Rentals

Pool

The vacation rentals below all have pools. Take a quiet dip in the privacy of your own back yard or enjoy gathering around the pool with family and friends. Please note that most homes are booked for a two-week minimum and that we recommend “cancel for any reason” trip insurance to protect your investment.

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Search Pool Vacation Rentals

339 results
Waterfront West Tisbury
 
$5,500 - $7,500/wk
Rental #161618
4 Bed
| 2+ Bath
Details
Waterview Chilmark
 
$5,000 - $7,500/wk
Rental #151294
4 Bed
| 3 Bath
Details
Waterview Aquinnah
 
$4,500 - $7,500/wk
Rental #154858
4 Bed
| 2 Bath
Details
Waterview Chilmark
 
$7,500 - $7,500/wk
Rental #115182
3 Bed
| 2 Bath
Details
Up-Island Chilmark
 
$7,500 - $7,500/wk
Rental #115168
4 Bed
| 3 Bath
Details
Up-Island Chilmark
 
$5,500 - $7,500/wk
Rental #159207
3 Bed
| 3 Bath
Details
Up-Island Chilmark
 
$2,300 - $7,500/wk
Rental #116666
3 Bed
| 2+ Bath
Details
Up-Island Chilmark
 
$7,500 - $7,500/wk
Rental #158263
4 Bed
| 2 Bath
Details
Up-Island Chilmark
 
$6,850 - $7,475/wk
Rental #149094
4 Bed
| 2+ Bath
Details
North Shore West Tisbury
 
$7,400 - $7,400/wk
Rental #116811
5 Bed
| 3 Bath
Details
Waterview Oak Bluffs
 
$3,500 - $7,400/wk
Rental #155549
4 Bed
| 2 Bath
Details
Waterview Chilmark
 
$2,000 - $7,250/wk
Rental #116810
3 Bed
| 2 Bath
Details
Waterview Aquinnah
 
$4,700 - $7,200/wk
Rental #115674
3 Bed
| 3+ Bath
Details
South Shore Chilmark
 
$5,740 - $7,070/wk
Rental #135998
5 Bed
| 3+ Bath
Details
Waterview Chilmark
 
$6,000 - $7,000/wk
Rental #115228
3 Bed
| 1+ Bath
Details
Near Bike Path West Tisbury
 
$5,200 - $7,000/wk
Rental #160749
3 Bed
| 3+ Bath
Details
Waterfront Vineyard Haven
 
$3,500 - $7,000/wk
Rental #115174
3 Bed
| 2+ Bath
Details
North Shore Chilmark
 
$3,000 - $7,000/wk
Rental #148588
4 Bed
| 3+ Bath
Details
Near Bike Path West Tisbury
 
$6,500 - $7,000/wk
Rental #155607
3 Bed
| 3 Bath
Details
Up-Island Chilmark
 
$5,000 - $7,000/wk
Rental #160978
4 Bed
| 2 Bath
Details
Waterview Chilmark
 
$7,000 - $7,000/wk
Rental #116677
3 Bed
| 2+ Bath
Details
South Shore West Tisbury
 
$5,500 - $7,000/wk
Rental #140267
4 Bed
| 3 Bath
Details
Up-Island Chilmark
 
$6,950 - $6,950/wk
Rental #137525
4 Bed
| 2 Bath
Details
Down-Island Vineyard Haven
 
$4,000 - $6,900/wk
Rental #160887
3 Bed
| 3 Bath
Details
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