Overseas highway in the Florida Keys taken by drone

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sept - 20 Sept
In four months
16 Oct - 18 Oct

Our top choices for Summerland Key cottages

Outdoor dining

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.
The price is £369
includes taxes & fees
7 Jul - 8 Jul
Waterfront Home
Miscellaneous

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, (31 reviews)
"Everything about this home is perfect!"
United States
Shari H.
The price is £532
includes taxes & fees
29 Jun - 30 Jun
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
Exterior

OCEANIA... water front cottage retreat ~

OCEANIA... water front cottage retreat ~
Cudjoe Key
9.8 out of 10, Exceptional, (6 reviews)
"Super beautiful place and the decor was just on point."
United States
Josefina S.
The price is £938
includes taxes & fees
12 Jul - 13 Jul
OCEANIA... water front cottage retreat ~
Exterior

Old Wooden Bridge Resort and Marina

Old Wooden Bridge Resort and Marina
2.5 star property
Punta Brisa
8.6 out of 10, Excellent, (348 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is £187
includes taxes & fees
30 Jun - 1 Jul
Old Wooden Bridge Resort and Marina
Terrace/patio

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
The price is £476
includes taxes & fees
24 Jun - 25 Jun
OSPREY STUDIO @ The Colony-Sleeps up to 4
Exterior

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, (30 reviews)
"Great location, freshly renovated "
United States
Jackie M.
The price is £441
includes taxes & fees
5 Jul - 6 Jul
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
Exterior

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, (148 reviews)
"Such a great stay. A nice walk to duval for nightlife!"
United States
Mercedes A.
The price is £520
includes taxes & fees
9 Jul - 10 Jul
The Dancing Rooster: 2 Blocks from Duval in Old Town.
Outdoor dining

HIDDEN OASIS 3 blocks from Duval

HIDDEN OASIS 3 blocks from Duval
Old Town Key West
9.6 out of 10, Exceptional, (101 reviews)
"All around amazing place! Location was perfect! "
United States
Daniel M.
HIDDEN OASIS 3 blocks from Duval
TV

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.
The price is £713
includes taxes & fees
10 Jul - 11 Jul
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

Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking

Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking

10/10 Excellent
"It was exactly what we needed. Clean,cool and quiet and venture out staff and amenities were fantastic."
Brian M. 3-night trip
Posted 23 hours ago
Open Water View from porch , golf cart, dock, bikes, kayaks, trailer parking

Find out more about Summerland Key

Summerland Key Cottages information

Number of reviews
912
Accommodation
54 Cottages
Lowest Price
£187
Highest Price
£938

Frequently asked questions

How much do cottages in Summerland Key cost?
Cottages in Summerland Key range between £187 and £938 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 54 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?
Settle in at Old Wooden Bridge Resort And Marina and make your family visit to Summerland Key an easy one. This family-friendly cottage has a 2.5-star rating and conveniences like a picnic area and a firepit. After checking in and kicking back together in your home away from home, it's time to head out and visit some of the local sights. No Name Key and Florida Keys Beaches are popular family-friendly attractions in Summerland Key.
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 favourite 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.