Summerland Key Vacation Rentals

Compare 5 vacation rentals.
USA > Florida > Summerland Key

Make Summerland Key your next getaway

Explore our vacation rentals in Summerland Key, FL. Our private accommodations include everything you need to have the perfect beach getaway, whether you're here for a family vacation, couples retreat, or making memories with friends.

Explore Summerland Key house rentals, and more


House rentals

View 5 House rentals

Popular amenities for Summerland Key vacation rentals

Dog-friendly Hot tub Internet
Endless Summerland
3 Bedroom | 2 Bath | Sleeps 6

Endless Summerland - Summerland Key, FL

$247 avg / night
Summerland Canal
2 Bedroom | 1 Bath | Sleeps 5

Summerland Canal - Summerland Key, FL

$154 avg / night
Amada Grenada
2 Bedroom | 2 Bath | Sleeps 6

Amada Grenada - Summerland Key, FL

$242 avg / night
Tarpon Ranch
6 Bedroom | 6.5 Bath | Sleeps 14

Tarpon Ranch - Summerland Key, FL

$2,521 avg / night
Skyway Living
2 Bedroom | 3.5 Bath | Sleeps 6

Skyway Living - Summerland Key, FL

$315 avg / night

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Recent Summerland Key guest reviews

The location, the home, the pool, neighborhood, well stocked with everything! Loved our stay!!
Toni H. | Mar 2024
We stayed at this really cool property the month of January 2024. My husband and I could have definitely stayed longer but all good things must come to an end : ( There are 3 separate units ,one being the main house with a well stocked kitchen,large combo living space and a wonderfully laid out Master suite,with a comfortable mattress and pretty bedding. the other unit on that level was unique and comfortable. A spiral staircase led to an upstairs mini suite that had a shower/toilet/sink w/t pocket doors and a great balcony with a view of the canal.(Also a queen sized bed)Decor was cute too. There is a mini kitchen in there as well. The downstairs unit is a family friendly space that led out to the pool,(which my husband loved and used for his Man cave) It had a mini kitchen and eating area with cozy furnishing around the place, Also a shower combo as well. We have to say that one of our favorite things about the place was the airstrip.The planes taking off and landing was fascinating and it isnt loud or annoying. Also if you are a football fan, We spent a great deal of time watching sports across hwy 1 at Tonios ..really good food and drinks Would definitely stay here again! PS the grocery store is only 15 mins away in Big Pine key
Mary Jane S. | Feb 2024
Great central location. Neighbors are wonderful and very friendly. Easy access to ocean from channel.
Jeanene K. | Jan 2024
Summerland Key vacation rental FAQ

Yes, 11 of our Summerland Key homes allow dogs—so feel free to bring Fido along. (Just make sure to check individual home listings for any limits on the number and size of dogs they allow).

Browse dog-friendly homes >

Yes. 25 of our Summerland Key vacation rentals have internet access, so you can stay connected throughout your trip.

Browse homes with internet access >

Some of the most popular amenities in our Summerland Key vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Summerland Key team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Summerland Key, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning