Lunara Bay

Poolside Paradise by Brightwild Heated Pool

Poolside Paradise by Brightwild Heated Pool
2.0 star property
Old Town Key West
The price is RM8,587
RM11,524 total
includes taxes & fees
15 Mar - 16 Mar
Poolside Paradise by Brightwild Heated Pool

The Bartlum Luxury Studio In Prime Location

The Bartlum Luxury Studio In Prime Location
2.0 star property
Key West Historic District
The price is RM1,742
RM2,705 total
includes taxes & fees
2 Mar - 3 Mar
The Bartlum Luxury Studio In Prime Location

New Waterfront Home - Sunray House

New Waterfront Home - Sunray House
2.0 star property
Raccoon Key
The price is RM7,611
RM12,537 total
includes taxes & fees
2 Mar - 3 Mar
New Waterfront Home - Sunray House

Mesa House Uno by Brightwild Perfect Location

Mesa House Uno by Brightwild Perfect Location
2.0 star property
Key West Historic District
The price is RM1,669
RM2,623 total
includes taxes & fees
18 Feb - 19 Feb
Mesa House Uno by Brightwild Perfect Location

Tortuga Suite Sparkling Pool Hot Tub

Tortuga Suite Sparkling Pool Hot Tub
2.0 star property
Key West
The price is RM1,819
RM3,165 total
includes taxes & fees
22 Feb - 23 Feb
Tortuga Suite Sparkling Pool Hot Tub

Commodore s Cove by Brightwild Epic Location

Commodore s Cove by Brightwild Epic Location
2.0 star property
Key West Historic District
The price is RM4,207
RM6,964 total
includes taxes & fees
18 Feb - 19 Feb
Commodore s Cove by Brightwild Epic Location

Parking Pool Dock - Shellstone House

Parking Pool Dock - Shellstone House
2.0 star property
Raccoon Key
The price is RM7,772
RM12,710 total
includes taxes & fees
4 Mar - 5 Mar
Parking Pool Dock - Shellstone House
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

Find out more about Summerland Key

Search for holiday rentals in Summerland Key on Expedia.co.uk! You can easily find your home rentals, villas, holiday apartments in Summerland Key using one of the methods below:

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Frequently asked questions

Can I find holiday rentals in Summerland Key?

Yes, there are holiday rentals close to the most popular sights in Summerland Key, or you can select a more secluded option if you're looking for a relaxing stay.

How many holiday rentals are there in Summerland Key?

Choose from 472 Expedia holiday rentals in Summerland Key for a memorable holiday.

What can I see and do in Summerland Key?

Florida Keys Beaches and Sugarloaf Beach are a couple of lovely local spots to get outside and enjoy nature. Venture Out Keys and Upper Sugarloaf Key are other places to visit while you're in town.

What are holiday rentals like in Summerland Key?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Summerland Key. Holiday rentals offer extras such as laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can provide a sense of safety away from shared hotel lifts and busy lobbies while still allowing you to travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great choice for family trips.