Search Villas in Fleming Key

    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
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 22 Villas in Fleming Key with updated reviews, rates, and availability.

Harbor Walk Hideaways - Full Compound| Pool
10.0 out of 10, Exceptional, (3)
"This property worked out fantastic for us. We had a large group for a bachelorette. We occupied the whole compound utilizing all 3 villas. The court yard with small pool was so cute and we loved sitting there and chatting about our previous night as a group while sipping our morning coffee. The rooms were super cute, clean and fit us all comfortably (we had 12 girls). We needed to contact the property managers a couple of times and they answered quickly and serviced our requests in a very timely...
The price is SAR 4,763
SAR 8,297 total
includes taxes & fees
5 Dec - 6 Dec
Harbor Walk Hideaways - Full Compound| Pool
Harbor Walk Hideaways - African Queen Suite | Pool
7.6 out of 10, Good, (5)
"Location of property offers convenient access to historic downtown whenever you want. However, the option to privately and quietly spend time in the outside area is there as well. Well maintained property,"
The price is SAR 845
SAR 1,784 total
includes taxes & fees
11 Nov - 12 Nov
Harbor Walk Hideaways - African Queen Suite | Pool
Two Bedroom Two Bath Poolside Villa Steps from Duval!
10.0 out of 10, Exceptional, (32)
"I would not consider staying anywhere other than Key West Villas when visiting Key West. Hosts Kevin and his wife were super attentive, friendly and couldn't have been more hospitable! Our villa was well equipped and clean. Really enjoyed the daily Happy Hour gathering which included a wide variety of drinks and of course, the shot of the day! Look forward to returning here for another vacation!"
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Harbor Walk Hideaways - The Pilar's Cottage | Pool
9.4 out of 10, Exceptional, (10)
"Could walk to everything Great place"
The price is SAR 890
SAR 1,650 total
includes taxes & fees
12 Nov - 13 Nov
Harbor Walk Hideaways - The Pilar's Cottage | Pool
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
9.8 out of 10, Exceptional, (150)
"Mark’s property is beautiful. The rooms are spacious, especially the master bedroom. The outdoor spaces are wonderful - the private pool was great for a dip after traveling around KW. The kitchen supplies were great -lots of pots and pans with matching lids, plenty of baking sheets and cutting boards, and utensils. There were laundry pods, dishwasher pods, trash bags, TP, dish soap, and paper towels—also, basic spices left over from previous guests. There are plenty of bath towels and pool...
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
4.0 star property
6.0 out of 10, (2)
"The accommodations were very nice and comfortable. The place was clean and well maintained. TV/cable instructions would have been very helpful. The upstairs hallway smoke detector triggered for no apparent reason and i had to stand on a stool to deactivate it -kind of dangerous."
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
9.8 out of 10, Exceptional, (70)
"This property is ideal for a large group with plenty of space to spread out and also to gather. Perfectly located within walking distance of everything. Both units are very well appointed, extremely clean, and very comfortable. This is our second time renting this property, and we hope to do it again! We were better acclimated this time and enjoyed our stay that much more. So convenient and easy, and the property manager is super friendly and responsive."
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Coral Garden by AvantStay | Great Location w/ Balcony & Shared Pool
9.8 out of 10, Exceptional, (6)
"This was our home-away-from-home for 8 days. The beds were very comfortable. The kitchen had everything we needed to cook meals. Having a washer/dryer in the unit really had us spoiled. The management staff were friendly and responsive. The location, on stock island, required a car for getting to the beach or Duval street, but made for a quiet, peaceful place to rest. around"
Coral Garden by AvantStay | Great Location w/ Balcony & Shared Pool
Poolside Studio Villa Steps from Duval!
10.0 out of 10, Exceptional, (16)
"Great place to stay"
The price is SAR 1,123
SAR 1,425 total
includes taxes & fees
12 Nov - 13 Nov
Poolside Studio Villa Steps from Duval!
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
9.6 out of 10, Exceptional, (9)
"Property was very nice and clean in a gated community. After we arrived we went to fix supper and discovered the oven was NOT working. With it being around the holidays they were not able to get a repairman to get it fixed until after our stay. I would have appreciated some type of little refund as the reason we like VRBO’s is so we can eat one meal a day a home and not have to eat out all the time. 7 people eating out all the time gets expensive in a hurry. And we had already grabbed a few...
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
9.2 out of 10, Wonderful, (27)
"Great location and great access. Safe and secure."
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Pool and Parking
10.0 out of 10, Exceptional, (31)
"Everything was wonderful. Attentive management and very well decorated. "
Admirals Gold Key West - Truman Annex Villa - Close to Beach and Duval w Pool and Parking
Loft Villa Steps from Duval!
10.0 out of 10, Exceptional, (10)
"This place was amazing and went above and beyond our expectations! The continental breakfast and happy hour were such a great experience! Everyone was so nice and communion was excellent! The place itself was very clean and had all the necessities! Loved our stay and would definitely recommend! "
The price is SAR 1,311
SAR 1,663 total
includes taxes & fees
11 Nov - 12 Nov
Loft Villa Steps from Duval!
Two Bedroom Two Bath Balcony Villa Steps from Duval!
10.0 out of 10, Exceptional, (37)
"The hosts are clearly passionate about Key West & their guests’ enjoyment! From a warm & friendly check-in, to the clean & cheerful room - a fun & comfortable pool, this place had it all. A guest laundry area was so helpful & small details made the stay wonderful - pool towels, small insulated bags for lunch in the heat, abundant water & snacks PLUS a generous happy hour each day. Did I mention the great spread for breakfast? We had a delightful stay - the accommodations were close to...
The price is SAR 2,250
SAR 2,824 total
includes taxes & fees
26 Nov - 27 Nov
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Poolside Queen Room Steps from Duval!
10.0 out of 10, Exceptional, (1)
"Perfect location, awesome hosts, and the Key West Villas were wonderful. The pool area provided a tranquil area to relax."
The price is SAR 1,123
SAR 1,421 total
includes taxes & fees
25 Nov - 26 Nov
Poolside Queen Room Steps from Duval!
One Bedroom Deck Villa Steps from Duval!
10.0 out of 10, Exceptional, (6)
"Outstanding place to stay! Awesome amenities and great location! A definite stay and a place to return again! Nice continental breakfast, afternoon snacks, excellent happy hour and specialty shot of the day! Beautiful grounds, great pool, awesome hosts too! Thanks for a great stay at Key West Villas!"
The price is SAR 1,311
SAR 1,663 total
includes taxes & fees
12 Nov - 13 Nov
One Bedroom Deck Villa Steps from Duval!
Poolside King Room Steps from Duval!
10.0 out of 10, Exceptional, (1)
"If you’re looking to stay in Old Town this is the perfect location. Pool right outside the room, FREE Happy Hour from 4-5 and very accommodating hosts. Good for families or couples alike. Awesome!"
The price is SAR 1,123
SAR 1,425 total
includes taxes & fees
11 Nov - 12 Nov
Poolside King Room Steps from Duval!
Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.
10.0 out of 10, Exceptional, (4)
"Our 2nd trip to Hyatt Beach Resort and love everything about it! Bathrooms were recently updated and place was clean, staff helpful and we'd go back again!"
Hyatt Beach House Resort. Key West. 2 Bedroom. 2 Bathroom WEEK Stay.
Duval Penthouse
4.0 star property
Duval Penthouse
Flagler's Oasis by Avantstay Private Pool in Key West Month Long Stays Only
3.5 star property
Flagler's Oasis by Avantstay Private Pool in Key West Month Long Stays Only
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 Fleming Key
Save an average of 15% on thousands of hotels when you're signed in

