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Holiday Rentals with Pools in Nantucket, MA

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    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    8 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Paved driveway w/ lots of parking; large, well landscaped front yard. Enter into the spacious open living/dining/kitchen room w/ beautiful view of the pool and backyard. The home has hardwood floor throughout except for carpeted, large family room in the lower level. The gourmet kitchen is on the... View all property information
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    Nantucket, Massachusetts 2554
    1 / 8
    3 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    Newly completed in spring of 2000. Tastefully furnished, spacious and cheerful. Nice patio w/ outdoor furniture. Note: Access to swimming pool, tennis court and excercise room at the Nashop club house one block away. No smokers, No pets!! Additional amenities include: beach towels, cd players: 1,... View all property information
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    Nantucket, Massachusetts 2554
    1 / 21
    6 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    Lovely, bright, airy summer house with many spacious rooms. High ceilings, billiard room, two master suites, large eat-in kitchen with brick floor and an adobe fireplace. French doors lead to a slate patio/swimming pool area and a big yard protected by a hedge. Spectacular property close to town... View all property information
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    Nantucket, Massachusetts 2554
    1 / 31
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. View all property information
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    Nantucket, Massachusetts 2554
    1 / 20
    4 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. 1st Floor: Large living area featuring custom built ins, window seating and fireplace . Chef's kitchen with granite island. dining area, and a mahogany paneled office. State... View all property information
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    Nantucket, Massachusetts 2554
    1 / 13
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. Additional amenities include: beach towels, outdoor dining table, outdoor shower, bed type 4: king, beach umbrella, off street parking: 2 cars, baths: 5.5, 1/2 bath: 1,... View all property information
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    Nantucket, Massachusetts 2554
    1 / 14
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    A pool and hot tub help make the perfect Nantucket vacation home for spring, summer or fall! Here you will be able to enjoy your vacation without spending the whole day at the beach (which is only a 10 minute walk). Your family and friends will equally enjoy the grounds of this home - 3 private... View all property information
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    Nantucket, Massachusetts 2554
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    1 / 9
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    CISCO BEACH HOUSE - Fabulous Cisco house with excellent views of Hummock Pond and the Atlantic Ocean plus a swimming pool, spa, pool house, lovely gardens & a koi pond. Spacious, attractive oak post and beam, upscale 4 bedroom, 3.5 bathroom upside down house in great location. Convenient to... View all property information
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    Nantucket, Massachusetts 2554
    1 / 14
    4 Bedrooms, 5 Bathrooms, Sleeps 8 | Quick View
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    Homeport is a brand new air conditioned home with expansive waterviews including Great Point Lighthouse, Coatue and sunsets. First floor: Flagstone path through front yard leads into entrance hall, den w/ fireplace, wet bar w/ frigerator and slider to water side deck. Bedroom w/ full bath and... View all property information
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    Nantucket, Massachusetts 2554
    1 / 8
    Siasconset
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Enjoy the privacy and ocean views of Madequecham Valley on the South Shore in this new 2006 luxurious vacation home with all the amenities. Upside down house with a gourmet kitchen with granite and marble counter tops. Fine appointments. Privacy, and two large living spaces with satellite TVs and... View all property information
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    Siasconset, Nantucket 2554
    1 / 10
    7 Bedrooms, 7 Bathrooms, Sleeps 16 | Quick View
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    Great entertainment house. Main house has spectacular ocean views. Short distance to Pebble Beach in Tom Nevers. 1st floor: Den with fireplace; three bedrooms and two full baths; front entry way looks through the den with fireplace and TV to a fully screened in porch that overlooks a large stone... View all property information
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    Nantucket, Massachusetts 2554
    1 / 23
    8 Bedrooms, 8 Bathrooms, Sleeps 16 | Quick View
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    Custom built Graham Goldsmith home designed to accommodate multi-generational families and features over 7,500 sq ft of living space. 1st fl: Large living room with fireplace, open dining room with hallway to gourmet kitchen, 2 dishwashers, Subzero refrigerator, Wolfe gas range. All living areas... View all property information
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    Nantucket, Massachusetts 2554
    1 / 14
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. Lovely new house on Thistle Way. Flexible floor plan features a wonderful gathering area on the first floor and a second floor family room plus central A/C First Floor has... View all property information
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    Nantucket, Massachusetts 2554
    1 / 33
    Siasconset
    6 Bedrooms, 7 Bathrooms, Sleeps 12 | Quick View
