Search Vacation Homes in Summerland Key
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Compare 268 Vacation Homes in Summerland Key with updated reviews, rates, and availability.
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)
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)
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, (185)
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WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
WATERFRONT fresh & cozy 2 bedroom 35 sea wall New UV light air purification
9.8 out of 10, Exceptional, (168)
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
Oceanside Paradise: Kayaks, Free WiFi, A/C, Grill, Elevated Deck, 24hr Security
9.8 out of 10, Exceptional, (217)
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
Gated Community on Open Water with Dock, Heated Pool, Kayaks, Bikes
9.8 out of 10, Exceptional, (203)
The price is SAR 1,313
SAR 1,664 total
includes taxes & fees
29 Jum. I - 30 Jum. I
Cozy, Perfect Conch Cottage!
Cozy, Perfect Conch Cottage!
9.2 out of 10, Wonderful, (29)
Oceanfront home with private pool, boat dock, kayaks, and private beach
Oceanfront home with private pool, boat dock, kayaks, and private beach
9.4 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.
9.0 out of 10, Wonderful, (47)
The price is SAR 2,247
SAR 4,981 total
includes taxes & fees
28 Jum. I - 29 Jum. I
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
Dock, Htd 80' Pool, Deep Channel, 15 Min To Key West
9.6 out of 10, Exceptional, (168)
Enjoy Caribbean weather. Last minute opening beginning 5/19/24! Enjoy the Keys!
Enjoy Caribbean weather. Last minute opening beginning 5/19/24! Enjoy the Keys!
9.4 out of 10, Exceptional, (124)
OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS
OCEAN FRONT PARADISE/290 ft PRIVATE DOCK/AWESOME VIEWS
9.2 out of 10, Wonderful, (90)
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, (19)
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
Walk to Beach, Open Water View from porch , dock, bikes, kayaks & snorkel gear
9.8 out of 10, Exceptional, (98)
FLAMINGO COTTAGE UNIT #1
FLAMINGO COTTAGE UNIT #1
9.6 out of 10, Exceptional, (24)
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
Oceanfront home-shared swimming pool, dockage-just 20 miles from Key West
9.0 out of 10, Wonderful, (60)
Beautiful Ocean view with 35' private seawall, 80' Heated Pool, Hottub
Beautiful Ocean view with 35' private seawall, 80' Heated Pool, Hottub
9.8 out of 10, Exceptional, (59)
Beachside @ Torchview Waterfront Retreat
Beachside @ Torchview Waterfront Retreat
9.8 out of 10, Exceptional, (28)
Waterfront Beach House with Dock & Heated Pool!
Waterfront Beach House with Dock & Heated Pool!
10.0 out of 10, Exceptional, (69)
Island Therapy
Island Therapy
9.8 out of 10, Exceptional, (41)
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
Beautiful Property in Great Location
"Ww stayed for 6 nights as our first time in the Keys. The property is very well manicured with everything you'll need. We had a small issue with one cottage that was quickly rectified by the owners. Hope Nd Glenn were terrific!
Not sure if we'll ever return to the Keys, but we highly recommend The Hidden Hammick to anyone visiting the area."
A verified traveler stayed at THE NEW HIDDEN HAMMOCK RESORT - Pink Cottage Unit #3 Sleeps 4
Posted 15 hours ago