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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.

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

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Luxe Katama Compound With Guest House, Pool And Spa $28,000 - $45,000/week

  • Property Highlights
    Unit Code: KAT RSTO-09C
    Pets Considered: Yes
    Town/Area: Edgartown - Katama
    • Bedrooms:6
    • Bath: 6.5
    • Sleeps:14
  • Description:
    POINT B EXCLUSIVE - This architect-designed Modern Farmhouse compound near South Beach, is tucked away in a quiet area... 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 $10,000 - $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:
    **AUGUST SPECIAL: SAVE $2,500 Off 8/23 - 8/30 | NEW RATES PROGRAMMED IN** POINT B EXCLUSIVE - Located in a quiet... Read More
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Luxury In-Town Compound With Carriage House, Pool And Hot Tub $35,000 - $35,000/week

  • Property Highlights
    Unit Code: EDG DYAS-148
    Pets Considered: No
    Town/Area: Edgartown - Village
    • Bedrooms:6
    • Bath: 7.5
    • Sleeps:10
  • Description:
    POINT B EXCLUSIVE - Tucked away on Main Street at the top of Edgartown Village, this in-town luxury compound is designed... Read More
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Luxurious Compound In The Village With Pool And Pool House $10,000 - $35,000/week

100 Collection
  • 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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Modern Farmhouse In Katama With Pool $21,000 - $35,000/week

  • Property Highlights
    Unit Code: KAT RSTO-09
    Pets Considered: No
    Town/Area: Edgartown - Katama
    • Bedrooms:4
    • Bath: 4.5
    • Sleeps:10
  • Description:
    POINT B EXCLUSIVE - This architect-designed Modern Farmhouse near South Beach, is tucked away in a quiet area of Katama... Read More
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discount tag July 4th Week

The fourth of July is quintessential Martha's Vineyard. Earlier in the day, the July 4th parade winds through Edgartown Village and then that night, fireworks over Edgartown Harbor and lighthouse. It's classic Vineyard all the way. We have a great collection of vacation rental options across the Island from in-town to near the beach to pools that are only available to book at Point B. You can email us or call the Rental Team to book 508.939.9424 Check The Collection.

Elegant Country Estate With Pool In Katama $15,015 - $35,000/week

100 Collection
  • 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 $14,000 - $32,025/week

100 Collection
  • 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 - Quietly set back on four private acres in the prestigious Oyster Pond area of Edgartown, this... Read More
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discount tag July 4th Week

The fourth of July is quintessential Martha's Vineyard. Earlier in the day, the July 4th parade winds through Edgartown Village and then that night, fireworks over Edgartown Harbor and lighthouse. It's classic Vineyard all the way. We have a great collection of vacation rental options across the Island from in-town to near the beach to pools that are only available to book at Point B. You can email us or call the Rental Team to book 508.939.9424 Check The Collection.

In-Town Modern Colonial Compound With Pool $10,500 - $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:
    ** JULY SPECIAL: SAVE $2,000/WEEK OFF 7/4 - 7/11 + 7/25 - 8/1 CALL TO BOOK ** POINT B EXCLUSIVE - This luxurious in-town... Read More
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Modern Farmhouse With Pool And Carriage House $7,000 - $30,000/week

100 Collection
  • 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 Coastal-Style Living With Pool And Hot Tub In The Preserve $10,500 - $30,000/week

100 Collection
  • 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 recently built luxury home features three floors of deluxe indoor living space, with nicely... Read More
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Katama Compound With Pool, Pool House, Pickleball + Tennis Court $15,000 - $30,000/week

  • Property Highlights
    Unit Code: KAT KODO-11
    Pets Considered: No
    Town/Area: Edgartown - Katama
    • Bedrooms:4
    • Bath: 3.5
    • Sleeps:9
  • Description:
    POINT B EXCLUSIVE - This luxurious Katama Compound has undergone a complete reimagining of and renovation throughout the... Read More
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