Key West Vacation Rentals in Florida
Our Key West vacation rentals section includes the condo, townhouse, cottage, bed & breakfast and home rentals listed below.
Please click on the description to view more information about any of the vacation rentals in Key West, Florida.
Our inventory of Key West home rentals changes frequently, so please bookmark this page and check back often. You may also be interested in Cudjoe Key (20 miles), Lower Keys (21 miles), Summerland Key (23 miles), Big Pine Key (28 miles), and Marathon (45 miles) for additional vacation rental options.
Results 1 - 19 of 19
Description
Type
Beds
Baths
Sleeps
Avg. Rate
Sunset Palm
Sunset Palm is one of the largest townhomes offering three bedrooms, three full baths, kitchen , living and dining area,...
Sunset Palm is one of the largest townhomes offering three bedrooms, three full baths, kitchen , living and dining area,...
Townhouse
3
3
8
$289/nt
$1,729/wk
$6,915/mth
$1,729/wk
$6,915/mth
Best Old Town Location
Three story townhouse with master bedroom, deck and full bath on second floor and guest bedroom and full bath on third floor....
Three story townhouse with master bedroom, deck and full bath on second floor and guest bedroom and full bath on third floor....
Townhouse
2
2.5
6
$1,736/wk
Key West
Gated Golf Cource Community...2hour Security....Profesional 39 hole Golf Cource and Driving Range...Bar and Restaurant. All...
Gated Golf Cource Community...2hour Security....Profesional 39 hole Golf Cource and Driving Range...Bar and Restaurant. All...
Townhouse
2
2.5
4
$1,000/wk
$3,000/mth
$3,000/mth
Tropical Escape
This luxurious unit has 2 bedrooms (one king size, one queen size) plus 2 full baths and is a condo/ hotel. There is daily...
This luxurious unit has 2 bedrooms (one king size, one queen size) plus 2 full baths and is a condo/ hotel. There is daily...
Condo
2
2
6
$169/nt
$1,600/wk
$3,600/mth
$1,600/wk
$3,600/mth
A Touch of Bermuda in Key West
Here is why people call this the best value in Key West. This Bermuda- style cottage is my vacation home so you will find...
Here is why people call this the best value in Key West. This Bermuda- style cottage is my vacation home so you will find...
Cottage
2
2
6
$1,992/wk
Tropical Townhome in the Heart of
"Island Wind" welcomes you to a sun drenched oasis in the heart of Old Town. Charming Bahamian style townhome with tin roof...
"Island Wind" welcomes you to a sun drenched oasis in the heart of Old Town. Charming Bahamian style townhome with tin roof...
Townhouse
2
2
4
$233/nt
$1,509/wk
$1,509/wk
Paradise in Key West 2 blocks from
The Heron is one of several of the Colony Suites in historic Key West, Florida. A conch style cottage nestled in the heart...
The Heron is one of several of the Colony Suites in historic Key West, Florida. A conch style cottage nestled in the heart...
Condo
1
1
4
$190/nt
$1,050/wk
$1,050/wk
Luxurious Hyatt Sunset Harbor
Enjoy A Fabulous Luxurious Vacation Week On The Beach At Hyatt's 5 Star Resort Key West Location Starting Price During...
Enjoy A Fabulous Luxurious Vacation Week On The Beach At Hyatt's 5 Star Resort Key West Location Starting Price During...
Villa
0
1
2
$125/nt
$875/wk
$875/wk
Southern Comforts- Oceanfront Home
Southern Comforts is a 4 bedroom/ 2 bathroom oceanfront home with it's own private swimming pool. The home is located only...
Southern Comforts is a 4 bedroom/ 2 bathroom oceanfront home with it's own private swimming pool. The home is located only...
Home
4
2
8
$6,497/mth
Beachfront home, private and gated
Beachfront home located on privately owned Sugarloaf Beach. This gated estate offers 350 feet of private beach and 4 acres...
Beachfront home located on privately owned Sugarloaf Beach. This gated estate offers 350 feet of private beach and 4 acres...
Guesthouse
2
2
4
$2,783/wk
$8,349/mth
$8,349/mth
Downtown Key West Vacation Condo
Half block from world famous Duval Street! Two condos with courtyard. Tropically decorated. Great location within walking...
Half block from world famous Duval Street! Two condos with courtyard. Tropically decorated. Great location within walking...
Condo
3
2
6
$314/nt
$1,500/wk
$4,500/mth
$1,500/wk
$4,500/mth
Conch historical cottage
Experience the Florida Keys like a local. This grand historic Key West home is the epitome of island living. Charming, yet...
Experience the Florida Keys like a local. This grand historic Key West home is the epitome of island living. Charming, yet...
Home
4
2
10
$4,000/mth
Secret Garden, Beautiful 1BR,
What a perfect place for a getaway. This bright and sunny, recently renovated apartment is the perfect spot to enjoy everything...
What a perfect place for a getaway. This bright and sunny, recently renovated apartment is the perfect spot to enjoy everything...
Apartment
1
1
4
$202/nt
$1,247/wk
$3,630/mth
$1,247/wk
$3,630/mth
Venture Out Open Water Home on Cudjoe
Fishing, Diving, Vacationing house that is a very user friendly spot with dsl for those who must work while away. House...
Fishing, Diving, Vacationing house that is a very user friendly spot with dsl for those who must work while away. House...
Home
2
2
6
$250/nt
$1,400/wk
$4,800/mth
$1,400/wk
$4,800/mth
Oceanfront
Discover the charm and grace of Old Key West in a new and distinctive setting. Luxury, two- bedroom, two- bath, waterfront...
Discover the charm and grace of Old Key West in a new and distinctive setting. Luxury, two- bedroom, two- bath, waterfront...
Condo
2
2
6
$1,288/wk
$2,662/mth
$2,662/mth
In Key West Luxury Waterfront Home
This beautiful home is located on one of two canals in Key West. You have your own dock right in the back yard with a beautiful...
This beautiful home is located on one of two canals in Key West. You have your own dock right in the back yard with a beautiful...
Home
3
2.5
10
$7,101/mth
Vacation Keywest with Gorgeous Sunsets
Condo faces the Gulf. Enjoy gorgeous sunsets on the screened balcony. Laze around the swimming pool. Cookout on the beach....
Condo faces the Gulf. Enjoy gorgeous sunsets on the screened balcony. Laze around the swimming pool. Cookout on the beach....
Condo
2
2
6
$2,200/wk
An Island Oasis - Tropical Inn,
An Island Oasis Tropical Inn, Gardens And Pool! Our Exclusive, Cozy Inn Is Comprised Of Only Six Intimate Rooms...
An Island Oasis Tropical Inn, Gardens And Pool! Our Exclusive, Cozy Inn Is Comprised Of Only Six Intimate Rooms...
Bed & Breakfast
1
1
2
Key West Estate...in Jungle
Quite residental street...walled in home on two lots..private heated pool...garage, PRIVATEin mangroves on canel to deep...
Quite residental street...walled in home on two lots..private heated pool...garage, PRIVATEin mangroves on canel to deep...
Home
3
1
4