Vineyard Homes with Pools

SIMOA

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Exquisite New Luxury Home, Saltwater Pool 18 x 32 and Hot Tub, Ideally Situated in the Village Area, Walk to Shops, Dining and Harbor Area

Welcome to this gorgeous, and all newly renovated Edgartown Village area luxury home. This spacious home features expansive out-side entertainment area with heated saltwater pool, hot tub, large patio surround and deck with outdoor dining...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$12,000 - $22,000

Clean Fee:

$500

Tax: State & Local:

9.7

Pool is heated to 82 in July and August, included in rental rate. Pool heat June and September weeks, additional cost please inquire.

3 and 4 night Stays Available in May & after September 8th, Please inquire with agent!

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WALSB

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New Contemporary Luxury Home, Heated Pool 18 x 40, Luxury Amenities, Screened Porch, Patio and Private Yard

This beautiful new luxury home with an 18 x 40 heated pool which is located a quick bike ride to Morning Glory Farm and close to historic Edgartown Village, is...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$4,000 - $17,000

Clean Fee:

$550 per week

Tax: State & Local:

9.7

Pool is heated to 82 degrees in July and August included in rental rate.

Pool Propane Surcharges offseason as follows for 2022

Beginning of the season through June 18, pool heat surcharge 350 weekly

From June 18 through July 2, pool heat surcharge $300 weekly.

From September 3 through September 17, pool heat surcharge $300 weekly

From September 17 to end of the season, pool heat surcharge $350 weekly

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MONCJ

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Spectacular, Edgartown Village Luxury Home, Heated Pool, Pool House, Multiple Family Living Spaces

Luxurious retreat, architect designed and renovated Colonial home featuring outstanding outdoor living space with heated Gunite Pool, surrounded by a large bluestone patio, multiple areas to relax and a pool...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$15,000 - $35,000

Clean Fee:

$650

Tax: State & Local:

9.7

15 x 40' Gunite Heated Pool, Cabana, Stone Patio, Built in Hot Tub, Dining Seats 8

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DESAM

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Luxurious Village Home, Heated Gunite Pool, Acres of Privacy, Walk to Fuller St Beach and Main Street

Edgartown Village Luxury Home featuring a 6 bedroom Main & Guest House, Heated Pool, Cabana & Hot Tub, Water views across Eel Pond to Nantucket Sound and Pristinely Landscaped Grounds. Walk...Read more

Location:

Edgartown

Bedrooms:

Bathrooms:

Price Range:

$37,500 - $37,500

Clean Fee:

Tax: State & Local:

9.7

Pool Heated to 82 in July & August included, shoulder weeks please inquire with Agent!

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SHANJ

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Newly Remodeled Contemporary Farm House, 12 x 26 Saltwate Heated Pool, Walk to Town, Bike to the Beach

Exquisite newly remodeled home with just the right touch of coastal decor and modern styling. This perfectly situated picturesque home allows guests to walk to the village area and is an easy no...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$4,200 - $9,975

Clean Fee:

$400 per week

Tax: State & Local:

9.7

Pool heated to 81 in July & August included in rental rate. Additional $250 per week in off season.

Pool, Patio, outdoor Living Room, Summer Dining Area, Children's Picnic/Play Table

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RAOMA

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Long Point Beach Area, Heated Pool, Large Patio with Living and Dining Areas, Gorgeous Contemporary Coastal Interior, Large Private Yard

Gorgeous all newly updated 4 bedroom home with central AC, privately tucked away in the Long Point Beach area of West Tisbury a family-friendly community of lovely homes and only minutes away...Read more

Location:

West Tisbury

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$7,000 - $9,500

Clean Fee:

$500 per week

Tax: State & Local:

11.7

Pool heated by aqua-solar panels throughout the rental period. Specific request for 82 degrees by use of propane heat incurs a $400 per week surcharge.

Pool, Patio, Harborfront Side of House, Enlarge the Photo to View the Pool

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RANSW

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Spectacular all new Harborfront Retreat, Heated Pool, Spacious Patio & Deck Areas, Stunning Views of Edgartown Harbor

Newly renovated, finely crafted, refined decor and luxury amenities. Spectacular waterviews across the decks, patio and pool to the Harbor from most of the living areas on the main level of this...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$20,000 - $53,000

Clean Fee:

$800 per week

Tax: State & Local:

9.7

2 week minimum stay in July & August

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CLAID

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Gorgeous New Contemporary Luxury Home, 18 x 38 Heated Pool, Hot Tub, Expansive Bluestone Patio, Beautiful Private Yard

Gorgeous new architect designed home featuring heated 18 x 30 - foot gunite pool with spacious bluestone patio, hot tub, 8 chaise lounge chairs and patio umbrellas. Additional patio area...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$9,500 - $26,500

Clean Fee:

$550 per week

Tax: State & Local:

9.7

2022 Pool Heated to 80 included in rental rate from 7/1 and ending 9/2

2022 Pool Heat all other weeks, temperatures vary and additional charges are set per the owner. Please inquire with agent for details and charges.

