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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Cottages in Long Key and around

Our top choices for Long Key cottages

Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.6 out of 10, Excellent, (849)
"Super cute little cottage with a great location, would definitely stay again!"
The price is €82
includes taxes & fees
3 Sept - 4 Sept
Tropical Cottages
Carpe' Diem Heart of the Fl. Keys Specials
Sun-loungers

Carpe' Diem Heart of the Fl. Keys Specials

8.8 out of 10, Excellent, (142)
"Nice little cottage on a canal! Perfect for boaters!!"
Carpe' Diem Heart of the Fl. Keys Specials
Keys Waterfront Half-Duplex, Ocean side 37' Dock,
Marina

Keys Waterfront Half-Duplex, Ocean side 37' Dock,

10.0 out of 10, Exceptional, (104)
"Perfect location. Would stay there again, had everything we needed for our relaxation vacation. "
Keys Waterfront Half-Duplex, Ocean side 37' Dock,
Oceanfront Private Cottage!
Exterior

Oceanfront Private Cottage!

10.0 out of 10, Exceptional, (108)
"Great location close to restaurants and everything else you may need!"
Oceanfront Private Cottage!
Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina
Property grounds

Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina

9.2 out of 10, Wonderful, (5)
"Central to all keys making it easy to see it all. Comfortable little home with everything you need in the kitchen."
Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina
Mercy’s waterfront piece of paradise
Outdoor pool

Mercy’s waterfront piece of paradise

Mercy’s waterfront piece of paradise
Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes
Pool

Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes

8.4 out of 10, Very good, (5)
"The property was clean and well kept. The amenities were great, pool, dock, hot tub, fishing from the dock. We had 5 adult couples in our group And the accommodations were fabulous. The house is beautiful!Thank youJessi and Debbie"
Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes
Waterfront Key Colony Beach Home w/ Golf Cart!
House (2 Bedrooms) | Interior

Waterfront Key Colony Beach Home w/ Golf Cart!

3.0 star property
Waterfront Key Colony Beach Home w/ Golf Cart!
Beachy getaway with pool, water views, furnished patio, & dock access
Marina

Beachy getaway with pool, water views, furnished patio, & dock access

9.2 out of 10, Wonderful, (35)
"Great time! "
Beachy getaway with pool, water views, furnished patio, & dock access
Brand new 5bed/6Bth pool w/76 ft of Dockage- 2 Homes Next Door Available as well
Pool

Brand new 5bed/6Bth pool w/76 ft of Dockage- 2 Homes Next Door Available as well

10.0 out of 10, Exceptional, (4)
"Very nice place everyone had a great time!"
Brand new 5bed/6Bth pool w/76 ft of Dockage- 2 Homes Next Door Available as well
Escape to a Charming 2-Bedroom Cottage in Long Key – Your Perfect Getaway!
Outdoor pool

Escape to a Charming 2-Bedroom Cottage in Long Key – Your Perfect Getaway!

Escape to a Charming 2-Bedroom Cottage in Long Key – Your Perfect Getaway!
Instant open water access! Private beach, dock. Rates start at 1995 inquire
TV

Instant open water access! Private beach, dock. Rates start at 1995 inquire

Instant open water access! Private beach, dock. Rates start at 1995 inquire
BRING YOUR BOAT! Perfect Florida Keys Family Getaway with Activities Galore!
Marina

BRING YOUR BOAT! Perfect Florida Keys Family Getaway with Activities Galore!

10.0 out of 10, Exceptional, (2)
"We had an awesome time! The house was perfect for us and the host is fantastic! Loved the community and amenities! We would definitely stay again "
BRING YOUR BOAT! Perfect Florida Keys Family Getaway with Activities Galore!
Canal-front Florida Keys Home w/ Dock!
House (2 Bedrooms) | Interior

Canal-front Florida Keys Home w/ Dock!

3.0 star property
Canal-front Florida Keys Home w/ Dock!
Close to Beach: Canal-front Home in Islamorada
House (4 Bedrooms) | Interior

Close to Beach: Canal-front Home in Islamorada

3.0 star property
Close to Beach: Canal-front Home in Islamorada
Half-mi to Boat Ramp: Canal-front Florida Keys Gem
House (4 Bedrooms) | Interior

Half-mi to Boat Ramp: Canal-front Florida Keys Gem

3.0 star property
Half-mi to Boat Ramp: Canal-front Florida Keys Gem
Soothing Duck Key Vacation Rental!
Outdoor dining

Soothing Duck Key Vacation Rental!

3.0 star property
Soothing Duck Key Vacation Rental!
Marathon Vacation Rental With Pool Access!
Outdoor dining

Marathon Vacation Rental With Pool Access!

3.0 star property
Marathon Vacation Rental With Pool Access!
Canal-front Florida Keys Home w/ Private Dock
House (2 Bedrooms) | Interior

Canal-front Florida Keys Home w/ Private Dock

3.0 star property
Canal-front Florida Keys Home w/ Private Dock
Escape to a Charming 2-Bedroom Cottage in Long Key – Your Perfect Getaway!
Pool

Escape to a Charming 2-Bedroom Cottage in Long Key – Your Perfect Getaway!

Escape to a Charming 2-Bedroom Cottage in Long Key – Your Perfect Getaway!
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 Long Key Hotel Reviews

Amara Cay Resort

Amara Cay Resort

10/10 Excellent
" Very clean also beautiful pool area"
Anthony 5-night trip
Posted 17 hours ago
Amara Cay Resort

Frequently asked questions

Why book your cottage in Long Key with Expedia?
Reserving a cottage in Long Key is as simple as deciding on your travel dates and selecting an ideal place for a holiday in the outdoors. From chic retreats to low-cost stays and cottages that have perks like free WiFi, Expedia has something for all styles. As for epic deals? We have them too!
How can I find cheap cottages in Long Key?
The quickest way to locate cheap cottages in Long Key is with Expedia's filter tool. Narrow your search results by star rating, budget and amenities to snag awesome bargains in just a few clicks.
What is there to do in Long Key near my cottage?
If you're eager to make the most of your time in Long Key, find your way to Long Key State Park. It's a favourite among tourists and locals alike.