Key West Vacation Rentals
213 Key West Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Key West, Florida Keys, Florida, United States.
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our ... Learn More
Location: Key West, Florida, United States
Description: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our ... Learn More
Rates
$225 - $299 night
$1575 - $2093 week
$225 - $299 night
$1575 - $2093 week
Featured
Home:
5 Bedroom, 6 Bathroom, Sleeps 12
Location: Key West, Florida, United States
Description: THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was built by prominent cigar manufacturer, William Otis... Learn More
Location: Key West, Florida, United States
Description: THE VICTORIA HOUSE - This gracious historical property, dating from the early 20th century, was built by prominent cigar manufacturer, William Otis... Learn More
Rates
$865 - $1776 night
$5800 - $12035 week
$865 - $1776 night
$5800 - $12035 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom and one bathroom unit has a spacious balcony with... Learn More
Location: Key West, Florida, United States
Description: Located in a very quiet corner of Truman Annex, this condo is a perfect getaway. This one bedroom and one bathroom unit has a spacious balcony with... Learn More
Rates
$1200 - $1750 week
$1200 - $1750 week
Featured
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true is... Learn More
Location: Key West, Florida, United States
Description: Located just a step away from Old Town area surrounded by coconut palms and blooming bougainvilleas this charming one bedroom bungalow is a true is... Learn More
Rates
$190 - $250 night
$1260 - $1680 week
$190 - $250 night
$1260 - $1680 week
Featured
Cottage:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Perfect for two, this Bali style, studio cottage has it all... COMFORT and LOCATION. Located on an Ann Street compound just one half block off Duva... Learn More
Location: Key West, Florida, United States
Description: Perfect for two, this Bali style, studio cottage has it all... COMFORT and LOCATION. Located on an Ann Street compound just one half block off Duva... Learn More
Rates
$190 - $250 night
$1260 - $1680 week
$190 - $250 night
$1260 - $1680 week
Featured
Condo:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Roomy condo in the heart of Old Town. Fully equipped kitchen, washer, dryer, microwave, dishwasher, central AC and TV. Large, shared pool. Below ... Learn More
Location: Key West, Florida, United States
Description: Roomy condo in the heart of Old Town. Fully equipped kitchen, washer, dryer, microwave, dishwasher, central AC and TV. Large, shared pool. Below ... Learn More
Rates
$225 - $275 night
$1575 - $1925 week
$225 - $275 night
$1575 - $1925 week
Featured
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our ... Learn More
Location: Key West, Florida, United States
Description: Sunrise Suites Resort is an island paradise. Spend sun-filled days pampered by our warm and friendly staff. Pull up a lounge chair and bask by our ... Learn More
Rates
$225 - $299 night
$1575 - $2093 week
$225 - $299 night
$1575 - $2093 week
Featured
Home:
5 Bedroom, 4 Bathroom, Sleeps 10
Location: Key West, Florida, United States
Description: There's a new place on Duval Street in historic Key West and it is unique! Dreaming On Duval premieres in early 2010 as the most luxurious single ... Learn More
Location: Key West, Florida, United States
Description: There's a new place on Duval Street in historic Key West and it is unique! Dreaming On Duval premieres in early 2010 as the most luxurious single ... Learn More
Rates
$870 - $2000 night
$5950 - $14000 week
$870 - $2000 night
$5950 - $14000 week
Featured
Home:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. There are classic art features, hardwood floors... Learn More
Location: Key West, Florida, United States
Description: TROPICAL DREAMING -- This tropical 2-bedroom home has been professionally decorated and furnished. There are classic art features, hardwood floors... Learn More
Rates
$340 - $682 night
$2100 - $4350 week
$340 - $682 night
$2100 - $4350 week
Featured
Home:
4 Bedroom, 4 Bathroom, Sleeps 8
Location: Key West, Florida, United States
Description: On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacat... Learn More
Location: Key West, Florida, United States
Description: On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacat... Learn More
Rates
$730 - $930 night
$4900 - $6300 week
$730 - $930 night
$4900 - $6300 week
Home:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Guests can walk to the nearby beaches, artsy White... Learn More
Location: Key West, Florida, United States
Description: A bright and sunny pool home situated on a quiet street in the Casa Marina district of Key West. Guests can walk to the nearby beaches, artsy White... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Home:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: ARTIST GARDEN -- A bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admirals Lane neighborhood of the Truman Annex. Thi... Learn More
Location: Key West, Florida, United States
Description: ARTIST GARDEN -- A bright and breezy 2 bedroom 2.5 bath private home located in the prestigious Admirals Lane neighborhood of the Truman Annex. Thi... Learn More
Rates
$1700 - $3425 week
$1700 - $3425 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 40... Learn More
Location: Key West, Florida, United States
Description: Enjoy the resort-style amenities of 1800 Atlantic Condominiums while relaxing in a residential setting amongst neighbors. 1800 Atlantic sits on 40... Learn More
Rates
$250 - $290 night
$1680 - $1960 week
$250 - $290 night
$1680 - $1960 week
