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.
141 properties available
Step inside this stunning six-bedroom Katama retreat, where masterful design meets effortless comfort. The main house unfolds across multiple levels, blending open concept living with thoughtfully designed private spaces.
The upper level features an open kitchen, dining and living area, all of which open to outdoor spaces: a small deck with double
Edgartown Katama 7179
Step inside this stunning six-bedroom Katama retreat, where masterful design meets effortless comfort. The main house unfolds across multiple levels, ... Read More
Step inside this stunning six-bedroom Katama retreat, where masterful design meets effortless comfort. The main house unfolds across multiple levels, ... Read More
Spacious, elegant home on seven acres of pristine foliage and curb appeal. A well-equipped kitchen will take any chef to the next level. This property has so many areas to unwind and relax with family friends or to just be alone - you can find your own special nook of tranquility with its numerous sofas and rooms to explore. To top it off this pro
Edgartown 7044
Spacious, elegant home on seven acres of pristine foliage and curb appeal. A well-equipped kitchen will take any chef to the next level. This property... Read More
Spacious, elegant home on seven acres of pristine foliage and curb appeal. A well-equipped kitchen will take any chef to the next level. This property... 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 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
The "Preserve" off County Road at its finest! Five modern bedrooms, fully air conditioned, expanded farmhouse with inspiration and fixtures from Restoration Hardware and Waterworks. Modern design with soft tones of whites, ecru, and warm grays used throughout. Wide plank wood flooring, chevron wood floors in the kitchen, dining room, and den. The
Oak Bluffs 846
The "Preserve" off County Road at its finest! Five modern bedrooms, fully air conditioned, expanded farmhouse with inspiration and fixtures from Rest... Read More
The "Preserve" off County Road at its finest! Five modern bedrooms, fully air conditioned, expanded farmhouse with inspiration and fixtures from Rest... Read More
Martha's Vineyard gem. All you could want for Vineyard summer living. Beautifully appointed home with great indoor and outdoor spaces. This Down Harbor address offers an association beach and dock on beautiful Katama Bay, perfect for relaxing, sunning, swimming and fishing. In addition, the beach is ideal for launching a kayak or paddleboard and th
Edgartown Katama 7180
Martha's Vineyard gem. All you could want for Vineyard summer living. Beautifully appointed home with great indoor and outdoor spaces. This Down Harbo... Read More
Martha's Vineyard gem. All you could want for Vineyard summer living. Beautifully appointed home with great indoor and outdoor spaces. This Down Harbo... Read More
Located within Felix Neck Wildlife Sanctuary, this six-bedroom home offers both unparalleled privacy and spectacular sunsets across Sengekontacket Pond. Don't stop at the sunsets, though - it is a perfect spot to launch kayaks, paddleboards or even rent a small boat and be on State Beach in minutes. Lounge around by the pool and truly bask in the
Edgartown Main and Guest 7099
Located within Felix Neck Wildlife Sanctuary, this six-bedroom home offers both unparalleled privacy and spectacular sunsets across Sengekontacket Pon... Read More
Located within Felix Neck Wildlife Sanctuary, this six-bedroom home offers both unparalleled privacy and spectacular sunsets across Sengekontacket Pon... Read More
Stunning Waterfront Retreat - West Tisbury, Martha's Vineyard. This spectacular residence sits on 7.9 acres with over 600 feet of pristine waterfrontage on Jennie's Cove. Designed for modern island living, the main house features a spacious open-concept kitchen, dining, and living area with expansive views of the water.
The main house features thre
West Tisbury 100050
Stunning Waterfront Retreat - West Tisbury, Martha's Vineyard. This spectacular residence sits on 7.9 acres with over 600 feet of pristine waterfronta... Read More
Stunning Waterfront Retreat - West Tisbury, Martha's Vineyard. This spectacular residence sits on 7.9 acres with over 600 feet of pristine waterfronta... Read More
Glamorous waterfront property nestled within the prestigious area of South Water Street in downtown Edgartown. This harbor spectacular five bedroom six bathroom captains home has been re-constructed with luxury and comfort marking every corner of this property sheer elegance. Inside you will find a chef's kitchen equipped with stainless steel appli
Edgartown Downtown 87
Glamorous waterfront property nestled within the prestigious area of South Water Street in downtown Edgartown. This harbor spectacular five bedroom si... Read More
Glamorous waterfront property nestled within the prestigious area of South Water Street in downtown Edgartown. This harbor spectacular five bedroom si... Read More
A short way down a quiet road, a sparkling white-shell driveway beckons...Pergolas wrapped in lush foliage - it has a feel of a tropical oasis with the comforts of home. The reverse level, open floor plan design allows for ease of entertaining, the spaces flow seamlessly into one another, sliders opening to the second-floor deck, overlooking the po
Edgartown Katama 724
A short way down a quiet road, a sparkling white-shell driveway beckons...Pergolas wrapped in lush foliage - it has a feel of a tropical oasis with th... Read More
A short way down a quiet road, a sparkling white-shell driveway beckons...Pergolas wrapped in lush foliage - it has a feel of a tropical oasis with th... Read More
Summerland House is a beautifully redesigned classic Cape-style home, perfect for a vacation getaway. Located just moments from Morning Glory Farm and approximately halfway between downtown Edgartown and South Beach, this property is a vacationer's dream.
The home offers ample space with four bedrooms and a stunning open-concept kitchen that flows
Edgartown Katama 7753
Summerland House is a beautifully redesigned classic Cape-style home, perfect for a vacation getaway. Located just moments from Morning Glory Farm and... Read More
Summerland House is a beautifully redesigned classic Cape-style home, perfect for a vacation getaway. Located just moments from Morning Glory Farm and... 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
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
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