Key West Vacation Rentals
Change your mind
Book hotels with free cancellation
Be picky
Search almost a million properties worldwide
Check prices for these dates
In two weeks
In two months
In three months
In four months
Browse Select Key West Vacation Homes
Our top choices for Key West vacation homes

Seaside Retreat: Waterfront Home with private heated pool & lush landscaping
Seaside Retreat: Waterfront Home with private heated pool & lush landscaping
9.6 out of 10, Exceptional, (75)

DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!
DELANEY HOUSE ~ NEW 4 BR/4 Ba Listing w/Pool & Parking in Prime Old Town!
10.0 out of 10, Exceptional, (2)

ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
ONE PARTICULAR HARBOR ~ Waterfront 2 BR/1 Ba w/ Hot Tub!
8.8 out of 10, Excellent, (55)

Amelia's Hideaway - Hidden Key West Courtyard - Steps off Duval w Private Pool
Amelia's Hideaway - Hidden Key West Courtyard - Steps off Duval w Private Pool
9.0 out of 10, Wonderful, (57)

CONCH HEAVEN ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/ Heated Cocktail Pool!
CONCH HEAVEN ~ Stylish 2B/2Ba, Sleeps 6 in Old Town w/ Heated Cocktail Pool!
9.8 out of 10, Exceptional, (218)

Spec @107.lodg+ Aug & sept. 10 min walk beach, close to all + full kitch& patio
Spec @107.lodg+ Aug & sept. 10 min walk beach, close to all + full kitch& patio
9.0 out of 10, Wonderful, (170)

INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
INCOMMUNICADO ~ Waterfront 2 BR/2 Ba w/ Dockage and Hot Tub!
9.4 out of 10, Exceptional, (49)

KATE'S KRAWL OFF DUVAL ~ 1 BR/1 BA Private Home/Outdoor Deck/Steps to Duval!
KATE'S KRAWL OFF DUVAL ~ 1 BR/1 BA Private Home/Outdoor Deck/Steps to Duval!
9.8 out of 10, Exceptional, (78)
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
Top Key West Hotel Reviews

Hampton Inn Key West FL
10/10 Excellent
Find out more about Key West
Find out more about Key West
Key West Vacation Homes information
Number of reviews | 1,593 |
---|---|
Accommodation | 1056 Vacation Homes |
Lowest Price | CA $140 |
Highest Price | CA $864 |
Explore a world of travel with Expedia
Explore a world of travel with Expedia
Top Vacation Homes in Other Destinations
More Accommodation Types in Key West
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2025
- Orlando Vacation Homes
- Florida Vacation Homes
- Kissimmee Vacation Homes
- Hawaii Vacation Homes
- Costa Rica Vacation Homes
- Walt Disney World® Vacation Homes
- Palm Springs Vacation Homes
- Naples Vacation Homes
- Victoria Vacation Homes
- Kelowna Vacation Homes
- Toronto Vacation Homes
- Las Vegas Vacation Homes
- Vancouver Vacation Homes
- Mexico Vacation Homes
- Phoenix Vacation Homes
- Fort Lauderdale Vacation Homes
- Davenport Vacation Homes
- Myrtle Beach Vacation Homes
- Los Angeles Vacation Homes
- Cape Coral Vacation Homes
More ways to book
Expedia's Latest Trends
Hotels
- Hotels in Panama City Beach
- Hotels in St. Augustine
- Oceanfront Hotels in Cocoa Beach
- Beach Hotel in Siesta Key
- Hotels in Key Largo
- Hotels in Fort Myers Beach
- Hotels in Destin
- Hotels in Palm Beach
- Hotels in Naples
- Hotels in Daytona Beach
- Hotels in Marco Island
- Hotels in West Palm Beach
- Hotels in Fort Myers
- Hotels in Sarasota
Flights
Activities
Vacation Rentals
General