Vineyard Homes with Pools

BETTD

View Larger Images (32 images)

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 - $21,500

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!

<< >>

LUCCA

View Larger Images (18 images)

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:

$6,500 - $15,000

Clean Fee:

$550 per week

Tax: State & Local:

9.7

<< >>

MCGRD

View Larger Images (50 images)

Lovely Vineyard Haven Home, Heated Pool, AC, Close Proximity to Towns and Beaches , Perfect Home for Extended Families.

Spacious Vacation Home with heated pool! This lovely home is perfect for extended families featuring 5 bedrooms, 3 baths, multiple living spaces, and 5 TVs. The pool and deck are perfect...Read more

Location:

Vineyard Haven

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$3,500 - $8,000

Clean Fee:

$550 per week

Tax: State & Local:

11.7

POOL HEATED TO 80 DEGREES JULY AND AUGUST WEEKS INCLUDED IN RENTAL RATE, POOL HEATED TO 80 DEGREES JUNE AND SEPTEMBER WEEKS ADDITIONAL $275 PER WEEK

Aerial View of Gorgeous Estate Waterfront Home with Heated Pool

<< >>

AGARH

View Larger Images (37 images)

Luxurious Estate Home, Waterfront, 18 x 40 ft Heated Pool, Hot Tub, Expansive Private Yard.

An exceptional coastal summer home, this spectacular waterfront property is beautifully positioned overlooking one of Martha’s Vineyard’s most picturesque and sought-after location off of Planting Field Way. Entirely custom-built and designed,...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$30,000 - $50,000

Clean Fee:

$850 per week

Tax: State & Local:

9.7

<< >>

MONLC

View Larger Images (49 images)

Gorgeous estate home on large acreage, gorgeous water views with the ferry passing to and from the Vineyard, heated pool with patio surround, and an outdoor kitchen and patio dining...Read more

Location:

Vineyard Haven

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$7,000 - $20,500

Clean Fee:

$900 per week

Tax: State & Local:

11.7

Pool Heated to 82 included in rental rate July & August weeks. Pool Heat surcharge June & Sept Inquire.
June & September weeks heated to 81 degrees additional $300 fee

<< >>

ZILLK

View Larger Images (35 images)

Newly Updated Contemporary Home, Heated Pool, Bluestone Patio, Spcacious Deck,Tucked in Near to Long Point Beach.

Note: Patio furniture for Pool Area arriving in June not seen in photos to include 4 chaise lounge chairs and patio dining table and chairs for 6.

This lovely Cape Cod-style...Read more

Location:

West Tisbury

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$1 - $1

Clean Fee:

$550 per week

Tax: State & Local:

11.7

Pool will be heated to 80 degrees in June &July included in the rental rate.

Pool heated to 81 degrees September additional $250 per week

<< >>

MANNB

View Larger Images (44 images)

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...Read more

Location:

Katama

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$5,250 - $19,250

Clean Fee:

$650 per week

Tax: State & Local:

9.7

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

Pool heated to 82 May, June, September, October additional fee. Please view the list of fees in th body of the description of this home!

Pool, Patio, Decky Dining, Garage at far end of Photo with Bedroom 5 over top

<< >>

PAILB

View Larger Images (35 images)

Exquisite all Newly Updated Contemporary Farm House Style Home! Heated Pool! Location!! 15 minute walk to Edgartown Village Center, 5 minute Drive to South Beach

Outstanding Edgartown Vacation Home! This handsomely crafted 5 bedroom home has just been newly painted and all newly and stylishly furnished for family enjoyment. Multiple living spaces flow seamlessly from...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$5,950 - $14,975

Clean Fee:

$350 per week

Tax: State & Local:

9.7

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

Pool Heat to 82 degrees, June & September weeks additional $225 per week, May & October weeks additional $325 per week.

Yard, Pool, Patio, Deck and Outdoor Dining

<< >>

GORDM

View Larger Images (56 images)

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:

$15,000 - $17,000

Clean Fee:

$500 per week

Tax: State & Local:

11.7

Ferry ticket available 8/1 to 8/8. Please inquire! (mv)

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

<< >>

BURK2

View Larger Images (37 images)

Outstanding Family Compound, Waterfont, Pool, Main and Guest House, Sleeps 11. Magical Setting for Extendend Family Vacation

STUNNING RETREAT, KATAMA AREA, ON THE GREAT POND, HEATED POOL, LUXURIOUS CUSTOM INTERIOR, UNFORGETTABLE AREA FOR KAYAKING!

Retreat setting, surrounded by nature, outstanding waterfront home on the Great Pond, private...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$16,000 - $17,000

Clean Fee:

$800 per week

Tax: State & Local:

9.7

Pool heated to 81 included in rental rate July & August weeks!

Pool heated to 81 shoulder season weeks additional propane surcharge may apply. Please inquire!

Patio Dining, Screened Porch, Upper Level Sun Deck, Landscaped Yard

<< >>

ROSSP

View Larger Images (37 images)

Chic Contemporary Luxury Home, Heated Pool 14 x 31 New for 2022 Season, Privately Situated on Large Acreage off of Lambert's Cove Rd. Lambert’s Cove Beach 1 mile.

Note for 2022 Season: New Heated Pool! The pool will be located just outside of the glass sliding doors in the yard area seen in the photos. The pool is 14"...Read more

Location:

West Tisbury

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$10,000 - $15,000

Clean Fee:

$650 per week

Tax: State & Local:

11.7

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

Pool Heated to 80 degrees June & September additional $300 per week propane surcharge.

<< >>

MARCA

View Larger Images (48 images)

Long Point Beach, Gunite Pool 17 x 34 & Patio, Beautiful Contemporary Farm House with Large Porch, Deck

Note: Delux outdoor living area added in 2021: Features a 17' x 34' heated gunite pool, expansive patio area with built-in sofa seating for up to 7 to one end, a propane...Read more

Location:

West Tisbury

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$9,000 - $12,500

Clean Fee:

$600 per week

Tax: State & Local:

11.7

Pool Heated to 81 degrees July & August included in the rental rate, Spa will only be heated to Pool temp. Propane Firepit available for renter use, an additional $175 per week.

Pool Heated to 81 off-season additional $300 per week.

<< >>

YASED

View Larger Images (40 images)

STUNNING EDGARTOWN VILLAGE LUXURY COMPOUND, PEBBLE SHEEN HEATED POOL WITH SPA, EXPANSIVE BLUESTONE PATIO, PERGOLA WITH OUTDOOR DINING.

Luxury lifestyle in the center of Edgartown Village, walk to shops, harborfront, and all manner of dining! All new 17' x 34' heated pool with spa, 3 to 7 feet in...Read more

Location:

Edgartown

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$35,000 - $35,000

Clean Fee:

$700 per week

Tax: State & Local:

9.7

<< >>

HODGW

View Larger Images (45 images)

New Tri Level Luxury Home, Heated Pool with Bluestone Patio Surround

Location location!

Just 1 mile from Oak Bluffs center this stunning 5 bedroom, 4.5 bath features a gunite pool with a bluestone patio surround, sure to be the focal point...Read more

Location:

Oak Bluffs

Sleeps:

Bedrooms:

Bathrooms:

Price Range:

$11,800 - $15,750

Clean Fee:

$850 per week

Tax: State & Local:

11.7

Pool Heated to 81 included in rental rate, July and August weeks

June & September weeks to 81 degrees additional $300 fee. Higher temp upon request additional fee

Notice: Ring doorbell cameras are located on the front entry door and door on the left/parking side of the house:

<< >>

GUE17