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!

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Rental Price$4,000 to 10,000

Listing Number 126257

  • RTR Vacation Rental
  • Lease $4,000 to $10,000
  • Village Chilmark
  • Bedrooms 4
  • Bathrooms 3

This mid - century modern four bedroom with a 4 foot wading pool is not to be missed! Master offers air conditioning and private bath. Located just past Able s Hill perched on hill abutting conservation land you really feel away from it all.

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

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$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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.

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Rental Price$2,000 to 3,900

Listing Number 116765

  • RTR Vacation Rental
  • Lease $2,000 to $3,900
  • Village West Tisbury
  • Bedrooms 4
  • Bathrooms 3

A beautiful 1.5 acre wooded property surrounded by state forest and wildlife preserve. Completely renovated in 2012 including all new kitchen, bathrooms (3), flooring throughout, appliances, 40-inch high definition flat screen TV, blu-ray player, ceiling fans, and a full sized washer & dryer. The house comfortably accommodates 8 guests in 4 bedrooms with 3 full bathrooms and 1 enclosed outdoor shower. The second floor has an en suite master bedroom with a balcony, a queen bedroom also with a balcony, a third bedroom with bunk beds (double and twin) and a share second full bath with a tub. The first floor has the fourth bedroom and the third full bath. The backyard is beautiful & private with a bluestone patio and two cozy seating areas. There is an amazing wooden swing sets with 2 towers, keeping the kids happy while the adults relax on the lovely patio or hammock. The house includes wireless access and unlimited local and long distance phone service. Most rooms are equipped with ceiling fans. A neighborhood association pool and tennis court are available while open and West Tisbury private beaches (Lamberts Cove, Long point beach and Seth s Pond) passes may be purchased. Located on the bike path, just 4 miles from the town beach at Lambert s Cove, and includes use of the neighborhood pool and tennis club when open. Access is fully paved and less than 5 miles from the Vineyard Haven ferry.

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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.

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Rental Price$2,500 to 7,000

Listing Number 116629

  • RTR Vacation Rental
  • Lease $2,500 to $7,000
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 3

Completely renovated five bedroom home with heated pool. Hardwood floors throughout, fully loaded kitchen with new appliances. Clean, bright and newly furnished. Great outdoor deck and pool area for entertaining and relaxing.

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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.

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Rental Price$8,000 to 13,000

Listing Number 116570

  • RTR Vacation Rental
  • Lease $8,000 to $13,000
  • Village Aquinnah
  • Bedrooms 4
  • Bathrooms 4

A masterful combination of up-island elegance and fine craftmanship, this dream house awaits you. There are picturesque water views from almost every room in this stunning home. Enjoy a glass of wine on the roof deck at sunset or take a dip in the heated pool. Pool house offers two twin beds for additional guests. Lounge on one of the patios or deck or screened porch and take in the scents of the beautifully designed gardens. Only minutes from the property is Philbin Beach which was voted one of the world s top ten beaches by the Travel Channel. This home is in perfect harmony with its surroundings.

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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.

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Rental Price$4,050 to 7,550

Listing Number 116453

  • RTR Vacation Rental
  • Lease $4,050 to $7,550
  • Village Edgartown
  • Bedrooms 6
  • Bathrooms 2

This luxurious home is ideal for your family getaway. Conveniently located between Edgartown Village and South Beach, and just steps to the bike path. Recently renovated, this home offers luxury accomodations, a large heated saltwater pool, hot tub, private balconies, an expansive deck for outdoor dining and relaxing, a kids game room with ping pong table, big screen TV with video library, a large private yard and a warm southern exposure. Spacious sun-filled living area with vaulted ceilings, newly renovated cook s kitchen and spacious master bedroom suite with walkout deck. Central A/C throughout first floor as well as A/C units in all other bedrooms. There is also a spacious sixth bedroom suite above the garage. On the deck, there s an enclosed heated outdoor shower. Lastly, a spacious kid s bungalow with couches, TV, fridge, videos, etc. A perfect family getaway in Katama.

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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.

