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Check prices for these dates

In two weeks
3 Jul - 5 Jul
In two months
14 Aug - 16 Aug
In three months
11 Sept - 13 Sept
In four months
9 Oct - 11 Oct

Our top choices for Big Pine Key cottages

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 €216
includes taxes & fees
28 Jun - 29 Jun
Old Wooden Bridge Resort and Marina
Exterior

Tropical Cottages

Tropical Cottages
3.0 star property
Marathon
8.6 out of 10, Excellent, (981 reviews)
"It was a very enjoyable stay, highly recommend."
United States
Andrea
The price is €108
includes taxes & fees
22 Jun - 23 Jun
Tropical Cottages
Exterior

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, (166 reviews)
"Quite location, nice amenities and directions for check in/out were clear."
United States
Kasey M.
The price is €239
includes taxes & fees
22 Jun - 23 Jun
Cottage with Pool and Boat Dockage just minutes to Key West!
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 €427
includes taxes & fees
29 Jun - 30 Jun
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, (31 reviews)
"Everything about this home is perfect!"
United States
Shari H.
The price is €619
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 €1,085
includes taxes & fees
12 Jul - 13 Jul
OCEANIA... water front cottage retreat ~
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 Big Pine Key Hotel Reviews

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

10/10 Excellent
"Todo bien"
Marta 2-night trip
Posted 1 hour ago
Faro Blanco Resort Marathon Florida Keys, Curio by Hilton

Find out more about Big Pine Key

Big Pine Key Cottages information

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Frequently asked questions

Are there any family-friendly cottages in Big Pine Key?
Put your bags down at Old Wooden Bridge Resort And Marina and make your family escape to Big Pine Key a memorable one. This family-friendly cottage has a 2.5-star rating and conveniences including WiFi and a firepit. Big Pine Key has lots of family-friendly attractions to discover that'll entertain the kids. Calusa Beach and Loggerhead Beach offer fun for all ages.
Why book your cottage in Big Pine Key with Expedia?
Expedia has some great cottages in Big Pine Key, so get ready for a memorable holiday on nature's doorstep. If you're on a budget, choose how much you're willing to spend and the star rating of your property. Or, make the most of our filters to search for cottages with a hot tub or free WiFi. We'll help you find a suitable place whatever your trip looks like.
How can I find cheap cottages in Big Pine Key?
Expedia can help you look for cheap cottages in Big Pine Key. To reserve your perfect stay in just a few clicks, use our convenient filter tool to refine your search by amenities, budget and star rating.