Fleming Key Vacation Rentals
Change your mindBook hotels with free cancellation
Be pickySearch almost a million properties worldwide
Check prices for these dates
Our top choices for Fleming Key vacation rentals
Houseboat in Stock Island
Aqua Lodges at Hurricane Hole Marina8.8 out of 10, Excellent, (172 reviews)
"Location , staff , and aqua lodge were perfect."
William
The price is ￥29,253
￥59,377 total
includes taxes & fees
Jan 27 - Jan 28
Apartment in Old Town Key West
Steps from Duval, Pool on Site & Bikes Included!9.6 out of 10, Exceptional, (415 reviews)
"We loved it here! Not very far from Duval street. "
Keghan J.
The price is ￥25,436
￥50,288 total
includes taxes & fees
Jan 27 - Jan 28
Condo in Old Town Key West
SUGAR PALM STUDIO ~ Adult Only Studio w/Community Pool & Close to Town!9.8 out of 10, Exceptional, (112 reviews)
"Great value stay"
Mike B.
The price is ￥40,420
￥75,137 total
includes taxes & fees
Jan 25 - Jan 26
Aparthotel in Stock Island
Grand Marina Suite by Brightwild Waterfront10.0 out of 10, Exceptional, (3 reviews)
"Nice place "
Pawel
The price is ￥70,413
￥119,713 total
includes taxes & fees
Jan 18 - Jan 19
Apartment in Key West
The Salt Cay | Updated! Stunning Sunset View, Pool!9.8 out of 10, Exceptional, (39 reviews)
"Everything was great."
Keith
The price is ￥42,315
￥90,795 total
includes taxes & fees
Jan 12 - Jan 13
Apartment in Old Town Key West
Ricky's Retreat - Truman @ Duval | Perfect for a Getaway in Key West9.8 out of 10, Exceptional, (20 reviews)
"my stay was prett"
Amanda M.
The price is ￥24,315
￥58,187 total
includes taxes & fees
Jan 12 - Jan 13
Apartment in Old Town Key West
Charming Studio in Historic Key West, 5-Min Bike Ride to Beach & Bikes Included!10.0 out of 10, Exceptional, (117 reviews)
"The property was exactly as expected. Host was excellent. Great location and the bikes were great for getting around town. White Street Pizza down the street was amazing too!"
Joanna B.
The price is ￥43,063
￥78,602 total
includes taxes & fees
Jan 25 - Jan 26
Apartment in Old Town Key West
Rent at PORCHSIDE PARADISE - Steps to Duval8.8 out of 10, Excellent, (75 reviews)
"PERFECT location close to everything. Really cute little place perfect for two people. We had a fantastic time!"
Olivia B.
The price is ￥44,770
￥85,281 total
includes taxes & fees
Jan 12 - Jan 13
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.
Find vacation rentals that suit your style
Aparthotels
Apartments
Save an average of 15% on thousands of hotels when you're signed in
Top Fleming Key Hotel Reviews
Winslow's Bungalows - Key West Historic Inns
10/10 Excellent
Find out more about Fleming Key
Search for holiday rentals in Fleming Key on Expedia! You can easily find your home rentals, villas, holiday apartments in Fleming Key using one of the methods below:
- View our selection of featured holiday rentals in Fleming Key
- Use the map to find apartments and other holiday homes in the Fleming Key neighbourhood you prefer
- Enter your travel dates to view the best deals on holiday rentals in Fleming Key while they last
Look no further and take a look at our great range of rental properties in Fleming Key!
Explore a world of travel with Expedia
- Vacation Homes in Fleming Key
- Condo Rentals in Fleming Key
- Apartments in Fleming Key
- Cottages in Fleming Key
- Guest Houses in Fleming Key
- Houseboats in Fleming Key
- Resorts in Fleming Key
- Villas in Fleming Key
- B&B in Fleming Key
- Aparthotels in Fleming Key
- Cabin Rentals in Fleming Key
- Hostels in Fleming Key
- Motels in Fleming Key
- Inns in Fleming Key
