Villa vacation rentals in Long Island

Find and book unique villas on Airbnb

Top-rated villa rentals in Long Island

Guests agree: these villas are highly rated for location, cleanliness, and more.

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Guest favorite

Villa in Shelter Island

5 out of 5 average rating, 17 reviews

The Lord‘s Villa & Estate

This stunning waterfront Estate House is a quiet paradise set in 7 private acres on the Menantic Peninsula. Newly renovated with panoramic sea views from every room. Cathedral ceiling and copious skylights create sun-filled, spacious living and dining areas. Enjoy strolls along the water’s edge or use the private, sandy beach area for sunning, soaking, kayaking, and clamming. Watch sunsets from the seaside jacuzzi or commune with nature in this peaceful sanctuary. Concierge services available.

Guest favorite

Villa in Southampton

5 out of 5 average rating, 92 reviews

Hamptons WaterLiving-Dock, Kayak, Beach, EV charge

*Follow Us: 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. Return home to a backyard that has it all: a large dock, fire pit, swing/playset, hammock, grill, and oversized deck to take in the views. Surrounded by nature and water, you are just minutes from restaurants and shopping in Southampton Village and Sag Harbor.

Guest favorite

Villa in Elizabeth

4.93 out of 5 average rating, 91 reviews

Great Villa Comfy&Private NYC, EWR, JFK, Outlets

Escape to a secluded, spacious, very comfortable, private & quiet oasis. Away from the hustle and bustle, yet very near to all the comforts you might crave. Your Cozy Villa features lots of air and light, windows all around, private sunny garden sitting areas and swimming pool . Near 3 train stations with NYC service, as well as being close to all major highways and all modes of public transportation. 7 minutes from Newark Liberty International airport. 45 minutes away from JFK or LGA.

Guest favorite

Villa in Guilford

5 out of 5 average rating, 24 reviews

TREETOPS! An upscale, unique 5 bdrm home with POOL

TREETOPS is a 4850 square ft 5 bedroom Mid century Modern perched on an outcropping of granite cliffs, surrounded by 2 acres of beautiful forest. *Property not suitable for children under 8 years old* Stroll along the loop trail in our woods, sit in the garden, have a fire in the fire pit, or relax and get some sun by the marine-blue, stone-decked pool! Birdwatching, breakfast, and evening cocktails are best on the spacious wrap-around deck. Hiking is just steps away at "Westwoods Trailhead".

Superhost

Villa in Chester

4.85 out of 5 average rating, 95 reviews

Mansion, Heated Pool, HotTub, FirePit, Huge B'yard

Treat yourself and entire family in this huge, magnificent villa located in the best of Orange County. -> Only 45 min. drive from GWB -> 10 min. to Legoland park -> 15 min. to Woodbury commons outlet mall -> 30 min. to West Point -> 15 min. to Mount Peter Ski Area -> 30 min. to Mountain Creek Ski Area -> And close to many Wineries and Breweries. An Ideal Retreat for: -> Family Vacation or Reunion. -> Company Workshop or Retreat. -> Group Holiday getaway -> Birthday Celebration -> And More!

Guest favorite

Villa in Water Mill

4.96 out of 5 average rating, 23 reviews

Incredible 9+ Bedroom Watermill Home w Heated Pool

Luxury 9000 SF Southampton villa with a heated gunite pool & hot tub, steam shower, 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, fire pit, outdoor kitchen, sauna, arcade, pool table, air hockey and foosball. Please read our disclosures & house manual. Not a party house and no events permitted.

Guest favorite

Villa in Southampton

4.95 out of 5 average rating, 55 reviews

Just renovated - Southampton retreat

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

Villa in East Hampton

4.99 out of 5 average rating, 75 reviews

East Hampton Village Fringe, Renovated with Pool

This remarkable East Hampton home, nestled along a quiet cul-de-sac, is just moments from shopping, restaurants, and ocean beaches. The residence features an abundance of natural light, crisp neutral color tones, and tall, pitched ceilings that enhance the sense of space. The calming, heated pool provides a perfect retreat for relaxation. Please review our disclosures and house manual to ensure this home meets your needs and expectations. We want to make sure it’s the perfect fit for you.

Guest favorite

Villa in Deer Park

4.88 out of 5 average rating, 66 reviews

A Modern Getaway Perfect for Families & Business

Discover the perfect blend of style and functionality in this modern two-story home, ideal for both family retreats and business gatherings. It boasts 4 bedrooms, 3 bathrooms, 2 fully-equipped kitchens, and 3 spacious living rooms. With 6 comfortable beds, an authentic wood-burning fireplace, and 4 smart TVs, you’ll find all the comforts of home. Enjoy the private balcony, 2 outdoor furnished patios, BBQ grill for entertaining, 3 bicycles and 6 private parking spots for you and your guests.

Guest favorite

Villa in New Haven

4.98 out of 5 average rating, 110 reviews

Dove Haven | Find Your Peace

Best & most beautiful Airbnb in New Haven. No expense has been spared in our well-appointed architectural gem just minutes from downtown New Haven. Luxurious amenities and curated design elements await you. Take lunch in the light-filled sun porch, unwind in the 8-person hot tub, move your body in the equipped home gym, or entertain in the private Zenscape garden. Endless possibilities exist at Dove Haven. You will leave feeling relaxed, inspired, and rejuvenated.

Guest favorite

Villa in East Quogue

4.91 out of 5 average rating, 22 reviews

Farm reserve sunset views

Beautiful villa in beginning part of the Hamptons for a more convenient commute. A private hideaway surrounded by nature where you can relax. It’s perfect for families and friends who love nature, horses and beautiful sunsets. Since our property is spread out over an acre (and surrounded by greater than acre properties), we have the space to allow our guests the ability to maintain a safe distance while still being able to relax comfortably during their stay.

Guest favorite

Villa in Freeport

4.96 out of 5 average rating, 72 reviews

Beautiful House

House spans nearly 1800 square footage and is located close to Jones Beach. You’ll love our place because of the ample natural light that streams in through the floor to ceiling windows. We also have an outdoor above ground pool and a spacious backyard The popular neighborhood offers a wide range of other activities that include restaurants, and the infamous nautical mile which are all within walking distance