Long Key Vacation Rentals

  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Our top choices for Long Key vacation homes

Charming 3-bedroom house featuring a heated private pool.

Charming 3-bedroom house featuring a heated private pool.
Duck Key
10.0 out of 10, Exceptional, (7 reviews)
"We were the first guests to this villa, Fantastic villa great service from the host and swift response to messages. Amazing location, very clean and tidy, great furniture. Amazing private pool deck. My only negative would be the aircon is very very noisy in the master bedroom. To sum up. Amazing "
United Kingdom
John W.
The price is CA $678
CA $1,289 total
includes taxes & fees
Mar 7 - Mar 8
Charming 3-bedroom house featuring a heated private pool.

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (47 reviews)
"Clean property! Great views! Great communication with owner! Perfect location- close to marathon and key west! "
United States
candi b.
The price is CA $569
CA $1,109 total
includes taxes & fees
Mar 9 - Mar 10
Villa 5053 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.6 out of 10, Excellent, (11 reviews)
"Unit was very clean and had everything we needed"
United States
Vanessa L.
The price is CA $581
CA $1,123 total
includes taxes & fees
Mar 3 - Mar 4
Villa 5020 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
9.4 out of 10, Exceptional, (32 reviews)
"A short weekend getaway was made perfect in this villa. The location is idyllic; especially the balcony overlooking the bay with a perfect sunset view. The home was well-appointed, simple yet all the necessities were covered. Communication with the property manager was excellent. Definitely will book again. "
United States
Natasha A.
The price is CA $568
CA $1,107 total
includes taxes & fees
Mar 4 - Mar 5
Villa 5023 on Duck Key Boat Slip Available - 2BD 1.5BA

SPECIAL-2 Bed 2 Bath Villa with Cabana Club and Boat Slip 279 nt. Feb 23-Mar 2

SPECIAL-2 Bed 2 Bath Villa with Cabana Club and Boat Slip 279 nt. Feb 23-Mar 2
Marathon
9.8 out of 10, Exceptional, (142 reviews)
"Great location and very neat place!"
United States
FERNANDO S.
The price is CA $474
CA $988 total
includes taxes & fees
Mar 12 - Mar 13
SPECIAL-2 Bed 2 Bath Villa with Cabana Club and Boat Slip 279 nt. Feb 23-Mar 2

4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request
Duck Key
9.6 out of 10, Exceptional, (7 reviews)
"The villa is in a great location, and has a very private and secluded feeling to it when inside and around the pool. We had a great time, the villa met and exceeded or expectations, there were 6 of us staying there and the age ranges were from 27 to 64, we rented a charter boat out of marathon so the villa location was perfect.Thank you very much for such a great place to stay, we will try and stay here again if we come back down."
United States
Kevin J.
The price is CA $1,083
CA $2,016 total
includes taxes & fees
Feb 23 - Feb 24
4 Bedroom 3 Bathroom Sanctuary Villa W/ Private Pool & 35ft dock upon request

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!
Marathon
10.0 out of 10, Exceptional, (161 reviews)
"Awesome place on the canal. Great view, clean, and just about everything we needed was there. Other than needing a water hose down by the dock for washing the boat at the end of the day. Overall, couldn’t be happier with this place. Definitely would stay here again. "
United States
JD F.
The price is CA $911
CA $1,957 total
includes taxes & fees
Mar 4 - Mar 5
Waterfront! 4 Bed/3 BA Townhome, 32FTDock, Cabana Club, Paddleboard, Beach Gear!

Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Tiny Villa, Big Ocean Views| Breathtaking Sunsets
Duck Key
10.0 out of 10, Exceptional, (15 reviews)
"Beautiful views. Very nice accommodations. Wonderfull location!"
United States
michael h.
The price is CA $568
CA $1,064 total
includes taxes & fees
Feb 25 - Feb 26
Tiny Villa, Big Ocean Views| Breathtaking Sunsets

Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available

Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available
Duck Key
The price is CA $1,151
CA $2,102 total
includes taxes & fees
Feb 16 - Feb 17
Villa 7205 on Duck Key - 3 BR & 3 BA - Boat Slip available

Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!

Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!
Marathon
6.0 out of 10, (1 review)
"Easy booking process and host was gracious and welcoming, available through duration of our stay.Unit: location was good, unit was clean when we arrived, easy to access with front door code, reasonably stocked bathrooms with necessities. Layout is exactly what we expected and gave our family of four plenty of space to spread out, probably more space than we needed but we had larger party at time of booking and several backed out semi-last minute. Living room furniture was tired and worn, patio...
United States
Stephanie B.
The price is CA $706
CA $1,704 total
includes taxes & fees
Feb 22 - Feb 23
Lovely Water View! 3 Bed, 3 BA Townhome, Cabana Club: Oceanfront Beach, Pool!

Charming 2-bedroom house in Marathon with pool

Charming 2-bedroom house in Marathon with pool
Marathon
8.0 out of 10, Very good, (2 reviews)
"Great Home & Location & Enjoyable Stay! Thanks!"
United States
James J.
The price is CA $576
CA $1,246 total
includes taxes & fees
Mar 13 - Mar 14
Charming 2-bedroom house in Marathon with pool
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.

The Annual Vacation Sale

Members save up to 40% on hotels and homes. Plan this year’s big trip and save.
Save an average of 15% on thousands of hotels when you're signed in

Top Long Key Hotel Reviews

Find out more about Long Key

Long Key Vacation Homes information

Number of reviews
208
Accommodation
1662 Vacation Homes
Lowest Price
CA $988
Highest Price
CA $2,102

Explore a world of travel with Expedia