HS1 KEY LIME CALYPSO

1 Bedroom / 1 Bath, Occupancy 2

The best of Key West vacation rentals and Key West homes in the middle of Historic Old Town and a half block from Duval Street and the gates to Bahama Village, a perfect location for visitors to our Island. Guests can stroll to Mallory Square, Fort Zachary Beach or the sunset piers which are all within easy walking distance of this one bedroom cottage. Step from your porch on to a bricked walkway leading to a spacious outdoors featuring a large private pool, palms and mature native trees forming a backdrop of tropical splendor. The cottage has tile floors throughout, skylights, an open fully equipped kitchen, sofa bed in the living room and master bedroom with king sized bed. Bedding: 1 king, 1 sleeper sofa Entertainment DVD, TV, VCR, Dishwasher, Heat Optional Swimming Pool, Ironing/Board, Microwave, Off Street Parking, Pet Friendly, Stereo or CD Other Amenities Washer/Dryer. Nightly Rates: $220 - $370 Weekly Rates: $1,470 - $2,590.

HS2 ISLAND PEARL

1 Bedroom / 1 Bath, Occupancy 2

ISLAND PEARL True island living in this 1 bedroom loft 1 bath cottage located in the heart of Old Town Key West. French doors that open to a creative deck surrounded by tropical foliage. This is a wonderful place to experience the "real" Key West in a secure "Old Town" setting. Old town historical district, walk to Duval Street, close to shopping, beaches, and restaurants. A private gate opens from the cottage to a blue pebbled pool, Jacuzzi, and a great place for outdoor dining. This property has no assigned parking and does not have a washer/dryer. Bedding: Queen/Day Bed. Nightly rates:$210-$270, Weekly rates: $1200-$1600, $95 Cleaning Fee.

HS3 CONCH COTTAGE

1 Bedroom / 1 Bath, Occupancy 2

Watch the world go by and live like a local at this 1 bedroom 1 bath "Conch Cottage" which islocated in the center of Old Town. Inside the cottage is a fully equipped kitchen, living room and dining area, full bath, inside shower, high speed Internet, and access to the private rear deck which features an outdoor dining area, outside shower and private hot tub. After dinner take a leisurly walk down Duval Street ( which is only a block away), and return home to relax and stargaze in the whirlpool/hot tub. Outdoor whirlpool/hot tub, fully equipped kitchen, A/C, High Speed Internet Service, Cable TV, VCR, telephone, and washer/dryer, outside shower( there is a shower indoors also), outside seating area, charcoal grill, and a sleeping loft.
Weekly Rates: $900.00-$1400.00

HS4 ELIZABETHS SECRET

2 Bedroom / 2 Bath, Occupancy 4

Unlock the gate and you will discover Elizabeth's Secret. A large lot surrounded by lush tropical plantings, the patio houses a lare private sunny pool creating the perfect hideaway. Cathedral ceilings in this charming 2 bedroom, 2 bath cottage offers an open and airy feeling, and the open floor plan provides room to relax. The kitchen is fully equipped, and has a breakfast bar. A sitting or reading room has access to the side deck with space for outdoor dining. The master suite has access to a private outside shower (there is one inside too). The second bath is located on the first floor for easy access, and the second bedroom is very spacious, and located upstairs.  Amenities: Private sunny pool, gated entry, fully equipped kitchen, cable TV, VCR, stereo, CD player, DSL (Internet service), washer/dryer, charcoal grill, telephone,private off street parking, A/C. Pool heat additional. Location: Key West. Old Town, 2 blocks from Duval Street, Parking: Yes, off street for 1 car. Weekly Rates: $1350-$1950.

HS5 HAVANA LANE

2 Bedroom / 2 Bath, Occupancy 4

An International Interior Designer's own tropical hideaway. A rustic "Conch" cottage with a wonderful tropical garden, free form pool (optionally heated) and jacuzzi. The house is very private, hidden behind a tall fence covered in bougainvillea and hibiscus, on a quiet lane in Old Town. French doors open and invite you onto a multilevel deck leading to the pool, spa and tropical garden. The home is designed with an open plan living with catherdral ceiling, dining, and kitchen area. Dade County pine lines both bedrooms with queen beds, two bathrooms. Bedding: 2 queens.
Nightly Rates: $310 - $863, Weekly Rates: $2,100 - $5,980.

