Key West Rebecca

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Endless Vacations

Choose from homes with private pools, a cozy cottage, or condominiums with a shared pool. Whether you’re looking to get away for a few nights, days, weeks or months, we think you’ll enjoy looking through some of our beautiful rentals available!

ATLANTIC BREEZE

2 Bedroom - Condo Resort

This condo offers you a great view of the Atlantic Ocean and Smathers Beach, one of Key West’s largest beaches. This condo is located in a gated community that offers a sun-filled swimming pool, tennis court and several bbq grills with benches and picnic tables for your use. This condo has an open floor plan with upgraded kitchen, dinning room table, comfortable living room furniture. All furniture is new and bedrooms boast king size beds with a sofa sleeper with memory foam. Enjoy your oversize balcony with table set to enjoy the Key West views. New on the rental market. Be one of the first to enjoy.

ATLANTIS DREAM ESCAPE

Bring Your Boat!

This private ground floor waterfront home is located in the Key Haven subdivision of fine homes. Beautifully decorated with all new furniture, new flat screen televisions, new beds that includes two king size for extra comfort, large open living room with glass sliding doors invites in the tropical breezes that leads to an over-sized covered-screened in backyard patio to enjoy mother nature’s sites. Cable and high speed Internet provided. Lushly landscaped yard that is completely fenced with hammock and quaint front porch.
Bring your boat for a quick trip out to the Gulf of Mexico or Atlantic Ocean or fish right from your seawall. This property has all the comforts of home.

CAMERON'S WATERFRONT

3 Bedroom - Luxury House

This estate has it all waterfront, luxury, pool, jacuzzi and dockage for your boat with over 3,800 sf of living space and 13,600 square feet of lush landscaped grounds. This private residence gives you the space and comfort one needs to relax and entertain your guests. Expansive living room with vaulted wood ceilings and oversize couches leads to a large dinning room table that seats six. Gourmet kitchen with granite counters and lovely wood cabinets that focuses on the love of food and cooking. Indoor laundry area is located just off the kitchen for convenience. Large veranda overlooks the backyard sun-filled swimming pool and boat dock includes a table set and grills making outdoor cooking a breeze. Split floor plan makes the expansive master-suite with king bed, his and her sinks and Jacuzzi tub separate from two private guest bedrooms, one with king bed and the other offering a queen bed. Make Cameron’s Luxury Waterfront Estate your next Key West Vacation Home and don’t forget to bring your boat!

FOGARTY HOUSE

3 Bedroom - Conch Cottage

The Fogarty House was the original conch cottage on Duval Street back in the late 1800’s. It now makes residence on Fogarty Avenue in Midtown. The main entrance has walls of original Dade County pine. The Fogarty House has three bedrooms and three full bathrooms. Two bedrooms lead out to the backyard with an oversized deck. There are two inside seating areas and a formal dinning room. The property is completely fenced and is close to dinning, art galleries, museums, beaches and attractions. Stay in a true conch home.

CONCH ESCAPE

4 Bedroom - Conch Style

Enjoy the comforts of home just like the local conchs. Large 4 bedroom/3 bath home with all the extras including a pool table for family enjoyment and large backyard for entertainment. Granite kitchen is well stocked for the cook in you. Large dining room table for those evening dinners. Comfortable living room and extra Florida room for the television enthusiast. The backyard is completely surrounded by tropical landscaping giving you the privacy you deserve, waterfall swimming pool with heat, BBQ grill and extra outdoor seating areas. A unique home for all your vacation needs.

HISTORIC BUNGALOW

One Bedroom - Cottage

This one bedroom cottage is located in the historic district and offers a full kitchen, living room, private bedroom, bathroom, sleeper sofa and washer/dryer on site. Located in the back of the property overlooking the pool. Off street parking spot. Enjoy your stay in a true conch home!

HISTORIC CARRIAGE HOUSE

2 Bedroom-Conch Style

Historic Carriage House is located a few blocks from famous Duval Street. Stay in a traditional conch style home that features Mexican tile floors, spacious master bedroom with queen size bed,  guest bedroom with full size bed and one couch sleeper sofa. Two full size bathrooms and inside washer/dryer. Central air conditioning, flat screen TVs and free WiFi and open style full kitchen and living room. Pool on property with additional cottages for rent upon availability. Free off street parking spot.

