Homes with Pools
your own pool. your own place
Martha's Vineyard already offers some of the most beautiful water you'll find anywhere on the Eastern Seaboard — but there's something uniquely indulgent about having a pool waiting for you the moment you step outside. No beach crowds, no timing swims around parking availability, no negotiating with the kids about when it's time to leave. Just your pool, your patio, your morning coffee beside it, and a vacation that unfolds entirely on your own terms.
Whatever size or style of home you're looking for, if a pool is on your list, this is where your search ends. For families with young children, it's a gamechanger. For groups of adults, it becomes the natural gathering place. For couples, it's simply one of the great quiet luxuries a vacation can offer.
Browse the full selection below.
142 properties available
The Preserve, located off County Road, offers luxurious accommodations with five modern, air-conditioned bedrooms, each equipped with an en-suite bathroom. The first-floor king suite features a spacious en-suite bathroom complete with a soaking tub and a separate shower. On the second floor, you will find four additional en-suite bedrooms along wit
Oak Bluffs 826
The Preserve, located off County Road, offers luxurious accommodations with five modern, air-conditioned bedrooms, each equipped with an en-suite bath... Read More
The Preserve, located off County Road, offers luxurious accommodations with five modern, air-conditioned bedrooms, each equipped with an en-suite bath... Read More
This magnificent home seamlessly combines opulence and grandeur, a departure from the typical beach house aesthetic. High ceilings, luxurious fabrics, and elegant hardware are harmoniously blended in soothing shades of blue, natural wood floors, and white stone countertops. The expansive layout boasts multiple living spaces, including a grand livin
Edgartown Katama 527
This magnificent home seamlessly combines opulence and grandeur, a departure from the typical beach house aesthetic. High ceilings, luxurious fabrics,... Read More
This magnificent home seamlessly combines opulence and grandeur, a departure from the typical beach house aesthetic. High ceilings, luxurious fabrics,... Read More
A stunning home on a stunning property. As you enter the home and look through the floor to ceiling windows to the pool and the Edgartown Harbor beyond, you will feel the magnificence of this home. The kitchen, living room and dining area flow together seamlessly while you are able to see the outside from every angle. There is a primary suite on ea
Edgartown Katama 7210
A stunning home on a stunning property. As you enter the home and look through the floor to ceiling windows to the pool and the Edgartown Harbor beyon... Read More
A stunning home on a stunning property. As you enter the home and look through the floor to ceiling windows to the pool and the Edgartown Harbor beyon... Read More
Don't miss out on this amazing vacation opportunity on Martha's Vineyard! You can relax in the comfortable living room and enjoy the beautiful view through the French doors that open to the patio area. The patio features a large lounge area and outdoor dining, as well as a grilling area poolside. The primary suite is conveniently located near the p
Oak Bluffs 8141
Don't miss out on this amazing vacation opportunity on Martha's Vineyard! You can relax in the comfortable living room and enjoy the beautiful view th... Read More
Don't miss out on this amazing vacation opportunity on Martha's Vineyard! You can relax in the comfortable living room and enjoy the beautiful view th... Read More
With a sprawling front lawn and salt water pool, this well-appointed five bedroom home has plenty of room for friends and family alike. Renovated and redecorated in a sophisticated coastal scheme: calming hues of blue, ivory and tan. There are multiple living areas so everyone has a bit of downtime, central air conditioning, an eat-in kitchen and a
Vineyard Haven 901
With a sprawling front lawn and salt water pool, this well-appointed five bedroom home has plenty of room for friends and family alike. Renovated and ... Read More
With a sprawling front lawn and salt water pool, this well-appointed five bedroom home has plenty of room for friends and family alike. Renovated and ... Read More
This private Main house abuts the backside of the third green of the nine hole Mink Meadows Golf Course in Vineyard Haven. The first floor includes a full den with a sleep sofa. TV's in all the bedrooms, living room, den and family room. The Guesthouse can be rented separately (please view rental code #1224 for more details). This property offers a
Vineyard Haven 1223
This private Main house abuts the backside of the third green of the nine hole Mink Meadows Golf Course in Vineyard Haven. The first floor includes a ... Read More
This private Main house abuts the backside of the third green of the nine hole Mink Meadows Golf Course in Vineyard Haven. The first floor includes a ... Read More
A well-appointed post and beam structure, in the sought-after neighborhood of Katama is waiting just for you. As you are greeted from the front porch, inside you will find a good size dining area that spills into the chefs kitchen with an egress to the side of the porch. On the opposite side of the kitchen/dining areas is a fabulous living room wit
Edgartown Katama 7117
A well-appointed post and beam structure, in the sought-after neighborhood of Katama is waiting just for you. As you are greeted from the front porch,... Read More
A well-appointed post and beam structure, in the sought-after neighborhood of Katama is waiting just for you. As you are greeted from the front porch,... Read More
Nora's Lane is private, pristine and beautifully landscaped with a few ponds in a well thought out neighborhood setting. Fully air conditioned, five bedroom custom home is located just minutes from Edgartown village. This home includes a first floor primary en suite with walk in shower, double sinks and flat screen tv with doors out to the back dec
Edgartown Katama 528
Nora's Lane is private, pristine and beautifully landscaped with a few ponds in a well thought out neighborhood setting. Fully air conditioned, five b... Read More
Nora's Lane is private, pristine and beautifully landscaped with a few ponds in a well thought out neighborhood setting. Fully air conditioned, five b... Read More
A beautiful home in a desirable Edgartown location -- now with a pool and spa!! Stunning four bedroom home includes a gourmet kitchen with living area, a sunken sunroom with fireplace and floor to ceiling doors which open to the patio and pool area. The space exudes a sense of sophisticated ease with a soothing palette and relaxed vibe. The large
Edgartown Downtown 69
A beautiful home in a desirable Edgartown location -- now with a pool and spa!! Stunning four bedroom home includes a gourmet kitchen with living are... Read More
A beautiful home in a desirable Edgartown location -- now with a pool and spa!! Stunning four bedroom home includes a gourmet kitchen with living are... Read More
A stunning, contemporary design in Vineyard Haven with an abundance of sunlight and warmth throughout, this lovely four-bedroom home is perfect for so much more than a summer vacation. The grand living room features a stunning fireplace and double-height ceilings, which opens seamlessly into the gourmet kitchen with large center island. There are t
Vineyard Haven 1221
A stunning, contemporary design in Vineyard Haven with an abundance of sunlight and warmth throughout, this lovely four-bedroom home is perfect for so... Read More
A stunning, contemporary design in Vineyard Haven with an abundance of sunlight and warmth throughout, this lovely four-bedroom home is perfect for so... 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
Spacious Katama Retreat with Saltwater Pool- Located in the sought-after Katama area of Edgartown, this spacious tri-level contemporary home offers everything you need for the perfect Martha's Vineyard getaway—starting with a beautiful saltwater pool and proximity to South Beach. Thaxter Lane is ideally situated just minutes from the bike path, whe
Edgartown Katama 536
Spacious Katama Retreat with Saltwater Pool- Located in the sought-after Katama area of Edgartown, this spacious tri-level contemporary home offers ev... Read More
Spacious Katama Retreat with Saltwater Pool- Located in the sought-after Katama area of Edgartown, this spacious tri-level contemporary home offers ev... Read More
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