Vineyard Homes with Pools

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 a heated pool. Step from the interior of the...Read more

Location:

West Tisbury

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$8,000 - $16,500

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 - $17,000

Clean Fee:

$900 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, 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

This lovely spacious home is tucked away in Island Grove just on the outskirts of Edgartown Village. The outdoor living spaces include a heated pool with patio area, screened porch with...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$8,000 - $12,000

Clean Fee:

$500 per week

Tax: State & Local:

9.7

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

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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 Pit Walk or Bike to South Beach and 5 minute Drive to Edgartown Village Area

Beautiful tri-level contemporary home with an 18 x 40 heated saltwater pool, bluestone patio, outdoor dining area, chaise lounge chairs, and fire pit. This recently updated home includes a spacious open floor plan with vaulted ceilings, a...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$4,900 - $18,500

Clean Fee:

$650 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

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Mini Retreat with Pool, Private Peaceful Chilmark Location, Lucy Vincent and Menemsha Beaches Nearby.

Impeccably maintained and updated, this adorable summer home is perfect for families looking for luxury features such as quality linens in a quiet location. The 12 by 18-foot spa pool is...Read more

Location:

Chilmark

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$4,710 - $13,450

Clean Fee:

$375 per week

Tax: State & Local:

9.7

Pool Heat: June & Sept, pool heated to 82 degrees additional $250 for propane usage.

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COHAH

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Herring Creek Summer Retreat, Waterfront, Oversized Pool, Private Association Shore Beach

Nestled into an expansive waterfront lot on the Edgartown Great Pond in prestigious Herring Creek Farm, you’ll find this true Vineyard casual cottage adorned with antique Vineyard collections of original...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$8,000 - $13,500

Clean Fee:

$500 per week

Tax: State & Local:

9.7

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WEEKW

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CLASSIC, IN-TOWN EDGARTOWN, ENGLISH-COUNTRY CHIC LUXURY HOME WITH POOL AND MANICURED GROUNDS

Exquisite home in the village of Edgartown that exudes classic taste with English-Country styling. This in-town location makes it easy to stroll down to dinner on the harbor or walk...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$10,500 - $29,500

Clean Fee:

$850 per week

Tax: State & Local:

9.7

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LINEM

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Wintucket Cove House, Heated Pool 20 x 40, Edgartown Great Pond Frontage, Boat to Private South Shore Beach, Boat Rentals Available

MVVR Exclusive Listing: Relax in style in this large and comfortable custom post and beam family home with a 20 x 40 heated pool, expansive patio and deck overlooking the pool. Acres...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$7,500 - $16,500

Clean Fee:

$650 per week

Tax: State & Local:

9.7

Pool heated to 82 degrees, included in rental rate July and August weeks!

Pool heated to 82 June and September weeks additional $300 per week. Requests for higher temp can be accommodated at additional costs.

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DRAPM

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Mink Meadows Family Compound, Private Heated Pool, Walk or Drive to Private Association Beach, Beautifully Landscaped Yard, Deck and Patio, Golf 1 Mile from House

Beautiful 5 Bedroom, 3.5 bath family compound with pool, situated in Mink Meadows Association. Mink Meadows Public Golf Course just a short drive from this home to the clubhouse. Families can walk from...Read more

Location:

Vineyard Haven

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$5,882 - $5,882

Clean Fee:

$550 per week

Tax: State & Local:

11.7

Pool heated to 81 degrees in July & August included in rental rate.
Pool heated to 81 degrees June & September additional $250 per week. Requests for higher temperature, please contact your agent for details.
Pool heated to 81 degrees May & October additional $350 per week. Requests for higher temperature, please contact your agent for details.

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FINNM

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Luxury Retreat, Heart of Edgartown Village, Heated Salt Water Pool, 500 yards to Fuller St Beach, Two Blocks to Lighthouse Beach, 5 minute Walk to Village Center

Custom tri-level home with designer touches throughout. Features open concept main level with French doors leading to the pool and patio areas and to the portico with fireplace. Several living entertainment ...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$20,000 - $38,000

Clean Fee:

$600 per week

Tax: State & Local:

9.7

Cabana Looking Back at Pool, House and Garage

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CHAPS

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Luxury South Beach Home, Heated Pool, Cabana with Fireplace

Luxury gambrel home with heated pool, large patio and pool cabana. This custom designed home sits equidistance between Edgartown Village area and South Beach, bike paths at the end of the driveway...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$16,000 - $17,000

Clean Fee:

$250 per week

Tax: State & Local:

9.7

Pool heated to 80 degrees in July and August included. Pool heated to 80 degrees June and September additional $250 per week.

View across Pool to House, Patio areas and Yard

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GOLDF

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Outstanding Oak Bluffs Summer Home with Heated Pool and Patio Surround, Screened Porch with Living and Dining Area, Association Tennis Courts.

MVVR Exclusive Listing: Set in a quiet community of homes just on the outskirts of OB, this outstanding home provides a peaceful getaway yet is just a short drive to the...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$5,500 - $10,500

Clean Fee:

$550 per week

Tax: State & Local:

11.7

Pool Heat, July & August pool heated to 80 degrees included in rental rate!

Pool Heat, June & September weeks at additional cost ($300). Please inquire with agent for details

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GUCOB

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Spacious Family Home, Pool & Patio Area, Centrally located

Spacious home with private pool, tucked away in a quiet neighborhood, central location providing easy access to beaches and towns. This home has been updated with all new hardwood flooring on...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$6,000 - $10,000

Clean Fee:

$375 per week

Tax: State & Local:

11.7

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WESTD

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Deep Bottom Custom Contemporary, Heated Pool, Association Tennis Courts, Features Multiple Living Spaces on 3 Levels, A/C WiFi

Custom crafted contemporary home set on lush professionally landscaped grounds. The pool and patio area overlook the large yard with expansive views of the common meadows. There are private association...Read more

Location:

West Tisbury

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$8,500 - $12,500

Clean Fee:

$600 per week

Tax: State & Local:

11.7

Pool heated to 81 July & August included in rental rate.

Pool heated to 81 June & September additional $275 per week

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LEMAA