CyberRentals is part of HomeAway.com, the world's leading vacation rentals marketplace. Search over 170,000 vacation rentals properties now! Click here to see more Key West Vacation Rentals
Vacation Rentals in Key West
| Sort by: | Show rentals per page |
Family-Friendly Luxury Home For The Discriminate Traveler – Property 3523713
- Key West rental - estate, 5 bedrooms, sleeps 10, 4 bathrooms, 2 half baths, Near The Ocean, Private Pool
- Calendar Last Updated On: May 23, 2013
Featured in several publications, this Moorish oasis is designed for those seeking privacy under a blue sky. This 5 bedroom waterfront private estate, including...
Old Town Key West by Southernmost Beach and Duval Main Street. – Property 241481
- Key West rental - house, 5 bedrooms, sleeps 12, 4 bathrooms, accept credit card, Beach, Downtown
- $5,600/week
- Calendar Last Updated On: May 23, 2013
Prime Old Town Walking Location. Across the Street from Southernmost on the Beach, and down the Street from the Southernmost Point.
'LA CASA AZUL @ SOLARES HILL': Elegantly Renovated 3BR/3BA Home + Heated Pool... – Property 390185
- Key West rental - house, 3 bedrooms, sleeps 6, 3 bathrooms, accept credit card, Downtown, Resort, Village
- Calendar Last Updated On: May 23, 2013
'La Casa Azul' is a gorgeous historic home in the heart of Old Town on Carsten Lane, a very quiet one-way street near the summit of Solares Hill.
Key West Boat & Breakfast, Reef Sailing Trips, ASA sailing coming soon – Property 229193
- Key West rental - yacht, 2 bedrooms, sleeps 4, 2 bathrooms, accept credit card, Downtown, Waterfront
- Calendar Last Updated On: May 23, 2013
Located in Key West's Historic Seaport, your choice of 3 sailboats for your dockside lodging with a sailing adventure. Consider Our Stay and Sail Charter Package...
Waterfront Luxury in Old Town Key West – Property 166032
- Key West rental - condo, 1 bedroom, sleeps 5, 1 bathroom, accept credit card, Resort, Waterfront
- $2,000 - $2,750/week
- Calendar Last Updated On: May 23, 2013
This is a large (1245 SF) 1BR/1BA condo on the 6th floor of the Galleon Resort & Marina.....and is a one of a kind. It features a fantastic, fully equipped kitchen...
'NATALIE'S BAHAMA CONCH' @ THE SANCTUARY': Lush 3BR/2.5BA Home, Pool... – Property 390203
- Key West rental - house, 3 bedrooms, sleeps 8, 2 bathrooms, 1 half bath, accept credit card, Near The Ocean, Resort, Village
- Calendar Last Updated On: May 23, 2013
'Natalie's Bahama Conch' is located in the Sanctuary at the Key West Golf Club. Just about everything in the house has been redone, from top of the line appliances...
'Mango Gardens' Charming, Walking Distance to Duval, and Historic Seaport Area – Property 369876
- Key West rental - house, 4 bedrooms, sleeps 8, accept credit card, Downtown, Near The Ocean
- Calendar Last Updated On: May 23, 2013
Mango Gardens is a charming historic remodeled home located in Old Town, Key West. Private and spacious home has hardwood floors thru out.
'PARADISE @ GARRISON BIGHT': Large 5BR/4BA Waterfront Home + Private Dock... – Property 390212
- Key West rental - townhome, 5 bedrooms, sleeps 14, 4 bathrooms, accept credit card, wheelchair accessible
- $5,000 - $9,000/week
- Calendar Last Updated On: May 23, 2013
This beautiful 5 bedroom 3500 sq ft town home is located directly on the water at Garrison Bight, with direct access to Florida Bay.
'AZURE MORNING @ OCEANSIDE MARINA': Lavish 3BR/2BA Oceanfront Condo + Pool.... – Property 390183
- Key West rental - condo, 3 bedrooms, sleeps 6, 2 bathrooms, accept credit card, Near The Ocean, Waterfront
- $1,850 - $2,950/week
- Calendar Last Updated On: May 23, 2013
Imagine waking up every morning to the sun rising over the azure blue Atlantic Ocean. That's what you will experience with this beautifully furnished three bedroom...
