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

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Waterfront Estate With Guest House On Eel Pond $25,000 - $65,000/week

  • Property Highlights
    Unit Code: EDG TMEL-15
    Pets Considered: No
    Town/Area: Edgartown - Village
    • Bedrooms:8
    • Bath:11.5
    • Sleeps:14
  • Description:
    Point B Exclusive - This spectacular Waterfront Compound with Main House, Guest House, pool and hot tub, sits on the... 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:
    **AUGUST SPECIAL - SAVE UP TO $5,000/WEEK OFF: 8/20 - 8/27 $37,500/Week; 8/27 - 9/3 $35,000/Week** Point B Exclusive -... Read More
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Casa Katama: Luxury Compound With Guest House And Pool $35,000 - $37,500/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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Grand Edgartown Village Compound With Pool $5,775 - $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:
    **SAVE UP TO 30% OFF OPEN WEEKS IN JULY, AUGUST & SEPTEMBER - NEW RATES PROGRAMMED IN** Point B Exclusive - Located in a... 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:
    BRAND NEW FOR SUMMER 2023 - Point B Exclusive - Sited at the end of a long private drive, amid a bucolic 1.5-acre meadow... 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: No
    Town/Area: Edgartown - Other
    • Bedrooms:5
    • Bath:4.5
    • Sleeps:10
  • Description:
    Point B Exclusive - NEW FOR SUMMER 2023 - Quietly set back on four private acres in the prestigious Oyster Pond area of... Read More
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Luxurious Compound With Pool, Carriage House, Water Views $10,500 - $32,500/week

  • Property Highlights
    Unit Code: EDG CHOE-11
    Pets Considered: No
    Town/Area: Edgartown - Village
    • Bedrooms:6
    • Bath:6.5
    • Sleeps:14
  • Description:
    Point B Exclusive - This luxurious architect-designed compound in Edgartown Village features grand indoor-outdoor living... 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:
    **SAVE UP TO 15% OFF OPEN WEEKS - NEW RATES HAVE BEEN PROGRAMMED IN** Point B Exclusive - This luxurious in-town Modern... Read More
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Katama Bay Compound With Carriage House And Pool $12,500 - $30,000/week

  • Property Highlights
    Unit Code: KAT CBLA-22
    Pets Considered: No
    Town/Area: Edgartown - Katama
    • Bedrooms:4
    • Bath:5.5
    • Sleeps:12
  • Description:
    Point B Exclusive - NEW FOR SUMMER 2023 - This luxurious compound is privately sited in a quiet section of Katama Bay... Read More
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Oyster Pond Compound With Guest House And Pool $8,750 - $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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Modern Farmhouse With Pool And Carriage House $4,900 - $27,500/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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