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Compare 277 Vacation Homes in Summerland Key with updated reviews, rates, and availability.
![Beach](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/21ae09eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
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, (65)
The price is SAR 1,688
SAR 3,325 total
includes taxes & fees
10 Mar - 11 Mar
![Aerial view](https://images.trvl-media.com/lodging/67000000/66920000/66910100/66910042/80df0b4a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Beachside @ Torchview Waterfront Retreat
Beachside @ Torchview Waterfront Retreat
9.8 out of 10, Exceptional, (40)
![Exterior](https://images.trvl-media.com/lodging/74000000/73040000/73030800/73030797/a26c27cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
3 night minimum! Spectacular Ocean Views!
3 night minimum! Spectacular Ocean Views!
8.4 out of 10, Very Good, (18)
![Front / Side View of home](https://images.trvl-media.com/lodging/20000000/19100000/19092400/19092385/f97179a9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
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, (234)
![Cozy decor](https://images.trvl-media.com/lodging/100000000/99880000/99870700/99870679/11da0da0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
COCONUT TELEGRAPH ~ Waterfront 2 BR/2Ba in Cudjoe Key w/ Dockage & Parking!
9.4 out of 10, Exceptional, (29)
![Entrance of the heated pool overlooking Cudjoe Bay.](https://images.trvl-media.com/lodging/35000000/34950000/34942800/34942769/264f35dc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
Beautiful Family-Friendly, Dock, Marina, Heated Pool, near Key West, MM21.5
10.0 out of 10, Exceptional, (215)
![Relax on the little sandy beach.](https://images.trvl-media.com/lodging/20000000/19710000/19709400/19709378/f3afeb85.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
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, (223)
The price is SAR 1,594
SAR 3,399 total
includes taxes & fees
20 Feb - 21 Feb
![](https://images.trvl-media.com/lodging/77000000/76940000/76934400/76934306/9de457c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Ocean Front - Private 56' Dock
Ocean Front - Private 56' Dock
9.8 out of 10, Exceptional, (136)
The price is SAR 1,436
SAR 3,428 total
includes taxes & fees
5 Mar - 6 Mar
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
![Property grounds](https://images.trvl-media.com/lodging/34000000/33550000/33548300/33548243/0f1c3540.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Charming cottages, dockage, pool, just minutes to Key West
Charming cottages, dockage, pool, just minutes to Key West
8.6 out of 10, Excellent, (106)
The price is SAR 844
SAR 1,548 total
includes taxes & fees
26 Feb - 27 Feb
![Wouldn't you love to start your morning with a beautiful sunrise like this?](https://images.trvl-media.com/lodging/34000000/33750000/33743700/33743667/a34be4e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
Direct Oceanfront Cottage-Sunrise View- #2,
Direct Oceanfront Cottage-Sunrise View- #2,
8.6 out of 10, Excellent, (169)
![Beach](https://images.trvl-media.com/lodging/74000000/73240000/73238500/73238458/21ae09eb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)
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, (65)
The price is SAR 1,688
SAR 3,325 total
includes taxes & fees
10 Mar - 11 Mar
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](http://images.trvl-media.com/lodging/6000000/5570000/5561500/5561465/b5ca4064_y.jpg)
Parmer's Resort
5/5 Excellent
"D"
A verified traveler from Charlotte stayed at Parmer's Resort
Posted 1 day ago