HS6 PINEAPPLE COTTAGE

2Bedroom / 2 Bath, Occupancy 4

You'll find total privacy and charm in this island home. Only 1/2 block from Duval Street, yet totally secluded. True indoor and outdoor living with French doors opening to a private sunny, tropically planted decked pool area. You'll enjoy the sparkling pool and the variety of blooming foliage and palms. This property is very private and quiet, yet it's walking distance to everything. Top of the line in every way for your total comfort and enjoyment. Old Town district, walk to Duval Street, close to shopping, beaches and restaurants. ** Pool heat optional - $150.00/week. Weekly Rate: $1900-$2600.

HS7 LITTLE PARADISE

2 Bedroom / 1.5 Bath, Occupancy 4

 The perfect place to relax in your own little paradise. Located on a quiet Old Town lane this private 2-bedroom, 1.5 bath unique cottage is walking distance to the historic Seaport area, and a short stroll to Duval Street. The cottage has been decorated in Island colors, and rare artwork , open floor plan, and also offers a fully equipped kitchen, with easy access to the outside deck.The master bedroom has a queen bed, and the second bedroom offers 2 twin beds and opens to the cozy living room. The outside area offers lots of privacy and quiet location. Bedding: 1 King, 1 Queen, Parking: Yes. Weekly Rates: $1175 - $1500.

HS8 GRINNELL GETAWAY

2 Bedroom / 1.5 Bath Occupancy 6

Peaceful retreat in the historic district awaits you. This charming Old Town home is located opposite our historic cemetery, just 5 blocks from Duval Street. Close to everything Key West has to offer. This home is highlighted by a new swimming pool with swim jets and jacuzzi jets for your exercise or relaxing pleasure. This story & one half home has two bedroom, two baths and features a large living room with rattan/upholstered furnishings and an open dining area on the first floor. The kitchen sits to the rear of the house and opens to the pool and deck area complete with outdoor shower. The second floor features two bedrooms with queen size beds with the bath in between. The back bedroom opens to a large deck overlooking the pool area, as well as over the open space the neighboring cemetery providesproperty is a charmer. Bedding: 2 queens. Nightly Rates: $270 - $700, Weekly Rates: $1,820 - $4,830.

HS9 CATHERINE

2 Bedroom / 2 Bath, Occupancy 4

This charming Key West style cottage is just a short walk to a selection of great restaurants, art galleries, or shopping on Duval Street. Better yet, it is just three blocks to a beach (Duval & South Streets). This house can comfortably sleep four and offers a fully equipped kitchen, two bedrooms, living area with outside dining, BBQ and a small pool. The open style living and dining area has a comfortable sofa and a dining table for four. Two sets of French doors open up to an outside area directly from the living room. The Guest bedroom has a wood-beamed high ceiling, King bed (or two twins), a sitting area and large windows that open out to the pool. The Master Suite is a bit smaller but also has a King sized bed and a private bathroom. Pleasing tropical interior with warm pastel colors and wood accents create an inviting ambience which makes this home a comfortable vacation hideaway. Nightly Rates: $270 - $700, Weekly Rates: $1,820 - $4,830.

HS10 HELENS HIDEAWAY

2 Bedroom / 2 Bath, Occupancy 4-6.

Private Heated Pool! This gem is located at the end of a hidden lane, just off Simonton Street, behind The Gardens HotelJust past the outdoor shower, walk behind the large scheffeleras, open the gate and find yourself strolling down a Key West secret lane to Duval Street! You will be one of the few and privileged to be able to do this! Just remodeled in August, 2001, this unique house and large private pool is surrounded by mature palms, Spanish lime trees, scheffeleras and other magnificent foliage. Completely gated and fenced, you will experience privacy in Key West that is unrivaled anywhere else on our small island. The fully air-conditioned main house has the kitchen, dining room, living room, bedroom and bath. The dining room seats up to six comfortably, with an oak pass-thru to the kitchen. All along the living/dining room wall are floor to ceiling sliding glass doors that look out onto the pool and gardens.

The large bathroom features a completely tiled step-down shower that is 6' x 6', large mirror and sliding glass doors leading out to the pool. The second bedroom and bath are in a separate cottage with sliding glass doors surrounding two sides overlooking the pool and deck. It features a bath that has sliding glass doors which leads out to the pool.

Designed to accommodate a family, this three-bedroom home has two full baths, one full bath upstairs and one full bath downstairs both with showers. Nightly Rate: $318-$428.