Condo:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes tha... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL La Brisa beach condominiums offer a Florida charm that is relaxing, easy and captivating. Named for the ocean breezes tha... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Home:
3 Bedroom, 3.5 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town... Learn More
Location: Key West, Florida, United States
Description: Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town... Learn More
Rates
$558 - $658 night
$3906 - $4606 week
$558 - $658 night
$3906 - $4606 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condominium for focusing on what is important in life. Enjoy the ocean breezes while... Learn More
Location: Key West, Florida, United States
Description: A ZEN OCEAN GARDEN: The perfect 2 bedroom 2 bath Ocean View condominium for focusing on what is important in life. Enjoy the ocean breezes while... Learn More
Rates
$300 - $488 night
$1800 - $3031 week
$300 - $488 night
$1800 - $3031 week
Home:
3 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: Tucked behind a privacy gate, this garden setting L-shaped home is a perfect escape in the heart of Old Town. Louisa's Private Courtyard centers ar... Learn More
Location: Key West, Florida, United States
Description: Tucked behind a privacy gate, this garden setting L-shaped home is a perfect escape in the heart of Old Town. Louisa's Private Courtyard centers ar... Learn More
Rates
$450 - $590 night
$2940 - $3920 week
$450 - $590 night
$2940 - $3920 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Duval Square - The Retreat. In the heart of Old Town, Duval Square is located at the "artistic" and more quiet end of Duval Street. This recently... Learn More
Location: Key West, Florida, United States
Description: Duval Square - The Retreat. In the heart of Old Town, Duval Square is located at the "artistic" and more quiet end of Duval Street. This recently... Learn More
Rates
$250 - $310 night
$1680 - $2030 week
$250 - $310 night
$1680 - $2030 week
Home:
2 Bedroom, 2.5 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, this charming Old Town house has recently been co... Learn More
Location: Key West, Florida, United States
Description: 30 DAY MINIMUM RENTAL OLIVIA COTTAGE Recently featured in Coastal Living's "Guestbook" column, this charming Old Town house has recently been co... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Condo:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: KEY WEST FOUND – A striking 2 bedroom, 2.5 bath townhome located in the historic brick Foundry building within the Truman Annex. This 3 story townh... Learn More
Location: Key West, Florida, United States
Description: KEY WEST FOUND – A striking 2 bedroom, 2.5 bath townhome located in the historic brick Foundry building within the Truman Annex. This 3 story townh... Learn More
Rates
$1600 - $3408 week
$1600 - $3408 week
Condo:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: Situated on the Atlantic shore of Key West and offering breathtaking panoramas, this outstanding property was featured in Architectural Digest. Fil... Learn More
Location: Key West, Florida, United States
Description: Situated on the Atlantic shore of Key West and offering breathtaking panoramas, this outstanding property was featured in Architectural Digest. Fil... Learn More
Rates
$170 - $220 night
$1120 - $1470 week
$170 - $220 night
$1120 - $1470 week
Condo:
2 Bedroom, 2 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: Let "the breeze" of La Brisa cool you as you relax on your ocean view balcony. This residential condominium complex is situated opposite the larg... Learn More
Location: Key West, Florida, United States
Description: Let "the breeze" of La Brisa cool you as you relax on your ocean view balcony. This residential condominium complex is situated opposite the larg... Learn More
Rates
$200 - $290 night
$1330 - $1960 week
$200 - $290 night
$1330 - $1960 week
Home:
1 Bedroom, 1 Bathroom, Sleeps 2
Location: Key West, Florida, United States
Description: ISLAND PEARL: True island living in this 1 loft bedroom 1 bath cottage, complete with living room and kitchen. French doors open to a meandering... Learn More
Location: Key West, Florida, United States
Description: ISLAND PEARL: True island living in this 1 loft bedroom 1 bath cottage, complete with living room and kitchen. French doors open to a meandering... Learn More
Rates
$210 - $392 night
$1200 - $2320 week
$210 - $392 night
$1200 - $2320 week
Condo:
2 Bedroom, 3 Bathroom, Sleeps 6
Location: Key West, Florida, United States
Description: A PLACE IN PARADISE - You will experience true Key West living when you stay in this delightful 2 bedroom 2.5 bath Conch-Style townhome in presti... Learn More
Location: Key West, Florida, United States
Description: A PLACE IN PARADISE - You will experience true Key West living when you stay in this delightful 2 bedroom 2.5 bath Conch-Style townhome in presti... Learn More
Rates
$1500 - $2900 week
$1500 - $2900 week
Home:
2 Bedroom, 1 Bathroom, Sleeps 4
Location: Key West, Florida, United States
Description: This property has it all! This award winning renovation has been completed recently and offers the styling of the original shot gun homes of Key W... Learn More
Location: Key West, Florida, United States
Description: This property has it all! This award winning renovation has been completed recently and offers the styling of the original shot gun homes of Key W... Learn More
Rates
$280 - $330 night
$1820 - $2170 week
$280 - $330 night
$1820 - $2170 week
This map is intended to be used as a reference only.
Please confirm the exact location with the property owner or manager.
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