Vineyard Homes with Pools

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MONCJ

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

A 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:

Baths:

Price Range:

$15,000 - $40,000

Clean Fee:

$750 per week

Tax: State & Local:

11.7

Pool heated To 82 in July and August
All other weeks pool heat is $400 per week

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Gunite Heated Pool, Cabana, Stone Patio, Built in Hot Tub, Dining Seats 8

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DESAM

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

Sleeps:

Bedrooms:

Baths:

Price Range:

$4,400 - $45,000

Clean Fee:

$675 per week

Tax: State & Local:

11.7

2 week stay required!

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

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SHANJ

Newly Remodeled Contemporary Farm House, 12 x 26 Saltwater 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:

Baths:

Price Range:

$4,200 - $4,500

Clean Fee:

$500 per week

Tax: State & Local:

11.7

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

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

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RAOMA

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:

Baths:

Price Range:

$7,500 - $10,500

Clean Fee:

$550 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.

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

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GEORS

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:

Baths:

Price Range:

$8,000 - $12,000

Clean Fee:

$500 per week

Tax: State & Local:

11.7

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

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WEISM

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:

Baths:

Price Range:

$7,500 - $17,500

Clean Fee:

$700 per week

Tax: State & Local:

11.7

Transferable Ferry Tickets available, 8/23-8/30

Pool is heated to 84 degrees July & August & included in the rental rate.

Pool heated to 84 degrees June & September, additional $450/week propane surcharge.

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

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BERNC

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:

Baths:

Price Range:

$4,800 - $12,000

Clean Fee:

$425 per week

Tax: State & Local:

11.7

Owner reduced rates for available dates in July & August - see calendar for adjusted rates

Pool heated to 82 degrees included in rental rate July & August

Pool heated to 82 degrees, May, June Sept and October additional $150 per week propane surcharge

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COHAH

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:

Baths:

Price Range:

$4,400 - $13,500

Clean Fee:

$500 per week

Tax: State & Local:

11.7

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WEEKW

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:

Baths:

Price Range:

$10,500 - $29,500

Clean Fee:

$850 per week

Tax: State & Local:

11.7

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GRACM

Beautful Oak Bluffs Home. Pool, Tucked on a Large Private &Extensively Landscaped Lot, 4 Bedrooms, Sleeps 9

Modern, spacious recently updated vacation home with a heated pool tucked on 1.5 acres of landscaped grounds provides an ideal setting for families and friends to enjoy their time together. The...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$0 - $0

Clean Fee:

$500 per week

Tax: State & Local:

11.7

Pool Heated to 81 degrees July & August weeks included in the rental rate.

Pool Heated to 81 degrees, additional $275 per week June& September weeks 2023

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DRAPM

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

Spacious 4 Bedroom, 3.5 bath family compound with 28 x 14 heated pool, multiple indoor/outdoor living spaces situated in Mink Meadows Association.

Mink Meadows Public Golf Course is just a short drive...Read more

Location:

Vineyard Haven

Sleeps:

Bedrooms:

Baths:

Price Range:

$4,400 - $8,500

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

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:

Baths:

Price Range:

$20,000 - $38,000

Clean Fee:

$600 per week

Tax: State & Local:

11.7

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View across Pool to House, Patio areas and Yard

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GOLDF

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:

Baths:

Price Range:

$5,500 - $11,000

Clean Fee:

$550 per week

Tax: State & Local:

11.7

Pool Heated to 80 July & August and the 1st week in September included in the rental rate!

Pool Heated to 80 May, June & September weeks at additional cost ($400).

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GUCOB

Spacious Home with Heated Pool, Pool Bar with TV, Patio Surround, Deck Overlooking the Pool & Yard, Centrally Located

Spacious home with private heated pool & hot tub, tucked away in a quiet neighborhood, centrally located providing easy access to beaches and towns. The pool, patio area, deck, & pool bar...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Baths:

Price Range:

$6,820 - $6,820

Clean Fee:

$400 per week

Tax: State & Local:

11.7

Pool Heated to 80 degrees included in the rental rate, July & August

Pool Heated to 80 degrees, June & September, additional 350 per week surcharge

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WESTD