Vacation Rentals with Pool in Nantucket

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Filtering by: Swimming pool

20 vacation rentals

(6) Excellent 

44

Luxury 8br 7ba Home, Pool,guest House

Massachusetts / Nantucket

Nantucket house

8 22 min stay varies

  • 8 bedrooms
  • sleeps 22
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning
“Great Property, Highly Recommended!” I stayed at this house with a group of graduate students and it was absolutely perfect. Aside from being a gorgeous property, the main house has a wonderful open living/dining/kitchen area where everyone can relax
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Price per night from

$1,900

Responds fast!
avg. 3 hours 20 minutes

Price per night from

$1,900

27

NEW! Nantucket Cottage Retreat w/ Pool & Hot Tub!

Nantucket / Siasconset

Siasconset house

4 6 min stay varies

  • 4 bedrooms
  • sleeps 6
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$504

Responds fast!
avg. 22 minutes

Price per night from

$504

30

NEW! Modern Nantucket Home w/ Patio & Pool Access!

Nantucket / Siasconset

Siasconset house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$800

Responds fast!
avg. 8 minutes

Price per night from

$800

29

Carpe Diem

Nantucket / Siasconset

Siasconset house

6 14 min stay varies

  • 6 bedrooms
  • sleeps 14
  • min stay varies
  • Swimming pool
  • Child Friendly
  • Car not necessary

Price per night from

$2,869

Responds fast!
avg. 2 hours 59 minutes

Price per night from

$2,869

10

New and luxe: 8 Suites, Pool, Spa and Theater

Massachusetts / Nantucket

Nantucket house

8 23 3 nights min

  • 8 bedrooms
  • sleeps 23
  • 3 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$5,000

Price per night from

$5,000

6

2 Bedroom 2 Bathroom Vacation Rental in Nantucket that sleeps 5 -(9359)

Massachusetts / Nantucket

Nantucket house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Ask about children
  • Ask about pets
Inquire for Rates
Inquire for Rates
22

15 Skyline Drive

Massachusetts / Nantucket

Nantucket house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$1,724

Price per night from

$1,724

9

4 Bedroom 4 Bathroom Vacation Rental in Nantucket that sleeps 8 -(9880)

Massachusetts / Nantucket

Nantucket house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$2,143

Price per night from

$2,143

7

5 Bedroom 5 Bathroom Vacation Rental in Nantucket that sleeps 10 -(8610)

Massachusetts / Nantucket

Nantucket house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$2,171

Price per night from

$2,171

11

24 West Chester Street

Massachusetts / Nantucket

Nantucket house

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$5,571

Price per night from

$5,571

17

19 Cannonbury Drive

Nantucket / Siasconset

Siasconset house

6 14 7 nights min

  • 6 bedrooms
  • sleeps 14
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$2,156

Price per night from

$2,156

23

233 Hummock Pond Road

Massachusetts / Nantucket

Nantucket house

4 8 7 nights min

  • 4 bedrooms
  • sleeps 8
  • 7 nights min
  • Swimming pool
  • Child Friendly
  • Air conditioning

Price per night from

$2,357

Price per night from

$2,357

14

5 Bedroom 5 Bathroom Vacation Rental in Nantucket that sleeps 12 -(10183)

Massachusetts / Nantucket

Nantucket house

5 12 7 nights min

  • 5 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$886

Price per night from

$886

30

5 Bedroom 5 Bathroom Vacation Rental in Nantucket that sleeps 10 -(9934)

Massachusetts / Nantucket

Nantucket house

6 10 7 nights min

  • 6 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$2,857

Price per night from

$2,857

17

6 Bedroom 5 Bathroom Vacation Rental in Nantucket that sleeps 14 -(9975)

Nantucket / Siasconset

Siasconset house

6 14 7 nights min

  • 6 bedrooms
  • sleeps 14
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$2,571

Price per night from

$2,571

31

100 Tom Nevers Road

Nantucket / Siasconset

Siasconset house

6 12 7 nights min

  • 6 bedrooms
  • sleeps 12
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$5,000

Price per night from

$5,000

7

2 Bedroom 2 Bathroom Vacation Rental in Nantucket that sleeps 5 -(9986)

Massachusetts / Nantucket

Nantucket house

2 5 min stay varies

  • 2 bedrooms
  • sleeps 5
  • min stay varies
  • Swimming pool
  • Ask about children
  • Air conditioning
Inquire for Rates
Inquire for Rates
12

2 Bedroom 2 Bathroom Vacation Rental in Nantucket that sleeps 5 -(9964)

Massachusetts / Nantucket

Nantucket house

2 5 7 nights min

  • 2 bedrooms
  • sleeps 5
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$657

Price per night from

$657

23

8 Bedroom 8 Bathroom Vacation Rental in Nantucket that sleeps 16 -(9891)

Massachusetts / Nantucket

Nantucket house

8 16 7 nights min

  • 8 bedrooms
  • sleeps 16
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$6,714

Price per night from

$6,714

33

2 Wigwam Road

Massachusetts / Nantucket

Nantucket house

5 10 7 nights min

  • 5 bedrooms
  • sleeps 10
  • 7 nights min
  • Swimming pool
  • Ask about children
  • Air conditioning

Price per night from

$857

Price per night from

$857