
Villa vacation rentals in Montauk
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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

TREETOPS! An upscale, unique 5 bdrm home with POOL
*ATTN: Please find and book us on the site that begins with a V!* 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".

Modern Hither Hills House - Walk to the Beach
Designer, single floor, beach house in the Hither Hill Woods of Montauk on a private acre of land. The entire house has been completely renovated. 10 minute walk to a secluded ocean beach, 10 minute walk to Gurney's Resort, and a 5 minute drive to town. The house has been fitted with the Aerus Air Scrubber, eliminating 99% of airborne viruses. Enjoy a huge living room with cathedral ceilings, a large deck, fire pit, and outdoor shower. Registry RR-26-340.

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.

Superb Shelter Island 4 bed Designer with a Pool
This contemporary, designer-updated residence provides an idyllic Shelter Island retreat. With 4 delightful bedrooms, 3 sleek bathrooms, and a seasonal heated salt wayer pool amidst mature landscaping, you're promised a calming respite. We kindly ask that you familiarize yourself with the detailed disclosures, & guidelines. Around the corner from Sunset beach, Silver beach and Shell beach, and located on a quiet street. Easily accessible to the ferries.

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 or couples. This stylish and serene home features 4 bedrooms, 2.5 bathrooms, a fully equipped kitchen, soaring ceilings and an open floorplan. Bring the outdoors in with oversized windows and over 1000 square feet of deck space overlooking the gorgeous pool.
East Hampton Villa | Heated Saltwater Pool & Beach
A 'Guest Favourite' 4-bedroom East Hampton bungalow with a heated saltwater pool (87°F, May–September) and walking access to the private Clearwater Beach. Twelve minutes from East Hampton village and its restaurants — Roudy Hall and Citta Nova both a short drive. Inside: open-plan living, a marbled primary bath with claw foot tub, and a built-in outdoor grill set among professionally landscaped grounds with multiple dining areas.

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.

Southampton Private Retreat with Ocean Views
Escape to the Hamptons at this peaceful and ideally located home, just minutes from South Hampton Village, Historic Shinnecock Hills Golf Club, world class beaches & fine dining.

spend the weekend on the beach in my grd fl studio
Spend the weekend at the beach in my ground floor studio Private room in villa hosted by Madeline
Popular amenities for Montauk villa rentals
Private villa rentals
East Hampton Villa | Heated Saltwater Pool & Beach

Superb Shelter Island 4 bed Designer with a Pool

Modern Hither Hills House - Walk to the Beach

Southampton Private Retreat with Ocean Views

Farm reserve sunset views

TREETOPS! An upscale, unique 5 bdrm home with POOL

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open
Luxury villa rentals
East Hampton Villa | Heated Saltwater Pool & Beach

Superb Shelter Island 4 bed Designer with a Pool

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

Farm reserve sunset views

TREETOPS! An upscale, unique 5 bdrm home with POOL

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open
Villa rentals with a pool
East Hampton Villa | Heated Saltwater Pool & Beach

Superb Shelter Island 4 bed Designer with a Pool

Southampton Private Retreat with Ocean Views

TREETOPS! An upscale, unique 5 bdrm home with POOL

Pool|Golf Sim|HotTub|Movie|Games|Firepit|Golf Open
Quick stats about villa rentals in Montauk

Nightly prices starting at
Montauk vacation rentals start at G$64,914 GYD per night before taxes and fees

Verified guest reviews
Over 50 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!
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- Beach
- Cooper's Beach, Southampton
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