Search Long Key Cottage Rentals from CA $214

  • Plan, book, stay with confidence

    • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Browse Select Long Key Cottages

Tropical Cottages
Superior Bungalow, Ensuite (Cottage 04) | Exterior

Tropical Cottages

3.0 star property
8.4 out of 10, Very good, (759)
"The Cottage made a wonderful stay for a quick getaway. I shared the main cottage with another family and my only complaint is that because the walls are thin, we were awakened by their incessant argument and the constant slamming of their suite and main doors. "
The price is CA $214
CA $241 total
includes taxes & fees
Jan 7 - Jan 8, 2025
Tropical Cottages
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, (194)
"Was perfect for our family. Views and convenience were great."
3BR/3BA Sunset Cottage located at The Villages of Hawks Cay
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
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
Mercy’s waterfront piece of paradise
Outdoor pool

Mercy’s waterfront piece of paradise

Mercy’s waterfront piece of paradise
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

9.4 out of 10, Exceptional, (3)
"Perfect for one or two people. Convenient access to all the local attractions."
Pet Friendly Half-Duplex Cottage with kayaks and 40' Slip Option at Marina
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
BRING YOUR BOAT! Perfect Florida Keys Family Getaway with Activities Galore!
Marina

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

BRING YOUR BOAT! Perfect Florida Keys Family Getaway with Activities Galore!
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, (1)
"House was like new. Management was very accommodating from the original booking, through our stay, and followed up afterwards. A+++"
Brand new 5bed/6bath pool w/45 foot dockage - available with 2 more homes
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!
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!
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!
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
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.
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!
Walk to Pool & Beach: Cozy Florida Keys Cottage!
Outdoor dining

Walk to Pool & Beach: Cozy Florida Keys Cottage!

Walk to Pool & Beach: Cozy Florida Keys Cottage!
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!
Lush Tropical Plantings In A Gated Compound Located Directly On The Florida Bay 1 Bedroom Cottage by RedAwning
Cottage, 1 Bedroom | Property grounds

Lush Tropical Plantings In A Gated Compound Located Directly On The Florida Bay 1 Bedroom Cottage by RedAwning

3.0 star property
Lush Tropical Plantings In A Gated Compound Located Directly On The Florida Bay 1 Bedroom Cottage by RedAwning
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.
Don't see what you're looking for?
See all available properties in Long Key
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

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, (1141)
"We love staying at this property because it’s just like an apartment with all the comforts of home."
The price is CA $387
CA $487 total
includes taxes & fees
Jan 5 - Jan 6, 2025
Skipjack Resort & Marina
Breezy Palms Resort
Exterior

Breezy Palms Resort

2.5 star property
8.6 out of 10, Excellent, (381)
"Property is very nice"
The price is CA $174
CA $271 total
includes taxes & fees
Jan 9 - Jan 10, 2025
Breezy Palms Resort
Aqua Lodge Rentals At Coconut Cay
Front of property

Aqua Lodge Rentals At Coconut Cay

3.5 star property
9.6 out of 10, Exceptional, (126)
"Unique floating accommodations were so nice. Highly recommend this stay."
The price is CA $271
CA $515 total
includes taxes & fees
Jan 6 - Jan 7, 2025
Aqua Lodge Rentals At Coconut Cay
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

Why book your cottage in Long Key with Expedia?
Booking a cottage in Long Key is as simple as entering your travel dates and choosing your ideal place for a getaway in the outdoors. From high-end retreats to inexpensive stays and cottages that have perks like a pool, Expedia has something for all traveler styles. As for awesome deals? We’ve got them as well!
How can I find cheap cottages in Long Key?
With Expedia’s handy filter tool, sourcing cheap cottages in Long Key couldn’t be easier. To view accommodations that’ll make your hip pocket happy, fine-tune your search results by budget, star rating and amenities.