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Rental Price$4,500 to 12,500

Listing Number 134310

  • RTR Vacation Rental
  • Lease $4,500 to $12,500
  • Village Edgartown
  • Bedrooms 4
  • Bathrooms 4

LARGE & DRAMATIC recently renovated custom designed and professionally decorated Tri-level contemporary home with open floor plan. Once inside, you will be captivated by the dramatic open spaces, soaring cathedral ceilings, and walls of glass. This extraordinary home is located on a beautifully landscaped property with a large backyard and 18x40 heated saltwater pool with a bluestone surround, with lounge chairs, as well as a FirePit. Ready for May 2017. With three levels, multiple gathering spaces, four bedrooms and four and half baths, it is perfect for accommodating two families. Of the four bedrooms, three are master suites with private bathrooms and the fourth has its own bathroom (just not ensuite). All of the bedrooms have large Flat Screen TVs. There are large wrap-around decks, offering great outdoor space. A 32’ high very large great room with vaulted ceilings is surrounded by expansive walls of glass and open to the dining area lending itself to superb entertaining. A beautiful marble fireplace creates a focal point from both the living room and dining room. A fabulous gourmet designed kitchen with quartz counter tops is fully equipped with top of the line stainless steel appliances and all the necessary kitchen essentials to create a great meal. There is also an additional first floor family room with a large flat screen TV and wall of glass that leads to another private deck. This first floor deck will lead to the new saltwater heated pool This large and luxurious home will fulfill every item on your must have list for a great Vineyard vacation. It is only a 5-minute drive to downtown Edgartown, as well as within walking distance to South Beach along a bike path. SPEND THE DAY AT THE BEACH, RETURN HOME AND ENJOY SWIMMING IN YOUR OWN REFRESHING HEATED SALT-WATER POOL. HAVE DINNER ON THE PATIO AND AFTER DARK, SIT AROUND THE FIRE PIT COOKING S MORES AND GAZING AT THE BEAUTIFUL STARLIT SKY.

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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.

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Rental Price$1,000 to 2,200

Listing Number 125037

  • RTR Vacation Rental
  • Lease $1,000 to $2,200
  • Village Edgartown
  • Bedrooms 2
  • Bathrooms 2

Beach Rose is a bright and airy two bedroom home able to fit 6 people comfortably (sleeper sofa). With a fully equipped kitchen, dining area and living room, it is your Vineyard home. Skylights and solarium style windows bring natural light throughout the house. Enjoy outside cooking and dining on the deck while enjoying a Vineyard breeze. Each bedroom has its own cable TV. Spend the day at either South Beach or State Beach or just walk over to the large pool on the grounds.

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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$5,000 to 13,500

Listing Number 124736

  • RTR Vacation Rental
  • Lease $5,000 to $13,500
  • Village Edgartown
  • Bedrooms 3
  • Bathrooms 3

Perched atop the highest point on Chappaquiddick, this newly renovated country home and guest house are surrounded by beautiful grounds adorned with antique farm implements. The main house includes a chef’s kitchen, with marble countertops, and an open living space throughout affording the most pleasant views of the endless property. Between the main houses 3 bedrooms, and the guest houses’ 2 bedrooms, these homes will sleep up to 16. The property includes use of shared pool, volleyball, tennis and basketball courts, as well as endless acres of surrounding conservation land to bike of hike through.

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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$3,500 to 7,500

Listing Number 121396

  • RTR Vacation Rental
  • Lease $3,500 to $7,500
  • Village Vineyard Haven
  • Bedrooms 5
  • Bathrooms 3

Contemporary split level home located on a cul-de-sac in a pleasant neighborhood. This home features 5 bedrooms, 3.5 baths, and an updated kitchen with 2 Viking ovens, granite counters and large island. The family room, 2 bedrooms and bath on the lower level is a great space for the kids or extended family and has a separate entrance to side yard. Outside the heated gunite swimming pool is surrounded by lovely landscaping, patio, and deck; a perfect escape if you do not want to spend time at the beach. Great for BBQ’s too. Come enjoy this little piece of heaven for your Vineyard vacation. A perfect place for fun in the sun!

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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.

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Rental Price$20,000 to 40,000

Listing Number 116578

  • RTR Vacation Rental
  • Lease $20,000 to $40,000
  • Village Edgartown
  • Bedrooms 6
  • Bathrooms 5

Elegant waterfront home on Eel Pond with private pool and carriage house suite. Spacious open interior with great attention to detail and full of amenities. Beautiful grounds and large patio area for outdoor entertaining. Located in desirable Edgartown, convenient to downtown area - boutique shopping, restaurants, galleries, cinema and harbor stroll.

Coldwell Banker Landmarks Real Estate
15 Church Street
Vineyard Haven MA, 02568
Office: 508-693-6866

Do not fill in this field:

Do not fill in this field:

$
$
%
$/month over payments
Federal 30-year interest rate: 4.05% last updated on May 11, 2017
* 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