Search Cottages in Summerland Key
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Compare 42 Cottages in Summerland Key with updated reviews, rates, and availability.
Canal front, dockage, 2 bedroom, 2 bath
Canal front, dockage, 2 bedroom, 2 bath
9.2 out of 10, Wonderful, (64)
Waterfront Home
Waterfront Home
8.8 out of 10, Excellent, (141)
SEA SHELL COTTAGE UNIT #2
SEA SHELL COTTAGE UNIT #2
9.4 out of 10, Exceptional, (8)
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THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
THE NEW HIDDEN HAMMOCK RESORT - Green Cottage - Sleeps 4
10.0 out of 10, Exceptional, (25)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.2 out of 10, Very Good, (26)
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
9.6 out of 10, Exceptional, (38)
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
Lakefront Bungalow - Pet-Friendly - Sugarloaf Key - Great Amenities (22)
10.0 out of 10, Exceptional, (9)
Little Gem in Paradise, with Terrace & Private Patio in Resort with Amenities.
Little Gem in Paradise, with Terrace & Private Patio in Resort with Amenities.
10.0 out of 10, Exceptional, (14)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.2 out of 10, Wonderful, (53)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.6 out of 10, Excellent, (34)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.8 out of 10, Excellent, (51)
Blue Lobster Lodge - Venture Out #543
Blue Lobster Lodge - Venture Out #543
9.0 out of 10, Wonderful, (6)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.0 out of 10, Wonderful, (34)
Riley's Retreat - Venture Out 107
Riley's Retreat - Venture Out 107
9.4 out of 10, Exceptional, (3)
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks, SUPs, Washer,Dryer!
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks, SUPs, Washer,Dryer!
9.8 out of 10, Exceptional, (19)
**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool
**TURTLE COVE VIEWS @ VENTURE OUT** 2BR/2BA Cottage +35’ Private Slip | 80’ Pool
9.6 out of 10, Exceptional, (28)
"Venture Out" into the Sun & Sea. Cozy cottage near the water!
"Venture Out" into the Sun & Sea. Cozy cottage near the water!
FL Keys Cottage with Ocean Views - Venture Out Unit 395
FL Keys Cottage with Ocean Views - Venture Out Unit 395
8.0 out of 10, Very Good, (2)
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
Escape to the Keys! Pet-Friendly Sugarloaf Key Bungalow - Great Amenities (84)
9.8 out of 10, Exceptional, (7)
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
Pet-Friendly Bungalow in Sugarloaf Key, FL - Fantastic Amenities (83)
9.8 out of 10, Exceptional, (8)
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.
Other property types in Summerland Key
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, (89)
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
Ocean Perch, Dock, Open Water Views, 80' Heated Pool, Tennis, 20 Min to Key West
9.2 out of 10, Wonderful, (174)
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
9.2 out of 10, Wonderful, (53)
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 hotelsExpedia verified reviews
5/5 Excellent
"We loved everything! It was wonderful and we will stay there again! "
A verified traveler stayed at Sugarloaf Key Hotel at KOA Resort
Posted 1 day ago