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Our top choices for Summerland Key cottages

Cottage with Pool and Dockage, just minutes to Key West

Cottage with Pool and Dockage, just minutes to Key West
Cudjoe Key
9.2 out of 10, Wonderful, (170 reviews)
"Great place "
United States
David
The price is NZ$602
includes taxes & fees
9 June - 10 June
Cottage with Pool and Dockage, just minutes to Key West

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Cudjoe Key
9.6 out of 10, Exceptional, (14 reviews)
"All was excellent "
United States
Bryan M.
The price is NZ$715
includes taxes & fees
14 June - 15 June
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!

Cottage with Pool and Boat Dockage just minutes to Key West!

Cottage with Pool and Boat Dockage just minutes to Key West!
Cudjoe Key
8.6 out of 10, Excellent, (165 reviews)
"Quite location, nice amenities and directions for check in/out were clear."
United States
Kasey M.
The price is NZ$463
includes taxes & fees
21 June - 22 June
Cottage with Pool and Boat Dockage just minutes to Key West!

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (187 reviews)
"Clean, great view, wonderful porch, comfortable bed"
United States
Karen H.
Waterfront Home

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (100 reviews)
"We stayed one night, everything was as described"
United States
Anonymous traveller
The price is NZ$682
includes taxes & fees
12 June - 13 June
Canal front, dockage, 2 bedroom, 2 bath

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Cudjoe Key
9.8 out of 10, Exceptional, (30 reviews)
"Everything about this home is perfect!"
United States
Shari H.
The price is NZ$1,110
includes taxes & fees
14 June - 15 June
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS

Beautiful Cottage & Amenities in Gated Community

Beautiful Cottage & Amenities in Gated Community
Cudjoe Key
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
The price is NZ$1,508
includes taxes & fees
4 July - 5 July
Beautiful Cottage & Amenities in Gated Community

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (344 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is NZ$474
includes taxes & fees
15 June - 16 June
Old Wooden Bridge Resort and Marina

HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (100 reviews)
"All around amazing place! Location was perfect! "
United States
Daniel M.
The price is NZ$1,157
includes taxes & fees
9 June - 10 June
HIDDEN OASIS 3 blocks from Duval

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Old Town Key West
10.0 out of 10, Exceptional, (27 reviews)
"Great location, freshly renovated "
United States
Jackie M.
The price is NZ$1,131
includes taxes & fees
14 June - 15 June
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location

The Dancing Rooster: 2 Blocks from Duval in Old Town.

The Dancing Rooster: 2 Blocks from Duval in Old Town.
Old Town Key West
9.8 out of 10, Exceptional, (144 reviews)
"Such a great stay. A nice walk to duval for nightlife!"
United States
Mercedes A.
The Dancing Rooster: 2 Blocks from Duval in Old Town.

OSPREY STUDIO @ The Colony-Sleeps up to 4

OSPREY STUDIO @ The Colony-Sleeps up to 4
Old Town Key West
9.4 out of 10, Exceptional, (61 reviews)
"As ex Key west’s, we were very specific in the location that we wanted to bi in. This property was perfect for us. The compound was calm and quiet as well as extremely well kept. The communication with the management company was seamless."
United States
Donald
OSPREY STUDIO @ The Colony-Sleeps up to 4

Find your zen at HIDDEN TREASURE

Find your zen at HIDDEN TREASURE
Old Town Key West
9.2 out of 10, Wonderful, (21 reviews)
"Location was great. "
United States
Karen B.
Find your zen at HIDDEN TREASURE
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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Top Summerland Key Hotel Reviews

Find out more about Summerland Key

Summerland Key Cottages information

Number of reviews
1,030
Accommodation
55 Cottages
Lowest Price
NZ$463
Highest Price
NZ$1,508

Frequently asked questions

How much do cottages in Summerland Key cost?
Cottages in Summerland Key range between NZ$463 and NZ$1,508 per night. These stays offer a chance to reconnect with nature — at a price you can afford. These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many cottages are there in Summerland Key?
Reconnect with nature in one of the 55 cottages waiting for you in Summerland Key. To help you select a stay that's right for you, use our filter tool to search for must-have amenities.
What is there to do in Summerland Key near my cottage?
The ideal travel accessory is a well-planned itinerary. Florida Keys Beaches is a wonderful place to begin your exploration of Summerland Key.