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Surfside Heaven (w/ Pool in the summer)

Welcome to 43 Boulevarde, a serene home just a half mile from Nobadeer and Surfside Beaches. This spacious four-bedroom, four-bath retreat features a pool, spa, and a half-acre private fenced backyard. Enjoy beach chairs, books, and an outdoor shower. Relax on private balconies or the deck with a new Webber BBQ. A 10-minute drive or 20-min. bike ride to the town of Nantucket , with a few great nearby cafés. Perfect for families, pets, and beach lovers. Book now for a blend of relaxation and fun!

Nestled 5 bedroom, 2.5 bath home in Naushop!

Spacious 5-bedroom, 2.5-bath home in a private community on Nantucket, perfect for families, kids, and pets. Enjoy access to a community pool, tennis, pickleball, playground, and clubhouse. Includes two off-street parking spaces. No car? We’re steps from a free Wave shuttle stop that travels island-wide. This is a well-loved family/pet friendly home with normal wear. We will always provide a clean, comfortable, and welcoming home for you and your loved ones to enjoy your vacation on Nantucket!

Secluded guesthouse with salt pool, close to beach

Take it easy at this unique and tranquil getaway. This is a private studio guesthouse in a secluded area. Wake up to beautiful sunrises: the property is surrounded by conservation land with pasture and distant ocean views. Enjoy semi-private saltwater pool and spa (May-September) and patio grill! The studio consists of a Queen bed, a sleeper sofa, TV, fridge and basic kitchenette amenities, a deck overlooking conservation land and a full bathroom. Hiking, beach walks, biking and a lot more!

Poolside Family Retreat Close to the Beach

An exclusive Madequecham retreat featuring semi-private salt-water pool living, set amid expansive conservation land and open skies. Enjoy a large sun-filled pool deck with grilling area—ideal for relaxed family afternoons and outdoor dinners. The rental includes a detached studio and a private lower-level suite within the main residence, each with separate entrances. Sleeps 6+ comfortably. Designed for discerning families seeking space, privacy, and a refined Nantucket escape.

Our Three Suns

Nantucket house with community access to pool, tennis courts, bike path This 4 bedroom, 3 1/2 bath house is located in the desirable family friendly community of Naushop. The house includes all the amenities Naushop offers; a community pool, two tennis courts, a pickle-ball court, playground and renovated clubhouse. The community is located on the bike path providing easy access to the beach (1.5 miles), town (2 miles), and other amenities.



The Miro

Mid-Island Chic with Private Patio & Parking. Stylish, renovated condo in a quiet Nantucket neighborhood near parks and beaches. Minutes to downtown, yet peaceful and private. Bright open living space, full kitchen, 3 levels with a primary suite, guest room, and third floor with queen bed + sofa. Private fenced patio with grill, 2 bikes, parking, pool access, and easy access to The Wave shuttle. Perfect for a relaxed island getaway.

Family-Friendly 5bd w/ Pool, Patio, Central AC

2026 Availability Details: - 3 night minimums for weekend stays - Thurs-Sun, June / September / October (2 night minimum during the week) - 7 night minimums, Fri check-in / Fri check-out only, June 26th - Sept 4th 92 Old South has 5 bedrooms, 3 full baths, 6 beds (one with a trundle) and comfortably sleeps 10. The open kitchen flows into the family room with vaulted ceiling, separated by a breakfast bar.

Edgemoor - Exquisite 5 bd Home with Pool

Welcome to "Edgemoor", a private island retreat with large pool nestled on a quiet cul de sac in Nantucket. This beautifully appointed 5 bedroom residence combines timeless charm with modern amenities, set on a generous lot abutting hundreds of acres of protected conservation land with direct access to walking paths from your own backyard.

Tuck'd Away in Surfside

Enjoy the best of Nantucket from this modern, stylish, and conveniently located private guesthouse. Walk one block to Surfside beach, bike to Cisco Brewery or the shops and restaurants in town, and kick back in the expansive, private and beautifully landscaped yard with pool and hot tub(open in season), firepit, and sports court.

Well appointed 3 bedroom condo

Bring the whole family to this great place with lots of room for fun. Newly renovated 3 floors of living space and a private back patio. Condo boast a heated pool and a green for family fun. Close to public transportation and bike paths. Smoke free and pet free condo

Family Home for Nantucket Getaway

Silent Sea is the perfect home for a family looking to enjoy Nantucket's many attractions. This three bedroom, two and a half bathroom home with central air-conditioning is ideally situated in the Nashaquisset community.

Two-bedroom home in Naushop

Two-bedroom, newly furnished condo in the Naushop community. Private patio, access to community pool & tennis courts, close to bike paths. 2 miles to Town and nearby beaches.