Vineyard Homes
with Pools

Displaying 61 - 69 of 69

View Result on Map
Depart OnlyArrive OnlyBookedAvailable
 
<< >>
View Larger Images (33 images)
Show Rate Quote
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: 
9
Bedrooms: 
4
Baths: 
2
Price Range:
$5,000 - $12,250
June 2024
SuMoTuWeThFrSaWeek
 1
$6,250
2
3
4
5
6
7
8
$7,500
9
10
11
12
13
14
15
$7,500
16
17
18
19
20
21
22
$7,500
23
24
25
26
27
28
29
$7,500
30
 $7,500
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,500
7
8
9
10
11
12
13
$7,500
14
15
16
17
18
19
20
$9,250
21
22
23
24
25
26
27
$9,250
28
29
30
31
 $9,250
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$9,250
4
5
6
7
8
9
10
$12,250
11
12
13
14
15
16
17
$12,250
18
19
20
21
22
23
24
$12,250
25
26
27
28
29
30
31
$7,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$7,500
8
9
10
11
12
13
14
$8,000
15
16
17
18
19
20
21
$6,250
22
23
24
25
26
27
28
$6,250
29
30
 $6,250
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

 
<< >>
View Larger Images (41 images)
Show Rate Quote

DRAPM

View on Map
Property Details
Add to My Favorites
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: 
12
Bedrooms: 
4
Baths: 
3
Price Range:
$6,500 - $8,500
June 2024
SuMoTuWeThFrSaWeek
 1
$5,880
2
3
4
5
6
7
8
$6,500
9
10
11
12
13
14
15
$6,500
16
17
18
19
20
21
22
$6,500
23
24
25
26
27
28
29
$6,500
30
 $7,800
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$7,800
7
8
9
10
11
12
13
$7,800
14
15
16
17
18
19
20
$7,800
21
22
23
24
25
26
27
$7,800
28
29
30
31
 $8,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$8,500
4
5
6
7
8
9
10
$8,500
11
12
13
14
15
16
17
$8,500
18
19
20
21
22
23
24
$8,500
25
26
27
28
29
30
31
$8,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,500
8
9
10
11
12
13
14
$6,500
15
16
17
18
19
20
21
$6,500
22
23
24
25
26
27
28
$6,500
29
30
 
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.

 

 
<< >>
View Larger Images (50 images)
Show Rate Quote

FINNM

View on Map
Property Details
Add to My Favorites
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: 
10
Bedrooms: 
5
Baths: 
5
Price Range:
$20,000 - $38,000
June 2024
SuMoTuWeThFrSaWeek
 1
$25,000
2
3
4
5
6
7
8
$25,000
9
10
11
12
13
14
15
$25,000
16
17
18
19
20
21
22
$25,000
23
24
25
26
27
28
29
$31,000
30
 $31,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$31,000
7
8
9
10
11
12
13
$31,000
14
15
16
17
18
19
20
$31,000
21
22
23
24
25
26
27
$31,000
28
29
30
31
 $38,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$38,000
4
5
6
7
8
9
10
$38,000
11
12
13
14
15
16
17
$38,000
18
19
20
21
22
23
24
$38,000
25
26
27
28
29
30
31
$38,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$25,000
8
9
10
11
12
13
14
$25,000
15
16
17
18
19
20
21
$25,000
22
23
24
25
26
27
28
$25,000
29
30
 $25,000
Clean Fee: 
$600 per week
Tax: State & Local: 
9.7
 
<< >>
View Larger Images (36 images)
Show Rate Quote

GOLDF

View on Map
Property Details
Add to My Favorites
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: 
8
Bedrooms: 
5
Baths: 
3
Price Range:
$5,000 - $11,000
June 2024
SuMoTuWeThFrSaWeek
 1
$5,000
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
$9,000
30
 $10,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$10,000
7
8
9
10
11
12
13
$10,000
14
15
16
17
18
19
20
$10,500
21
22
23
24
25
26
27
$10,500
28
29
30
31
 $11,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$11,000
4
5
6
7
8
9
10
$11,000
11
12
13
14
15
16
17
$11,000
18
19
20
21
22
23
24
$11,000
25
26
27
28
29
30
31
$8,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$5,500
8
9
10
11
12
13
14
$5,500
15
16
17
18
19
20
21
$5,500
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$550 per week
Tax: State & Local: 
11.7

Pool Heated to 80 July & August pool included in the rental rate!

 

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

 
<< >>
View Larger Images (28 images)
Show Rate Quote

GUCOB

View on Map
Property Details
Add to My Favorites
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: 
8
Bedrooms: 
4
Baths: 
2
Price Range:
$6,820 - $10,000
June 2024
SuMoTuWeThFrSaWeek
 1
$6,820
2
3
4
5
6
7
8
$6,820
9
10
11
12
13
14
15
$6,820
16
17
18
19
20
21
22
$6,820
23
24
25
26
27
28
29
$6,820
30
 $10,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$10,000
7
8
9
10
11
12
13
$10,000
14
15
16
17
18
19
20
$10,000
21
22
23
24
25
26
27
$10,000
28
29
30
31
 $10,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$10,000
4
5
6
7
8
9
10
$10,000
11
12
13
14
15
16
17
$10,000
18
19
20
21
22
23
24
$10,000
25
26
27
28
29
30
31
$10,000
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$6,820
8
9
10
11
12
13
14
$6,820
15
16
17
18
19
20
21
$6,820
22
23
24
25
26
27
28
$6,820
29
30
 $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

