Search Villas in Cudjoe Key

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

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

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
15 Aug - 17 Aug
In two weeks
22 Aug - 24 Aug
In one month
5 Sept - 7 Sept
In two months
3 Oct - 5 Oct

Featured Villas in Cudjoe Key and around

Luxury Oceanview Pool Eco-friendly Villa Near Key West
Villa, 4 Bedrooms, Private Pool, Ocean View | Sun deck

Luxury Oceanview Pool Eco-friendly Villa Near Key West

2.0 star property
Luxury Oceanview Pool Eco-friendly Villa Near Key West
Atlantic View Luxury Villa with Pool
Swim-up bar

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
The price is €881
includes taxes & fees
20 Aug - 21 Aug
Atlantic View Luxury Villa with Pool
Coral Garden by Avantstay Great Location w/ Balcony & Shared Pool
House (2 Bedrooms) | Interior

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
Emerald Seas - Florida Keys Ocean Front Paradise!
Property grounds

Emerald Seas - Florida Keys Ocean Front Paradise!

10.0 out of 10, Exceptional, (18)
"What a great place to stay!!! We enjoyed watching the fish every night right off the dock. Shawn and Cindy were very accommodating when we wanted to extend our stay."
Emerald Seas - Florida Keys Ocean Front Paradise!
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
Outdoor dining

Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool

9.6 out of 10, Exceptional, (13)
"Very comfortable and great location near Marina where we fished."
Coral Palm by AvantStay | Key West Walkable| Gated Community & Shared Pool
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
Pool

Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!

9.2 out of 10, Wonderful, (31)
"We enjoyed the stay. The place was clean, the check in and out was easy. Great stay!"
Coral Villa by AvantStay | Close 2 DT Key West | Shared Pool & Patio!
SOLD - NO LONGER AVAILABLE Serene Canal home in the Heart of the Keys
Interior

SOLD - NO LONGER AVAILABLE Serene Canal home in the Heart of the Keys

SOLD - NO LONGER AVAILABLE Serene Canal home in the Heart of the Keys
Flagler's Oasis by Avantstay Private Pool in Key West Month Long Stays Only
Outdoor 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
2BR/2BA Beachfront Resort Villa @ Windward Pointe along Atlantic Ocean
Pool

2BR/2BA Beachfront Resort Villa @ Windward Pointe along Atlantic Ocean

2BR/2BA Beachfront Resort Villa @ Windward Pointe along Atlantic Ocean
Key West 2 BR Villa with full kitchen, ocean view with Infinity pool
Pool

Key West 2 BR Villa with full kitchen, ocean view with Infinity pool

Key West 2 BR Villa with full kitchen, ocean view with Infinity pool
Stunning 2-Bedroom Villa in Key West - Desirable Location - Hyatt Beach House!
Pool

Stunning 2-Bedroom Villa in Key West - Desirable Location - Hyatt Beach House!

Stunning 2-Bedroom Villa in Key West - Desirable Location - Hyatt Beach House!
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.
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Cudjoe Key Hotel Reviews

Hyatt Vacation Club at Beach House, Key West

Hyatt Vacation Club at Beach House, Key West

10/10 Excellent
"The swimming area is great for families. "
Shawn 5-night trip
Posted 11 hours ago
Hyatt Vacation Club at Beach House, Key West

Frequently asked questions

Why book your villa in Cudjoe Key with Expedia?
Reserving a villa in Cudjoe Key is as easy as working out your travel dates and choosing an option that satisfies your needs. Looking for something luxurious or low cost, or a stay that also features a kitchen and laundry? Use Expedia's search filters to narrow your results and find the perfect fit.
How can I find cheap villas in Cudjoe Key?
With Expedia's handy filter tool, scoring cheap villas in Cudjoe Key is a breeze. To discover accommodation that won't break the bank, fine-tune your search by budget, amenities and star rating.