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Rentals with Pool in Edgartown, MA

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    Travelers to Edgartown are booking June dates now. Secure your vacation rental today, and have the perfect trip.
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    7 Bedrooms / 4 Bathrooms / Sleeps 14
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    Studio / 1 Bathroom / Sleeps 2
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    7 Bedrooms / 6 Bathrooms / Sleeps 16
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    About this property
    Accommodations: House, 7 Bedrooms, 6.5 Baths (Sleeps 14-16) A vacation in Edgartown, the classic Norman Rockwell American Dream, will take you back to a time and place when life was simple and dreams were grand. Sip on malt sodas and root beer floats in this throw-back-to-the-fifties resort, and... View all property information
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    5 of 5 stars (1) Excellent
    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    About this property
    This luxurious home is ideal for your family getaway! It is conveniently located between Edgartown Village and South Beach, and just steps to the bike path. This home offers luxury accommodations (incl. Luxury linens!), a large heated saltwater pool, hot tub, private balconies, an expansive deck... View all property information
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    2 Bedrooms / Sleeps 4
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    About this property
    This cozy fully air conditioned contemporary style end unit condominium on Martha's Vineyard is fully equipped with an open horseshoe shaped kitchen. With a quick turn you are now in the open dining and living area with access to a private deck for outdoor grilling. Still inside you will find a... View all property information
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    4 Bedrooms / 6 Bathrooms / Sleeps 8
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    About this property
    Enjoy this wonderful Katama home with a nice heated pool and beautiful landscaped yard. It is located 1.5 miles (just off bike path) to South Beach or downtown Edgartown. Inside it's light & bright with wood floors and a lot of windows. Easy living in mind when built. Decorated with charm. The... View all property information
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    4 Bedrooms / 5 Bathrooms / Sleeps 12
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    About this property
    BETTER PICTURES COMING SOON! New for the 2015 season this home is in the process of being built. This will be a stunning home in Katama with four en suite bedrooms and a pool. This home has an open concept living space so the whole family can be together. It also offers a screened porch off the... View all property information
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    5 of 5 stars (1) Excellent
    3 Bedrooms / 3 Bathrooms / Sleeps 8
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    About this property
    Owner Transfer Ferry Tickets - Please Inquire Designer touches featured in this main and guest house compound with with private pool (16 x 36 - 7' in deep end and 44' in shallow end). Location! Location! Only 1.5 miles to downtown Edgartown or South Beach, Situated privately in the Heart of Katama,... View all property information
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    5 of 5 stars Reviewed August 12, 2014
    Caretaker was awesome and was there and available whenever we had a problem or question. We just had a problem once with the pool heater not on. Overall everything was great.
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    6 Bedrooms / 5 Bathrooms / Sleeps 12
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    • x
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    About this property
    It is located atop Sampson’s Hill being the highest elevation in Edgartown. The house is an upside down house consisting of three levels with the top level being the shared living quarters consisting of the living room, dining area, and kitchen giving way to a spectacular panoramic view of... View all property information
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    6 Bedrooms / 6 Bathrooms / Sleeps 10
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    About this property
    Wonderfully private, single family residence and guesthouse, set among lovely and lush impeccably maintained grounds and gardens with a glorious 20' x 40' heated swimming pool and a jacuzzi. Property is situated in Felix Neck Sanctuary on picturesque Sengekontacket Pond with water views from all... View all property information
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    4 Bedrooms / 6 Bathrooms / Sleeps 10
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    About this property
    This property is the residential gateway to the village of 'in-town' Edgartown. This completely renovated 1925 Craftsman Style Cottage has 4200 sq. ft. of living space. This includes a separate one bedroom guest studio with generous queen size bedroom separated from the sitting room by a... View all property information
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    4 Bedrooms / 5 Bathrooms / Sleeps 10
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    About this property
    Newly constructed 5200+ square foot Greek Revival. This in-town property is set back from the street and the graceful gate ensure privacy from the street. This home has elegant touches throughout from the custom fully appointed kitchen to the 500+ square foot family room with a 65' TV, wet bar,... View all property information
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    6 Bedrooms / 6 Bathrooms / Sleeps 10
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    About this property
    Spectacular luxury Edgartown waterfront home . This home has a large open interior with attention to detail throughout. The gorgeous grounds encompass a pool with pool house, large patio and central air conditioning. There is a separate carriage house suite with kitchen, sitting area, queen... View all property information
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    3 Bedrooms / Sleeps 8
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    About this property
    Tucked away on a quiet street in Katama, the ambiance of this newly renovated home exudes salt air and sandy beaches, with neutral tones and soft blues splashed throughout and a brand new heated swimming pool (20 x 40) added for 2014. The open living and dining areas lend to great conversation,... View all property information
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    5 Bedrooms / 5 Bathrooms / Sleeps 9
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    About this property
    A truly remarkable residence designed by one of the Island's premier architects situated midway between the historic village of Edgartown and the golden sands of South Beach and Katama BayThis elegant five bedroom home with guest house is located on the prestigious Field Club's manicured 7.5 acre... View all property information
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    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Hot Tub
