Villa vacation rentals in Long Island

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Top-rated villa rentals in Long Island

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Guest favorite

Adirondack chairs are positioned on a grassy area by the water, surrounded by autumn foliage. Gentle waves lap against the shore, while trees with colorful leaves frame the serene view of the river and distant houses.

Villa in New London

4.89 out of 5 average rating, 36 reviews

Waterfront Holiday Vacation Villa New England

Have fun with the whole family at this stylish VILLA with water (kayak) access to Ocean State Beach Park and a 4 minute drive to the quaint Waterford Beach. This idyllic leisure home has everything you need to enjoy your gateway. SECLUDED setting with 300 ft of waterfront access for kayaking , fishing. Sauna, bicycles, waterfront gazebo with fire pit , basketball hoop and hammocks. All spaces are newly renovated and tastefully decorated. New fully stocked kitchen . Close to Mystic - Foxwoods

Guest favorite

The three-story building features a modern facade with a mix of dark brick and white panels. Large windows allow natural light to enter the home. A paved driveway leads to a garage door, and neatly arranged landscaping complements the exterior.

Villa in Jersey City

4.97 out of 5 average rating, 34 reviews

5 Master room with 5 private bathroom close NYcity

This is a brand new construction furnished home which can comfortably accommodate corporate travelers and families. Walking distance to local shops, stores What's Nearby: *12mins to Newport mall-Jersey City, NJ *12mins to Hoboken, NJ *25mins to World Trade Center, NYC *25 mins to Empire State Building, NYC *40 mins bus ride to Manhattan, NJ (Bus station in Time Square) *45 mins to Williamsburg-Brooklyn,NY *14 mins to Newark Airport,NJ *45 mins to Laguardia Airport,NY *55 mins to JFK Airport,NY

Top guest favorite

A wooden table is set for outdoor dining, surrounded by woven chairs. Two lanterns are placed in the center, with a large umbrella providing shade. Views of the tranquil water and lush greenery are visible in the background, creating a serene setting.

Villa in Waterford

5 out of 5 average rating, 23 reviews

Spacious Waterfront Getaway

Relax on the water and experience the outdoors with your family and friends. Enjoy expansive views of the Niantic estuary, kayak from the private beach. BBQ and enjoy a relaxing day on your chaise, overlooking the water. Enjoy time together in comfortable living areas with everything you need. Whether you're planning a weekend getaway or a longer vacation, enjoy charming coastal towns, pristine beaches, natural beauty, and culinary delights less than 15 minutes away from your comfortable home.

Guest favorite

The modern house is presented with large windows that reflect surrounding greenery. A spacious wooden deck features outdoor seating arrangements and shade umbrellas. A clear pool invites relaxation, completing a serene outdoor setting.

Villa in East Hampton

5 out of 5 average rating, 18 reviews

Stylish Beauty with Tennis

Due to last minute cancellation, 40% off now Peace and quiet awaits in this stylish modern house on the village fringe. Featuring a first floor Master suite with spa-style master bath, flatscreen TV and direct access to the pool and outdoor shower. The double height, 600 sqft great room is open towards the kitchen and perfect for entertaining. It is equipped with a stunning 82'' flatscreen TV. The south facing deck and heated pool (MD through September) overlook a 6 acre nature reserve.

Guest favorite

A heated salt water pool is surrounded by a stone patio, reflecting sunlight on its clear surface. A Japanese Maple tree provides shade along one edge, enhancing the serene outdoor space. Lush green grass and a white fence enclose the area, creating a private setting.

Villa in Southampton

4.95 out of 5 average rating, 75 reviews

Just renovated Southampton retreat w/ heated pool

JUST RENOVATED! INQUIRE ABOUT MONTHLY RENTALS! Come and enjoy with family and friends your own beautiful house in Southampton. 5-minute drive to Cooper’s Beach and to Southampton Village. Enjoy beautiful ocean beaches, have brunch in the Village, swim in your 32’ heated salt water pool, enjoy a BBQ on your patio under the shadow of a Japanese Maple, indulge in a quiet evening with a book by the fireplace, or take advantage of the home office while your family & friends enjoy the property.

Guest favorite

A spacious outdoor area features a heated gunite pool surrounded by sun loungers and greenery. The villa is visible in the background, showcasing large windows and a blend of natural materials. Shade is provided by overhanging trees scattered around the property.

Villa in Water Mill

4.96 out of 5 average rating, 49 reviews

Incredible 9+ Bed Watermill Home Wellness Retreat

Luxury 9000 SF Southampton villa with a heated gunite pool, hot tub, steam shower & sauna, 9-bedroom, 8.5-bathroom, nestled on a quiet cul-de-sac in Watermill. Bright with large windows, e-shades in bedrooms, indoor/outdoor sound system, W/D on every floor (3 sets). Formal dining/living area, chefs' kitchen, TV room, movie room, gym, outdoor kitchen, arcade, pool table, air hockey and foosball. Please read our disclosures & house manual. Not a party house and no events permitted.

