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Compare 357 Vacation Homes in Summerland Key with updated reviews, rates, and availability.

Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
Direct Oceanfront-Atlantic Side-Dockage-Pool and 20 miles from Key West
8.8 out of 10, Excellent, (144)
The price is AED 1,102
AED 2,301 total
includes taxes & fees
25 Apr - 26 Apr

Cudjoe Cottages, swimming pool, just 20 miles from Key West
Cudjoe Cottages, swimming pool, just 20 miles from Key West
8.8 out of 10, Excellent, (137)
The price is AED 1,010
AED 2,213 total
includes taxes & fees
20 Apr - 21 Apr

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

COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
9.6 out of 10, Exceptional, (32)

Old Florida Style, wrap around porch, boat basin for dockage, open water
Old Florida Style, wrap around porch, boat basin for dockage, open water
9.6 out of 10, Exceptional, (72)

One of the very few beach houses with a daily, rental license in the Keys.
One of the very few beach houses with a daily, rental license in the Keys.
8.8 out of 10, Excellent, (59)
The price is AED 2,200
AED 5,110 total
includes taxes & fees
22 Apr - 23 Apr

Just 20 miles from Key West! Oceanfront, dockage, swimming pool
Just 20 miles from Key West! Oceanfront, dockage, swimming pool
8.4 out of 10, Very Good, (105)

Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
Oceanside Paradise in the FL Keys Free Kayaks Bikes Wifi Outdoor BBQ Grill
9.8 out of 10, Exceptional, (213)
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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Other property types in Summerland Key

Direct Oceanfront Cottage-Sunrise View- #2,
Direct Oceanfront Cottage-Sunrise View- #2,
8.6 out of 10, Excellent, (174)
The price is AED 826
AED 1,516 total
includes taxes & fees
21 Apr - 22 Apr

Cottage with Pool and Boat Dockage just minutes to Key West!
Cottage with Pool and Boat Dockage just minutes to Key West!
8.6 out of 10, Excellent, (133)

Cottage with swimming pool and dockage, just minutes to Key West!
Cottage with swimming pool and dockage, just minutes to Key West!
9.0 out of 10, Wonderful, (141)
The price is AED 551
AED 1,036 total
includes taxes & fees
16 Apr - 17 Apr
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.
Recent reviews of Summerland Key hotels
Recent reviews of Summerland Key hotels

Parmer's Resort
5/5 Excellent
"Everyone is so nice. "
A verified traveler stayed at Parmer's Resort
Posted 2 days ago