Vacation Homes in Summerland Key
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Featured Vacation Homes in Summerland Key

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill

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

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!

Cudjoe Cottages, swimming pool, just 20 miles from Key West

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

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

Ocean View 4/2 Estate with Private Pool 15 minutes from Key West

Relax by Florida Keys Beaches, just a 7-min drive away

WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS

OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
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 | 388 Vacation Homes |
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Lowest Price | CA $188 |
Highest Price | CA $1,063 |
Popular accommodation | Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill, Old Florida Style, wrap around porch, boat basin for dockage, open water, COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!, Cudjoe Cottages, swimming pool, just 20 miles from Key West, JUDY'S PLACE ~ 2 Bedroom, 1 Bathroom Home in Venture Out Community!, Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West, Ocean View 4/2 Estate with Private Pool 15 minutes from Key West, Relax by Florida Keys Beaches, just a 7-min drive away, WATERFRONT PARADISE AT VENTURE OUT+4 BIKES & 2-2 SEAT KAYAKS! KING & QUEEN BEDS, OCEAN PARADISE AT VENTURE OUT + 4 BIKES & 2-2 PERSON KAYAKS! KING & QUEEN BEDS!, Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West, Blue Lobster Lodge - Venture Out #543 - Cudjoe Key |