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    Situated high on the Quidnet moors on nearly 4 acres, High Point is an exceptional family compound with sweeping views of the Atlantic Ocean, Sankaty Lighthouse, and Nantucket’s Eastern Shore. The Main House features 6BR/6.5BA, a 15′ x 36′ heated salt water pool, an outdoor spa, a fire pit,... View all property information
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    Siasconset, Nantucket 2554
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    5 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Five bedroom home on a culdesac in Naushop. Central AC and Wifi. Three floors of living. Community swimming pool and tennis courts. Off street parking. First floor:Dining room, powder room, great room with kitchen/living room , Private back and side yards with outdoor furniture and grill. Master... View all property information
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    Nantucket, Massachusetts 2554
    1 / 30
    6 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    This one-of-a-kind family compound sits on almost six private acres overlooking Weeweeder Marsh. Surrounded by conservation the property boasts a six bedroom main house with an infinity edge pool, cabana, par-three golf course (three holes, nine tee boxes) and an outdoor kitchen, all for the... View all property information
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    Nantucket, Massachusetts 2554
    1 / 7
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. 1st floor: Large open foyer. Living room with fireplace and antique restored parquet floors; dining room with French doors to large covered deck; large kitchen/family room... View all property information
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    Nantucket, Massachusetts
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    1 / 17
    Siasconset
    6 Bedrooms, 5 Bathrooms, Sleeps 14 | Quick View
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    About this property
    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. This lovely Nantucket summer home is ideally located near 'Sconset center. The property boasts a 5 bedroom main house, a guest apartment and a heated pool. New... View all property information
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    Siasconset, Nantucket 2564
    1 / 16
    5 Bedrooms, 6 Bathrooms, Sleeps 10 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. This lovely home in Polpis has 2nd floor water views and deeded beach access. There is a 4-bedroom Main House and a seperate one bedroom studio, as well as a brand new... View all property information
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    Nantucket, Massachusetts 2554
    1 / 8
    Siasconset
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. Wonderful recently renovated upside down home on over an acre. Wrap around porch offers wonderful views of the ocean. Very secluded and private acre plus lot. First... View all property information
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    Siasconset, Nantucket 2554
    1 / 12
    2 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. Featured in the April 2010 design issue of Nantucket Today, this adorable Nantucket country cottage is an ideal spot to enjoy an island vacation; a short distance from... View all property information
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    Nantucket, Massachusetts 2554
    1 / 24
    4 Bedrooms, 3 Bathrooms, Sleeps 10 | Quick View
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    Four bedroom, 2 bath West of Town/Cliff area home with pool, pool house, and fire pit on a private setting with easy access to beaches, Town and the Madaket bike path. Relax poolside or on one of the decks. New for the 2016 season is a BBQ grill island with seating. First Floor: A small covered... View all property information
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    Nantucket, Massachusetts 2554
    1 / 11
    4 Bedrooms, 5 Bathrooms, Sleeps 12 | Quick View
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    Beautiful home with a charming Nantucket antique style exterior and an attractive modern functional interior. Located conveniently in Naushop with access to community pool and tennis. First floor: Entrance hall, powder room, den (w / sleep sofa), lovely living room with fireplace and vaulted... View all property information
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    Nantucket, Massachusetts 2554
    1 / 21
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. ***Surfside Knockout*** This stunning 4 bedroom 3.5 bath home has all the bells whistles you could want for a dream vacation!! It's spacious, beautifully decorated and... View all property information
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    Nantucket, Massachusetts 2554
    1 / 4
    4 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. View all property information
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    Nantucket, Massachusetts 2554
    1 / 31
    Siasconset
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. Long white stone driveway leads to this recently renovated 5+ acre oceanfront compound. Enjoy the outdoor pool and spa or take a short stroll down the steps to the ocean!... View all property information
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    Siasconset, Nantucket 2254
    1 / 14
    4 Bedrooms, 4 Bathrooms, Sleeps 8 | Quick View
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    Extremely well maintained home in Nashaquisset. New kitchen and many upgrades make this a carefree rental. First floor master bedroom with bath. Second floor bedroom with twins, and one with double. Full bath. Third floor queen bedroom and full bath. Additional amenities include: firewood... View all property information
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    Nantucket, Massachusetts 2554
    1 / 22
    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. Newly renovated for the 2015 summer season, this 5 bedroom 5 ½ bathroom house with pool and cabana is located across the street from Fisherman’s beach in Surfside, and can... View all property information