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    • Pets allowed
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    • x
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    About this property
    Beautiful and perfectly located home on top of Chappy's Sampson Hill with heated pool, gardens and hot tub, large yard and porches. All beaches and amenities just 1 mile away. Never see traffic or parking jams, your exclusive home is 1 mile to beach. The home centers on old native walking/biking... View all property information
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    5 Bedrooms / 5 Bathrooms / Sleeps 15
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    • x
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    About this property
    For 2014 Season: Renovated 5 bedroom Katama home will have a 18x40 gunite (heated) pool with bluestone patio, and stone outdoor fireplace built within the patio area. The interior will be done with all new furnishings and special touches. Please see the owners other two listings to get an idea of... View all property information
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    4 Bedrooms / 3 Bathrooms / Sleeps 8
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    • x
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    About this property
    Smartly furnished and newly-renovated 4 bedroom, 2.5 bath Colonial offers the perfect Vineyard vacation. Located on 1.1 green acres with a completely landscaped & fenced in backyard for total visual privacy. Enjoy our 20'x40' pool and relaxing with your laptop on our substantial back deck with... View all property information
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    5 Bedrooms / Sleeps 10
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    • Waterfront
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    About this property
    Glamorous waterfront property nestled within the prestigious area of South Water Street in down town Edgartown. This harbor spectacular 5 bedroom 6 bathroom captains home has been re-constructed with luxury and comfort marking every corner of this property sheer elegance. Inside you will find a... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    About this property
    Beach Rose is a bright and airy two bedroom home able to fit 6 people comfortably (sleeper sofa). With a large fully equipped kitchen, dining area and living room, it is your home on the Vineyard. Skylights and solarium style windows bring natural light throughout the house. Enjoy outside cooking... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    About this property
    This lovely, light filled contemporary condominium is set in an area of well groomed grounds surrounded by an island forest. The comfortable contemporary furnishings, oak floors and pleasant surroundings make this an attractive option. It is just minutes from historic Edgartown and beaches and is... View all property information
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    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • x
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    About this property
    This beautiful sunny home is centrally located and is in pristine condition. Open plan kitchen, dining room and living room on the first floor along with a master bedroom and private adjoining bathroom. Second floor with 4 more bedrooms, 3 more full bathrooms and a family room. This home also... View all property information
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    2 Bedrooms / 2 Bathrooms / Sleeps 6
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    • x
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    About this property
    Wonderfully designed for maximum privacy in a one floor home, this lovely home features a hot tub on the back deck for bathing under the stars! Kitchen opens to informal dining, entertaining and spacious living room. Large screened in front porch perfect for dining al fresco sans bugs! Bedrooms... View all property information
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    6 Bedrooms / Sleeps 12
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    • Waterfront
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    • x
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    About this property
    Magical, is just about the only word to describe this property. As you head out of town down a private street, you come to a clearing where ocean and relaxation are the only thing that should be thought of. Walk from the driveway to the sprawling yard, porch, pool or patio. Everyone has their own... View all property information
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    5 Bedrooms / 6 Bathrooms / Sleeps 12
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    About this property
    Luxury and elegance in the heart of downtown Edgartown. Brand new construction featuring four levels of living in the main house and a separate Captain's Quarters for extended family and quests. Enjoy all of the conveniences of this fabulous location including the finest shopping and dining as well... View all property information
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    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Suitable for children
    • x
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    • x
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    About this property
    One of the private Hob Knob Houses (the other is Thaxter House-Property code 1593)this one is the called the Tilton House. It debuted in July of 2006, and it presents the same casual elegance found at the hotel, with an added measure of privacy. Guests who stay in Hob Knob homes can expect... View all property information
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    6 Bedrooms / 7 Bathrooms / Sleeps 10
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    • Pets allowed
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    • x
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    • x
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    About this property
    Known as 'Waterhaven' this exquisite waterfront estate overlooking Sengekontacket Pond and the waters of Nantucket Sound beyond. Custom craftsmanship and high-end amenities are featured throughout. The many bedrooms ensuite, the gourmet kitchen, screened in porch, outdoor kitchen,infinity pool with... View all property information
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    4 Bedrooms / 3 Bathrooms / Sleeps 10
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    • Pets allowed
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    • Suitable for children
    • x
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    • x
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    About this property
    This home is in a great location (ie beach community near South Beach), has a large heated pool w/multi-level patio surround, a great layout (ie 2nd floor open floor plan w/ screened porch & wraparound deck), and has been updated to impeccable standards. 3rd Floor has a large master bedroom suite... View all property information
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    5 Bedrooms / Sleeps 10
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    • Water Views
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    • ?