HS11 ALMOST SOUTHERNMOST

2 Bedroom / 1 Bath Occupancy 6

415 Truman Avenue is the perfect location, located between Duval Street and Whitehead St. Just around the corner from Hemingway's House and the Historic Lighthouse Museum, Almost Southernmost is a perfect example of shotgun architecture with a front porch and back deck. The style is common throughout the islands. Our shotgun was renovated in March, 2008. Located in among a row of identical cigar-maker cottages, this gem features a King pillow top bed upstairs, another Queen pillow top bed in a downstairs bedroom and a Queen sleeper sofa in the living room which features beautiful pine floors.The state of the art kitchen is equipped with granite counter-tops, glass-top stove, microwave, dishwashe, under cabinet lights and everything necessary to prepare gourmet meals...or just grill your fresh catch on the grill under the private covered lanai.The large bath features a walk-in shower with glass doors, hair-dryer and beach towels.Open your double french doors opening from the kitchen to the lanai and you have outdoor table and seating, washer/dryer and the extra spacious spa! Add romantic, soft outdoor lighting and you won't even want to do the Duval Crawl, yet you are walking distance to all the great venues Key West has to offer!Add a private, off-street parking space for 1 car ... plus secure bike lock-ups behind your locked gate ... it doesn't get any better than this! Nightly Rate: $238-$328.

HS12 ISLAND OASIS

2 Bedroom / 2 Bath, Occupancy 4-6

This ultra luxurious 2 bedroom, 2-1/2 bath, 2 story house has been totally redecorated by one of Key West’s most talented designers, Michael Pelkey. Sitting in a row of 6 townhomes built by Key West's premier builder, Island Oasis will transport you to your very own tropical Island. There are classic crown moldings and trim, hardwood floors, tall ceilings, new appliances, new furnishings and a sophisticated but comfortable ambience. The elegant living room with queen sleeper sofa and half bath has a bank of glass doors that open onto a covered lanai with a wet bar and outdoor dining table. The private 12’ X 18’ heated pool is surrounded by lush plantings of palm trees, hibiscus and bougainvillea. An outdoor shower and several chaises invite you to enjoy the sun and tropical weather that brings you to Key West. Nightly Rates: $348-$448.

HS13 JASMINE PLACE

2 Bedroom / 2 Bath, Occupancy 4

The first floor of this historic home features original carpenter's woodwork, and hardwood floors, a large front porch, spacious living room, large dining area, full bath, and kitchen. French doors open from the kitchen onto tropical landscaped deck and private pool where there is plenty of lounging area. The second floor consists of 2 bedrooms and a full bath. Access to the upstairs balcony which offers views to the KW Historic Light House, and the grounds of the Hemingway House and museum, or just relax and watch the people stroll past. Located in the heart of Old Town, Duval Street is 1 block away so you don't need a car, but if you do have one, there is gated off street parking. Weekly Rates: $1300-$1600.

HS14 PETES COTTAGES

2 Bedroom / 1 Bath, Occupancy 4

This brand new property has it all! This award winning renovation has been completed recently and offers the styling of the original shot gun homes of Key West restored with a beautiful natural cypress exterior with the clean lines of a contemporary home. Each Twin opens to it's own semi-private deck and lounge area with steps into a large kidney shaped pool with waterfall. Inside the comfortable living room has a spiral staircase to the loft second bedroom with unique glass railing. Large windows in the kitchen bi-fold away to allow serving directly to the pool deck and capture the warm, tropical, Key West breezes. If cooking isn't for you on your vacation, stop by the Banana Cafe Restaurant or the Coffee and Tea house right next door. The Twins allow for great flexibility in your vacation planning. Rent this property as a one bedroom/one bath or add the loft or put it all together for a four bedroom/ two bath. (Pricing surcharges apply according to the number of bedrooms required.) Bedding: 2 queen.
Nightly Rates: $270 - $635, Weekly Rates: $1,820 - $4,375.

HS15 PAGITT HOUSE

3 Bedroom / 2 Bat,h Occupancy 6

Experience the original Key West by staying at a historical treasure! Three bedrooms, two bath historic home with private pool. Polished wood floors, beamed ceilings French doors are just a few of the features of this wonderful property. Spacious and gracious living with all the amenities in the heart of Old Town Private pool, cable TV, telephone,fully equipped kitchen, central A/C, charcoal grill and washer/dryer. Weekly Rates: $2100-2800.

