Martha’s Vineyard Vacation Rentals with Pools

Across the entire island of Martha’s Vineyard, there are a myriad of rental homes with pools that may be of interest to you and your family. From beautiful oceanfront properties located on paramount shores of Oaks Bluffs, to luxurious inland estates atop the hills of Tisbury, we at Coldwell Banker Landmarks Real Estate are here to help you find the dream rental with a pool that is ideal for you and your loved ones. No matter what your reason for venturing to this heavenly area is, there truly is something to do for those of all ages. Popular activities include shopping in Edgartown’s authentic downtown district, eating at one of Oak Bluff’s renowned restaurants, sailing smooth ocean waters, and visiting some of the nude beaches - if you’re daring enough!. Don’t wait before these grand openings become occupied. Start browsing our list of rental properties with pools, today!

If you would like to view one of these listings, please contact us or call 508-693-6866. To stay up to date on your favorite listings and searches, register with our site.

 

r=1-10

Rental Price$2,150 to $2,800

Rental ID 116849

  • RTR Vacation Rental
  • Lease $2,150 to $2,800
  • Village Vineyard Haven
  • Bedrooms 3
  • Bathrooms 3

Striking contemporary townhouse, located in Tashmoo Woods. Nice solid oak floors. Association tennis courts and pool.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Rental Price$12,500 to $13,500

Rental ID 116973

  • RTR Vacation Rental
  • Lease $12,500 to $13,500
  • Village West Tisbury
  • Bedrooms 3
  • Bathrooms 4

Located in desirable Upper Makonikey, this spectacular home enjoys delightful distant views overlooking Vineyard Sound, the Elizabeth Islands, and Woods Hole beyond. This ten room home contains 4,000 sq ft of living area, state-of-the-art systems, three fireplaces, step-down library with vaulted ceiling, dining room opens to the porch and grounds. A fully-equipped chef s kitchen with 2 refrigerators and 2 ranges. the breakfast room leads to a deck with picturesque vistas. Relax and enjoy afternoons lounging by the lovely Gunite swimming pool. Just a short walk to a private association beach.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Rental Price$14,500 to $14,500

Rental ID 116373

  • RTR Vacation Rental
  • Lease $14,500 to $14,500
  • Village Oak Bluffs
  • Bedrooms 4
  • Bathrooms 3

Spectacular views, over 500 feet of private beach on the Lagoon. Recently renovated home, exterior transformed from contemporary to cottage-shingle style. Houses largest triceratops skull ever found. Caution must be taken with children due to high decks.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Rental Price$15,000 to $15,000

Rental ID 113896

  • RTR Vacation Rental
  • Lease $15,000 to $15,000
  • Village Oak Bluffs
  • Bedrooms 5
  • Bathrooms 4

The stresses of life will melt away as you enjoy the peace and tranquility of this acre and a half property. Nestled in a forest, you will enjoy the spectacular landscape with easy access to down-island towns. Sip your morning coffee an a porch rocker overlooking two ponds, work out in the private gym or roast marshmallows at the fire pit. Serenity has everything you will want for the perfect vacation.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Rental Price$7,500 to $7,500

Rental ID 116729

  • RTR Vacation Rental
  • Lease $7,500 to $7,500
  • Village Chilmark
  • Bedrooms 4
  • Bathrooms 3

Breathtaking south shore ocean views from this pastoral setting await you. This striking contemporary has great spaces for everyone. Lovely furnishings and decor. All this and Chilmark beaches too.

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details

Rental ID 116852

  • RTR Vacation Rental
  • Village West Tisbury
  • Bedrooms 3
  • Bathrooms 2
  • Half Baths 1

Our sunny, spacious home is tastefully furnished and decorated with Island arts and crafts. High ceilings, open-plan living/dining area as well as a loft area is as appealing as it is comfortable. Back deck is perfect for relaxing after the beach, having a BBQ or watching the sun set through the native pine and oak forest. Located on a quiet lane in charming West Tisbury promises peace and tranquility while still being centrally located to all island towns. It is a short walking distance to the State Forest, bike path and numerous walking trails. Fully equipped home with kitchenware, linens, towels and beach gear - just bring clothes!

$
$
%
$/month over payments
Federal 30-year interest rate: 4.65% last updated on Sep 20, 2018
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.

Save FavoriteSchedule A VisitAsk A QuestionMore Details