    • x
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    About this property
    Built in 1870 and renovated and added to in 2010, this pristine South Water Street property combines the old with the new. State of the art kitchen, featuring Viking Stove, granite counter tops, wine cooler and ice machine. Great room directly off kitchen has flat screen TV and lovely seating area... View all property information
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    8 Bedrooms / 8 Bathrooms / Sleeps 10
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    About this property
    'Athearn House', an exquisite, restored 18th century vineyard home (with carriage house apartment and a 'Captain's Cabin'). It is beautifully decorated and furnished with fine antiques and modern conveniences. It has a view across park like grounds to the water from most rooms and porches including... View all property information
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    3 Bedrooms / 4 Bathrooms / Sleeps 8
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    • x
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    About this property
    This idyllic award winning design home is set in a beautiful meadow on the outskirts of Edgartown. This luxurious home features 3 bedrooms, 3.5 baths, central air blue stone patio with hot tub. Furnished with a combination of contempory, country and antique design. The 3200 sq. ft living space... View all property information
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    6 Bedrooms / 4 Bathrooms / Sleeps 13
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • x
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    About this property
    The location of this wonderful vacation home is one of the most popular locations on the Island. It is near South Beach, Public boat launch,and not far from bike trails and the Historic District of Edgartown. It is bright, clean, and a treasure trove of summer fun options - pool (approx. 25' x 45')... View all property information
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    $4,900
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Air Conditioning
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    • Elder access
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    About this property
    Charming Colonial Style home with 20' x 40' heated pool, lots of light throughout, and an all new contemporary interior on three levels. The main living level features a large great room with windows wrapping the entire room, electric fireplace, and flat screen TV. Gorgeous designer furnishings... View all property information
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    4 Bedrooms / Sleeps 8
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    • Waterfront
    • Water Views
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    About this property
    This Martha's Vineyard vacation rental offers three bedrooms and two baths. Swimming pool and private beach at Herring Creek. Short distance to bike path and three miles to Edgartown Village. Truly a vineyard summer cottage. Additional amenities include: bedding rm2: king, longitude: -70.5381000,... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Enjoy the best that Martha's vineyard has to offer in your very own luxury retreat complete with all creature comforts. This 3000 sq ft four bedroom two and ½ bath beach house is located on the edge of Edgartown village and a short bike ride to State Beach. This professionally decorated and fully... View all property information
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
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    • Suitable for children
    • x
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    About this property
    Owner Transfer Ferry Tickets - Please Inquire Enjoy all that the Katama Beach area of Edgartown has to offer in this beautifully maintained summer home. The pool and outdoor patio are the focus of summer living and a nicely manicured yard provides privacy for families. South Beach is just one mile... View all property information
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    $7,400
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    6 Bedrooms / 4 Bathrooms / Sleeps 14
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    • Air Conditioning
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
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    About this property
    Outstanding Katama home set on two private acres and featuring summer living at its best. Families will enjoy the large screened porch beautifully furnished opening onto the deck overlooking the pool and large landscaped yard. South Beach is just 1.2 Miles from this vacation home and bike... View all property information
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    4 Bedrooms / 5 Bathrooms / Sleeps 8
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Newly renovated, professionally decorated, chef's kitchen, and luxury features throughout. While the front of the house faces Main Street and Canon Ball Park the featured area is privately located and beautifully landscaped pool and patio areas at the rear of the house. The pebble teck pool is 14... View all property information
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    4 Bedrooms / Sleeps 9
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    • Elder access
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    About this property
    Cozy and very well maintained Main house and Guest house with 2014 renovations of kitchen, bathrooms, flooring and a 16x34 in ground pool. Inside the main house you will find plenty of living space with a step down living room overlooking the pool, formal living room with flat screened TV... View all property information
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    5 Bedrooms / 6 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Satellite TV
    • Waterfront
    • Water Views