HS16 CASA SERINDIPITY

3 Bedrooms / 2 Bath, Occupancy 6

Private Pool! World-class comfort, lush tropical surroundings and unmatched privacy characterize this deluxe, spacious, two story historic home located across from the famous Key West Cemetery in Key West's finest neighborhood. Exclusive million dollar homes line nearby Frances Street. Casa Serendipity is one of the finest examples of the "conch cottage" style architecture that Key West is famous for. Designed to accommodate a family, this three-bedroom home has two full baths, one full bath upstairs and one full bath downstairs both with showers. The light and airy living room features an abundance of French doors over looking the covered veranda, lush grounds and pool. A 27" flat screen TV makes the living room a favorite place to relax. The spacious dining room will elegantly accommodate your large group. Upstairs are two bedrooms with king beds, one with CD player and safe, the third bedroom has a queen size bed.
Nightly Rates: $378-$588.

HS17 COCONUT CABANA

3 Bedroom/2 Bath, Occupancy 6

An Old town Key West home, located in the Historic District and just one half a block off Duval Street. Guests are within walking distance of restaurants, the Atlantic Ocean, Southernmost Point of Key West and our sunset piers. All lovingly restored and cared for, this charming 1 & 1/2 story historic home is beautifully decorated with warm tropical colors and features bamboo hardwood floors. This home features three bedrooms and two baths. The master bedroom is on the first floor with ensuite bath. Upstairs two bedrooms adjoin the second bath. The living room has French doors which open to your own private deck & garden with a heat-optional, lagoon style, black bottom, dip pool surrounded by lush vegetation.There is an outdoor table and nearby gas grill for outside/open air dining. Bedding: 2 queens, 2 twins. Nightly Rates:$340 - $985, Weekly Rates: $2,310 - $6,755.

HS18 CASA DE CUBA

3 Bedroom / 2 Bath, Occupancy: 6

Location! Style! Elegance! This beautiful home is the fabulous combination of everything a great vacation property should be. One half block to Duval Street in the historic district, the location can't be beat. The home's history is rich...neighboring the historic Gato Cigar factory which is now restored and used as county offices. Duval Square is directly across the street with three restaurants, shops, a hair salon & convenience store. The best homemade ice cream in Key West is just down the street! The house is beautifully decorated with warm colors, sophisticated furnishings accented with Cuban and beach themed artwork. There's both a living room and reading area in the front of the house and a indoor/outdoor room to enjoy the tropical lifestyle of Key West. A large farmhouse table sits in the sun room with french windows and doors overlooking the pool directly off the new kitchen with black granite counters and stainless steel appliances. The master bedroom is beautifully decorated with its black pencil post bed and unique bathroom with spa style vanity. The second bedroom sits to the back of the house and feels like the master suite with french doors to the outdoor sitting area. The 21' long heat optional pool features benches on each side for relaxing (one with jets!) There is an outdoor table and nearby gas grill for outside/open air dining. Bedding: 1 king, 1 queen, 2 twins.
Nightly Rates: $450 - $1,284, Weekly Rates: $3,010 - $8,848.

HS19 WHITEHEAD HOUSE

3 Bedroom / 2 Bath, Occupancy 6

Unique two story, three bedroom, two bathroom home nested beside the Audubon House in Old Town Key West. Hidden behind the most photographed "Prohibition fence" in Key West, this home has a large private, sunny pool and deck, off street parking ( 1 space) , central air conditioning, and lot's of room to spread out and relax in a very convenient (but sometimes noisy) location. This home is furnished to reflect the eclectic, world-traveled taste of the owner. Beds: two queens and two twins. Maximum occupancy: 6 Bedding: 2 queens, 2 twins.
Nightly Rates: $330 - $944, Weekly Rates: $2,240 - $6,538.

HS20 CASA MARGARITA

3 Bedroom / 3 Bath, Occupancy: 6

Fantastic location combined with casual elegance makes this Key West cottage a great retreat to experience! And the historic seaport is just steps away with many restaurants, boating activities, historic sights & shops to keep you busy all day! Behind the front fence of the property you can park your car and leave the world behind as you step through the tropical foliage to enter the home from the wonderful pool courtyard. Casa Margarita is beautifully decorated with warm colors, sophisticated furnishings with tropical accents. The living room and dining room are combined with the open kitchen with glass opening to the pool and backyard. A large covered gazebo is your outdoor living room to enjoy all day long. Despite being so near to the Historic Seaport, it is a quiet residential neighborhood. There are three bedrooms to choice from. The master has a queen size bed with it's own bath ensuite. The two other bedrooms each have two twin beds. One of the rooms has a bathroom ensuite as well. This property has been recently purchased and the new owners are putting a great deal of time and energy into making this a great getaway. Bedding: 1 queen, 4 twins.
Nightly Rates: $450 - $1,284, Weekly Rates: $3,010 - $8,848.

