Search the Best Cabins in Summerland Key

Start date: Check-in selected.
To Date
End date: Check-out

Check prices for these dates

Next weekend
Dec 26 - Dec 28
In two weeks
Jan 2 - Jan 4
In one month
Jan 16 - Jan 18
In two months
Feb 13 - Feb 15

Our top choices for Summerland Key cabin rentals

Exterior detail
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
Old Town Key West
9.0 out of 10, Wonderful, (100)
"Nice place, accurate description. "
United States
Sean F.
$524 nightly
The price is $581
Jan 11 - Jan 12, 2026
Total with taxes and fees
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
Exterior
Treehouse Private Village Barnacle Resort

Treehouse Private Village Barnacle Resort

Treehouse Private Village Barnacle Resort
Long Beach Estates
8.0 out of 10, Very Good, (1)
"Great location, quiet with great views!"
United States
Lee A.
$538 nightly
The price is $586
Jan 13 - Jan 14, 2026
Total with taxes and fees
Treehouse Private Village Barnacle Resort
Exterior
Dog-Friendly Cottage with Private Hot Tub & Garden - Great Downtown Location

Dog-Friendly Cottage with Private Hot Tub & Garden - Great Downtown Location

Dog-Friendly Cottage with Private Hot Tub & Garden - Great Downtown Location
Old Town Key West
8.8 out of 10, Excellent, (90)
"Close walk to Duval St."
United States
chris w.
$522 nightly
The price is $579
Jan 11 - Jan 12, 2026
Total with taxes and fees
Dog-Friendly Cottage with Private Hot Tub & Garden - Great Downtown Location
Exterior detail
Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK

Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK

Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
Old Town Key West
9.2 out of 10, Wonderful, (98)
"These were very quaint cottages and a fantastic location close to everything you’d want to see and experience"
United States
Kevin M.
$1,113 nightly
The price is $1,236
Jan 11 - Jan 12, 2026
Total with taxes and fees
Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Summerland Key Hotel Reviews

Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"Staff very polite and accommodating. "
Gregory Mark 6-night trip
Posted 5 hours ago
Looe Key Reef Resort

Find out more about Summerland Key

Summerland Key Cabin Rentals information

Number of reviews
101
Accommodation
1 Cabin Rentals
Lowest Price
$579
Highest Price
$1,236

Frequently asked questions

What are the best cabins near Summerland Key?
Ranging from small and basic to expansive and luxurious, you have 9 cabins to pick from in and around Summerland Key. Popular options include Cabin - Sand Is The New Snow - New 4bedroom W and Historic, Dog - Friendly Cottage In The Heart Of Key West W.
Are there cheap cabins near Summerland Key?
Priced between $579 and $1,236 a night, getting away with friends is easy and affordable. Snap up one of our cheap cabins near Summerland Key and enjoy some outdoorsy fun without putting a dent in your budget. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best cabins with pools near Summerland Key?
Put on your swimwear and splash around whenever you want when you book one of our cabin rentals with a pool near Summerland Key. Everglades City Cabin With Screened Porch And Boat Slip is a favorite among travelers. A patio and a porch are some of the other amenities that'll help make your stay comfortable. Or, spend your vacation at Cozy Everglades City Studio Cabin. As well as a great pool, this cabin comes with a patio and a porch.
What are some great Summerland Key cabins?
From plush pads with premium perks to cozy retreats that are easy on the wallet, Expedia has cabin rentals to suit every style and budget. Spend a few leisurely days in Mother Nature at Everglades City Cabin With Screened Porch And Boat Slip. Amenities here include a porch and a swimming pool. Another sought-after option is Cabin - Sand Is The New Snow - New 4bedroom W. It offers a nearby marina, beach sun loungers and more.
What are the best weekend cabin rentals near Summerland Key?
If you'd like to spend a few leisurely days immersed in Mother Nature, Cabin - Sand Is The New Snow - New 4bedroom W will tick all your boxes. Get comfy here for a weekend and take advantage of amenities including a private pool and a deck. Another fantastic property is Historic, Dog - Friendly Cottage In The Heart Of Key West W. Offering a patio, a deck and lots of peace and quiet, you'll go home feeling brand spanking new.
What are the best cabin prices near Summerland Key?
With prices starting at just $579 a night for a cabin rental near Summerland Key, there's no reason to wrestle with that hard-to-pitch tent. This price was available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the highest-rated cabins near Summerland Key?
Expedia travelers just keep returning to Cabin - Sand Is The New Snow - New 4bedroom W. This standout comes with plenty of useful amenities like a private pool and a deck. It won't take you a long time to see why Historic, Dog - Friendly Cottage In The Heart Of Key West W is also a hit with vacationers. Conveniences like a patio and a deck will help make your stay even more memorable.
Why should I book a cabin near Summerland Key?
For a getaway in the great outdoors at an amazing price, there's nothing better than a cabin. Visualize yourself waking up to the sounds of chirping birds and drinking coffee on a private deck surrounded by stunning views. Choose a cabin near Summerland Key and say "see ya" to the fast pace of modern life. Whether they're beachside, lakeside or up a mountain, cabins offer a relaxing, rustic experience for anyone needing a break.
What are the top nature cabins near Summerland Key?
If you can drag yourself away from all the coziness and comforts of Cabin - Sand Is The New Snow - New 4bedroom W, adventure is everywhere. One of our leading nature cabins near Summerland Key, it offers wonderful access to the great outdoors and amenities such as a private pool and a deck. Historic, Dog - Friendly Cottage In The Heart Of Key West W is another one for your short list. Rustic charm, a patio, a deck ... They're just a few things you'll love about this escape.

Explore a world of travel with Expedia