Martha's Vineyard Vacation Rentals - Homes with Pools
143 properties available
Beautiful Three-Bedroom Tashmoo Cove Condo - Experience the best of island living in this lovely end-unit condo, ideally situated in the sought-after Tashmoo Cove community. The open-concept floor plan features central air conditioning, granite countertops, and stainless steel appliances, creating a comfortable and contemporary retreat. The first f
Vineyard Haven 916
Beautiful Three-Bedroom Tashmoo Cove Condo - Experience the best of island living in this lovely end-unit condo, ideally situated in the sought-after ... Read More
Beautiful Three-Bedroom Tashmoo Cove Condo - Experience the best of island living in this lovely end-unit condo, ideally situated in the sought-after ... Read More
Designed by renowned architect Patrick Ahearn, this house offers a contemporary interpretation of a Martha's Vineyard Cape. Evoking the grandeur of an equestrian estate, this six-bedroom, nine-bath home is perched on a hill, overlooking a pond and situated on nearly four acres in the Preserve. The impeccably designed interiors create a sense of pla
Oak Bluffs 8168
Designed by renowned architect Patrick Ahearn, this house offers a contemporary interpretation of a Martha's Vineyard Cape. Evoking the grandeur of an... Read More
Designed by renowned architect Patrick Ahearn, this house offers a contemporary interpretation of a Martha's Vineyard Cape. Evoking the grandeur of an... Read More
A stunning home - with a beautiful 18x20 heated saltwater pool - filled with sunlight and ocean air, tucked away on a quiet road in Katama yet less than a half of a mile from South Beach. This lovely home includes a spacious primary suite on the second level, and there is more than enough room for family and friends with three bedrooms on the firs
Edgartown Katama 7204
A stunning home - with a beautiful 18x20 heated saltwater pool - filled with sunlight and ocean air, tucked away on a quiet road in Katama yet less th... Read More
A stunning home - with a beautiful 18x20 heated saltwater pool - filled with sunlight and ocean air, tucked away on a quiet road in Katama yet less th... Read More
Luxury abounds in this new Katama home, with a 14' x 30' heated pool, hardwood flooring, quartz countertops, and many other lavish touches. Enter through the front door into the natural light of the foyer and open-concept living area. Open living room with two plush sofas flank the fireplace. The kitchen island with a large sink, under-counter mi
Edgartown Katama 532
Luxury abounds in this new Katama home, with a 14' x 30' heated pool, hardwood flooring, quartz countertops, and many other lavish touches. Enter thro... Read More
Luxury abounds in this new Katama home, with a 14' x 30' heated pool, hardwood flooring, quartz countertops, and many other lavish touches. Enter thro... Read More
Luxurious new construction in the prestigious Deep Bottom neighborhood with five en Suite bedrooms, including two primary suites, one on each floor, and plenty of space to spread out. When you walk into the foyer and see through the living area to the deck and pool beyond you know a serene and peaceful vacation awaits.
Cook in the well-appoint
West Tisbury 1105
Luxurious new construction in the prestigious Deep Bottom neighborhood with five en Suite bedrooms, including two primary suites, one on each floor, a... Read More
Luxurious new construction in the prestigious Deep Bottom neighborhood with five en Suite bedrooms, including two primary suites, one on each floor, a... Read More
Delightful Katama beach home offers incredible privacy on 1.5 acre landscaped, park-like grounds with heated pool. This lovely home with central air-conditioning has charming living areas and is a tranquil oasis, yet conveniently located right off the Herring Creek bike bath and just a short distance to South Beach and historic Edgartown. Spacious,
Edgartown Katama 7155
Delightful Katama beach home offers incredible privacy on 1.5 acre landscaped, park-like grounds with heated pool. This lovely home with central air-c... Read More
Delightful Katama beach home offers incredible privacy on 1.5 acre landscaped, park-like grounds with heated pool. This lovely home with central air-c... Read More
A BRAND NEW, four-bedroom home that combines modern amenities with timeless style. Its prime location between downtown Edgartown and the beaches of Katama makes it the perfect place to enjoy all that the area has to offer. The custom entryway opens to a great room with a gas fireplace and cathedral ceilings, creating a warm and inviting space for r
Edgartown Katama 519
A BRAND NEW, four-bedroom home that combines modern amenities with timeless style. Its prime location between downtown Edgartown and the beaches of Ka... Read More
A BRAND NEW, four-bedroom home that combines modern amenities with timeless style. Its prime location between downtown Edgartown and the beaches of Ka... Read More
Rambling meadow and a pond to view glorious sunsets while enjoying lots of outdoor space in West Tisbury. This centrally air conditioned custom home is located in a prestigious Deep Bottom neighborhood, with lots of privacy and lovely curb appeal. The queen guest bedroom is located on the first floor, while the King primary suite and other bedrooms
West Tisbury 1098
Rambling meadow and a pond to view glorious sunsets while enjoying lots of outdoor space in West Tisbury. This centrally air conditioned custom home i... Read More
Rambling meadow and a pond to view glorious sunsets while enjoying lots of outdoor space in West Tisbury. This centrally air conditioned custom home i... Read More
Vacation bliss awaits in this newer four-bedroom home with a pool in Chilmark. Enjoy the quiet luxury of up-island in this sophisticated contemporary retreat. Lounge by the pool, dine outdoors, and sleep peacefully in one of the Thuma beds. The main floor offers open-concept living, dining and kitchen spaces with grand vaulted ceilings anchored by
Chilmark 2001
Vacation bliss awaits in this newer four-bedroom home with a pool in Chilmark. Enjoy the quiet luxury of up-island in this sophisticated contemporary ... Read More
Vacation bliss awaits in this newer four-bedroom home with a pool in Chilmark. Enjoy the quiet luxury of up-island in this sophisticated contemporary ... Read More
No detail was overlooked in the design of this stunning five-bedroom home set on the hill. This home offers comfort and style and features rich countertops, stainless steel appliances, and an open floor plan that flows effortlessly between the kitchen, dining, and living areas. Three of the five bedrooms are en-suites, and the third-floor media and
Edgartown Downtown 123
No detail was overlooked in the design of this stunning five-bedroom home set on the hill. This home offers comfort and style and features rich counte... Read More
No detail was overlooked in the design of this stunning five-bedroom home set on the hill. This home offers comfort and style and features rich counte... Read More
Enjoy this lovely Meetinghouse Village Condo in Edgartown with access to a lovely association pool, open from dusk to dawn. A lovely end unit with central AC, offers an open kitchen living area, one bedroom and bathroom on the first floor with the primary ensuite on the second level. This condo sits in a quiet development centrally located to South
Edgartown Condo 735
Enjoy this lovely Meetinghouse Village Condo in Edgartown with access to a lovely association pool, open from dusk to dawn. A lovely end unit with cen... Read More
Enjoy this lovely Meetinghouse Village Condo in Edgartown with access to a lovely association pool, open from dusk to dawn. A lovely end unit with cen... Read More
This modern contemporary home provides the ideal setting for your Martha's Vineyard vacation. The clean, sleek lines throughout enhance the relaxed living atmosphere. The open kitchen, dining, and living space make entertaining comfortable, and a second sunken living area opens to a fabulous deck overlooking beautiful landscaping and gardens. Each
Edgartown Katama 514
This modern contemporary home provides the ideal setting for your Martha's Vineyard vacation. The clean, sleek lines throughout enhance the relaxed li... Read More
This modern contemporary home provides the ideal setting for your Martha's Vineyard vacation. The clean, sleek lines throughout enhance the relaxed li... Read More
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