Experience the Uniqueness of Key West with Key West Hideaways
Stay at one of Key West Hideaway’s one-of-a-kind vacation rentals. When you’re ready to escape the hustle and bustle of the “real world” why not enjoy the perfect alternative to a pricy luxury hotel. Here for a few days or a whole month; the Hideaways has an exceptional selection of charming, finely appointed, vacation rental homes, cottages, and waterfront condominiums with boat slips. With prime locations all over the island and pet friendly, you’ll love the convenience along with the added bonus of privacy. 305-296-9090
Website: http://keywesthideaways.com/
Phone: 305-296-9090
Website: http://keywesthideaways.com/
Phone: 305-296-9090
Experience the Uniqueness of Key West with Key West Hideaways Properties on How2Vacation
 |
 Casa Cayo HuesoCasa Cayo Hueso – Old Town, which means “Key West House”, is a perfect example of shotgun architecture with a front porch and back deck. The style is common throughout the islands. Casa Cayo Hueso is adorned with original Dade… | $3,500 More Info |
 |
Orchid Suite The Orchid Suite is a bi-level suite decorated in a rich contemporary Danish style. The bedroom is located upstairs with a bookcase divider which separates 2 different sleeping areas each with a queen bed. The upstairs bath features a tiled… | $178 More Info |
 |
Elgin Hideaway Elgin Hideaway – Old Town Enjoy this beautiful 2 story historic home, sunny pool, large open floor plan for entertaining and plenty of outdoor living space. This home is situated in the heart of Old Town close the Historic Seaport… | $4,000 More Info |
 |
Yellow on White Yellow on White – Old Town Yellow on White is conveniently located next to a full spa to relax your worries away, and Stay Fit Studios next door to workout and help you stay fit. Yellow on White features a… | n/a More Info |
 |
Paradise Harbor Retreat Paradise Harbor Retreat – Old Town This gorgeous four level home is a luxurious waterfront property. It is a spacious three bedroom, three and a half bath in a quiet residential neighborhood. Only a short bike ride from Duval Street… | $550 More Info |
 |
Island style Island Style– Old Town Resort style accommodations at an affordable price! Nestled among a colony of freestanding Conch style cottages, amidst lush tropical landscaping, sits Island Style, the sister cottage of Hidden Treasure. One of our most popular properties, it… | $188 More Info |
 |
Hidden Treasure Hidden Treasure – Old Town Hidden from sight, among a colony of freestanding conch cottages, surrounded by lush tropical landscaping, you will find Hidden Treasure. Truly a treasure, it is the sister cottage of Island Style, owned by two sisters… | $258 More Info |
 |
Casa Loca Casa Loca – Old Town is perfect for the discriminating guest who wants to enjoy the finest Key West has to offer! The perfect location, less than one block from Duval Street, this 3 bedroom, 2-1/2 bath house will amaze… | $458 More Info |
 |
Colors on White Colors on White– Old Town Colors on White is located in the heart of the White Street art district, just six blocks from Duval Street and the Historic Seaport. Just downstairs is a full spa to relax your worries away,… | $515 More Info |
 |
Cuban Club Suite Cuban Club Suite – Old Town Built in 1917 as a “club” for Cuban cigar makers and their families as their “home away from home”, it soon became the center of social and community life for the Cuban population in… | $228 More Info |
 |
La Casa Cubana La Casa Cubana – Old Town Sitting just steps around the corner from the infamous Duval Street, this spacious 1 bedroom property is so relaxing and beautiful, that you will never want to leave! The breezy private balcony is a… | $188 More Info |
 |
Royal Escape Royal Escape – Old Town If Cleopatra and Anthony had dreamed of a Key West hideaway this spacious three bedroom, three bath “Royal Escape” would have been it! In keeping with its name and royal lineage, the Royal Escape is… | $458 More Info |
 |
Heron Suite Heron Suite– Old Town Tucked among a colony of freestanding Conch style cottages, amidst lush tropical landscaping, sits Heron Suite. Features of this property include a private bedroom, full kitchen, living room with queen sleeper sofa, cable TV, DVD, gas… | $188 More Info |
 |
Bella Vita Bella Vita – Old Town Located half a block from infamous Duval St, this beautiful 1 bedroom, one bathroom property is perfect for an island getaway. There are plenty of shops and restaurants well within walking distance, or if you… | $188 More Info |
 |
Secret Courtyard Cottage Secret Courtyard Cottage -Old Town Welcome to a little piece of hidden paradise you never knew existed. Once you’re nestled into this Secret Courtyard Cottage hideaway, you’ll never know you’re right in the center of Old Town Key West. Situated… | $275 More Info |
 |
Windsor Townhome #1 Windsor Townhomes – Old Town Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town neighborhood just three blocks from Duval Street. Construction was completed in… | $458 More Info |
 |
| n/a More Info |
 |
Tortuga Hammock Tortuga Hammock – Stock Island Not even 1 mile from Key West proper, this gem is hidden right off of US 1. All new construction, this 2 bedroom-2-1/2 bath home is less than 500 yards from Murray Marina where you… | $258 More Info |
 |
Windsor Townhome #2 Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town neighborhood just three blocks from Duval Street. Construction was completed in 2007 on these beautiful villas… | $458 More Info |
 |
La Casa De Luces La Casa De Luces – Old Town Come to relax or to play while enjoying the spectacular sunsets and the blue waters of Key West! This ample sized 1 bedroom, 1 bathroom is located in the heart of Key West… | $168 More Info |
 |
Windsor Townhome #3 Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town neighborhood just three blocks from Duval Street. Construction was completed in 2007 on these beautiful villas… | $458 More Info |
 |