Turquoise Mermaid ~ Old Town Key West – Property 368424
- Key West rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Downtown, Communal Pool
- Calendar Last Updated On: May 23, 2013
VACATION... like a local in Old Town Key West just a few short blocks from the Historic Seaport area where you will find waterfront restaurants and quaint shops.
Perfect Old Town Getaway – Property 395078
- Key West rental - , 3 bedrooms, sleeps 6, 3 bathrooms, Downtown, Near The Ocean, Lawn / Garden
- Calendar Last Updated On: May 23, 2013
Quintessential Key West vacation home leaving nothing more to be desired. Framed by a white picket fence you will be welcomed to this classic 2 story with double...
Seaport Villa – Property 3483367
- Key West rental - house, 3 bedrooms, sleeps 6, 2 bathrooms, Downtown, Near The Ocean, Private Pool
- Calendar Last Updated On: May 23, 2013
A bright and inviting home, this gorgeous three bedroom two bathroom home is located in the heart of old town near the historic seaport.
Southernmost Belle a Grand home in Historic Old Town Key West – Property 387301
- Key West rental - house, 5 bedrooms, sleeps 10, 3 bathrooms, accept credit card, Downtown, Near The Ocean, Town
- Calendar Last Updated On: May 23, 2013
Grand historic home in historic seaport area of Old Town Key West. Tucked behind a canopy of palms & fencing this home has a unique sense of privacy situated at the...
Cheerful Truman Annex Home – Property 359528
- Key West rental - townhome, 2 bedrooms, sleeps 4, 2 bathrooms, accept credit card, Downtown, Near The Ocean
- $1,800 - $2,600/week
- Calendar Last Updated On: May 23, 2013
A beautifully furnished and comfortable town home, located within the prestigious President`s Walk at Truman Annex. The first floor includes a covered porch,...
Oceanside Condo – Property 956954
- Key West rental - condo, 2 bedrooms, sleeps 4, 2 bathrooms, Beach, Waterfront
- Calendar Last Updated On: May 23, 2013
Warm and welcoming condominium in a quiet gated waterfront community. The open floor plan overlooks the lush gardens with sliding glass doors leading to the...
The Kaleidoscope - an elegantly colorful Key West home. – Property 387546
- Key West rental - house, 4 bedrooms, sleeps 8, 4 bathrooms, 1 half bath, Air Conditioning, Satellite / Cable
- Calendar Last Updated On: May 23, 2013
Elegant Key West vacation home with room for family and friends. Surrounded by a high wooden fence for privacy this classic 2 story offers outdoor areas perfect for...
Amazing Town home with Pool and Tiki Bar – Property 342717
- Key West rental - townhome, 3 bedrooms, sleeps 8, 3 bathrooms, accept credit card, Near The Ocean
- $1,395 - $2,500/week
- Calendar Last Updated On: May 23, 2013
Fine yet affordable accommodation located in the gated community of Coral Hammock known for its well manicured lush tropical landscape & resort pool.
616 Caroline #6 – Property 914435
- Key West rental - condo, 1 bedroom, sleeps 2, 1 bathroom, Near The Ocean, Waterfront, Communal Pool
- Calendar Last Updated On: May 23, 2013
Elegant 1 bedroom,1 bath condominium one block off of famous Duval Street.
Dreamcatcher- A Tropical Conch Cottage In Old Town Key West – Property 3523020
- Key West rental - house, 2 bedrooms, sleeps 4, 1 bathroom, Beach, Downtown, Near The Ocean, Town, Lawn / Garden
- Calendar Last Updated On: May 23, 2013
This quintessential Conch Cottage is close to all attractions & only a few blocks from Higgs Beach.
Around the corner you’ll find the best Cuban coffee, excellent...
Historic Home near the Seaport – Property 395082
- Key West rental - house, 4 bedrooms, sleeps 10, 2 bathrooms, 1 half bath, accept credit card, Downtown
- Calendar Last Updated On: May 23, 2013
Classic Old Town Key West home boasting rare combination of LOCATION, CHARACTER & SPACE. A meticulous restoration of historic details evident throughout paired with...