HS21 SECRET VILLA

3 Bedroom / 3 Bath, Occupancy 6

This unique villa is hidden away on the end of the quiet lane just a step away from Duval Street. The main level of this home is loaded with french doors, The living room opens onto the dining porch,complete with the gas grill. The large open living room with beautiful new oak floors features a sumptuous sofa to lounge onThe kitchen has been remodeled with new cabinets and countertops to provide you will all the comforts of home. There is a guest bedroom on the first level with queen bed and ensuite bathroom with a shower that doubles as the powder room for the house. Upstairs a large and bright Master Suite has a queen four poster bed and a large bath with double sinks and new tiled walk-in shower. French doors lead you out to second floor deck The second bedroom upstairs has two twin beds and it's own bathroom with a tub. Both bedrooms upstairs have French doors that open up to the veranda overlooking the pool and the garden. Bedding: 2 queens, 2 twins, 1 sleeping sofa.
Nightly Rates: $450 - $1,284, Weekly Rates: $3,010 - $8,848.

HS22 DUVAL ROOST

3 Bedroom / 3.5 Bath

This sanctuary is located one half block from Duval Street in the heart of Old Town tucked away on a private lane. Enter the property through a secure privacy fence into the pool courtyard area. The large house towers above with high ceilings and oversized windows on both the ground floor and second story. The great room has a large sectional sofa providing ample seating as well as a convenient half bathroom. The bonus room offers an additional living area. Enjoy the BBQ grill in the fully furnished pool courtyard including a table for six under a lighted umbrella or take advantage of the full kitchen to dine at home. Joining the main living areas downstairs is the third bedroom suite . This room features two twin beds and has its own en-suite bathroom (tub). Two master suites upstairs are located on either side ot the stairs, each with its own en-suite bathroom (tub), sitting area and queen bed. Walk out the French doors from either suite to the shared balcony overlooking the pool courtyard. Bedding: 2 queens, 2 twins. Nightly Rates: $390 - $1,099, Weekly Rates: $2,660 - $7,527.

HS23 ADMIRALS PARADISE

3 Bedroom / 3.5 Bath, Occupancy: 6-8

In the fabulous Truman Annex enclave and near the Caroline Street walking gate directly to downtown Key West, this nicely decorated home features a thirty foot pool with waterfall, expansive decks and extensive tropical landscaping for privacy and outdoor enjoyment. Inside an enormous living/dining area is surrounded by french doors that afford special indoor/outdoor "Key West" lifestyle with a bedroom and full bath. Upstairs there are two bedroom suites with ensuite bath. The upstairs master has nice size second floor covered veranda overlookiing the pool and lush landscaping below. There are saltillo tile floors throughout the downstairs and hardwood floors upstairs. Central climate control, of course. Sleeps 6 - 8. Bedding: 3 queens, 1 day bed, 2 single cots available.
Nightly Rates: $1,500 - $1,500, Weekly Rates: $4,500 - $10,500.

HS24 DUPONT HOUSE

3 Bedroom / 3 Bath, Occupancy 6

Bright and spacious 3 bedroom 3 bath home has the best of everything with a private pool surrounded by lush foliage and an extensive deck area with covered pavilion for outdoor dining. The large living room has three sets of glass doors that view the privately enclosed yard and pool. One bedroom is on the first floor with a full bath, and the second floor bedrooms are spacious with arched cathedral ceilings, private baths and balconies that overlook Dupont Lane. Weekly Rates: $2100-$2800.

HS25 ENGLISH HOUSE

3 Bedroom / 3 Bath, Occupancy 6

Hidden in the center of Old Town Key West on a quiet lane, one and half blocks off celebrated Duval St and only 5 blocks from Mallory Square's famous Sunset Celebrations. A perfect place to relax by the pool, but a short walk from the many restaurants, art galleries, shops and historic sites of our unique tropical island. The English House is a luxurious home furnished with antiques, safari rugs, rare porcelains and unique art. The fully equipped kitchen overlooks the pool and lush tropical plantings. A covered dining area provides shade, but there is a lot of sun in the pool area and also on the 2nd floor balcony. Weekly Rate: $2100-$2800.

