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Cottages in Summerland Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cudjoe Key
8.2 out of 10, Very Good, (48)
"Very quiet place close to restaurants of all source we would like to come back and stay in the 3/2 cabin on the water with our grown children"
United States
Nathalie F.
The price is AED 496
AED 1,165 total
includes taxes & fees
30 Nov - 1 Dec
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West

Cottage with Pool and Dockage, just minutes to Key West

Cudjoe Key
9.2 out of 10, Wonderful, (160)
"Great property,Great location. Will definitely stay there again."
United States
Roy F.
The price is AED 551
AED 1,162 total
includes taxes & fees
11 Dec - 12 Dec
Cottage with Pool and 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, (151)
"This cottage served our purpose well, very close to our family’s home and was very clean and comfortable for a short stay."
United States
Richard S.
The price is AED 735
AED 1,283 total
includes taxes & fees
28 Dec - 29 Dec
Cottage with Pool and Boat Dockage just minutes to Key West!

Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

Cudjoe Key
9.8 out of 10, Exceptional, (26)
"Very nicely remodeled Vrbo, excellent location for a quick drive down to Key West or exploring the other Keys!"
United States
Patrick M.
The price is AED 1,098
AED 2,307 total
includes taxes & fees
13 Dec - 14 Dec
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz

Beautiful Cottage & Amenities in Gated Community

Cudjoe Key
10.0 out of 10, Exceptional, (2)
"Beautiful home, perfect for our needs"
United States
Lindsay S.
The price is AED 2,931
AED 5,215 total
includes taxes & fees
26 Dec - 27 Dec
Beautiful Cottage & Amenities in Gated Community

Old Wooden Bridge Resort and Marina

2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (273)
"We will definitely stay here again. Perfect spot to relax. Clean Rooms "
United States
Gregory
Old Wooden Bridge Resort and Marina

Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

Old Town Key West
9.8 out of 10, Exceptional, (21)
"Great little place, perfect for southernmost area."
United States
Lee G.
The price is AED 334
AED 1,157 total
includes taxes & fees
30 Nov - 1 Dec
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!

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

Old Town Key West
10.0 out of 10, Exceptional, (129)
"Great place to stay"
United States
JEFFREY Z.
The price is AED 1,286
AED 2,312 total
includes taxes & fees
3 Dec - 4 Dec
The Dancing Rooster: 2 Blocks from Duval in Old Town.

Living Life Dockside

Stock Island
The price is AED 1,388
AED 2,081 total
includes taxes & fees
30 Nov - 1 Dec
Living Life Dockside

Find your zen at HIDDEN TREASURE

3.0 star property
Old Town Key West
8.8 out of 10, Excellent, (10)
"Great place to stay! "
United States
sarah R.
The price is AED 1,311
AED 2,951 total
includes taxes & fees
3 Dec - 4 Dec
Find your zen at HIDDEN TREASURE

Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Old Town Key West
9.6 out of 10, Exceptional, (25)
"Bar across street wonderful they didn’t clean room staff talked to great with anything you needed court yard could have been better maintained overall would go back and stay there "
United States
Richele
The price is AED 591
AED 1,553 total
includes taxes & fees
10 Dec - 11 Dec
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!

Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Old Town Key West
9.8 out of 10, Exceptional, (31)
"Good place to stay loved it"
United States
Charles I.
The price is AED 591
AED 1,553 total
includes taxes & fees
8 Dec - 9 Dec
Egret Suite | Bright Retreat, Hot Tubs, Steps from Duval!

Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Old Town Key West
9.8 out of 10, Exceptional, (25)
"Loved this little place "
United States
Charles N.
The price is AED 591
AED 1,553 total
includes taxes & fees
9 Dec - 10 Dec
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!

Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Old Town Key West
10.0 out of 10, Exceptional, (24)
"Will stay here again "
United States
Matt O.
The price is AED 591
AED 1,542 total
includes taxes & fees
7 Dec - 8 Dec
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!

Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!

Old Town Key West
10.0 out of 10, Exceptional, (24)
"We had a wonderful stay here with our kids. Can’t beat the location."
United States
Julia P.
The price is AED 591
AED 1,553 total
includes taxes & fees
17 Dec - 18 Dec
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
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

Frequently asked questions

How much do cottages in Summerland Key cost?
Cottages in Summerland Key range between AED 929 and AED 5,215 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 59 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.
Why book your cottage in Summerland Key with Expedia?
We think that vacays should be stress-free, so if you're after cottages in Summerland Key at a competitive rate, Expedia has your back. Keep the budget in check and select a thrifty option far from the rush of the city, or splurge on an upscale cottage to spoil your favorite people.
How can I find cheap cottages in Summerland Key?
Expedia is here to help you track down cheap cottages in Summerland Key. To book your perfect stay in a few quick keystrokes, try out our handy filter tool to refine your search results by star rating, budget and amenities.