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.

Properties Available 136 properties available
Steeped in history, exuding luxury. The traditional whaling captain's home has been renovated to include seven bedrooms and seven and a half bathrooms over three buildings. Starting in the main house, you enter through perfectly replicated antique doors. On this level you will find a lovely sitting area that closes off for privacy and the first of
Edgartown Downtown 25
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$25,000.00 - $75,000.00 / per week + taxes and fees
Beds 7 beds
Baths 7 Full, 1 Half Bath
Sleeps sleeps 14
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 25
Steeped in history, exuding luxury. The traditional whaling captain's home has been renovated to include seven bedrooms and seven and a half bathrooms... Read More
June 2027
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    1 2 3 4 $50,000 5
6 7 8 9 10 11 $50,000 12
13 14 15 16 17 18 $50,000 19
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25 26 27 28 29 30 $75,000 31
August 2027
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1 2 3 4 5 6 $75,000 7
8 9 10 11 12 13 $75,000 14
15 16 17 18 19 20 $75,000 21
22 23 24 25 26 27 $75,000 28
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This 1.5 acre wooded lot is surrounded by state forest and wildlife preserve. This house comfortably accommodates nine guests with five bedrooms and four bathrooms. Ceiling fans and central air conditioning throughout the interior keep the house cool during the summer months. The first floor has plenty of living spaces with a first floor bedroom
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West Tisbury 100046
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$2,900.00 - $6,500.00 / per week + taxes and fees
Beds 5 beds
Baths 4 Full Bath
Sleeps sleeps 9
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
West Tisbury 100046
This 1.5 acre wooded lot is surrounded by state forest and wildlife preserve. This house comfortably accommodates nine guests with five bedrooms and f... Read More
June 2027
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    1 2 3 4 $3,500 5
6 7 8 9 10 11 $3,500 12
13 14 15 16 17 18 $3,500 19
20 21 22 23 24 25 $3,500 26
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July 2027
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        1 2 $5,900 3
4 5 6 7 8 9 $6,250 10
11 12 13 14 15 16 $6,250 17
18 19 20 21 22 23 $6,500 24
25 26 27 28 29 30 $6,500 31
August 2027
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1 2 3 4 5 6 $6,500 7
8 9 10 11 12 13 $6,500 14
15 16 17 18 19 20 $6,500 21
22 23 24 25 26 27 $6,500 28
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Stunning and immaculate 4500 square foot, 5 bedroom, custom Field Club home is waiting for your enjoyment. Inside you will find an open floor plan that extends the full length of the home. A large fully equipped chefs kitchen with a working island with access to ample seating, which spills to either indoor or outdoor dining just steps away. The f
Edgartown Katama 601
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$35,000.00 / per week + taxes and fees
Beds 5 beds
Baths 7 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 601
Stunning and immaculate 4500 square foot, 5 bedroom, custom Field Club home is waiting for your enjoyment. Inside you will find an open floor plan t... Read More
June 2027
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Newly constructed 5-bedroom main house with 31' x 14' saltwater pool at the end of quiet cul-de-sac. Natural light floods the first floor of the main house with its open floor plan. The well-appointed kitchen with Bosch® Stainless Steel Appliances, beautiful Soapstone Island, and Carrara Marble counters abuts the breakfast area and sitting area wit
Edgartown 7790
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$7,500.00 - $26,500.00 / per week + taxes and fees
Beds 6 beds
Baths 5 Full, 1 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown 7790
Newly constructed 5-bedroom main house with 31' x 14' saltwater pool at the end of quiet cul-de-sac. Natural light floods the first floor of the main ... Read More
June 2027
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    1 2 3 4 $12,500 5
6 7 8 9 10 11 $12,500 12
13 14 15 16 17 18 $12,500 19
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July 2027
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4 5 6 7 8 9 $24,000 10
11 12 13 14 15 16 $24,000 17
18 19 20 21 22 23 $24,000 24
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8 9 10 11 12 13 $26,500 14
15 16 17 18 19 20 $20,000 21
22 23 24 25 26 27 $17,500 28
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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
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$6,000.00 - $17,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 1 Half Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
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
June 2027
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    1 2 3 4 $9,800 5
6 7 8 9 10 11 $9,800 12
13 14 15 16 17 18 $11,500 19
20 21 22 23 24 25 $15,000 26
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        1 2 $15,000 3
4 5 6 7 8 9 $15,000 10
11 12 13 14 15 16 $15,000 17
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15 16 17 18 19 20 $17,000 21
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This property will delight you with all the modern amenities of a charming and tastefully appointed three bedroom farmhouse and heated saltwater pool. An added bonus space is the Pennsylvania Amish barn for a bit of ping pong or just socializing with friends and family. As you enter the white shelled driveway, you are graced with indigenous hydran
Edgartown Katama 534
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$4,200.00 - $10,650.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Katama 534
This property will delight you with all the modern amenities of a charming and tastefully appointed three bedroom farmhouse and heated saltwater pool.... Read More
June 2027
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    1 2 3 4 $5,450 5
6 7 8 9 10 11 $6,800 12
13 14 15 16 17 18 $6,800 19
20 21 22 23 24 25 $9,400 26
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Simply stunning location with everything you are looking for to create your Vineyard memories. Bask in the beauty of the Edgartown Great Pond. Swim in the pool overlooking the pond by day and lounge by the pool and stargaze while listening to the rolling surf by night. The one-level home is roomy with a good bedroom-to-bathroom ratio and casually e
Edgartown Katama 5017
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$6,000.00 - $15,500.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 8
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown Katama 5017
Simply stunning location with everything you are looking for to create your Vineyard memories. Bask in the beauty of the Edgartown Great Pond. Swim in... Read More
June 2027
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    1 2 3 4 $8,500 5
6 7 8 9 10 11 $10,000 12
13 14 15 16 17 18 $10,000 19
20 21 22 23 24 25 $12,000 26
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15 16 17 18 19 20 $15,000 21
22 23 24 25 26 27 $14,000 28
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A beautiful home tucked just off of Fuller Street in downtown Edgartown with a show-stopping decor from Oomph Designs, this four-bedroom home includes a sprawling lawn and swimming pool, three bedrooms in the main house plus an additional bedroom and ensuite bath over the garage, all a short distance from Fuller Street Beach and downtown Edgartown.
