A beach with palm trees, people relaxing on chairs, and colorful kayaks.

Search Florida Keys Villa Rentals from CA $508

  • 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
Oct 2 - Oct 4
In two months
Nov 13 - Nov 15
In three months
Dec 11 - Dec 13
In four months
Jan 8 - Jan 10

Our top choices for Florida Keys villas

Outdoor dining

1. Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.4 out of 10, Exceptional, (23 reviews)
"Awesome place to stay"
United States
Takuma F.
The price is CA $264
CA $734 total
includes taxes & fees
Sep 21 - Sep 22
Villa 5087 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

2. Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.6 out of 10, Exceptional, (62 reviews)
"Excellent place,"
United States
MONICA A.
The price is CA $238
CA $701 total
includes taxes & fees
Sep 21 - Sep 22
Villa 5027 on Duck Key Boat Slip Available - 2BD 2.5BA
Property grounds

3. Key Largo Kawama Villa L1, 3/3

Key Largo Kawama Villa L1, 3/3
Key Largo
9.4 out of 10, Exceptional, (230 reviews)
"Love the place , only problem with out a gulf car the beach and fishing area is too far away"
United States
Dayanis
The price is CA $367
CA $802 total
includes taxes & fees
Sep 20 - Sep 21
Key Largo Kawama Villa L1, 3/3
Exterior

4. Seas the Keys Getaway with plunge pool/spa

Seas the Keys Getaway with plunge pool/spa
Marathon
9.6 out of 10, Exceptional, (15 reviews)
"Nice location "
United States
Gina W.
The price is CA $264
CA $710 total
includes taxes & fees
Sep 28 - Sep 29
Seas the Keys Getaway with plunge pool/spa
Outdoor dining

5. Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA

Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Duck Key
10.0 out of 10, Exceptional, (2 reviews)
"The location was perfect, house was very clean, and the view was breathtaking. We will 100% return."
United States
Gina A.
The price is CA $264
CA $734 total
includes taxes & fees
Sep 21 - Sep 22
Villa 5008 on Duck Key Boat Slip Available - 2BD 1.5BA
Exterior

6. 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 CA $404
CA $508 total
includes taxes & fees
Oct 15 - Oct 16
Poolside Queen Room Steps from Duval!
Exterior

7. Poolside Studio Villa Steps from Duval!

Poolside Studio Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (25 reviews)
"Great place to stay"
United States
Benjamin K.
The price is CA $460
CA $583 total
includes taxes & fees
Oct 6 - Oct 7
Poolside Studio Villa Steps from Duval!
Exterior

8. Poolside King Room Steps from Duval!

Poolside King Room Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (1 review)
"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!"
United States
Michael L R.
The price is CA $460
CA $583 total
includes taxes & fees
Oct 7 - Oct 8
Poolside King Room Steps from Duval!
Terrace/patio

9. Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available

Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Duck Key
10.0 out of 10, Exceptional, (5 reviews)
"House was fantastic. Back deck and pool area were so nice !!!"
United States
Ryan M.
The price is CA $636
CA $1,471 total
includes taxes & fees
Sep 21 - Sep 22
Villa 7218 on Duck Key - 3 BR & 3 BA - Boat Slip Available
Exterior

10. Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA

Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Marathon
9.6 out of 10, Exceptional, (5 reviews)
"Hawks Cay is a really beautiful spot. Frank’s place is nice, clean and convenient to Marathon "
United States
Morgan W.
The price is CA $583
CA $1,404 total
includes taxes & fees
Sep 21 - Sep 22
Villa 7071 on Duck Key Boat Slip Available - 3BD 3BA
Exterior

11. Loft Villa Steps from Duval!

Loft Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (22 reviews)
"The complimentary breakfast and happy hour was great! The pool and hot tub were wonderful "
United States
Linda W.
The price is CA $558
CA $708 total
includes taxes & fees
Oct 5 - Oct 6
Loft Villa Steps from Duval!
Exterior

12. 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, (65 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 CA $838
CA $1,063 total
includes taxes & fees
Sep 28 - Sep 29
Two Bedroom Two Bath Poolside Villa Steps from Duval!
Outdoor dining

13. Beachfront Estate - Two Villas / Heated Pools / Docks / Dolphin & Mahi Key

Beachfront Estate - Two Villas / Heated Pools / Docks / Dolphin & Mahi Key
Matecumbe
The price is CA $3,797
CA $6,346 total
includes taxes & fees
Oct 13 - Oct 14
Beachfront Estate - Two Villas / Heated Pools / Docks / Dolphin & Mahi Key
Exterior

14. Two Bedroom Two Bath Balcony Villa Steps from Duval!

Two Bedroom Two Bath Balcony Villa Steps from Duval!
Old Town Key West
10.0 out of 10, Exceptional, (47 reviews)
"Great place to stay and great owners!"
United States
Michael W.
The price is CA $838
CA $1,063 total
includes taxes & fees
Sep 27 - Sep 28
Two Bedroom Two Bath Balcony Villa Steps from Duval!
Exterior

15. Atlantic View Luxury Villa with Pool

Atlantic View Luxury Villa with Pool
3.5 star property
Summerland Key
7.4 out of 10, Good, (3 reviews)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
United States
Preetam
The price is CA $724
CA $1,365 total
includes taxes & fees
Sep 20 - Sep 21
Atlantic View Luxury Villa with Pool
Outdoor dining

16. Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.8 out of 10, Excellent, (9 reviews)
"Property was clean and comfortable with an excellent sunset view each evening."
United States
william d.
The price is CA $238
CA $701 total
includes taxes & fees
Sep 21 - Sep 22
Villa 5028 on Duck Key Boat Slip Available - 2BD 2.5BA
TV

17. Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
9.8 out of 10, Exceptional, (7 reviews)
"Everything about the stay was nice. "
United States
Mario S.
The price is CA $238
CA $701 total
includes taxes & fees
Sep 21 - Sep 22
Villa 5034 on Duck Key Boat Slip Available - 2BD 2.5BA
Outdoor dining

18. Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA

Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Duck Key
8.8 out of 10, Excellent, (6 reviews)
"The property was as described in the VRBO site. The view was very nice. I would stay here again, when the opportunity arises."
United States
Paul E.
The price is CA $238
CA $701 total
includes taxes & fees
Sep 21 - Sep 22
Villa 5021 on Duck Key Boat Slip Available - 2BD 2.5BA
Exterior

19. PRIVATE BEACH / Heated Pool / Private Dock / Dolphin Key

PRIVATE BEACH / Heated Pool / Private Dock / Dolphin Key
Matecumbe
10.0 out of 10, Exceptional, (1 review)
"Very nice house. Easy to communicate with host. Views just as pictured, great. Dock in front of house is too shallow for a boat but host can provide boat slip very within walking distance 30’ boat max."
United States
Jason B.
The price is CA $1,855
CA $3,584 total
includes taxes & fees
Sep 27 - Sep 28
PRIVATE BEACH / Heated Pool / Private Dock / Dolphin Key
Villa (2 Bedrooms) | Front of property

20. Good Vibes Oasis, 2 Story Townhome in Cutler Bay

Good Vibes Oasis, 2 Story Townhome in Cutler Bay
3.5 star property
Cutler Bay
The price is CA $188
CA $495 total
includes taxes & fees
Oct 5 - Oct 6
Good Vibes Oasis, 2 Story Townhome in Cutler Bay
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 Florida Keys Hotel Reviews

Rock Reef Resort

Rock Reef Resort

8/10 Good
"Perfect for our night stop down to Key West. Clean room and very friendly staff."
sharon 1-night trip
Posted 4 hours ago
Rock Reef Resort

Find out more about Florida Keys

Florida Keys Villas information

Number of reviews
466
Accommodation
92 Villas
Lowest Price
CA $508
Highest Price
CA $6,346

Frequently asked questions

How much do villas in Florida Keys cost?
Prepare to pay between CA $508 and CA $6,346 per night for villas in Florida Keys. Whatever your budget, an ideal getaway is just a click or two away on Expedia. 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 villas in Florida Keys?
Jump straight into vacation mode in one of Florida Keys's multiple villas. With a total average guest review rating of 9.7, there's something for everyone's budget and style. Many visitors to Key West highly recommend a stay at Old Town Garden Villas, a 3.5-star option with a garden and WiFi. Another unbeatable choice in this popular destination is 6 Bedroom Duval Compound - Old Town Key West. This 4-star escape includes amenities like a jetted bathtub and a swimming pool.
How many villas are there in Florida Keys?
Florida Keys has 92 villas on offer. Enter your travel dates and destination and get a head start on planning your perfect stay today.
Are there any family-friendly villas in Florida Keys?
You'll find some comfortable family-friendly villas in Florida Keys. If you're on your way to Key West, look up 6 Bedroom Duval Compound - Old Town Key West. With amenities such as a picnic area and laundry facilities, your crew will feel relaxed and comfy at this 4-star property. Duval Penthouse is another great pick for families in Key West. This 4-star option includes conveniences like WiFi and a cafe. After you've unpacked your bags, get out and discover Key West. Look forward to memorable days out at family-friendly attractions such as Smathers Beach and South Beach.
Are there any 5-star villas in Florida Keys?
In Florida Keys, 5-star villas are tough to come by. However, there are some 4-star options worth considering. If you're on your way to Key West, get cozy at 6 Bedroom Duval Compound - Old Town Key West. It comes with handy amenities including a rooftop terrace and a swimming pool. Or, make yourself at home at Duval Penthouse, also in Key West. Make the most of its conveniences such as a jetted bathtub and a rooftop terrace.
Why book your villa in Florida Keys with Expedia?
Booking a villa in Florida Keys is as easy as entering your travel dates and choosing a place that suits your style. On the lookout for something low cost or luxurious, or a property that also comes with a kitchenette? Use Expedia's search filters to narrow your results and find your ideal pad.
How can I find cheap villas in Florida Keys?
Expedia can help you track down cheap villas in Florida Keys. Use our convenient filter tool to choose amenities, star rating and budget to refine your search and find an amazing place to stay in a couple of quick clicks.
What is there to do near my villa in Florida Keys?
The most important travel accessory for your Florida Keys escape is an exciting itinerary! Duval Street, Clarence S. Higgs Memorial Beach Park and Nancy Forrester's Secret Garden are some of the top things to do if you're visiting Key West. Key Largo is also home to excellent attractions, such as Jimmy Johnson's Big Chill. In the mood to explore more? Visit Baker's Cay Resort Beach and Bluefin Rock Harbor Marina too.

Explore a world of travel with Expedia