Key West Vacation Rentals
Plan, book, stay with confidence
Be picky
Search almost a million properties worldwide
Change your mind
Book hotels with free cancellation
Check availability on Vacation Homes in Key West
Browse Select Key West Vacation Homes
PAGITT HOUSE - 3/ 2 - OLD TOWN KEY WEST WITH POOL
PAGITT HOUSE - 3/ 2 - OLD TOWN KEY WEST WITH POOL
10.0 out of 10, Exceptional, (1)
The price is CA $682
CA $1,806 total
includes taxes & fees
Jun 5 - Jun 6
Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!
Historic Mansion in Old Town Key West with Private Pool - Sleeps 16!
9.8 out of 10, Exceptional, (192)
The price is CA $953
CA $2,072 total
includes taxes & fees
Jun 5 - Jun 6
Duval Square in Key West
Duval Square in Key West
10.0 out of 10, Exceptional, (12)
Save an average of 15% on thousands of hotels when you're signed in
MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!
MANGO MARGARITA~ 2 bedroom/2.5 bath, heated private pool, and close to Duval!
9.6 out of 10, Exceptional, (185)
TROPICAL RETREAT ~ 3 Bedroom, 3.5 Bath 1/2 Block From Duval St. w/ Pool!
TROPICAL RETREAT ~ 3 Bedroom, 3.5 Bath 1/2 Block From Duval St. w/ Pool!
9.8 out of 10, Exceptional, (58)
**CASA SERENDIPITY @ OLD TOWN** Historic 3BR/2BA Home & Pool + LAST KEY SERVICE
**CASA SERENDIPITY @ OLD TOWN** Historic 3BR/2BA Home & Pool + LAST KEY SERVICE
10.0 out of 10, Exceptional, (73)
Poolside Cottage #411
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
The price is CA $294
CA $498 total
includes taxes & fees
Jun 13 - Jun 14
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
Nassau Suite just steps to Duval Tropical oasis quiet location Downtown
9.0 out of 10, Wonderful, (214)
KATE'S KRAWL OFF DUVAL ~ 1 BR, 1 Ba Home w/ Outdoor Area Steps to Duval!
KATE'S KRAWL OFF DUVAL ~ 1 BR, 1 Ba Home w/ Outdoor Area Steps to Duval!
9.8 out of 10, Exceptional, (59)
A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town w/ Private Pool!
A KEY ESCAPE ~ 3 Bedroom, 2.5 Bathroom Home in Old Town w/ Private Pool!
10.0 out of 10, Exceptional, (54)
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
Luxury 2/2 1/2 - FREE PARKING, WIFI, BIKES, BIG POOL, NEWLY RENOVATED
9.6 out of 10, Exceptional, (91)
The price is CA $409
CA $859 total
includes taxes & fees
Jun 22 - Jun 23
Great Family Vacation Rental.
Great Family Vacation Rental.
10.0 out of 10, Exceptional, (3)
SALTY KISSES ~ Charming 2 Bedroom, 1.5 Bath Townhome in Truman Annex!
SALTY KISSES ~ Charming 2 Bedroom, 1.5 Bath Townhome in Truman Annex!
10.0 out of 10, Exceptional, (16)
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, (18)
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!
CAPTAIN'S QUARTERS ~ A Vintage Key West Retreat that is full of Charm!!
9.6 out of 10, Exceptional, (156)
DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!
DUVAL SQUARE, KEY WEST Lovely 2 Bedroom 2.5 Bath Condo in a GREAT Location!
9.2 out of 10, Wonderful, (172)
**QUEEN OF LOUISA @ DUVAL** Home in Old Town & Private Pool + LAST KEY SERVICES
**QUEEN OF LOUISA @ DUVAL** Home in Old Town & Private Pool + LAST KEY SERVICES
10.0 out of 10, Exceptional, (32)
**ENDLESS SUMMER @ OLD TOWN** New Villa & Pool + LAST KEY SERVICES...
**ENDLESS SUMMER @ OLD TOWN** New Villa & Pool + LAST KEY SERVICES...
9.8 out of 10, Exceptional, (73)
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
OFF CALL ~ Rustic, Nautical Decor With King Primary Suite & Heated Pool!
9.6 out of 10, Exceptional, (64)
OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!
OFF COURSE ~ Adorable 2 BR, 2.5 Ba Townhome in Truman Annex w/ Shared Pool!
10.0 out of 10, Exceptional, (21)
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.
Other property types in Key West
Hyatt Vacation Club at Sunset Harbor, Key West
Hyatt Vacation Club at Sunset Harbor, Key West
8.4 out of 10, Very good, (229)
The price is CA $357
CA $433 total
includes taxes & fees
May 30 - May 31
Steps from Duval, Pool & Bikes $129-$299 Night!
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (331)
The price is CA $135
CA $324 total
includes taxes & fees
May 30 - May 31
Poolside Cottage #411
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
The price is CA $294
CA $498 total
includes taxes & fees
Jun 13 - Jun 14
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.
Key West Vacation Homes information
Number of reviews | 1,069 |
---|---|
Accommodation | 737 Vacation Homes |
Lowest Price | CA $294 |
Highest Price | CA $953 |
Recent Reviews in Key WestExpedia verified reviews
5/5 Excellent
"Good place"
A verified traveller stayed at Havana Cabana at Key West - Adults Only
Posted 8 hours ago
Top Vacation Homes in Other Destinations
More Accommodation Types in Key West
- Condo Rentals in Key West (515)
- Apartments in Key West (193)
- Cottages in Key West (92)
- Houseboats in Key West (40)
- Resorts in Key West (36)
- Guest Houses in Key West (26)
- Villas in Key West (24)
- B&B in Key West (22)
- Aparthotels in Key West (4)
- Cabin Rentals in Key West (4)
- Hostels in Key West (1)
- Inns in Key West (1)
- Motels in Key West (1)
- Hotels (2,620)
All Accommodation Types
Be inspired: Top Vacation Homes destinations in 2024
- 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
Expedia's Latest Trends
Hotels
Flights
Activities
Packages
Vacation Rentals