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
    Sign in
    today icon
    Change your mind
    Book hotels with free cancellation

Compare 18 Villas in Fleming Key with updated reviews, rates, and availability.

Two Bedroom Two Bath Poolside Villa Steps from Duval!
Property grounds

Two Bedroom Two Bath Poolside Villa Steps from Duval!

10.0 out of 10, Exceptional, (38)
"The villas are very well located, close to restaurants, bars and all the social life of Key West, they treated us very well, they gave us a welcome bottle of wine, the villa equipped with everything necessary to make the stay a pleasure, Clean with luxury amenities for guests. The employees were wonderful and they offered continental breakfast every day. I would return to the place many times"
The price is SAR 3,377
SAR 4,280 total
includes taxes & fees
5 Jan - 6 January 2025
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Downtown Duval Street Penthouse- Private Pool-Parking-Roof Deck- Walk Everywhere
Heated Pool & Waterfall

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
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Penthouse - Heated pool and waterfall. 1 of 2 pools/hot tubs on the property.

Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking

9.8 out of 10, Exceptional, (71)
"Great house for family gathering, and entertaining our guests. Very close to KW action. The bar next door made sleeping a challenge !"
Location In Down Town Key West W/ 2 Pools, Huge Private Roof Deck & Parking
Poolside Studio Villa Steps from Duval!
Terrace/patio

Poolside Studio Villa Steps from Duval!

10.0 out of 10, Exceptional, (19)
"Definitely recommend!"
The price is SAR 935
SAR 1,188 total
includes taxes & fees
23 Dec - 24 Dec
Poolside Studio Villa Steps from Duval!
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
Exterior

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
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
Welcome to Coral Palm, complete with a community pool!

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!
Welcome to Coral Villa!

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
Kitchen

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!
Exterior detail

Loft Villa Steps from Duval!

10.0 out of 10, Exceptional, (12)
"You could ask for nothing more at Kevin and Heather's villas. Every need is met - breakfast, snacks, daily happy hour. Villa was comfy, beds were comfy, pool was gorgeous and hot tub was warm and inviting. Plenty of friendly neighbors to talk to at the hot tub nightly or on the front porch at breakfast. Heather and Kevin made my 60th birthday trip special - they even did a birthday cake shot for Happy Hour! Loved our short time there and hope to go back next year."
The price is SAR 1,874
SAR 2,364 total
includes taxes & fees
5 Jan - 6 January 2025
Loft Villa Steps from Duval!
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Terrace/patio

Two Bedroom Two Bath Balcony Villa Steps from Duval!

10.0 out of 10, Exceptional, (38)
"From the property, location, to the owners you cannot find a better bed and breakfast in the Keys. Look no further, book your stay and enjoy wonderful hospitality and all Key West has to offer. "
The price is SAR 3,114
SAR 3,947 total
includes taxes & fees
26 Dec - 27 Dec
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Poolside Queen Room Steps from Duval!
Room

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 1,687
SAR 2,138 total
includes taxes & fees
12 Jan - 13 January 2025
Poolside Queen Room Steps from Duval!
One Bedroom Deck Villa Steps from Duval!
Terrace/patio

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 1,874
SAR 2,361 total
includes taxes & fees
6 Jan - 7 January 2025
One Bedroom Deck Villa Steps from Duval!
Poolside King Room Steps from Duval!
Outdoor dining

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 1,874
SAR 2,376 total
includes taxes & fees
12 Jan - 13 January 2025
Poolside King Room Steps from Duval!
Duval Penthouse
Lobby sitting area

Duval Penthouse

4.0 star property
Duval Penthouse
Flagler's Oasis by Avantstay Private Pool in Key West Month Long Stays Only
Pool

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
Bahamas House
Exterior

Bahamas House

4.0 star property
Bahamas House
Old Town Garden Villas
Room

Old Town Garden Villas

3.5 star property
9.6 out of 10, Exceptional, (8)
"Beautiful gardens, very relaxing, and a perfect location "
Old Town Garden Villas
6 bdrm Duval Compound -Old Town Key West
Pool waterfall

6 bdrm Duval Compound -Old Town Key West

4.0 star property
6 bdrm Duval Compound -Old Town Key West
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
Sign in
Sign up, it's free

Other property types in Fleming Key

Aqua Lodges at Hurricane Hole Marina
Exterior

Aqua Lodges at Hurricane Hole Marina

2.0 star property
8.8 out of 10, Excellent, (105)
"Nice for affordable price "
The price is SAR 774
SAR 1,399 total
includes taxes & fees
16 Jan - 17 January 2025
Aqua Lodges at Hurricane Hole Marina
Steps from Duval, Pool on Site & Bikes Included!
Pool

Steps from Duval, Pool on Site & Bikes Included!

9.6 out of 10, Exceptional, (358)
"very clean, was able to park the car and walk to where we wanted to go. I would stay again."
The price is SAR 597
SAR 1,188 total
includes taxes & fees
9 Jan - 10 January 2025
Steps from Duval, Pool on Site & Bikes Included!
Poolside Cottage #411
Pool

Poolside Cottage #411

10.0 out of 10, Exceptional, (33)
"Really nice place to stay. We had a pleasant stay and the property was great "
The price is SAR 1,270
SAR 1,967 total
includes taxes & fees
8 Jan - 9 January 2025
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.