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Check prices for these dates

In two weeks
19 June - 21 June
In two months
31 July - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sept - 27 Sept

Our top choices for Summerland Key cottages

Exterior

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 AU$489
includes taxes & fees
7 June - 8 June
Cottage with Pool and Dockage, just minutes to Key West
Property grounds

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 AU$575
includes taxes & fees
14 June - 15 June
Island Oasis ~ YOUR Paradise awaits in Venture Out Resort!
Outdoor dining

Canal front, dockage, 2 bedroom, 2 bath

Canal front, dockage, 2 bedroom, 2 bath
Cudjoe Key
8.8 out of 10, Excellent, (99 reviews)
"We stayed one night, everything was as described"
United States
Anonymous traveller
The price is AU$550
includes taxes & fees
4 June - 5 June
Canal front, dockage, 2 bedroom, 2 bath
Outdoor dining

Waterfront Home

Waterfront Home
Cudjoe Key
8.8 out of 10, Excellent, (186 reviews)
"Clean, great view, wonderful porch, comfortable bed"
United States
Karen H.
The price is AU$584
includes taxes & fees
23 June - 24 June
Waterfront Home
Property grounds

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 AU$895
includes taxes & fees
7 June - 8 June
2BR,2BA w KING Master,35' SeaWall-SS and Quartz Kitchen,Bikes, Kayaks and VIEWS
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, (343 reviews)
"Very nice, clean and cozy, with the deers walking around."
United States
Sofia
The price is AU$384
includes taxes & fees
14 June - 15 June
Old Wooden Bridge Resort and Marina
Outdoor dining

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 AU$937
includes taxes & fees
3 June - 4 June
HIDDEN OASIS 3 blocks from Duval
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, (26 reviews)
"Great location, freshly renovated "
United States
Jackie M.
NEW! - The Jolly Rooster Cottage Steps to Duval - Prime and Quiet Location
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 AU$872
includes taxes & fees
3 June - 4 June
OSPREY STUDIO @ The Colony-Sleeps up to 4
Exterior

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 AU$1,206
includes taxes & fees
3 June - 4 June
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

Looe Key Reef Resort

Looe Key Reef Resort

10/10 Excellent
"Great place to stay!"
Sarah 3-night trip
Posted 12 hours ago
Looe Key Reef Resort

Find out more about Summerland Key

Summerland Key Cottages information

Number of reviews
880
Accommodation
55 Cottages
Lowest Price
AU$384
Highest Price
AU$1,206

Frequently asked questions

How much do cottages in Summerland Key cost?
You can expect to pay between AU$384 and AU$1,206 per night for cottages in Summerland Key. Whatever your budget, an awesome stay is just clicks away on Expedia. This price was 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?
Surround yourself with nature in one of the 55 cottages available in Summerland Key. To help you reserve a place that's right for you, take advantage of our filters to search for amenities or perks you need.
What is there to do in Summerland Key near my cottage?
You'll find plenty of superb things to do in Summerland Key. Discover well-known attractions like Florida Keys Beaches, Sugarloaf Beach and Big Pine Key Flea Market. Blue Hole, Cook Island and Upper Sugarloaf Sound are other must-see's.