Other property types in Fleming Key

Aqua Lodges at Hurricane Hole Marina
2.0 star property
8.8 out of 10, Excellent, (104)
"Nice for affordable price "
The price is SAR 470
SAR 1,046 total
includes taxes & fees
12 Nov - 13 Nov
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
9.6 out of 10, Exceptional, (352)
"Great communication with host (Ken). I was worried about parking but it was never an issue. We used Uber in the evenings. The studio was very cute and well stocked. I liked all the extras (pool, bikes, beach gear, free laundry machines) Comfortable bed and quiet during the weekend. I would definitely stay again!"
The price is SAR 372
SAR 900 total
includes taxes & fees
11 Nov - 12 Nov
Steps from Duval, Pool on Site & Bikes Included!
Poolside Cottage #411
10.0 out of 10, Exceptional, (27)
"Nice STAY"
The price is SAR 661
SAR 1,192 total
includes taxes & fees
18 Nov - 19 Nov
Poolside Cottage #411
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 villa in Fleming Key with Expedia?
Booking a villa in Fleming Key is as easy as deciding on your travel dates and choosing the option that satisfies your needs. Searching for something luxurious or low cost, or a stay that also offers a kitchenette? Use Expedia’s search filters to narrow your results and find your perfect match.
How can I find cheap villas in Fleming Key?
Expedia is here to help you easily locate cheap villas in Fleming Key. Simply use our handy filter tool to select star rating, amenities and budget to refine your search and find a fantastic place to stay in a couple of quick clicks.