Pool, Expansive Private Yard, Designer Custom Home

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CHAVG

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Deep Bottom, Oustanding New Contemporary Designer Home, 10 x 52" Heated Pool, Walk to Association Tennis Courts

Experience the ultimate in indoor/outdoor living in a beautiful new property on over 3 acres in exclusive Deep Bottom Pond with heat pool. Step from the interior of the house...Read more

Location:

West Tisbury

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$7,500 - $14,000

Clean Fee:

$650 per week

Tax: State & Local:

11.7

Pool Heat, Pool is heated to 82 degrees in July & August and included in rental rate. Higher temperature upon request at additional charge. Please inquire!

Pool Heat, June & September. Pool heated to 82 additional $300 per week!

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MERRY

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Merry Farm Summer Estate, Heated Pool, Set on 28 Acres, Open Meadows, Private Retreat surrounded by Natural Beauty

Gorgeous, unique rental offering with heated pool, spectacular pastoral views across stone walls and acres of open fields bordered by mature oaks. The yard around the house is beautifully landscaped with...Read more

Location:

West Tisbury

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$10,000 - $15,000

Clean Fee:

$800 per week

Tax: State & Local:

11.7

Pool Heat July & August 82 to 84 degrees, included in rental rate

Pool Heat June & September 82 to 84 degrees, additional $300 per week

Pool, Patios, Outdoor Dining, Patio Area with Firepit

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BRIGY

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Outstanding Designer Luxury Home, 18 X 30' Pool, Expansive Bluestone Patio with Outdoor Dining and Seating Areas

Oak Bluffs retreat featuring 18 X 30 foot pool, outdoor patio with sectional sofa seating, spacious dining deck and three levels of luxury living. The outstanding home has been professionally...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$6,500 - $12,500

Clean Fee:

$500 per week

Tax: State & Local:

11.7

Pool heated to 81 degrees included in rental rate July & August, pool heated to 81 degrees June & September weeks additional $300 per week!

Hot Tub Heat, additional cost per week! Please inquire for details! Hot Tub heated by request only and owner operates remotley!

Pool, Patio, Back of House with Deck & Screened Porch

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GEORS

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Family Friendly Edgartown Home, Heated Pool, 12' x 25', Screened Porch, Deck, Ideally Located, 5 Minute Drive to South Beach and Edgartown Village, Tri Level home!

This lovley spacious home is Tucked away in Island Grove just on the outskirts of Edgarown Village. The outdoor living spaces include a heate pool with patio area, screened porch...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$7,500 - $10,000

Clean Fee:

$500 per week

Tax: State & Local:

9.7

Pool heated to 80 degrees, June through September included in rental rate!

Patio, Pool, Carriage House with Apartment 2nd Level, Lower Level Half Bath and Wet Bar

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CANNM

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Gorgeous Katama Family Compound with Pool, Separate Carriage House Apartment

This beautiful, updated Katama home, with guest apartment over the carriage house, is perfect for extended families and made for beach lovers ( with South Beach just 5 minutes away) and pool...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$5,000 - $12,500

Clean Fee:

$400 per week

Tax: State & Local:

9.7

Pool Heat: Additional charge for pool heat to 82 degrees off season, June and September, $250 per week.

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WEISM

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Outstanding Tri -Level Katama Home, Pool, new 18 x 40 Heated Saltwater Pool, Bluestone Patio, Fire PitWalk or Bike to South Beach and 5 minute Drive to Edgartown Village Area

Beautiful tri -level contemporary home will host an all new 18 x 40 heated saltwater pool with bluestone patio, outdoor dining area, chaise lounge chairs and fire pit. This recently updated home includes, spacious open...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$4,900 - $16,500

Clean Fee:

$500 per week

Tax: State & Local:

9.7

Pool is heated to 82 degrees July & August included. Pool heat June & September 82 degrees is an additional $350/week

Contemporary Home, Pool and Yard Area, Deck Overlooks Private yard and Pool

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BERNC