Vineyard Homes with Pools

BETTD

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Dates end of August Just Opened for 7 to 10 night stay, Outstanding Luxury Family Retreat, Heated Pool,m10 Minute Walk to Village Center, . 5 minute Bike Ride

Outstanding custom built summer vacation home features 18 X 40 ft heatable pool with custom bluestone patio surround. Set on a large private yard this designere home just a 10...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$11,500 - $18,500

Clean Fee:

$600 per week

Tax: State & Local:

9.7

Pool Heated to 81 July & August included in rental rate. Off season pool heat may be extra fee, please inquire!

Gorgeous Pool, Patio, 4 Chaise Lounge Chairs, Patio Dining for 8 and Out Door Living Room

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KULIJ

Stylish Custom Coastal Design Home, Luxury Appointments, Heated Pool, Porch with Outdoor Living Room, Bluestone Patio

Outstanding New Designer Home, Heated Pool, Patio Area, Porch with out door living room and surround sound system. House features 4 en suite bedrooms, two located on the first level...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$3,500 - $16,000

Clean Fee:

$500 per week

Tax: State & Local:

9.7

Pool heated to 81 degrees July and August weeks 6/30 to 9/2 included in the rental rate.

Pool heated to 81 degrees June & September weeks upon request, additional cost $300 per week, higher temperature upon request at additional costs.

Pool, Expansive Private Yard, Designer Custom Home

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CHAVG

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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MANNB

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Designer Home with 18 x 30 Heated Pool, Spacious Deck and Screened Porch-Outdooor Dining for 12. Perfect Location 1 mile to South Beach and 1.5 miles to Edgartown Village Area

Gorgeous contemporary luxury home with pool & patio areas, nicely landscaped for privacy. Additional outdoor spaces include a deck with patio seating, screened porch with outdoor dining for 10 both of which overlook the...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$5,000 - $17,250

Clean Fee:

$550 per week

Tax: State & Local:

9.7

Pool heated to 82 in July and August included in rental rate. Additional charges for May, June, September, October - see description for details.

Aerial View of House, Carriage House, Pool & Patio and Waterviews

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GAIED

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Gracious Waterview Estate Home, Heated Pool, Hot Tub, Exclusive Eel Pond Area of Edgartown Village

Luxury Coastal Gambrel Home with Pool and Carriage House. This Eloquent Home was designed by architect Patrick Ahearn and features waterviews of Nantucket Sound from many rooms within the house,...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$35,000 - $40,000

Clean Fee:

$900 per week

Tax: State & Local:

9.7

2 Week Minimum Stay required, Dates Available 8/11 to 8/25 or 8/18 to 9/1. Please inquire with rental agent for furhter details.

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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:

$9,000 - $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

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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 - $21,500

Clean Fee:

$475 per week

Tax: State & Local:

9.7

2021 Pool Heated to 80 included in rental rate from 6/25 and ending 9/3

2021 Pool Heat all other weeks, temperatures vary and additional charges are set per the owner. Please inquire with agent for details and charges.

Pool, Patios, Outdoor Dining, Patio Area with Firepit

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BRIGY

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!

Yard, Pool, Patio, Deck and Outdoor Dining

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GORDM

Gorgeous Contemporary Home, New Heated 20 x40 Pool for Summer 2016, New Furnishings for Summer 2016, Beautifully Landscaped in Most Desirable Deep Bottom, Association Tennis Courts, Shared Dock on Great Pond

Designed and built by one of the island premier firms and tucked in the exquisite community of homes known as Deep Bottom, this gracious home is sited on 2.78 acres with...Read more

Location:

West Tisbury

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$14,500 - $14,500

Clean Fee:

$500 per week

Tax: State & Local:

11.7

Pool Heated to 80 additional $250 per week first 2 weeks in September and $350 per week the last 2 weeks in September.

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:

$6,500 - $9,000

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, Ferry Tickets, 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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LUCCA

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Newly Updated, Luxury Interior, Heated Pool, Screened Porch Overlooking Pool and Bluestone Patio

Set just on the outskirts of Edgartown Village and a short drive to South Beach this lovely home has been renovated top to bottom and features, new heated pool, a bluestone patio with chaise...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$8,000 - $14,500

Clean Fee:

$550 per week

Tax: State & Local:

9.7

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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 - $15,000

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

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CARLP

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Distinctive Luxury All New For Summer 2016, Heated Pool 16 x 32, Village Center 3 Minute Walk to Main St.

Historic Edgartown Home fully renovated top to bottom for summer 2016. Perfect blend of restoration and renovation is seen throughout this stately home. Heated Pool 16 x 32' nearing completion, there...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$17,500 - $35,000

Clean Fee:

$700 per week

Tax: State & Local:

9.7

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CHUR2