Default HTG hotel image

Search Villas in Fleming Key

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

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

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Fleming Key villas

Exterior

1. Poolside Queen Room Steps from Duval!

Poolside Queen Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (3 reviews)
"Great location, great hosts, would definitely stay here again."
United States
Ryan C.
The price is SAR 822
SAR 1,045 total
includes taxes & fees
9 Aug - 10 Aug
Poolside Queen Room Steps from Duval!
Exterior

2. Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (20 reviews)
"The complimentary breakfast and happy hour was great! The pool and hot tub were wonderful "
United States
Linda W.
The price is SAR 1,048
SAR 1,329 total
includes taxes & fees
10 Aug - 11 Aug
Loft Villa Steps from Duval!
Exterior

3. One Bedroom Deck Villa Steps from Duval!

One Bedroom Deck Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (10 reviews)
"This place was great one of the best host I’ve ever had!!"
United States
Donnie S.
The price is SAR 1,123
SAR 1,421 total
includes taxes & fees
16 Aug - 17 Aug
One Bedroom Deck Villa Steps from Duval!
Exterior

4. Two Bedroom Two Bath Poolside Villa Steps from Duval!

Two Bedroom Two Bath Poolside Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (62 reviews)
"Cannot say enough good things about the Villas. They reached out to me weeks/days before and followed up during our stay. The happy hour and breakfast was an added bonus. Pool and rooms were awesome and location can’t be beat. Will stay there again!"
United States
Matt S.
The price is SAR 1,574
SAR 1,996 total
includes taxes & fees
10 Aug - 11 Aug
Two Bedroom Two Bath Poolside Villa Steps from Duval!
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Fleming Key Hotel Reviews

Pier House Resort & Spa

Pier House Resort & Spa

8/10 Good
"The photos online for the resort and spa were way prettier and nicer than what the actual place looked like. It was disappointing when arriving to the resort. Overall, we did not use many of the amenities as Key West had so much to offer for food, recreation and exploring. The property is nice but has seen better days. The room we thought we had purchased was not what we ended up getting. Based off the photos online I thought the room we had paid for was a newer room on the top floor with a glass balcony and new furniture. What we got was a 2nd floor room out of 4 with furniture that was seemingly thrown together and not as advertised. All things considered, good honeymoon location, but make sure you get the clarification you need before booking."
Caleb Mitchell 7-night trip
Posted less than an hour ago
Pier House Resort & Spa

Frequently asked questions

Why book your villa in Fleming Key with Expedia?
Booking a villa in Fleming Key is as easy as entering your travel dates and selecting a place that suits your style. Searching for something luxurious or affordable, or a stay that also comes with free WiFi? Use Expedia's search filters to narrow your results and find your perfect match.
How can I find cheap villas in Fleming Key?
With Expedia's handy filter tool, locating cheap villas in Fleming Key couldn't be simpler. To discover stays that'll make your wallet smile, refine your search by budget, star rating and amenities.