Summerland Key Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Summerland Key holiday rentals

Exterior

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 HK$4,398
HK$8,027 total
includes taxes & fees
15 Mar - 16 Mar
Atlantic View Luxury Villa with Pool
2 bedrooms, Internet

Starlight Serenity - Hideaway w Stunning Views

Starlight Serenity - Hideaway w Stunning Views
2.0 star property
Summerland Key
The price is HK$3,430
HK$6,641 total
includes taxes & fees
31 Mar - 1 Apr
Starlight Serenity - Hideaway w Stunning Views
Living area

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 HK$2,385
HK$2,683 total
includes taxes & fees
16 Mar - 17 Mar
Sunshine Key RV Resort & Marina
Premium bedding, soundproofing, iron/ironing board, free WiFi

Knight's Key Suites

Knight's Key Suites
3.0 star property
Marathon
9.0 out of 10, Wonderful, (1,178 reviews)
"Very a nice place clean nice location good price"
United States
Pawel
The price is HK$1,486
HK$1,839 total
includes taxes & fees
12 Mar - 13 Mar
Knight's Key Suites
Living area

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (308 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
1 bedroom

Ocean Front One Bedroom Residence

Ocean Front One Bedroom Residence
2.0 star property
Key West
The price is HK$5,462
HK$6,852 total
includes taxes & fees
8 Mar - 9 Mar
Ocean Front One Bedroom Residence
Exterior

Contra House Key West

Contra House Key West
3.0 star property
Old Town Key West
The price is HK$8,296
HK$12,461 total
includes taxes & fees
8 Mar - 9 Mar
Contra House Key West
Front of property

Aqua Lodges at Hurricane Hole Marina

Aqua Lodges at Hurricane Hole Marina
2.0 star property
Stock Island
9.0 out of 10, Wonderful, (181 reviews)
"Unique place to stay! We loved the nature and the location! "
United States
Sara
The price is HK$1,531
HK$3,034 total
includes taxes & fees
7 Apr - 8 Apr
Aqua Lodges at Hurricane Hole Marina
Interior

Waterfront Luxury Home - Tidelands House

Waterfront Luxury Home - Tidelands House
2.0 star property
Raccoon Key
The price is HK$11,884
HK$21,463 total
includes taxes & fees
9 Mar - 10 Mar
Waterfront Luxury Home - Tidelands House
8 bedrooms, Internet

The Fairhaven House at Solaire Lunara Bay

The Fairhaven House at Solaire Lunara Bay
2.0 star property
Raccoon Key
The price is HK$12,142
HK$21,753 total
includes taxes & fees
8 Mar - 9 Mar
The Fairhaven House at Solaire Lunara Bay
2 bedrooms

Grand Marina Suite by Brightwild Waterfront

Grand Marina Suite by Brightwild Waterfront
2.0 star property
Stock Island
10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
United States
Pawel
The price is HK$4,383
HK$6,954 total
includes taxes & fees
11 Mar - 12 Mar
Grand Marina Suite by Brightwild Waterfront
Exterior

Palmgale House in Key West

Palmgale House in Key West
2.0 star property
Raccoon Key
The price is HK$13,326
HK$22,578 total
includes taxes & fees
30 Mar - 31 Mar
Palmgale House in Key West
4 bedrooms, Internet

Capmar House by Brightwild Huge Home Pool

Capmar House by Brightwild Huge Home Pool
2.0 star property
Raccoon Key
10.0 out of 10, Exceptional, (1 review)
"Wonderful property, 4 large bedroom and en suite bathroom, private pool we really liked our stay"
France
Karen
The price is HK$7,232
HK$13,699 total
includes taxes & fees
9 Mar - 10 Mar
Capmar House by Brightwild Huge Home Pool
Private kitchen

New Altair House by Brightwild Pool Pets

New Altair House by Brightwild Pool Pets
2.0 star property
Raccoon Key
The price is HK$10,174
HK$19,035 total
includes taxes & fees
8 Mar - 9 Mar
New Altair House by Brightwild Pool Pets
6 bedrooms, Internet

The Joyrise House at Solaire Lunara Bay

The Joyrise House at Solaire Lunara Bay
2.0 star property
Raccoon Key
The price is HK$9,946
HK$19,282 total
includes taxes & fees
8 Mar - 9 Mar
The Joyrise House at Solaire Lunara Bay
Private kitchen

Brand New The Greenmoor House With Pool

Brand New The Greenmoor House With Pool
2.0 star property
Raccoon Key
The price is HK$11,884
HK$21,463 total
includes taxes & fees
10 Mar - 11 Mar
Brand New The Greenmoor House With Pool
8 bedrooms, Internet

Brand New Build Larkshine House - Pool

Brand New Build Larkshine House - Pool
2.0 star property
Raccoon Key
The price is HK$9,946
HK$18,776 total
includes taxes & fees
8 Mar - 9 Mar
Brand New Build Larkshine House - Pool
Exterior

New Waterfront Home - Dreamside House

New Waterfront Home - Dreamside House
2.0 star property
Raccoon Key
The price is HK$11,884
HK$21,463 total
includes taxes & fees
8 Mar - 9 Mar
New Waterfront Home - Dreamside House
Exterior

Mirador House by Brightwild Pool Dock

Mirador House by Brightwild Pool Dock
2.0 star property
Raccoon Key
The price is HK$14,441
HK$23,176 total
includes taxes & fees
23 Mar - 24 Mar
Mirador House by Brightwild Pool Dock
4 bedrooms, Internet

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 HK$8,663
HK$14,299 total
includes taxes & fees
8 Mar - 9 Mar
Commodore s Cove by Brightwild Epic Location
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

8/10 Good
"Nice quiet room but couldn’t see the ocean."
Vanessa 2-night trip
Posted 6 hours ago
Parmer's Resort

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
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  • 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 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.

What are some of the best holiday rentals that Summerland Key has to offer?

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West: This highly rated holiday home rental in Summerland Key is located by the ocean, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Some other top choices in Summerland Key are Private Secluded Ocean View & Pool Near Key West and Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West.

How many holiday rentals are there in Summerland Key?

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

What can I see and do in Summerland Key?

Upper Sugarloaf Key and Florida Keys Beaches are a couple of lovely local spots to get outside and enjoy nature. Sugarloaf Beach and Venture 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.