Villa vacation rentals in The Hamptons

Find and book unique villas on Airbnb

Top-rated villa rentals in The Hamptons

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

0 of 0 items showing

1 of 3 pages

Guest favourite

Villa in Hampton Bays

4.9 out of 5 average rating, 30 reviews

Enjoy the Summer in your own private Oasis!

Your whole group will enjoy easy access to everything from this centrally located relaxed and private home. Grab a book and sit by the Koi Pond in the Meditation Garden, fish food provided. Feeling energetic? Take a walk to the public Bay Beach, or a very short drive to Meschutt Beach and Tikki Joe’s Bar & Grill. You are a 3 minute drive to Cowfish and Rumba Restaurants. 5 minutes to Hampton Bays village with Southampton’s Main Street and World Famous Coopers Beach only an 8 minute drive away.

Guest favourite

Villa in Guilford

5.0 out of 5 average rating, 12 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".

Guest favourite

Villa in East Hampton

4.92 out of 5 average rating, 12 reviews

Modern Farmhouse in East Hampton with beach access

Modern farmhouse is a short walk from Sammy's Beach. Perfect for WFH w/ strong wifi and built in Sonos speakers throughout. Guest wing has 2 bedrooms with queen size beds that share a spacious bathroom as well as a separate workspace. 2 living rooms, one w/ a working fireplace. Master bedroom is perfectly set up with an en-suite bathroom & tub. Rear yard has a heated pool, hot tub & gas fire pit. Billiard room can be used as a 4th bedroom. House sleeps 8. Weekly rentals in summer only.

Guest favourite

Villa in Southampton

4.94 out of 5 average rating, 16 reviews

Chic 4 Bed, 3 Bath Home w/ Pool - Walk to Beach

Enjoy a serene Hamptons summer in this bright renovated home. Take a quiet tree lined walk (7 min) to the local beach, kayak the calm blue waters of Peconic Bay to Clam Island or hike back trails to Elizabeth Morton Park. Within 15 mins: Sag Harbor, Southampton & Bridgehampton present many options to join the summer festivities. Shop local farms and vineyards for a true farm to table cookout or enjoy the myriad local restaurants and bars. Welcome to the summer of endless possibilities.

Villa in Sag Harbor

Sag Village Farmhouse walking to town

Charming village cottage on fenced 1/2 acre with large gunite heated pool and bluestone patio -- - walking distance from jitney and town (7 min)-- close to playground (5 min) and school. Fits the whole family plus with four bedrooms (each with queen bed) , 3 1/2 bathrooms. Pool house w/ TV, Internet, kitchenette and full bathroom can fit extra guest. Fun and tastefully appointed as un upscale, but not stuffy family rental. Useful amenities include outdoor shower, bikes, Come Enjoy!

Guest favourite

Villa in Hampton Bays

5.0 out of 5 average rating, 11 reviews

Picturesque 5-bedroom Hamptons villa with pool

Relax with the whole family at this peaceful place to stay. Go for a swim in the 20’ x 40’ heated pool or enjoy the scenic garden and woods while lounging in the outdoor living room. Grill some burgers or make s’mores over the fire pit. Centrally located. 6 min. drive to LIRR and Hampton Jitney and minutes to I-495. 2 mins. to bay beaches and 10 mins. to ocean beaches. 10 mins. to Southampton Village. 20 mins. to the wineries. Explore all the Hamptons have to offer and more!

Villa in Sag Harbor

Gorgeous Sag Harbor Oasis ~ ♛Royal Beds ~ Backyard

Experience the breathtaking Sag Harbor by staying at this charming 5BR 2.5 Bath house. It offers a perfect escape from the everyday hustle and bustle just two miles from the booming village full of top restaurants, boutiques, attractions, and historical landmarks. The charming design, dreamy backyard, and rich amenity list will satisfy your every need. ✔ 5 Comfy BRs ✔ 2 Living Rooms ✔ Full Kitchen ✔ Office ✔ Outdoor Dining & BBQ ✔ Smart TVs ✔ High-Speed Wi-Fi ✔ Free Parking

Villa in Bridgeport

5.0 out of 5 average rating, 4 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 favourite

Villa in Southampton

4.93 out of 5 average rating, 44 reviews

Retreat in Southampton with heated pool

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 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.

Superhost

Villa in Southampton

4.93 out of 5 average rating, 14 reviews

Heavenly SH Village Escape W Heated Pool

Nestled in the core of Southampton Village, this fully revamped 3 bed/2.5 bath residence is a stone's throw from Main St and renowned ocean beaches. The home boasts contemporary upgrades, including central heat/AC and a newly installed 20 x 40-foot heated gunite pool set on spacious grounds. Beaches and Town are easily accessible by bike, and car. Experience luxury with top-tier furnishings, elegant décor, and marble-finished bathrooms.

Guest favourite

Villa in Southold

4.97 out of 5 average rating, 29 reviews

North Fork Hideaway

Our North Fork home is an escape from the real world. We are parked on 3 private acres. There's a heated pool and plenty of space inside. Near us are beaches, wineries, organic farms and some of the best restaurants on Long Island. Our home is perfect for families with kids, but also works great for couples and friends.