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Check prices for these dates

Next weekend
26 Dec - 28 Dec
In two weeks
2 Jan - 4 Jan
In one month
16 Jan - 18 Jan
In two months
13 Feb - 15 Feb

Our top choices for Fleming Key cabin rentals

Exterior
Dog-Friendly Cottage with Private Hot Tub & Garden - Great Downtown Location

Cabin in Old Town Key West

Dog-Friendly Cottage with Private Hot Tub & Garden - Great Downtown Location
8.8 out of 10, Excellent, (90)
"Close walk to Duval St."
United States
chris w.
The price is NZ$1,006
includes taxes & fees
11 Jan - 12 Jan 2026
Dog-Friendly Cottage with Private Hot Tub & Garden - Great Downtown Location
Exterior detail
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK

Cabin in Old Town Key West

Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
9.0 out of 10, Wonderful, (100)
"Nice place, accurate description. "
United States
Sean F.
The price is NZ$1,010
includes taxes & fees
11 Jan - 12 Jan 2026
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
Exterior detail
Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK

Cabin in Old Town Key West

Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
9.2 out of 10, Wonderful, (98)
"These were very quaint cottages and a fantastic location close to everything you’d want to see and experience"
United States
Kevin M.
The price is NZ$2,146
includes taxes & fees
11 Jan - 12 Jan 2026
Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
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 Fleming Key Hotel Reviews

Hyatt Vacation Club at Windward Pointe, Key West

Hyatt Vacation Club at Windward Pointe, Key West

10/10 Excellent
"This is a great place to stay for family! The balcony was amazing! "
Brandy 3-night trip
Posted 7 hours ago
Hyatt Vacation Club at Windward Pointe, Key West

Find out more about Fleming Key

Fleming Key Cabin Rentals information

Number of reviews
100
Accommodation
5 Cabin Rentals
Lowest Price
Highest Price

Frequently asked questions

Are there cheap cabins near Fleming Key?
For a wallet-friendly escape in nature, you can't top our cheap cabins near Fleming Key. Wake every morning to the sweet sound of birds chirping from one of our cosy cabins priced from to per night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best weekend cabin rentals in Fleming Key?
Whether you're planning a quick break with your sweetheart or the whole crew, we'll help you locate the ideal weekend cabin getaway. One awesome option? Cabin - Relax Away - New 4bedroom With 40ft Dock And Private Pool. Featuring a swimming pool and a patio, you'll appreciate being surrounded by nature here. Comfortable Cottage With Private Pool And Lovely Garden is another good place where you can hit pause. Enjoy a few nights at this retreat which offers a swimming pool and a patio.
What are the highest-rated cabins in Fleming Key?
With an impressive rating, it's not surprising why Cabin - Hidden Treasure - 2 Bedroom 2 Bath With Shared Pool is a popular pick with travellers. It has useful amenities like a swimming pool and a barbecue grill. Cabin - Orange Blossom Suite | 1 Bedroom 1 Bath In Steps Off Duval is another fantastic option. Quality conveniences such as a swimming pool and a patio will help make your stay happy and comfortable.
Why should I book a cabin near Fleming Key?
For an escape that's big on character, comfort and value for money, you can't top a cabin. Leave your city blues behind and explore the greenery of the great outdoors. From days of rugged adventure to peaceful evenings cuddled up under the stars, cabins offer both excitement and relaxation. Check out the fantastic Fleming Key options on Expedia.

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