
Villa holiday rentals in Montauk
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Quick stats about villa rentals in Montauk

Nightly prices starting at
Montauk holiday rentals start at £1,034 per night before taxes and fees

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Over 80 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi and Pool across Montauk rentals

4.9 Average rating
Montauk stays are highly rated by guests – averaging 4.9 out of 5!
Top-rated villa rentals in Montauk
Guests agree: these villas are highly rated for location, cleanliness and more.

Spend the weekend at the beach in my studio grd fl
Take it easy at this unique and tranquil getaway. wake up to the sound of the waves and birds signing. 12 minutes from quaint town of Greenport. your private studio is in the back of my house facing the ocean. your only neighbors are the seagulls. park in the driveway or pull you car right up on the lawn in front of your studio. sliding glass door onto deck, lawn, sandy dune and steps down to my private beachfront. ok to bring dogs to beach, running on lawn, off the lease. I do not mind barking

Year-Round Heated Pool Villa - 3 blocks from town
Pool heated to hot tub temperatures & open year round! This brand new construction house is perfect for large groups. Gather with friends and family in the double height ceiling open concept living room/dining room/kitchen area. Soak up the sun lounging by the pool. Take a super short walk to town to enjoy the incredible local shops, restaurants, and bars. Then end with a nightcap relaxing in the heated hot tub seating section of the pool. There's no better place to stay in Greenport Village.

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.

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit
SERENITY AT SHOREWOOD Pool is Open April 1 - November 1. Must be 25+ to book. Luxurious Newly Renovated Mid Century Modern Home in East Hampton with Beach Car! Peaceful and stylish with three bedrooms, 3 1/2 baths, spectacular great room, huge deck, heated pool and more, less than four miles to the heart of East Hampton Village, world renowned for its restaurants, shopping and ocean beaches. A designer-curated architectural gem! Kick back and relax in this calm, stylish space.

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open
Insta: @staywithhamptonsmama PINKWOOD PLAYHOUSE is the perfect spot for your Hamptons stay, offering elevated design and relaxed luxury with laid back beach vibes. Perfect for families, friends or couples. This stylish and serene home features 4 bedrooms, 2.5 bathrooms, a fully equipped kitchen, soaring ceilings, games room and movie room. Bring the outdoors in with oversized windows and over 1000 square feet of deck space overlooking the gorgeous pool (can be heated for a fee).

Hamptons Retreat | Pool, Hot Tub, Sleeps 10
Spacious 5-bedroom Hamptons retreat designed for families and groups, featuring a heated pool, brand-new 9-person hot tub, and a newly renovated outdoor living space just minutes from Southampton Village and the beaches. Perfect for summer getaways or long weekends, this home comfortably sleeps 10 and is designed for both relaxing and entertaining. Centrally located: • 6 min to LIRR/Jitney • 2 min to bay beaches • 10 min to ocean beaches & Southampton Village • 20 min to wineries

TREETOPS! An upscale, unique 5 bdrm home with POOL
*ATTN: Please find and book us on Verb Oh!* TREETOPS is a 4850 square ft 5 bedroom house perched on an outcropping of granite cliffs, on 2 acres of beautiful forest. *Property not suitable for children under 8 years old* 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".

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.

Newly Renovated Villa w/ Pool And Tennis Court
Enjoy a summer sojourn in style in our beautifully renovated home with pool and tennis court that's close to the beach. Located on an acre in the bucolic Red Creek area of Hampton Bays, the home is your own private retreat providing 2,400+/- sq. ft. of living space with 4 bedrooms and 2.5 baths. Meanwhile, all of Southampton is minutes from you: Red Creek Park The Bay Beach The Hamlet Center Good Ground Park

balcony entrance to ensuite room with king bed +
Take it easy at this private beachfront. wake up to the sound of the waves and birds signing. 12 min from quaint town of Greenport. your room is in the back of my house, up the stairs to balcony entrance facing the ocean. your only neighbors are the seagulls. park in the driveway or pull you car right up on the lawn + sandy dune, stairs down to my private pebble beachfront. lots of waterfront dining.

Hampton stay near by the beach
Welcome to the Hampton. Summer time. home Location just 2 block from Southampton town. Nice and quiet neighborhood.. 2 miles from the beach Your lovely private bedroom with the view of the backyard garden and the Pool.. Bathroom just outside your room .. Swimming Pool is open during summer Send us some note before booking the room. Thank you !!

Contemporary Hamptons Getaway
Enjoy your Hamptons vacation in a little piece of paradise. Nestled in the Northwest woods, near East Hampton Village and Sag Harbor Village, you will have the Hamptons happenings right at your fingertips. This four bedroom, five full bath, 3000 square foot house is perfect for you to enjoy any month of the year.
Popular amenities for villa rentals in Montauk
Private villa rentals

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit

Year-Round Heated Pool Villa - 3 blocks from town

Newly Renovated Villa w/ Pool And Tennis Court

Hamptons Bungalow with Pool

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open

Contemporary Hamptons Getaway

Just renovated Southampton retreat w/ heated pool

Montauk Vacation Homes
Luxury villa rentals

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit

Year-Round Heated Pool Villa - 3 blocks from town

spend the weekend on the beach in my grd fl studio

balcony entrance to ensuite room with king bed +

Spend the weekend at the beach in my studio grd fl

Newly Renovated Villa w/ Pool And Tennis Court

Hamptons Bungalow with Pool

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open
Villa rentals with a pool

Luxe|Pool|BeachCar|Games|Movie|HotTub|Firepit

Year-Round Heated Pool Villa - 3 blocks from town

Newly Renovated Villa w/ Pool And Tennis Court

Hamptons Bungalow with Pool

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open

Hampton stay near by the beach

Contemporary Hamptons Getaway

Just renovated Southampton retreat w/ heated pool
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- Mohegan Sun
- Foxwoods Resort Casino
- Cooper's Beach, Southampton
- East Matunuck State Beach
- Ocean Beach Park
- Charlestown Beach
- Bonnet Shores Beach
- Mystic Seaport Museum
- Southampton Beach
- Mystic Aquarium
- Easton Beach
- Point Judith Lighthouse
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- The Breakers
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- Easton's Beach
- Ocean Beach
- Long Island Aquarium
- Orient Beach State Park
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