Buena Vista Buena Vista – Old Town This wonderfully indulgent one bedroom cottage is on Center Street, just one-half block from Duval Street. Quiet, hidden and exclusive, this historic cottage was recently renovated with exquisite attention to details that will surprise and… | $178 More Info |
 |
Windsor Townhome #5 Elegance and modern sophistication are apparent as you enter any one of these six newly complete townhomes conveniently located in a quiet Old Town neighborhood just three blocks from Duval Street. Construction was completed in 2007 on these beautiful villas… | $458 More Info |
 |
Blue on White Blue on White– Old Town Blue on White is located in the heart of the White Street art district, just six blocks from both Duval Street and the Historic Seaport. Just outside your door is a full spa to relax… | $128 More Info |
 |
Green on White Green on White– Old Town Green on White is located just six short blocks from both Duval street and the Historic Seaport, and downstairs is a full spa to relax your worries away, and a fitness center next door to… | $128 More Info |
 |
Purple on White Purple on White – Old Town Located on White street just six blocks from both Duval Street and the Historic Seaport, and just downstairs is a full spa to relax your worries away, and a fitness center next door to… | $128 More Info |
 |
Red on White Red on White – Old Town Located in the heart of the White Street art district, just six blocks from both Duval Street and the Historic Seaport. Just downstairs is a full spa to relax your worries away, and Stay… | $128 More Info |
 |
Casita Mango Casita Mango – Old Town Casita Mango is a lovely retreat for your Key West stay, whether for one or many months. This cottage is part of an intimate compound which boasts a beautiful outdoor living space with lush landscaping… | $2,750 More Info |
 |
Lost Weekend Lost Weekend – Old Town is perfectly situated for the discriminating guest who wants to enjoy Key West at its finest. Located in the Casa Marina district right around the corner from Higgs Beach and blocks from Duval Street, home… | $4,500 More Info |
 |
Maison du Calais Maison du Calais – Old Town Amenities: Heated Pool, Deck, Jacuzzi, Washer/Dryer, Dishwasher, DVD Player, High Speed Internet, Separate cottage contains third bedroom and full bath. Parking: No parking spots reserved, on street parking only. Sleeping Arrangements: 2 Queen Beds,… | $5,000 More Info |
 |
Olé Olivia! Olé Olivia! – Old Town You will be delighted with this wonderful home with recent renovations, perfectly placed pool, and plenty of outdoor living space located on Olivia Street. This home is situated in the heart of Old Town, just… | $5,500 More Info |
 |
Tropical Retreat Tropical Retreat – Old Town Enjoy this wonderful historic home with recent renovations, perfectly placed pool, separate Pool House and plenty of outdoor space. This home is situated in the heart of Old Town walking distance to everything. Located just… | $5,000 More Info |
 |
Carey’s Cottage Carey’s Cottage – Old Town Located right next door to the Five Brothers Grocery (the best con leche and Cuban sandwiches on the island). This beautiful historic conch style cottage is in a neighborhood of some of Key West’s best… | $4,000 More Info |
 |
Maison du Soleil Maison du Soliel – Old Town means House of Sun. Recently renovated this contemporary condo with sixteen windows is not only the sunniest place on the block but also the classiest. Finely detailed with unparalled amenities, this is the perfect… | $3,200 More Info |
 |
Casa Dulce Casa Dulce – Old Town This historic Conch House has been completely redesigned and custom crafted by 2 architects as their home away from home. The house boasts many fun and thoughtful features which will help make your stay in… | $4,000 More Info |
 |
Casa Familia Casa Familia – Old Town Enjoy this wonderful historic home with recent renovations, perfectly placed pool, separate master suite and plenty of outdoor living space. This home is situated in the heart of Old Town close the Historic Seaport District.… | $5,000 More Info |
 |
Artists Retreat Artists Retreat – Old Town This spacious and fully equipped unit is great for a vacationing family or small group of friends. Artists Retreat features three large bedrooms and two bathrooms. Located one block to Duval Street, and walking distance… | $6,500 More Info |
 |
Key West Conch Key West Conch – Old Town This grandiose historic home was built in the 1890′s and has been host to many luxurious parties and events. From your large front porch watch the world go by because you are just one… | $3,500 More Info |
 |
Sunset Marina Paradise Sunset Marina Paradise – Stock Island is just that – a sunset paradise! Each night tells a different story. Located at the Sunset Marina Waterfront Residences, this 1700 sq. ft. penthouse condominium is on the top floor (3rd & yes… | $4,500 More Info |
 |
La Bonne Vie La Bonne Vie – Old Town Located only five blocks from infamous Duval St, this beautiful three story town home in Key West Florida’s Casa Marina district. This property contains Cathedral ceilings, high end tiles and beautiful hardwood floors. Beautiful… | $5,500 More Info |
 |
Belle Fleur Belle Fleur – Old Town Amenities: Parking: One off-street spot reserved, on-street parking also available. Sleeping Arrangements: Restrictions: Smoking only permitted outside. Pets: Pets are welcome, although some size restrictions apply. There is a $200/month pet charge. Blocks to Duval:… | $5,500 More Info |
 |
Heather’s Villa Heather’s Villa – Old Town Upon entering, the living room features a super comfy queen sleeper sofa if you choose to bring along friends or family to this delightful romantic cottage. A large flat screen TV can be enjoyed from… | $188 More Info |
 |
Cuban Paradise Cuban Paradise – Old Town Escape the stress and cares of your daily life Built in 1917 as a “club” for Cuban cigar makers and their families as their “home away from home”, it soon became the center of social… | $228 More Info |
