Summerland Key Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Summerland Key vacation rentals

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is NT$15,797
NT$28,962 total
includes taxes & fees
Mar 12 - Mar 13
Starlight Serenity - Hideaway w Stunning Views

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 NT$17,692
NT$32,287 total
includes taxes & fees
Mar 15 - Mar 16
Atlantic View Luxury Villa with Pool

Sunshine Key RV Resort & Marina

Sunshine Key RV Resort & Marina
2.0 star property
Big Pine Key
8.8 out of 10, Excellent, (160 reviews)
"Staff was great. Room so clean! Loved the shower. Bed comfy and the property was beautiful! "
United States
brenda
The price is NT$9,593
NT$10,792 total
includes taxes & fees
Mar 2 - Mar 3
Sunshine Key RV Resort & Marina

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (180 reviews)
"Unique place to stay! We loved the nature and the location! "
United States
Sara
The price is NT$6,478
NT$12,555 total
includes taxes & fees
Mar 8 - Mar 9
Aqua Lodges at Hurricane Hole Marina

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,174 reviews)
"Very a nice place clean nice location good price"
United States
Pawel
The price is NT$5,673
NT$7,058 total
includes taxes & fees
Mar 2 - Mar 3
Knight's Key Suites

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is NT$18,963
NT$24,182 total
includes taxes & fees
Mar 2 - Mar 3
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, (304 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 NT$54,152
NT$73,493 total
includes taxes & fees
Mar 10 - Mar 11
Contra House Key West

Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
4.0 star property
Stock Island
7.4 out of 10, Good, (3 reviews)
"Excelente "
Mexico
Wilfredo
The price is NT$16,953
NT$35,518 total
includes taxes & fees
Mar 6 - Mar 7
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool

Poolside Suite by Brightwild Pvt Pool Parking

Poolside Suite by Brightwild Pvt Pool Parking
2.0 star property
Old Town Key West
The price is NT$32,860
NT$46,124 total
includes taxes & fees
Mar 7 - Mar 8
Poolside Suite by Brightwild Pvt Pool Parking

Sea Breeze by Brightwild Off-street Parking

Sea Breeze by Brightwild Off-street Parking
2.0 star property
Old Town Key West
The price is NT$25,295
NT$39,240 total
includes taxes & fees
Mar 23 - Mar 24
Sea Breeze by Brightwild Off-street Parking

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 NT$13,931
NT$21,776 total
includes taxes & fees
Mar 2 - Mar 3
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 NT$17,763
NT$29,139 total
includes taxes & fees
Mar 23 - Mar 24
Tortuga Suite Sparkling Pool Hot Tub

Sky Suite on Duval by Brightwild Condo w Balcony

Sky Suite on Duval by Brightwild Condo w Balcony
2.0 star property
Old Town Key West
The price is NT$24,929
NT$39,235 total
includes taxes & fees
Mar 24 - Mar 25
Sky Suite on Duval by Brightwild Condo w Balcony

Commodore s Cove by Brightwild Epic Location

Commodore s Cove by Brightwild Epic Location
2.0 star property
Key West Historic District
Commodore s Cove by Brightwild Epic Location

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 NT$13,354
NT$17,870 total
includes taxes & fees
Mar 2 - Mar 3
Resort View 1BR Suite With Direct Pool Access

Resort View 3BR Residence

Resort View 3BR Residence
2.0 star property
Key West
The price is NT$26,195
NT$42,287 total
includes taxes & fees
Mar 2 - Mar 3
Resort View 3BR Residence

Ocean Front 2BR Residence

Ocean Front 2BR Residence
2.0 star property
Key West
The price is NT$25,495
NT$37,431 total
includes taxes & fees
Mar 2 - Mar 3
Ocean Front 2BR Residence

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 NT$13,297
NT$21,063 total
includes taxes & fees
Mar 2 - Mar 3
The Bartlum Luxury Studio In Prime Location

Poolside Paradise by Brightwild Heated Pool

Poolside Paradise by Brightwild Heated Pool
2.0 star property
Old Town Key West
The price is NT$50,724
NT$72,324 total
includes taxes & fees
Mar 23 - Mar 24
Poolside Paradise by Brightwild Heated Pool
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Summerland Key Hotel Reviews

Find out more about Summerland Key

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

  • View our selection of featured holiday rentals in Summerland Key
  • Use the map to find apartments and other holiday homes in the Summerland Key neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Summerland Key while they last

Look no further and take a look at our great range of rental properties in Summerland Key!

Frequently asked questions

Can I find vacation rentals in Summerland Key?

Yes, you can find vacation rentals close to top local attractions in Summerland Key, or you can choose a secluded option if you want a relaxing place to stay.

How many vacation rentals are there in Summerland Key?

Choose from 471 Expedia vacation rentals in Summerland Key for a memorable vacation.

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 vacation rentals like in Summerland Key?

Vacation rentals are private accommodations you can reserve for a few days or a quick weekend in Summerland Key. Vacation rentals feature extras such as laundry facilities and kitchens so your stay will be comfortable. If you're concerned about a clean environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and busy reception areas while still allowing you to travel. You'll also get more space in a vacation rental than in a traditional hotel, which makes a vacation rental a great choice for family trips.