Vacation Homes in Summerland Key
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Vacation Homes in Summerland Key

✨️ Ocean access w/Dock, 4 bed/4 bath. Inquire for any special requests ✨️

A Tropical Luxury Getaway, Your own private resort!!

Mini lobster available! Open Water View from porch , dock, bikes, kayaks

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West

Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West

Old Florida Style, wrap around porch, boat basin for dockage, open water

Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes

Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community

JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!

20 MINUTES TO KEY WEST , BOATERS PARADISE

Blue Lobster Lodge - Venture Out #543 - Cudjoe Key
Top trending hotels in Summerland Key

Sugarloaf Key Hotel at KOA Resort
Vacation Rentals in Summerland Key
What kind of vacation do you want in Summerland Key? The answer to that question will help you choose the right lodging for your stay. The wise wanderer knows that a vacation rental is an essential part of the traveling experience. It’s more than just a place to crash at night—it’s where you wake up in the morning, where you lounge when you’re not exploring, and it’s the starting point for all your adventures. No matter what type of vacation homes strike your fancy, Travelocity has something in Summerland Key that will speak to you.
Do you want a fully equipped kitchen so you can exercise your culinary mastery and impress your travel buddies? How about a romantic terrace for your anniversary trip? Have you always wished to fall asleep to the sound of waves crashing on the shore? One of our vacation home rentals is bound to add that extra magic to your trip. In fact, we’ve got plenty of options lined up just for you in Summerland Key, including luxury vacation rentals. On a budget? We can work with your funds and still give you a great place to sleep at night.
Take a look at what we have on offer. You’ll find rentals close to the big tourist draws, as well as rentals that keep you away from the crowd. Consider vacation rentals a little off the beaten path where you can live like a local and discover hidden gems that never make it to the tourist sites. Book through Travelocity and start your getaway today.
Summerland Key Vacation Homes essential information
Accommodation | 396 Vacation Homes |
---|---|
Lowest Price | CA $155 |
Highest Price | CA $1,166 |
Popular accommodation | ✨️ Ocean access w/Dock, 4 bed/4 bath. Inquire for any special requests ✨️ , A Tropical Luxury Getaway, Your own private resort!!, Mini lobster available! Open Water View from porch , dock, bikes, kayaks, Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West, Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West, Old Florida Style, wrap around porch, boat basin for dockage, open water, Newly Remodeled! Gated Community on Open Water, Dock, Heated Pool, Kayaks, Bikes, Stunning Ocean Views! 2BR Waterfront Home w/ Dock in Gated Keys Community, JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!, 20 MINUTES TO KEY WEST , BOATERS PARADISE, Blue Lobster Lodge - Venture Out #543 - Cudjoe Key, Latitudes - Ocean front with salt water pool. |