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
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    • Elder access
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    About this property
    Newly renovated, finely crafted, refined decor and luxury amenities. Spectacular waterviews across the decks, patio and pool to the Harbor from most of the living areas on the main level of this stately home. Main living level features a spacious living room with French doors opening on to the sun... View all property information
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    $3,300
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    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Charming contemporary home features open floor plan, kitchen, living and dining areas open onto the expansive deck which overlooks the pool and patio area. The main living area includes a lovely kitchen with breakfast bar, adjacent dining and living areas. The first level also hosts a separate TV... View all property information
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    6 Bedrooms / 4 Bathrooms / Sleeps 12
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    • Pets allowed
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    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Pool is heated to 82 degress in July and August. Additional heating charges will apply for May, June, September and October. Please inquire. Amenities and Features include... New Contemporary Luxury Home, Heated Pool 18 x 40, Luxury Amenities, Central A/C Levels one and two, Screened Porch,... View all property information
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    $14,000
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    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Contemporary Architectural Delight with Pool, set in prestigious Beach Plum Meadows, Katama area of Edgartown. Picturesque open meadows surround this stunning summer home. Professional landscaping maintains complete privacy. The interior of the house features a great room with vaulted ceiling and... View all property information
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    4 Bedrooms / 4 Bathrooms / Sleeps 16
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    • Air Conditioning
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    • Dryer
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    • Washer
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    • Suitable for children
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    • x
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    About this property
    Nestled atop Sampson’s Hill, this luxury 4 bed, 4 bath home will comfortably accommodate up to 16 people, and is the perfect gathering place for a reunion vacation. First rate amenities include: spacious living dining areas, gourmet kitchen, stone fireplace, multiple screened in porches, pool... View all property information
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    4 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Air Conditioning
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Gorgeous all new Greek Revival home, masterfully crafted and impeccably furnished throughout. Outdoor living for your relaxation with Pebble Teck pool, bordered by bluestone patio, and gorgeous landscaping. A private setting with the convenience of an in-town location. The main level features a... View all property information
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    6 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
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    • Internet Access
    • Private Outdoor...
    • Satellite TV
    • Waterfront
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    ULTIMATE LUXURY WATERFRONT IN MOST SOUGHT AFTER AREA OF EDGARTOWN. Spacious open interior and great attention to detail are evident throughout this elegant home. The property features gorgeous grounds, pool and large patio, pool house, AC, WiFi. Separate carriage house suite with kitchen, sitting... View all property information
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    4 Bedrooms / 2 Bathrooms / Sleeps 8
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    • Elder access
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    About this property
    Luxury gambrel home with pool, large patio and pool cabana. This custom designed home sits equidistance between Edgartown Village area and South Beach, bike paths at the end of the driveway take you straight to the beach or the downtown area. The beautiful decor and open concept design on the first... View all property information
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    5 Bedrooms / 4 Bathrooms / Sleeps 10
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    • Satellite TV
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    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
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    About this property
    Luxury designer home nearing completion. Architectural gem on 3 acres with heated saltwater 20 x 40 Gunite pool, cabana with fireplace, and beautifully landscaped yard. Distinctive in design with open spaces and soaring cathedral ceilings. Living spaces include a large great room, a family room... View all property information
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    5 Bedrooms / 5 Bathrooms / Sleeps 10
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    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
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    About this property
    Exclusive seven acre waterfront property with spectacular waterviews from every room. Very private, located in desirable Herring Creek Farm, this home includes a Main house, Guest house as well as Pool House with heated gunnite pool and jacuzzi. NOTE: PLEASE CALL OUR RENTAL AGENT FOR WEEKLY RATES.... View all property information
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