Key West Vacation Rentals
Most properties are fully refundable. Because flexibility matters.
Save an average of 15% on thousands of hotels with Expedia Rewards
Search over 2.9 million properties and 550 airlines worldwide
Check availability on Vacation Homes in Key West
Browse Select Key West Vacation Homes
Duval Square in Key West
Duval Square in Key West
10.0 out of 10, Exceptional, (12)
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 $684
CA $1,811 total
includes taxes & fees
May 15 - May 16
Poolside Cottage #411
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
The price is CA $295
CA $504 total
includes taxes & fees
Jun 13 - Jun 14
Save an average of 15% on thousands of hotels when you're signed in
**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, (72)
Great Family Vacation Rental.
Great Family Vacation Rental.
10.0 out of 10, Exceptional, (3)
Duval Street Suite in Key West
Duval Street Suite in Key West
10.0 out of 10, Exceptional, (17)
Boli Townhouse - Luxury Rental in gated Truman Annex - Saturday to Saturday only
Boli Townhouse - Luxury Rental in gated Truman Annex - Saturday to Saturday only
10.0 out of 10, Exceptional, (158)
Poolside Cottage #412
Poolside Cottage #412
10.0 out of 10, Exceptional, (6)
The price is CA $295
CA $504 total
includes taxes & fees
Jun 13 - Jun 14
**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, (31)
**DUCHESS OF CATHERINE @ DUVAL** Brand New Home & Pool + LAST KEY SERVICES…
**DUCHESS OF CATHERINE @ DUVAL** Brand New Home & Pool + LAST KEY SERVICES…
10.0 out of 10, Exceptional, (1)
**CASA VICTORIA @ OLD TOWN** Historic 5BR Home & Pool + LAST KEY SERVICES...
**CASA VICTORIA @ OLD TOWN** Historic 5BR Home & Pool + LAST KEY SERVICES...
10.0 out of 10, Exceptional, (120)
American Shoal Suite | 2 Bed, 1 Bath
American Shoal Suite | 2 Bed, 1 Bath
10.0 out of 10, Exceptional, (2)
The price is CA $649
CA $1,705 total
includes taxes & fees
May 19 - May 20
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, (189)
The price is CA $1,024
CA $2,164 total
includes taxes & fees
May 22 - May 23
**DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES…
**DOCKSIDE DAYDREAMS @ COCONUT MALLORY** Marina Villa + LAST KEY SERVICES…
9.8 out of 10, Exceptional, (73)
Nautical Wheeler: Waterfront Home with private Pool & lush landscaping
Nautical Wheeler: Waterfront Home with private Pool & lush landscaping
9.8 out of 10, Exceptional, (72)
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, (89)
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, (46)
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, (63)
May 20-23 or 27-30 ngt. mid-wk..spec.
beach kitchen & patio
142.ngt + ext
May 20-23 or 27-30 ngt. mid-wk..spec. beach kitchen & patio 142.ngt + ext
9.6 out of 10, Exceptional, (185)
Mother Ocean: Waterfront 4 Bedroom 3 Bath luxury Oceanfront home with pool
Mother Ocean: Waterfront 4 Bedroom 3 Bath luxury Oceanfront home with pool
9.4 out of 10, Exceptional, (44)
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
Poolside Cottage #411
Poolside Cottage #411
10.0 out of 10, Exceptional, (16)
The price is CA $295
CA $504 total
includes taxes & fees
Jun 13 - Jun 14
Steps from Duval, Pool & Bikes $129-$299 Night!
Steps from Duval, Pool & Bikes $129-$299 Night!
9.6 out of 10, Exceptional, (330)
The price is CA $135
CA $328 total
includes taxes & fees
May 20 - May 21
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
Pet friendly 2/2. 4 free bikes. New renovation, heated pool 2 blocks to Duval St
9.2 out of 10, Wonderful, (227)
The price is CA $409
CA $796 total
includes taxes & fees
Jun 3 - Jun 4
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 | 765 |
---|---|
Accommodation | 645 Vacation Homes |
Lowest Price | CA $295 |
Highest Price | CA $852 |
Recent Reviews in Key WestExpedia verified reviews
5/5 Excellent
"Amazing fun quiet great room food was excellent kayaking and bike rides were fun too! Highly recommend "
A verified traveller stayed at Oceans Edge Key West Resort, Hotel & Marina
Posted 3 hours ago
Top Vacation Homes in Other Destinations
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