Search Long Key Cottage Rentals from CA $287

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Check prices for these dates

Next weekend
Mar 14 - Mar 16
In two weeks
Mar 21 - Mar 23
In one month
Apr 4 - Apr 6
In two months
May 2 - May 4

Browse Select Long Key Cottages

Tropical Cottages
Exterior

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (786)
"This was an excellent choice. We arrived at 10 pm and the directions sent before checking in were perfect. Had absolutely no trouble and the grounds were very well taken care of. Super cute cottages and very comfortable."
The price is CA $287
CA $323 total
includes taxes & fees
Apr 1 - Apr 2
Tropical Cottages
Keys Waterfront Half-Duplex, Ocean side 37' Dock,
Sun loungers, beach towels

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

10.0 out of 10, Exceptional, (96)
"The rental was perfect for us. A couple in our 60's. We are laid back. The bed was very comfortable. We used the screen porch extensively as well as the patio. The view of the stars at night was amazing. Laz was very responsive. We had one minor issue and let Laz know and it was corrected within hours. We did not have a boat but it would have been a great place to have a boat. We will be back!"
Keys Waterfront Half-Duplex, Ocean side 37' Dock,
RELAX in your PRIVATE Oceanfront Cottage!
Lake

RELAX in your PRIVATE Oceanfront Cottage!

10.0 out of 10, Exceptional, (103)
"Our third time staying here was as wonderful as the first two. So peaceful and comfortable. All the comforts of home, close to grocery, restaurants and pharmacy if needed. It’s just the best place to stay when escaping the northern states for a little warmth and sunshine in mid winter. I can’t imagine staying anywhere else in the Keys.This place is our favorite of favorites!"
RELAX in your PRIVATE Oceanfront Cottage!
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, (1)
"We had a wonderful stay in this beautiful home. From the moment we put the key in the door we were blown away with the wonderful view. For over forty years we have visited Florida and this is the first house we have stayed in where I could say that I honestly couldn’t think of a thing to improve it, all of us immediately felt at home as it was all the little details that made it. We were visited by manatee and iguana and to see different fish in their natural environment was a bonus. We want...
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!
Miscellaneous

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!
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, (32)
"We would definitely recommend this property! Everything about it was better than we anticipated. Very nice!"
Beachy getaway with pool, water views, furnished patio, & dock access
3BR/3BA Sunset Cottage located at The Villages of Hawks Cay
Terrace/patio

3BR/3BA Sunset Cottage located at The Villages of Hawks Cay

10.0 out of 10, Exceptional, (195)
"Was perfect for our family. Views and convenience were great."
3BR/3BA Sunset Cottage located at The Villages of Hawks Cay
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

9.0 out of 10, Wonderful, (4)
"Very cozy space for two. Loved having in house laundry! Great communication! "
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

10.0 out of 10, Exceptional, (2)
"There were 8 adults a 4 yr old and 2 yr old in our family vaca. The house was perfect for us and we had plenty of room. Loved the big table and chairs so we could all have our meals together. The pool with the ledge around it and sitting area in the pool were great for reading and for the boys to play. They also have towels for pool. It felt like everything was a 5 minute drive, grocery, dinner and the homemade popcicles were amazing! Had a question about check out and Missy was quick to...
Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes
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, (1)
"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!
Instant open water access! Private beach, dock. Rates start at 1995 inquire
Interior

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

Instant open water access! Private beach, dock. Rates start at 1995 inquire
Waterfront Key Colony Beach Home w/ Golf Cart!
Interior

Waterfront Key Colony Beach Home w/ Golf Cart!

3.0 star property
Waterfront Key Colony Beach Home w/ Golf Cart!
Cosy Cottage in Islamorada with private garden & pool - 6 pers.
Pool

Cosy Cottage in Islamorada with private garden & pool - 6 pers.

Cosy Cottage in Islamorada with private garden & pool - 6 pers.
Soothing Duck Key Vacation Rental!
Outdoor dining

Soothing Duck Key Vacation Rental!

3.0 star property
Soothing Duck Key Vacation Rental!
Oceanfront Cottage w/ Beach Access in Layton!
Outdoor dining

Oceanfront Cottage w/ Beach Access in Layton!

Oceanfront Cottage w/ Beach Access in Layton!
Oceanfront Cottage w/ Beach Access in Layton!
Interior

Oceanfront Cottage w/ Beach Access in Layton!

3.0 star property
Oceanfront Cottage w/ Beach Access in Layton!
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!
Lush tropical plantings in a gated compound located directly on the Florida Bay
Outdoor dining

Lush tropical plantings in a gated compound located directly on the Florida Bay

Lush tropical plantings in a gated compound located directly on the Florida Bay
Marathon Vacation Rental With Pool Access!
Outdoor dining

Marathon Vacation Rental With Pool Access!

3.0 star property
Marathon Vacation Rental With Pool Access!
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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Other property types in Long Key

Skipjack Resort & Marina
Outdoor pool, sun loungers

Skipjack Resort & Marina

3.0 star property
8.6 out of 10, Excellent, (1160)
"Cant wait to return! Room was big and spacious with a great view."
The price is CA $519
CA $635 total
includes taxes & fees
Mar 9 - Mar 10
Skipjack Resort & Marina
Yacht Haven Marina
42-inch Smart TV with digital channels, Netflix, Hulu

Yacht Haven Marina

3.5 star property
9.8 out of 10, Exceptional, (120)
"We wanted to do something different and came across the aqua lodges at Yacht Haven. The staff at the marina were very helpful and friendly which made check-in and checkout a breeze. The property was just as the photos detailed. Very clean, new, great location for moving around the town. We rented a boat onsite and they had bikes, kayaks and paddle boards available. The aqua lodges had all the essentials you need. It was nice to relax on the back deck and watch the sunset. Be mindful, the...
Yacht Haven Marina
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (421)
"Great place. Beautiful property with a great view of sunrise over the Atlantic. Staff is awesome. Room spotless. Simply excellent all around."
The price is CA $223
CA $325 total
includes taxes & fees
Apr 6 - Apr 7
Breezy Palms Resort
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.

Frequently asked questions

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Reserving a cottage in Long Key is as simple as deciding on your travel dates and selecting an ideal place for a vacation 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?
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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 favorite among tourists and locals alike.