NATURE'S BOUTIQUE

2 Bedroom - Condo

Nature’s Boutique offers you an exceptional view of Key West’s native birds right from your private balcony. It is furnished with all of the comforts of home. Large flat screen TV, ensuite bath, full laundry center, fully stocked kitchen, assigned parking bay and inviting open living room and dinning room. The bedrooms are furnished with a king bed in one room and two twin beds in the guest bedroom that can be easily converted into a king bed upon request. The sofa also has a sleeper for extra guests or family. The resort offers a gated community with a heated pool that is so inviting, an outdoor jacuzzi to relax you, a tennis court and BBQ grills for your use. Come experience your dream vacation and enjoy, relax and take in a beautiful Key West sunrise!

NEW TOWN JEWEL

3 Bedroom - Single Family

This 3 bedroom with 2 bathrooms single family home is located in new town and is convenienly located close to the movie theater, banks, shopping center and restaurants. It comes completely furnished and is in immaculate condition. Large fenced in backyard with screen in patio makes entertaining and cook out’s on your gas grill enjoyable. Nicely upgraded and fully stocked kitchen for all your cooking needs is a plus. Central air conditioning and sleeper couch for your comfort and guests. Free off street parking and wifi.

OCEAN VISTA

2 Bedroom - Condo

Modern 2 bedroom/2 bath condo with nice size balcony overlooking the Atlantic Ocean. California king bed in master bedroom and twin beds in the guest bedroom that can be converted into a king bed. Living room sofa with queen sleeper. Nicely decorated with a Key West flair. Full kitchen with all appliances, washer/dryer, electric range and microwave. Central air conditioning with ceiling fans. Flat screen TV and wireless internet provided. Large pool with hot tub and sauna. Lighted tennis court. Gated community with BBQ area. Dedicated, covered parking spot.

PRIVATE HAVEN

3 Bedroom - House

This three bedroom/2 bath vacation rental home features high vaulted ceilings, french doors that lead to a large covered patio area and an in ground heated swimming pool. Large master bedroom and master bathroom. Great location just minutes to the beaches.

SOUTHERNMOST BEAUTY

3 Bedrooms + 6 Beds House

New on the Market for Rent. Stay in a beautifully restored Century Old Conch Home by the Southernmost Point, the beach and Duval Street. Enjoy the nightlife of what Key West has to offer without the need to drive or take a taxi. No detail was left undone through out this home featuring lots of dade county pine and glorious wood flooring,upgraded kitchen with wine chiller, tastefully decorated including leather couches to a upscale dinning room table set. A century old staircase leads you to a large private master suite with private bathroom including a Jacuzzi tub. Two additional private upstairs bedrooms lead to a spacious upstairs balcony to enjoy the ocean breeze and the Key West happenings.. Enjoy a dip in your private swimming pool day or night. Great area for relaxation.Two inside sets of washer dryers for your convenience. Stay in a true Conch House.

SUNSHINE HOUSE

3 Bedroom - Conch Style

Sunshine, sunshine and more sunshine. This home sits in Key Lime Grove subdivision. It is a neighborhood rich in history and this home welcomes you with a white picket fence! It has been fully upgraded down to the wood floors and crown molding trim. Open living room and dining room concept with surround sound, separate office with windows that invite in the Key West sunshine. Each bedroom takes on a personality of it’s own with all new furniture and flat screen televisions. Large kitchen with room for two or more cooks and indoor laundry room for convenience. Backyard is completely fenced for privacy, with heated pool and cascading waterfall. Relax in your hammock while you cook out on your gas grill. Outdoor shower allows you to connect to nature. Large outdoor patio set for those outdoor meals. Enjoy your stay in a great home with plenty of sunshine!

THE BEACH HOUSE

Large 1 Bedroom - Condo

If you are looking to stay in accommodations of high standards. This is the one for you! As you enter this large one bedroom condo you are greeted with a beautiful view the Atlantic Ocean. Completely upgraded with all new furniture and large flat screen televisions. The kitchen is upgraded and room for two chefs. The master bedroom has a king bed and en suite bathroom with large flat screen television. Top of the line queen sleeper for your guests and an indoor dinning room table set for those special meals. Relax from your private balcony that overlooks the ocean and one of Key West largest beaches or enjoy the large resort-style community pool with Jacuzzi. There is a bbq grill area for your use as well as a tennis court. Free wi-fi and free covered parking bay.

