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Cottages in Summerland Key

Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
8.2 out of 10, Very Good, (47)
"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.
$303 nightly
The price is $336
Nov 4 - Nov 5
Total with taxes and fees
Old Florida Style, Dockage, Swimming Pool (shared), just 20 miles from Key West
Cottage with Pool and Dockage, just minutes to Key West
9.2 out of 10, Wonderful, (156)
"Great location and very happy with our accommodations."
United States
Carrie B.
$286 nightly
The price is $317
Nov 9 - Nov 10
Total with taxes and fees
Cottage with Pool and Dockage, just minutes to Key West
Canal front, dockage, 2 bedroom, 2 bath
9.0 out of 10, Wonderful, (88)
"Community is great, location in the Keys is great, house was perfect for our family of 3."
United States
Christina H.
$353 nightly
The price is $392
Nov 16 - Nov 17
Total with taxes and fees
Canal front, dockage, 2 bedroom, 2 bath
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
9.8 out of 10, Exceptional, (26)
"Renting was easy and hassle free."
United States
chuck s.
$552 nightly
The price is $612
Nov 9 - Nov 10
Total with taxes and fees
Updated 2BR,2BA w KING Master,35' SeaWall-Bikes,Kayaks,SUPs, Extra Frig/Bait Frz
Old Wooden Bridge Resort and Marina
2.5 star property
8.6 out of 10, Excellent, (266)
"I love this place!!!"
United States
Greg
$259 nightly
The price is $292
Nov 4 - Nov 5
Total with taxes and fees
Old Wooden Bridge Resort and Marina
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
9.8 out of 10, Exceptional, (25)
"Great location. Close to everything but very quiet. Easy access and the property manager was super helpful with parking and accommodations. Would stay here again 100%!"
United States
Katie B.
$352 nightly
The price is $387
Nov 18 - Nov 19
Total with taxes and fees
Osprey Suite | Charming Hideaway, Hot Tubs, Close to Duval!
The Dancing Rooster: 2 Blocks from Duval in Old Town.
10.0 out of 10, Exceptional, (128)
"We enjoyed our stay. Everything was perfect, close to Duval Street and everywhere we wanted to go!"
United States
Leslie M.
$511 nightly
The price is $567
Nov 4 - Nov 5
Total with taxes and fees
The Dancing Rooster: 2 Blocks from Duval in Old Town.
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
9.8 out of 10, Exceptional, (8)
"Easy walk to everything! Comfortable stay. "
United States
Esther G.
$426 nightly
The price is $473
Nov 4 - Nov 5
Total with taxes and fees
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Living Life Dockside
$511 nightly
The price is $568
Nov 9 - Nov 10
Total with taxes and fees
Living Life Dockside
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
9.6 out of 10, Exceptional, (23)
"This was a great place to stay! The suite is very clean and comfortable! I would recommend it everytime!"
United States
April W.
$333 nightly
The price is $366
Nov 23 - Nov 24
Total with taxes and fees
Ibis Suite | Bright Hideaway, Hot Tubs, Steps from Duval!
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
10.0 out of 10, Exceptional, (23)
"Great location and getaway. Steps away from Duval street and restaurants. Highly recommend!"
United States
Alex J.
$348 nightly
The price is $383
Nov 30 - Dec 1
Total with taxes and fees
Heron Suite | Vibrant Retreat, Hot Tubs, Steps from Duval Street!
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
9.8 out of 10, Exceptional, (20)
"Very nice "
United States
tyler s.
$350 nightly
The price is $385
Nov 16 - Nov 17
Total with taxes and fees
Seagull Suite | Inviting Studio, Just Steps From Duval, Hot Tubs!
Pelican Suite | Cozy Cottage, Hot Tubs, Close to Duval!
10.0 out of 10, Exceptional, (24)
"11/10 stay and service, Marie was so amazing and allowed for early check in and late check out for my birthday weekend. Location was so perfect and had golf cart rental next door. Will definitely be staying here next time I come to the keys! "
United States
Julie G.
$350 nightly
The price is $385
Nov 16 - Nov 17
Total with taxes and fees
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

Find out more about Summerland Key

Summerland Key Cottages information

Number of reviews
803
Accommodation
59 Cottages
Lowest Price
$292
Highest Price
$612

Frequently asked questions

How much do cottages in Summerland Key cost?
Cottages in Summerland Key range between $292 and $612 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.
Are there any family-friendly cottages in Summerland Key?
You bet there are! Reserve a room at Old Wooden Bridge Resort And Marina, a top base for enjoying the great outdoors in Summerland Key. This family-friendly cottage has a 2.5-star rating and comes with handy amenities such as a firepit and a picnic area. Once you've checked in and unpacked your suitcase, there are lots of family-friendly attractions to see around Summerland Key. Florida Keys Beaches and Sugarloaf Beach promise fun for all ages.
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.
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.

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