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    Nantucket, Massachusetts 2554
    1 / 5
    4 Bedrooms, 4 Bathrooms, Sleeps 9 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. Recently renovated home with living room, eat in kitchen and all new appliances. Master suite with bath and a Guest room with bath on first floor. 1/2 bath off mudroom .... View all property information
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    Nantucket, Massachusetts 2554
    1 / 21
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Private Garden
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    About this property
    Are home is an immaculate, spacious 3 bedroom 3 bathrooms house witch sleeps 6 people. Situated in upmarket Naushop development, With access to tennis courts ,clubhouse , swimming pool and playground . Make family memories and Enjoy all that Nantucket has to offer whilst staying in a cool calm... View all property information
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    Nantucket, Massachusetts 02554
    1 / 29
    11 Bedrooms, 9 Bathrooms, Sleeps 25 | Quick View
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    Westmoor Farm Nantucket: a family-owned compound was originally part of the Vanderbilt Estate on Nantucket Island. The old mansion still sits up on the hill, but it’s the rolling green acreage below– once filled with a summer harvest of fruit and flowers–that still bears the historic name: WESTMOOR... View all property information
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    Nantucket, Massachusetts 2554
    1 / 18
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    Please be advised that 1 Week Minimum Stay applies to this property during the peak season: Mid- June through Mid-September. Beautifully appointed property just one mile from Surfside Beach set on 2 private acres. This custom designed home is filled with natural light and offers expansive... View all property information
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    Nantucket, Massachusetts 2554
    1 / 11
    Siasconset
    4 Bedrooms, 3 Bathrooms, Sleeps 8 | Quick View
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    This home on the south shore sits on 3 landscaped acres with stone walls, a long shell driveway and circular brick parking area, was completely redone in 2008 and abuts acres of conservation land. Downstairs: 4 bedrooms, nicely furnished in summer cottage style. Two new full baths, laundry/mudroom... View all property information
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    Siasconset, Nantucket 2554
    1 / 13
    2 Bedrooms, 3 Bathrooms, Sleeps 4 | Quick View
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    **4 MONTH SEASONAL RENTAL**$25,000-$35,000**FLEXIBLE DATES** Please contact Pam Sosebee directly at 508-367-9494, or at the office of Compass Rose Real Estate. Lovely wooded lot located on Fairgrounds Road. Custom two story, 2 bedroom, 2.5 Bath home built in 1996; private property that is centrally... View all property information
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    Nantucket, Massachusetts 2554
    1 / 11
    8 Bedrooms, 9 Bathrooms, Sleeps 16 | Quick View
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    Superior new construction on a pastoral 2 acre lot in the coveted Surfside area offering great proximity to South Shore Beaches yet just a few miles to town. The main dwelling features large, oversized living spaces with high ceilings on all three finished levels. The house is fully furnished and... View all property information
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    Nantucket, Massachusetts 2554
    1 / 10
    3 Bedrooms, 4 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    The 2,500 square-foot pied-à-terre-style loft is located on the 2nd floor in a historic brick building amidst downtown’s eclectic shops and restaurants; it’s also within easy walking distance of nearby beaches and ferry landings. Celebrated local designer, BPC architecture, who designed the... View all property information
    Location Information
    Nantucket, Massachusetts 02554
    1 / 10
    Siasconset
    4 Bedrooms, 5 Bathrooms, Sleeps 9 | Quick View
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    Amenities & Details
    • Satellite TV
    • Patio
    • Shared Outdoor Pool...
    • Washer
    • Waterfront
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Lovely newer home on quiet 8 acre estate in Polpis. Wonderful totally private setting with swimming pool and harbor access for boating and windsurfing. A spacious and very attractively decorated home. Additional amenities include: beach towels, wood stove, disposal, baths: 4.5, outdoor shower:... View all property information
    Location Information
    Siasconset, Nantucket 2554
    1 / 10
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    Amenities & Details
    • DVD Player
    • Washer
    • Satellite TV
    • Grill
    • Internet Access
    • Shared Outdoor Pool...
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Light, airy, summery, large 3 bedroom home decorated with rose colored florals and blue accents. Well equipped kitchen with comfortable dining room. Private outdoor deck with Adirondack chairs, dining table and 4 chairs, gas grill and beautiful potted flowers. Comfortable den with TV, VCR and DVD.... View all property information
    Location Information
    Nantucket, Massachusetts 2554
    1 / 14
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    Amenities & Details
    • Hot Tub
    • Washer
    • Shared Outdoor Pool...
    • Satellite TV
    • Patio
    • DVD Player
    • Internet Access
    Suitability
    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    This perfect vacation home has a professionally landscaped yard, an outdoor patio with grill, mountain bikes, beach chairs, towels...anything and everything you need to make your vacation complete. The Ultimate Sport Room is on the first level and features 3 built-in TV's, pool table, ping pong and... View all property information
    Location Information
    Nantucket, Massachusetts 2554
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