Top guest favorite

A lush backyard features a children's playset alongside a hammock. Adirondack chairs are arranged around a fire-pit, framed by trees and greenery. A serene waterfront view is visible, with a dock extending into the calm waters, enhancing the natural landscape.

Villa in Southampton

5 out of 5 average rating, 104 reviews

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

[FOLLOW US on INSTA @29watersedge] 1-mile from the beach, this child-friendly waterfront Southampton home is a perfect family getaway. Ready for watersports: kayak, paddleboard, boat, or jet ski. Walk down to the beach for a swim in the bay. At home, the backyard has it all: large dock, fire pit, swing/playset, hammock, grill, & oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village &Sag Harbor.

Guest favorite

A charming living room is presented with elegant furnishings, including a deep blue sofa and vintage armchairs. A decorative mirror and ornate chandelier hang above, while sheer curtains frame the windows, allowing soft natural light to fill the space. A fireplace serves as a focal point.

Villa in Chester

4.98 out of 5 average rating, 45 reviews

Harmony House - A Luxury Retreat Back in Time

Pamper yourself in our beautiful Victorian estate. Built in 1850 and home to one of the most famous racehorses in history, Harmony House is kept in pristine condition & updated w/ modern comforts. Designated a Historic home but running on Solar energy our country-style home offers 7 bedrooms, 4.5 baths, large living spaces & dining areas, chefs kitchen, fireplaces, pool, pool house, patio, grill, lawns & gardens. Walking distance to cafes & shops in Chester & only 50 miles to NYC!

Superhost

A well-maintained backyard is visible, featuring a spacious lawn bordered by a white fence. A round swimming pool is situated to the left, and a covered outdoor patio provides seating. A charcoal grill is seen on the right, complementing the outdoor space.

Villa in Levittown

Home with amazing pool & yard near NYC/Queens

Your family will be close to everything when you stay at this centrally-located place in Levittown, New York close to amazing restaurants, bars, and stores. Walmart is right around the corner where you can find all your grocery needs while staying in this cozy, family friendly home with an amazing swimming pool, yard, outdoor dining patio, trampoline. Other major retailers such as Target, Home Depot, Shop Rite are within a 2 miles radius. Commuting to NYC is easy with train/car.

Superhost

An inviting living area features a stone fireplace accompanied by a large flat-screen TV. Colorful artwork and decorative accents include modern furniture and plush seating. Large windows allow natural light to fill the space, while a dining area is visible in the background.

Villa in Bridgeport

4.81 out of 5 average rating, 16 reviews

Indulge in Prime Luxury 3BR 3-7 Guest

Experience luxury and convenience at our stunning villa! Whether you're planning a group retreat or a family escape, our exquisite property is your ideal haven. Located just moments away from major hospitals, universities, and transportation hubs, our villa provides unmatched accessibility to all your needs. Note: lower level unit listing it might be someone staying/living on the lower unit. They will not be able to disturb or enter the listing separately entrance

Guest favorite

The exterior of a modern home is presented amidst lush greenery, featuring a spacious wrap-around deck illuminated by warm lighting. An oversized hot tub is located on the deck, surrounded by natural rock formations and trees, creating a relaxed outdoor setting.

Villa in Tuxedo Park

4.93 out of 5 average rating, 91 reviews

Tuxedo Hilltop Retreat with a Large Hot Tub

Welcome to our peaceful getaway home set in the stunning Sterling Forest Park in the Hudson Valley, only an hour from New York City. Enjoy the tranquil outdoors, the oversized hot tub, the wrap-around balcony, and the spacious deck. Relax in a great room overlooking the forest and unique natural rock formations. And for the ski enthusiasts our home is only 10mi or an easy 20 min drive to Mt. Peter Ski Area.

Top guest favorite

The exterior view showcases a charming home surrounded by tall trees and autumn foliage. A circular wooden deck encircles a hot tub, providing an inviting outdoor space. The covered pergola offers shade, while bright flowers add color to the landscaped area.

Villa in New Haven

4.99 out of 5 average rating, 153 reviews

Peaceful Garden Retreat w/ big Jacuzzi near Yale

Welcome to Dove Haven — a peaceful and stylish retreat in the heart of Westville. Relax in the private hot tub, enjoy cozy sun-filled spaces, and walk to charming cafés, top restaurants, and beautiful Edgewood Park. Just minutes from Yale and downtown, this spacious home offers warmth, comfort, and good vibes — perfect for families, groups, and work trips seeking a relaxing escape.