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Vacation Rentals nearby Surfside Beach

Surfside Rd, Nantucket, Massachusetts 02554
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    Travellers to Nantucket are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    All 214 Rentals in Nantucket
    Nantucket Cottage Abuts Bird Santuary1 / 9
    (2)Very good
    3.4 kilometres from Surfside Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Nantucket Colonial Abuts Conservation Area1 / 21
    (8)Excellent
    3.4 kilometres from Surfside Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Amazing In-town Built in 1820 Fully Renovated 20141 / 52
    (1)Excellent
    3.8 kilometres from Surfside Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Renovated Home For Family or Large Group!1 / 52
    (10)Excellent
    2.5 kilometres from Surfside Beach
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Wi-Fi
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    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 31, 2017
    I've had the pleasure of staying at the Monkey Barrel on more than one occasion over several different summers. It's centrally located on the island that makes for easy access...
    Reviewed March 27, 2017
    The Monkey Barrel is the perfect house in Nantucket for a fun friends and/or family get-away. The house is beautifully renovated and filled with everything you need to kick back...
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    About this property
    Thank you so much considering The Monkey Barrel for your home while visiting Nantucket. We call this house “The Monkey Barrel” because with all of the fun, laughter, and antics that take place while we’re at the beach…this house sometimes happily feels like a barrel of monkeys! Comments on why...
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    Nantucket, Massachusetts
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
    Northern Exposure Nantucket1 / 12
    (1)Excellent
    3.0 kilometres from Surfside Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Outdoor Dining Area
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    Reviewed July 28, 2015
    I celebrated my birthday with my 3 adult children for a week at Northern Exposure.This homes did not not feel like a typical vacation rental. It was more like home ...the house...
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    About this property
    Northern Exposure is a New England Upsidedown house located near town center on Lower Orange Street, just beyond West Creek Road at 165 Orange Street. This fully furnished house is conveniently located near bike paths, grocery store, fish market, restaurants, banking/ATM, downtown Nantucket and...
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    Nantucket, Massachusetts
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    3.5 kilometres from Surfside Beach
    5 Bedrooms, 2 Bathrooms, Sleeps 11 Quick View
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    • Patio
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    About this property
    Hunky Dory is a spacious and light-filled five bedroom home with décor inspired by the island. Built in 1825 and recently renovated, 'Hunky Dory' is situated on a very quiet lane near the18th century windmill. Located in the heart of the historic district, it is a short walk past sea captains'...
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    Nantucket, Massachusetts
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 11
    3.3 kilometres from Surfside Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Hot Tub
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    • Sauna
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    Pet friendly
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    Smoking allowed
    About this property
    Charming home with beautiful details and light throughout, formally owned by an artist. Located close to Town, it boasts a “private country feel”. The details are a must see, including an outdoor fire pit and sauna. First Floor: Open foyer/sitting area with fireplace, eat-in kitchen, half-bath,...
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    Nantucket, Massachusetts
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    2.8 kilometres from Surfside Beach
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Air Conditioning
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    Pet friendly
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    About this property
    Discover this perfect three bedroom getaway. Replicated after a boathouse on Nantucket's old North Wharf, this cottage is perfect for your next vacation. Downstairs you'll find the newly renovated kitchen, bathroom, dining room and two bedrooms with queen beds. The kitchen features marble...
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    Nantucket, Massachusetts
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    3.7 kilometres from Surfside Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    About this property
    This cheery multilevel home is tastefully decorated and appointed. Main floor: large open living room dining area and kitchen opening up onto a beautifully landscaped terrace and garden. Two twin bedrooms and one bathroom. Lower (street) level: Bedroom with queen bed and private full bathroom....
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    Nantucket, Massachusetts
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    2.7 kilometres from Surfside Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Our beautiful and newly renovated 4 bedroom Colonial home is centrally located on Goldfinch Drive in Naushop Village. This is a private and peaceful, family-friendly neighborhood, offering easy access to both town and the south shore beaches. Naushop is a quintessential Nantucket community village,...