HS26 LOUISA

4 Bedroom / 3.5 Bath, Occupancy 8

Great location, just half a block off Duval Street, walking distance to restaurants, the Atlantic beaches and the Southernmost Point. Casually decorated in soft pine and white, wicker furnishings and sofa sleeper in living room, this four bedroom, three and a half bath hove provides a comfortable vacation hideaway. All bedrooms and two baths are located on the second floor. The dining area and kitchen are downstairs and french doors open to a deck with an ample pool. This home is an excellent choice for family reunions and larger groups. Bedding: 1 king, 1 queen, 1 double, 2 twins, 1 sleeping sofa. Nightly Rates: $470 - $1,320 Weekly Rates: $3,150 - $9,100.

HS27 VILLA TROPICAL

4 Bedroom / 4 Bath, Occupancy 8

Tropical seclusion best describes this oasis in the Casa Marina District. Enter the splendor of this large estate through a private gate; stroll down brick pathways, meandering by the cottage until you reach the two story main home. The gardens are lush and abundant featuring various species of mature palms, birds of paradise, flowering ginger and bromeliads surround a pool complete with gazebo and an outdoor dining table. This magnificent home opens to the world outside at every turn. Each bedroom is set off with it's own view of dense vegetation. The large Master suite sits atop the house to capture the serenity of the estate from the wraparound porch. Bedding: 1 king, 2 queen, 2 twin, 1 sleeping sofa.
Nightly Rates:$710 - $1,966, Weekly Rates: $4,830 - $13,496.

HS28 BLOOMIN PARADISE

4 Bedroom / 4 Bath, Occupancy 8

Completely surrounded by luscious tropical greenery in beautiful quiet gated community of Truman Annex yet only one block away from Duval and Mallory Square. Covered porches overlooking private swimming pool. Beautiful hardwood and tiled floors with high ceilings and lots of ceiling fans. This home has 4 bedrooms (all Queen) and 4 baths and is called Bloom'n Paradise. It can be rented in conjunction with its next door neighbor, Admirals Paradise, with a private gate between. Admirals Paradise has three bedrooms, three and half baths, and its own private pool. Bedding: 4 queen.
Nightly Rates: $1,510 - $13,440, Weekly Rates: $5,000 - $17,070.

HS29 WHITEHEAD HOUSE

3 Bedroom / 3 Bath, Occupancy 6

Bright and spacious 3 bedroom 3 bath home has the best of everything with a private pool surrounded by lush foliage and an extensive deck area with covered pavilion for outdoor dining. The large living room has three sets of glass doors that view the privately enclosed yard and pool. One bedroom is on the first floor with a full bath, and the second floor bedrooms are spacious with arched cathedral ceilings, private baths and balconies that overlook Dupont Lane. Weekly Rates: $2100-$2800.

HS30 CASA ROSA / CASA VILLA

3 Bedroom / 3 Bath Occupancy 6-8 OR 4 Bedroom / 4 Bath with villa.

PRIVATE SWIMMING POOL! Historic home in Key West. Excellent location in Old Town just one block off DUVAL STREET! Classic home boasts three bedrooms, three baths and includes living room, dining room and full kitchen. The French doors open to a lush tropical garden with sun deck, swimming pool and gazebo with private and romantic jacuzzi. Walk to the beach. One of Old Town's wonderful Key West vacation rentals. Home is air-conditioned and has ceiling fans, cable TV, BBQ Grill, and internet. Pool heat option available. Rental rate is $2690.00 per week. With the addition of VILLA ROSA, this rental becomes a four bedroom, four bath property. Villa Rosa has a private entrance, with upper level bougainvillea draped balcony, spacious king bedroom, bathroom, kitchen with dinette, and living area. Walk to the beach, Mallory Square, and Harbor Walk. Enjoy one of Old Town's wonderful Key West vacation rentals. Home is air-conditioned and has ceiling fans, cable TV, BBQ Grill, and internet. Pool heat option available. Rental rate is $3490 per week for Casa Rosa with Villa Rosa.