 
<< >>
View Larger Images (39 images)
Show Rate Quote

WESTD

View on Map
Property Details
Add to My Favorites
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: 
9
Bedrooms: 
6
Baths: 
4
Price Range:
$8,500 - $12,100
June 2024
SuMoTuWeThFrSaWeek
 1
$8,500
2
3
4
5
6
7
8
$8,500
9
10
11
12
13
14
15
$8,500
16
17
18
19
20
21
22
$8,500
23
24
25
26
27
28
29
$11,000
30
 $12,100
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$12,100
7
8
9
10
11
12
13
$12,100
14
15
16
17
18
19
20
$12,100
21
22
23
24
25
26
27
$12,100
28
29
30
31
 $12,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$12,500
4
5
6
7
8
9
10
$12,500
11
12
13
14
15
16
17
$12,500
18
19
20
21
22
23
24
$12,500
25
26
27
28
29
30
31
$11,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,000
8
9
10
11
12
13
14
$8,500
15
16
17
18
19
20
21
$8,500
22
23
24
25
26
27
28
$8,500
29
30
 
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 

 
<< >>
View Larger Images (40 images)
Show Rate Quote

LEMAA

View on Map
Property Details
Add to My Favorites
Katama Luxury Home - Private Heated Pool with Pool Bar & Patio, Private Landscaped Yard, Screened Porch with Dining Area and Outdoor Living Room, Spacious Deck overlooks Yard & Pool, A/C

Outstanding Katama home set on two private acres and featuring summer living at its best.  Families will enjoy the beautifully furnished, large screened porch opening onto the deck overlooking the pool...Read more

Location: 
Katama
Sleeps: 
14
Bedrooms: 
6
Baths: 
4
Price Range:
$5,000 - $13,500
June 2024
SuMoTuWeThFrSaWeek
 1
$7,500
2
3
4
5
6
7
8
$8,000
9
10
11
12
13
14
15
$10,000
16
17
18
19
20
21
22
$12,000
23
24
25
26
27
28
29
$13,500
30
 $14,000
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$14,000
7
8
9
10
11
12
13
$14,000
14
15
16
17
18
19
20
$14,000
21
22
23
24
25
26
27
$15,500
28
29
30
31
 $15,500
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$15,500
4
5
6
7
8
9
10
$15,500
11
12
13
14
15
16
17
$15,500
18
19
20
21
22
23
24
$15,500
25
26
27
28
29
30
31
$15,500
September 2024
SuMoTuWeThFrSaWeek
1
2
3
4
5
6
7
$9,000
8
9
10
11
12
13
14
$8,000
15
16
17
18
19
20
21
$7,000
22
23
24
25
26
27
28
$6,000
29
30
 $5,000
Clean Fee: 
$600 per week
Tax: State & Local: 
9.7

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

 

Pool heated to 81 degrees May, June, September & October an additional $300 propane surcharge.

 

 
<< >>
View Larger Images (26 images)
Show Rate Quote

ALVEN

View on Map
Property Details
Add to My Favorites
Spacious Oak Bluffs Home, Heated Pool 16 x 32, 4 bedrooms & 3.5 baths sleeps 8

 New 16 X 32 inground heated pool, 4 feet deep with deck area, chaise lounge chairs, and additional seating.  

Spacious 4 bedroom, 4 bath home with multiple living areas that...Read more

Location: 
Oak Bluffs
Sleeps: 
8
Bedrooms: 
4
Baths: 
3
Price Range:
$14,000 - $14,000
June 2024
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
 $14,000
August 2024
SuMoTuWeThFrSaWeek
 1
2
3
$14,000
4
5
6
7
8
9
10
$14,000
11
12
13
14
15
16
17
$14,000
18
19
20
21
22
23
24
$14,000
25
26
27
28
29
30
31
September 2024
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$550
Tax: State & Local: 
11.7
 
<< >>
View Larger Images (28 images)
Show Rate Quote

CASED

View on Map
Property Details
Add to My Favorites
Deep Bottom Pond, Private Heated Pool, Central Air, WiFi, Gorgeous Views

Contemporary home in the Deep Bottom area of West Tisbury. This gracious home with a pool and patio overlooks the open meadowland that is the Deep Bottom. The home is...Read more

Location: 
West Tisbury
Sleeps: 
8
Bedrooms: 
5
Baths: 
4
Price Range:
$0 - $0
June 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
7
8
$6,800
9
10
11
12
13
14
15
$6,800
16
17
18
19
20
21
22
$7,500
23
24
25
26
27
28
29
$12,500
30
 $12,900
July 2024
SuMoTuWeThFrSaWeek
 1
2
3
4
5
6
$12,900
7
8
9
10
11
12
13
$12,900
14
15
16
17
18
19
20
$12,900
21
22
23
24
25
26
27
$12,900
28
29
30
31
 
August 2024
SuMoTuWeThFrSa
 1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
31
September 2024
SuMoTuWeThFrSa
1
2
3
4
5
6
7
8
9
10
11
12
13
14
15
16
17
18
19
20
21
22
23
24
25
26
27
28
29
30
 
Clean Fee: 
$475 per week
Tax: State & Local: 
11.7

Pool Heated to 82 degrees mid June to mid Sept, pool heat costs included in rental rate.

Pages