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    Nantucket, Massachusetts
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2.4 kilometres from Surfside Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    About this property
    This newly renovated home features elegant furnishings and all the amenities you need to enjoy Nantucket! Designed by an interior designer, it is located near Cisco Brewery and Miacomet Golf Course and close to town and beaches. Enjoy a secluded walk to Miacomet Beach from the house or sit on...
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    Nantucket, Massachusetts
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    2.6 kilometres from Surfside Beach
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Cable/satellite TV
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    • Shared Outdoor Pool (Unheated)
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy beautiful Nantucket island from this newly constructed gem in the private community of Naushop Village. Boasting 2 master suites, 3 additional bedrooms, and 4.5 baths, this 2,630-square-foot home is the perfect launch pad for exploring Nantucket! When you’re not exploring the nearby beaches,...
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    3.3 kilometres from Surfside Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This spacious Nantucket gem is perfect for large family getaways, bridal parties, group retreats, and more. Newly built, this 5-bedroom, 3-bath vacation rental house can comfortably sleep up to 11 guests with an open floor plan, large front porch, and back patio overlooking a beautiful backyard -...
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 9
    3.9 kilometres from Surfside Beach
    5 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 3 Bathrooms, Sleeps 8
    Stunning Harbor View 'Lilly' Cottage! 5-min. Walk to Main Street1 / 40
    (31)Excellent
    3.8 kilometres from Surfside Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
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    • Terrace
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    Nantucket, Massachusetts
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 4
    Unique and Modern Home with Hot Tub and Game Room in Historic Downtown1 / 33
    (2)Excellent
    3.7 kilometres from Surfside Beach
    6 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 6 Bedrooms, 6 Bathrooms, Sleeps 12
    Tom Nevers Bluff, Pool/Spa/AC, Views, 1/2 Block to Ocean, 2-MBRs, Jeep, No Pets1 / 29
    (20)Excellent
    8.5 kilometres from Surfside Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Historic  2 bedroom cottage in the heart of old town Nantucket1 / 27
    (39)Excellent
    4.2 kilometres from Surfside Beach
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 2 Bedrooms, 3 Bathrooms, Sleeps 5
    11.0 kilometres from Surfside Beach
    8 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 8 Bedrooms, 5 Bathrooms, Sleeps 14
    7.9 kilometres from Surfside Beach
    10 Bedrooms, 10 Bathrooms, Sleeps 20 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 10 Bedrooms, 10 Bathrooms, Sleeps 20
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    House in Town: Walk to Beaches, Main St. & Bakery!1 / 21
    (14)Excellent
    4.8 kilometres from Surfside Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Charming, Brand New Home in Town1 / 17
    (4)Excellent
    3.8 kilometres from Surfside Beach
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    CENTERLOFT - The New In-Town Designer Cottage1 / 40
    (19)Excellent
    4.4 kilometres from Surfside Beach
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Siasconset, Nantucket
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    Right on the beach on Smith Point1 / 23
    (10)Excellent
    10.1 kilometres from Surfside Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
    Fair Street Charm In Historic Downtown with Luxurious Amenities!1 / 32
    (7)Excellent
    3.8 kilometres from Surfside Beach
    5 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 10
    Cliff Area- Short walk to downtown, 4 Br lg suites, Big yard, patio / fire pit.1 / 14
    (3)Excellent
    5.2 kilometres from Surfside Beach
    4 Bedrooms, 6 Bathrooms, Sleeps 10 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 4 Bedrooms, 6 Bathrooms, Sleeps 10
    Historic 1753 Home in the heart of towm1 / 25
    (2)Very good
    4.8 kilometres from Surfside Beach
    5 Bedrooms, 5 Bathrooms, Sleeps 9 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 9
    5.2 kilometres from Surfside Beach
