Martha's Vineyard Vacation Rentals with Pools

Book your spacious and private Martha's Vineyard vacation rental with a pool. These homes have everything you need for a stress-free vacation with one of the best amenities - a pool! Contact Point B Realty to help you find the perfect Martha's Vineyard Rental for your next trip.  You can also view all of our incredible Martha's Vineyard vacation rentals.

Martha's Vineyard Rentals By Feature:


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106 properties returned | Your Current Search: Pool Features: Pools

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Casa Katama: Luxury Compound With Guest House And Pool $35,000 - $40,000/week

  • Property Highlights
    Unit Code: KAT KWEI-24
    Pets Considered: Yes
    Town/Area: Edgartown - Katama
    • Bedrooms:6
    • Bath:8.5
    • Sleeps:16
  • Description:
    Point B Exclusive - This stunning Katama compound features a Main House with three levels of uniquely designed green... Read More
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Stunning Katama Compound With Pool, Hot Tub And Private Beach $35,000 - $40,000/week

  • Property Highlights
    Unit Code: KAT LCRI-22
    Pets Considered: No
    Town/Area: Edgartown - Katama
    • Bedrooms:6
    • Bath:5.5
    • Sleeps:12
  • Description:
    Point B Exclusive - Quietly tucked away on a knoll just above Katama Bay, this stunning Modern Farmhouse Compound is... Read More
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Grand Edgartown Village Compound With Pool $7,000 - $35,000/week

  • Property Highlights
    Unit Code: EDG TMOR-27
    Pets Considered: No
    Town/Area: Edgartown - Village
    • Bedrooms:6
    • Bath:6.5
    • Sleeps:16
  • Description:
    Point B Exclusive - Located in a quiet neighborhood on the edge of Edgartown Village, this newly built Grand Colonial... Read More
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Luxurious Compound In The Village With Pool And Pool House $7,000 - $35,000/week

  • Property Highlights
    Unit Code: EDG CBRI-12
    Pets Considered: No
    Town/Area: Edgartown - Village
    • Bedrooms:6
    • Bath:6.5
    • Sleeps:12
  • Description:
    Point B Exclusive - Designed by noted architect Patrick Ahearn, this grand in-town compound features deluxe... Read More
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Elegant Country Estate With Pool In Katama $15,000 - $35,000/week

  • Property Highlights
    Unit Code: KAT CCAS-29
    Pets Considered: No
    Town/Area: Edgartown - Katama
    • Bedrooms:4
    • Bath:4.5
    • Sleeps:12
  • Description:
    Point B Exclusive - Sited at the end of a long private drive, amid a bucolic 1.5-acre meadow setting with stone... Read More
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Modern Farmhouse At Oyster Pond With Pool And Party Barn $10,000 - $32,500/week

  • Property Highlights
    Unit Code: EDG WBAK-80
    Pets Considered: Yes
    Town/Area: Edgartown - Other
    • Bedrooms:5
    • Bath:4.5
    • Sleeps:10
  • Description:
    Point B Exclusive - Quietly set back on four private acres in the prestigious Oyster Pond area of Edgartown, this... Read More
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In-Town Modern Colonial Compound With Pool $5,250 - $30,000/week

  • Property Highlights
    Unit Code: EDG CCAS-31
    Pets Considered: No
    Town/Area: Edgartown - Village
    • Bedrooms:5
    • Bath:5.5
    • Sleeps:14
  • Description:
    Point B Exclusive - This luxurious in-town Modern Colonial with pool, is designed for indoor-outdoor living, with lots... Read More
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Grand Coastal-Style Estate In The Preserve With Pool And Hot Tub $10,000 - $30,000/week

  • Property Highlights
    Unit Code: OB RSMI-16
    Pets Considered: No
    Town/Area: Oak Bluffs
    • Bedrooms:5
    • Bath:6.5
    • Sleeps:12
  • Description:
    Point B Exclusive - This Grand Coastal-Style Estate with new pool and hot tub is quietly tucked away in The Preserve,... Read More
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Modern Farmhouse With Pool And Carriage House $4,900 - $28,000/week

  • Property Highlights
    Unit Code: KAT MALI-05
    Pets Considered: No
    Town/Area: Edgartown - Katama
    • Bedrooms:5
    • Bath:5.5
    • Sleeps:10
  • Description:
    Point B Exclusive - Designed by noted architectural firm Hutker Architects, this modern interpretation of a classic... Read More
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Luxurious New Gambrel With Pool $10,000 - $28,000/week

  • Property Highlights
    Unit Code: EDG JROG-16
    Pets Considered: No
    Town/Area: Edgartown - Village
    • Bedrooms:4
    • Bath:4.5
    • Sleeps:10
  • Description:
    Point B Exclusive - This luxurious architect-designed Gambrel is made for indoor-outdoor island living, with great... Read More
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Sleek Modern Farmhouse In Katama With Pool $15,000 - $28,000/week

  • Property Highlights
    Unit Code: KAT MCHA-37
    Pets Considered: No
    Town/Area: Edgartown - Katama
    • Bedrooms:5
    • Bath:4.5
    • Sleeps:12
  • Description:
    Point B Exclusive - This newly built Modern Farmhouse is located in a quiet central Katma neighborhood. It features... Read More
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Oyster Pond Compound With Guest House And Pool $12,500 - $27,500/week

  • Property Highlights
    Unit Code: EDG BROS-09
    Pets Considered: Yes
    Town/Area: Edgartown - Other
    • Bedrooms:7
    • Bath:5.5
    • Sleeps:14
  • Description:
    Point B Exclusive - Tucked away in the prestigious Oyster Pond enclave, this post and beam country estate has luxurious... Read More
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