Edgartown Downtown 143
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$12,500.00 - $21,500.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full Bath
Sleeps sleeps 8
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
Edgartown Downtown 143
A beautiful home tucked just off of Fuller Street in downtown Edgartown with a show-stopping decor from Oomph Designs, this four-bedroom home includes... Read More
June 2027
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    1 2 3 4 $16,500 5
6 7 8 9 10 11 $16,500 12
13 14 15 16 17 18 $21,500 19
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Fabulous location! Conveniently located in the desirable Island Grove section of Edgartown, tucked behind Morning Glory Farm. There is a new 12x24 pool with an attached cascading hot tub. You're just a five-minute walk down an old Indian trail to Morning Glory Farm for island-fresh produce, great homemade pies and baked goods, as well as pre-made d
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Edgartown 7825
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$4,900.00 - $10,500.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 6
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown 7825
Fabulous location! Conveniently located in the desirable Island Grove section of Edgartown, tucked behind Morning Glory Farm. There is a new 12x24 poo... Read More
June 2027
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    1 2 3 4 $6,300 5
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4 5 6 7 8 9 $9,000 10
11 12 13 14 15 16 $9,000 17
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22 23 24 25 26 27 $7,000 28
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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
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$5,000.00 - $20,000.00 / per week + taxes and fees
Beds 4 beds
Baths 3 Full, 2 Half Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
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
June 2027
Su Mo Tu We Th Fr Sa
    1 2 3 4 $9,000 5
6 7 8 9 10 11 $20,000 12
13 14 15 16 17 18 $20,000 19
20 21 22 23 24 25 $20,000 26
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        1 2 $20,000 3
4 5 6 7 8 9 $20,000 10
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18 19 20 21 22 23 $20,000 24
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8 9 10 11 12 13 $20,000 14
15 16 17 18 19 20 $20,000 21
22 23 24 25 26 27 $20,000 28
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Welcome to this spacious four bedroom West Tisbury property with a private pool in a lovely community. This home is the perfect vacation destination for your family and friends. Walk in the front entry and you are greeted by an open grand space with high ceilings in the living area with the dining area and updated kitchen beyond. These spaces all
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West Tisbury 100037
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$7,500.00 - $15,000.00 / per week + taxes and fees
Beds 4 beds
Baths 4 Full Bath
Sleeps sleeps 10
Not Pet Friendly Pets Not Allowed
Not Pet Friendly No Events/Gatherings
West Tisbury 100037
Welcome to this spacious four bedroom West Tisbury property with a private pool in a lovely community. This home is the perfect vacation destination f... Read More
June 2027
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    1 2 3 4 $8,500 5
6 7 8 9 10 11 $8,500 12
13 14 15 16 17 18 $10,000 19
20 21 22 23 24 25 $13,000 26
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July 2027
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        1 2 $13,000 3
4 5 6 7 8 9 $13,000 10
11 12 13 14 15 16 $13,000 17
18 19 20 21 22 23 $13,000 24
25 26 27 28 29 30 $15,000 31
August 2027
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1 2 3 4 5 6 $15,000 7
8 9 10 11 12 13 $15,000 14
15 16 17 18 19 20 $13,000 21
22 23 24 25 26 27 $13,000 28
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SHORT STAY AVAILABLE! Four night stay anytime between July 5 and July 12. Welcome to your perfect getaway on Martha's Vineyard! This beautifully decorated 3-bedroom, 2-bath home offers relaxation and convenience. Step outside and enjoy the heated saltwater pool, surrounded by comfortable lounge furniture - the ideal spot for soaking up the sun or u
Edgartown 7823
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$4,320.00 - $12,500.00 / per week + taxes and fees
Beds 3 beds
Baths 2 Full Bath
Sleeps sleeps 10
Pet Friendly Pets Considered
Not Pet Friendly No Events/Gatherings
Edgartown 7823
SHORT STAY AVAILABLE! Four night stay anytime between July 5 and July 12. Welcome to your perfect getaway on Martha's Vineyard! This beautifully decor... Read More
June 2027
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    1 2 3 4 $5,000 5
6 7 8 9 10 11 $7,000 12
13 14 15 16 17 18 $7,800 19
20 21 22 23 24 25 $8,000 26
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July 2027
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        1 2 $9,900 3
4 5 6 7 8 9 $10,100 10
11 12 13 14 15 16 $10,100 17
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August 2027
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1 2 3 4 5 6 $12,500 7
8 9 10 11 12 13 $12,500 14
15 16 17 18 19 20 $12,500 21
22 23 24 25 26 27 $11,900 28
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