    5 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 10
    POSITIVELY PARADISE! New Pool/Hot tub! Walk to beach! Ocean views! Two homes!1 / 49
    (5)Excellent
    7.5 kilometres from Surfside Beach
    7 Bedrooms, 11 Bathrooms, Sleeps 16 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 7 Bedrooms, 11 Bathrooms, Sleeps 16
    Charming 2 Bed, 1 Bath Cottage on Private Lane in Town w/Parking1 / 19
    (38)Excellent
    3.8 kilometres from Surfside Beach
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Summer of '42! Perfect Surfside Beach Cottage-Walk to Beach! Very Clean & Sunny!1 / 42
    (22)Excellent
    1.5 kilometres from Surfside Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    3.7 kilometres from Surfside Beach
    1 Bedroom, 3 Bathrooms, Sleeps 4 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 1 Bedroom, 3 Bathrooms, Sleeps 4
    8.2 kilometres from Surfside Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Charming Brant Point 4 bedroom cottage with deck and private yard1 / 18
    (5)Excellent
    5.0 kilometres from Surfside Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Lovely Home in the Heart of the Historic District-Walk to Town-Offstreet Parking1 / 26
    (1)Excellent
    3.8 kilometres from Surfside Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 7
    Lovely Oceanfront Cottage Plus 1BR Cabin on Beautiful, Pristine Beach1 / 29
    (4)Excellent
    2.9 kilometres from Surfside Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    Stunning Harbor View 'Elizabeth' Cottage! 5-min. Walk to Main Street!1 / 29
    (86)Excellent
    3.8 kilometres from Surfside Beach
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 6
    Nantucket Beach House -- Steps from the Ocean!1 / 17
    (5)Very good
    12.2 kilometres from Surfside Beach
    5 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 2 Bathrooms, Sleeps 10
    WEDDING PARTY WELCOME! Walk to MAIN ST,TWO BEAUTIFUL HOMES ON LARGE in TOWN PROP1 / 49
    (20)Excellent
    3.4 kilometres from Surfside Beach
    7 Bedrooms, 5 Bathrooms, Sleeps 14 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 7 Bedrooms, 5 Bathrooms, Sleeps 14
    Conveniently located near Miacomet Beach & Golf1 / 44
    (22)Excellent
    2.7 kilometres from Surfside Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Beautiful Home on Cliff Rd. Close to Steps Beach and Town.1 / 13
    (7)Excellent
    5.1 kilometres from Surfside Beach
    4 Bedrooms, 5 Bathrooms, Sleeps 8 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 4 Bedrooms, 5 Bathrooms, Sleeps 8
    Cozy house for 6, 5 min walk from beach1 / 11
    (20)Very good
    5.2 kilometres from Surfside Beach
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Charming 2 B 1.5 Ba  Spacious Beach House1 / 26
    (36)Excellent
    2.3 kilometres from Surfside Beach
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
    Stylish beach-house with ocean view1 / 27
    (4)Very good
    0.1 kilometres from Surfside Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    Easy beach living at it's best!1 / 39
    (6)Excellent
    4.3 kilometres from Surfside Beach
    4 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    • DVD Player
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 4 Bathrooms, Sleeps 10
    Fully Renovated 5 Bedroom Historic House and Cottage Steps From Squam Beach1 / 24
    (6)Excellent
    12.0 kilometres from Surfside Beach
    5 Bedrooms, 5 Bathrooms, Sleeps 11 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 5 Bedrooms, 5 Bathrooms, Sleeps 11
    Beautifully Renovated Home in Tom Nevers1 / 24
    (3)Excellent
    8.0 kilometres from Surfside Beach
    4 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Nantucket, Massachusetts
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 10
    4.9 kilometres from Surfside Beach
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
    Beach House - Water Views Out of Every Window!1 / 24
    (2)Excellent
    12.5 kilometres from Surfside Beach
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Siasconset, Nantucket
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Dionis 4BR house w/ 2BR cottage, pool, water views, 2 acres and very private1 / 50
    (18)Excellent
    5.9 kilometres from Surfside Beach
    6 Bedrooms, 4 Bathrooms, Sleeps 14 Quick View
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    • Private Outdoor Pool (Unheated)
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    Siasconset, Nantucket
    Holiday Rental House - 6 Bedrooms, 4 Bathrooms, Sleeps 14
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