HS31 ADMIRALS GREAT ESCAPE

4 Bedroom / 3 Bath Occupancy 11

Enter the house with gingerbread touches on the exterior to see a Key West mural by local artist Rick Worth. The downstairs of the house feature the open living room, dining room and adjacent kitchen all leading to the back yard with a comfy sitting area on the back porch or lounge by the pool. There are two master suites downstairs. One with a dressing/desk area and bath ensuite. The touches of color are everywhere and make this a great retreat. Upstairs, through a separate entrance, you enter a fabulous studio with queen bed and twin trundle lounge sitting area. Tucked behind a louvered wall is another sleeping area with queen bed. With the addition of a refrigerator, microwave and full bath on this floor, it's like having two houses in one.The house is priced for eight people, but there is plenty of room for up to 11 guests. The outdoor pool area offers terrific sun in the morning and a lovely cooling shade in late afternoon. So enjoy the day in a great escape! Bedding: 4 queens, 1twin trundle, 1 sleeper sofa.
Nightly Rates: $470 - $1,320, Weekly Rates: $3,150 - $9,100.

HS32ADMIRALS TREASURE

4 Bedroom / 4 Bath, Occupancy 8

Amazing, sophisticated home in the fabulous Truman Annex enclave. You can't beat an Admiral's Lane address in Key West. So near the Caroline Street walking gate with it's proximity to Kelly's and the nightlife of Duval, but yet tucked away at the end of a quiet residential lane. This exquisitely decorated home features a thirty foot pool with water fall, dual level decks and mature tropical landscaping for privacy. The interior of the house is spectacularly decorated with art collectibles from around the world. Each bedroom and bath are remarkable in their own. There are two master suites in the house. On the first floor the master has an incredible marble bath with separate shower and granite counters. Upstairs the master suite is very large with king bed and sitting area and jacuzzi tub and separate marble shower in the bath. Beds: 1 king, 3 queens. Nightly Rates: $1,510 - $13,440, Weekly Rates: $5,000 - $17,070.

HS33 SOUTHARD STREET

4 Bedroom 4 Bath, Occupancy 8.

On a lovely tree-lined residential street in the heart of the historic Old Town district, this quiet, historic compound offers three separate vacation suites sharing a lush, large, sunny pool or combines for a wonderful four bedroom retreat. Downstairs enjoys a large, open floor plan with living and dining room, french doors opening up to the porch and lushly landscaped garden/pool area. The two bedrooms have a queen four poster bed or queen wrought iron bed along with oversized showers in each bath. The two one bedroom suites are located on the second floor, each accessed from a covered porch overlooking the garden and pool below, providing a cool spot on a hot afternoon. Each suite is decorated with it's own tropical color palette and queen beds. Great for extended families or a couples getaway! Pricing is given for 8 persons max. Additional person charges apply up to 14 persons and will be added when contract is written. Bedding: 4 queens, 3 sleeping sofas.
Nightly Rates: $700 - $1,807, Weekly Rates: $4,760 - $12,509.

HS34 CONCH HOUSE

3 Bedroom / 3 Bath, Occupancy 6

Bright and spacious 3 bedroom 3 bath home has the best of everything with a private pool surrounded by lush foliage and an extensive deck area with covered pavilion for outdoor dining. The large living room has three sets of glass doors that view the privately enclosed yard and pool. One bedroom is on the first floor with a full bath, and the second floor bedrooms are spacious with arched cathedral ceilings, private baths and balconies that overlook Dupont Lane. Weekly Rates: $2100-$2800.

HS35 POTTERS COTTAGE

3 Bedroom / 3 Bath, Occupancy 6

Bright and spacious 3 bedroom 3 bath home has the best of everything with a private pool surrounded by lush foliage and an extensive deck area with covered pavilion for outdoor dining. The large living room has three sets of glass doors that view the privately enclosed yard and pool. One bedroom is on the first floor with a full bath, and the second floor bedrooms are spacious with arched cathedral ceilings, private baths and balconies that overlook Dupont Lane. Weekly Rates: $2100-$2800

HS36 CONCH HEAVEN

3 Bedroom / 3 Bath, Occupancy 6

Bright and spacious 3 bedroom 3 bath home has the best of everything with a private pool surrounded by lush foliage and an extensive deck area with covered pavilion for outdoor dining. The large living room has three sets of glass doors that view the privately enclosed yard and pool. One bedroom is on the first floor with a full bath, and the second floor bedrooms are spacious with arched cathedral ceilings, private baths and balconies that overlook Dupont Lane.
Weekly Rates: $2100-$2800.