Key West Vacation Rentals in Florida
Our Key West vacation rentals section includes the home, townhouse, apartment, cottage and condo 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 condo 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), Little Torch Key (26 miles), and Big Pine Key (28 miles) for additional vacation rental options.
| Results 1 - 21 of 21 |
Description
Type
Beds
Baths
Sleeps
Avg. Rate
Bone Island Vacation Rentals,
The Beach Boys on one of their many trips to the Florida Keys (they are Mojito buds with Jimmy Buffett) stayed at our vacation...
The Beach Boys on one of their many trips to the Florida Keys (they are Mojito buds with Jimmy Buffett) stayed at our vacation...
Home
2
2.5
6
$444/nt
$3,108/wk
$3,108/wk
Bone Island Vacation Rentals,
ISLAND OASIS: Take a lot of history and a lot of charm - mix it with a great location and you have the perfect Key West Hideaw...
ISLAND OASIS: Take a lot of history and a lot of charm - mix it with a great location and you have the perfect Key West Hideaw...
Cottage
3
2
6
$454/nt
$3,178/wk
$3,178/wk
Key West condo in beautiful Truman
Our 2bed/1bath condo in the lovely gated community of Truman Annex provides the perfect way to experience Key West - like...
Our 2bed/1bath condo in the lovely gated community of Truman Annex provides the perfect way to experience Key West - like...
Condo
2
1
4
$1,152/wk
Bone Island Vacation Rentals,
This downtown Key West vacation rental is one block off Duval Street, just around the corner from Sloppy Joe's and convenient...
This downtown Key West vacation rental is one block off Duval Street, just around the corner from Sloppy Joe's and convenient...
Apartment
4
2
8
$394/nt
$2,758/wk
$2,758/wk
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
Bone Island Vacation Rentals,
LITTLE PALM - What an idyllic setting! Picture a new cottage with all the must have's for a great Key West vacation - in...
LITTLE PALM - What an idyllic setting! Picture a new cottage with all the must have's for a great Key West vacation - in...
Cottage
0
1
2
$230/nt
$1,612/wk
$1,612/wk
Bone Island Vacation Rentals, Palm
Palm Isle - a room ahead of its time - A truly "green unit". Your room mate or in this case "suite mate" is a giant Sapodilla...
Palm Isle - a room ahead of its time - A truly "green unit". Your room mate or in this case "suite mate" is a giant Sapodilla...
Apartment
0
1
4
$205/nt
$1,434/wk
$1,434/wk
Downtown Key West, 3 BR Bahama
The Freeport Suite is a bright sunny, spacious 3 Bedroom centrally located only 1 block from the shops, restaurants, galleri...
The Freeport Suite is a bright sunny, spacious 3 Bedroom centrally located only 1 block from the shops, restaurants, galleri...
Apartment
3
2
6
$260/nt
$1,624/wk
$3,500/mth
$1,624/wk
$3,500/mth
Duval Street Compound 4bed, 4bath
Located at 1219 Duval Street, you won’t find a better location for fun and activities in Key West! Next to Banana Café,...
Located at 1219 Duval Street, you won’t find a better location for fun and activities in Key West! Next to Banana Café,...
Home
4
4
10
$432/nt
Paradise Key West Style
This is a non- smoking condo/hotel, comfortable, reasonably priced 2 bedrooms(1 king and 1 queen- linens provided) plus...
This is a non- smoking condo/hotel, comfortable, reasonably priced 2 bedrooms(1 king and 1 queen- linens provided) plus...
Condo
2
2
4
$161/nt
$1,225/wk
$1,225/wk
Two beds in Key West
Lovely two bedroom, two bath home in Key West. Two blocks from beach. Secluded pool. Extensively landscaped. Quiet street....
Lovely two bedroom, two bath home in Key West. Two blocks from beach. Secluded pool. Extensively landscaped. Quiet street....
Home
2
2
4
$1,000/wk
$4,000/mth
$4,000/mth
Lighthouse Keep
Lighthouse Keep is one of the largest townhomes offering three bedrooms, three full baths, kitchen, living and dining area,...
Lighthouse Keep 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
Oasis 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
$252/nt
$1,462/wk
$1,462/wk
Stay in the nicest part of Truman
This 2 bedroom, 1 and ½ bath end unit town home is located on President's walk ( Ivory Coast) in the prettiest section of...
This 2 bedroom, 1 and ½ bath end unit town home is located on President's walk ( Ivory Coast) in the prettiest section of...
Townhouse
2
1.5
6
$2,400/wk
$8,500/mth
$8,500/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
$1,823/wk
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
Southern Comforts- Oceanfront
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
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
$1,978/wk
"Island Wind" Old Town Tropical
"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
Historic Key West Inns ~ Escape
Historic Key West Inns is a phenomenal collection of six small inns in Key West. The inns are located in prime locations...
Historic Key West Inns is a phenomenal collection of six small inns in Key West. The inns are located in prime locations...
Bed & Breakfast
1
1
2
Oceanfront Condo across from Smather's
Offered on a monthly basis this 2/1 condo is tropically furnished. The living/dining combo features rattan a sofa/loveseat...
Offered on a monthly basis this 2/1 condo is tropically furnished. The living/dining combo features rattan a sofa/loveseat...
Condo
2
1
4
$4,000/mth