OCEAN BREEZE

3 bedroom | 2 bathroom

Fully Furnished town-home offers ocean views and boat dockage.Beautifully upgraded with views of the Gulf of Mexico from your living room, dining room, master bedroom and outdoor seating area. The spacious size kitchen has stainless steal appliances, granite counters, dishwasher and wine cooler including a dining room table. Two full size bedrooms with master en-suite. There is an extra bonus room set up for kids and young adults that don’t mind climbing that makes a possible third bedroom. The living room boast high ceilings, great entertainment center and comfortable seating and a sleeper sofa. Enjoy the ocean breeze from many outdoor sitting areas. Off street parking. Located just 10 minutes from Key West. True Keys Experience.

BAHAMA MAMA

4 bedroom | 1 bathroom

Tucked away behind this pretty conch house is a spacious back yard with a delightful deck that has plenty of outdoor seating and room for entertaining and dining. Beautiful landscaping with a bubbling fountain, a Jacuzzi and many fruit trees like strawberry guavas, ceylon peaches, banana, avocados and sour oranges create a tropical paradise for you to relax in. This home will awaken your senses!

THE NEELY HOUSE

4 Bedroom - Conch Style

The Neely House has been a part of Key West history as was the family who owned it for over 100 Years! When you enter the home you are greeted with ten foot ceilings, traditional wood floors and an open living and dining room that will make you want to put on your dancing shoes and salsa the night away. An oversized kitchen leads you to the second floor with four separate bedrooms and a traditional conch style porch just off the master bedroom to enjoy the sites of old Key West. The backyard is completely fenced and features a large wood deck that encompasses a beautiful 100 plus year old Spanish lime tree. This home allows you to truly experience the history and tradition of old Key West.

THE SHIPYARD

2 Bedroom - Condo

This 2 bedroom, fully furnished condominium is located in the Truman Annex, a gated community of private homes and condominiums. Freshly painted and upgraded with custom bedspreads, new key west style furniture, outdoor grill, all flat screen televisions, comfortable outdoor furniture, queen bed with two twin beds that are easily converted to a king sleeper, a sofa sleeper, full kitchen, living room, new washer/dryer and two private balconies one overlooking the swimming pool. Free assigned parking spot and Free Wi-fi. Steps from famous Duval Street, sunset celebration and all the downtown action one desires.

TROPICAL PARADISE

3 bedroom - 2 bathroom

Relax poolside on a private deck, enjoying the bougainvillea draped over the masonry privacy fence. Banana trees and many varieties of palm offer shade to the house and gardens. The house has been remodeled in the last 5 years with an enormous great- room and large windows that invite ocean breezes. The kitchen is a chef’s delight with a 6 burner Vulcan commercial stove and additional convection oven. Meals can be enjoyed under the covered lanai or in the kitchen. Book shelves holding hundreds of books are available for your reading delight. The bedrooms are comfortable with king beds in two bedrooms and two full sized beds in the third bedroom. The bathrooms have been recently updated with double rain-head showers, ceramic tile floors and ceramic tile walls. There is a private outdoor shower on the deck. The house is very clean and simply decorated. The pool is heated to 85 degrees during the cool months. If you need secure parking for your motorcycle, bike or kayak, it is available in the driveway behind a security fence. The beach is a mere 4 block walk, as are the public tennis and pickle ball courts. Within easy biking distance are world class restaurants such as Louie’s Backyard, El Siboney and Salute.

DUNCAN RETREAT

2 Bedroom - Condo

This 3 bedroom home is located one block from where Tennessee Williams home was located. The home has a true historic flavor including the neighborhood. Lush garden with outside pool and Jacuzzi for enjoyment and relaxation. The backyard is fenced for privacy. Inside offers large living room with soaring ceilings, private bedrooms and full size kitchen with dining room overlooking the pool. One off street parking spot for your use. Located close to the beaches and downtown area. Great local restaurants: El Siboney on Catherine Street is in the area as well as a locally owned grocery store, Faustos. Live like a local “conch” and stay in the ambiance and charm on Duncan Street Property.