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Montauk, NY villas
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201 Villa rentals in Montauk, NY

Find the Best Holiday Houses with Swimming Pool in Montauk, NY

A vacation home with a pool in Montauk, NY ensures a refreshing swim to complement your day by the water is always an option.

249 M² House ∙ 4 Bedrooms ∙ 8 Guests - Montauk, NY
Montauk, NY
09/27 – 10/09
$1078/nighttotal: $12936 (12 )

249 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 2
house , Montauk
Summerlight Estate is a Rove Travel Home located in Montauk, offering a premium experience with 5-star hotel quality and care.
This beautifully designed residence spans 2680 square feet, features 4 bedrooms, and accommodates up to 8 guests with amenities including air conditioning, a swimming pool, a garden, and a full kitchen with a fridge, microwave, and dishwasher.
Summerlight Estate By Rove Travel - Villa With Pool - Montauk, NY
Montauk, NY
09/12 – 09/14
$2052/nighttotal: $4104 (2 )

Summerlight Estate By Rove Travel - Villa With Pool

1 2
house , Montauk
Summerlight Estate, a house in Montauk, is a 19-minute walk from Hither Hills State Park and 2.2 miles from the Second House Museum.
This air-conditioned estate offers 2680 square feet of living space with four bedrooms, five bathrooms, a fully equipped kitchen, a swimming pool, and a terrace, accommodating up to nine guests.
278 M² House ∙ 4 Bedrooms ∙ 8 Guests - Montauk, NY
Montauk, NY
11/22 – 12/27
$961/nighttotal: $33635 (35 )

278 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 2
house , Montauk
Surfside Villa, a Rove Travel Home, is located in Montauk, offering proximity to the coastline.
This 2990 sq ft residence features 4 bedrooms, accommodates up to 8 guests, and includes a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a garden, and parking.
Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill - Montauk, NY
9.3 89 reviews
Montauk, NY
09/18 – 09/21
$1606/nighttotal: $4818 (3 )

Oceanfront, Private Beach, Outdoor Shower, Indoor Heated Pool, Wifi, Grill

1 7
cottage , Montauk
This Montauk beachy cottage is situated on a hill overlooking the ocean, just 1000 feet from the beach. It has excellent user, location, and cleanliness ratings.
The cottage has 2 bedrooms, a floor area of 1000 square feet, and a guest capacity of 6. It features a modern interior with white, clean, and beachy furnishings and linens. Amenities include a kitchen with a fridge, microwave oven, and dishwasher, air conditioning, an indoor heated pool, an outdoor shower, a garden, a spa, a fitness center, a tennis court, and parking. Pets are allowed for an additional fee of $100 per pet, per night.

Best Montauk, NY houses with a kitchen

Ocean View White Cottage Walk To Town, Beach Pass Included - Montauk, NY
9.8 123 reviews
Montauk, NY
07/11 – 07/18
$1066/nighttotal: $7462 (7 )

Ocean View White Cottage Walk To Town, Beach Pass Included

1 4
cottage , Montauk
This Montauk cottage is a short walk from the beach and a short distance from the town center, putting you close to restaurants and attractions. It has received excellent ratings for cleanliness, location, and overall experience.
The two-bedroom home spans 1400 square feet and includes a fully equipped kitchen, a spacious living area, and a private terrace. Enjoy direct beach access, a private path to the beach, a pet-free environment, and outdoor amenities like a gas grill and outdoor furniture.
Montauk Bungalow - Montauk, NY
9.8 36 reviews
Montauk, NY
12/06 – 12/10
$250/nighttotal: $1000 (4 )

Montauk Bungalow

2 2
bungalow , Montauk
This Montauk bungalow is located in the dock area, a short walk to Gosman's and Salivars, and close to secluded beaches.
This two-bedroom cottage accommodates up to four guests and features a newly renovated interior, a mahogany deck, and a fenced yard, with amenities including a full kitchen and air conditioning.
Montauk Vacation Homes - Montauk, NY
9.3 45 reviews
Montauk, NY
11/22 – 12/27
$435/nighttotal: $15225 (35 )

Montauk Vacation Homes

1 2
house , Montauk
This Montauk house, conveniently located near the beach (exact distance unspecified), offers a spacious layout perfect for large groups.
The five-bedroom, three-bathroom home features an outdoor shower, balcony, and ample private outdoor space, accommodating up to seven guests with air conditioning.
Cabana House At Breakers Montauk – Steps To Beach - Montauk, NY
Montauk, NY
06/24 – 06/26
$567/nighttotal: $1134 (2 )

Cabana House At Breakers Montauk – Steps To Beach

1 1
bungalow , Montauk
This Montauk beach house in Breakers is steps from the beach, offering easy access to the ocean and Montauk's attractions.
The one-bedroom, one-bathroom cottage sleeps four guests and features a private pool, air conditioning, and on-site parking.

Frequently Asked Questions about villa rentals in Montauk, NY

  • What are the must-see attractions in and around Montauk, NY?

    Montauk Point Lighthouse is a must-see, offering amazing views of the Atlantic Ocean. You can also visit the Montauk Downs State Park for hiking and exploring the beautiful dunes. For a taste of history, check out the Montauk Historical Society Museum.
  • What are the best villa rentals in Montauk, NY?

    Among the villa rentals in Montauk, NY, Montauk Oceanview Studio 6, Montauk Cottage and Montauk Oceanview are the most popular ones.

  • What types of wildlife can travelers expect to see in the area of Montauk, NY?

    You might spot seals sunning themselves on the beaches, especially in the fall. Keep an eye out for migrating whales, like humpbacks and right whales, during the spring and fall. You might even see a few osprey soaring above the water.
  • What are the best villa rentals with a pool in Montauk, NY?

    Montauk Oceanview Studio 6, Montauk Cottage and Montauk Oceanview are the best villa rentals with a pool in Montauk, NY.

  • What is the best time to visit Montauk, NY?

    Summer is the most popular time to visit, with warm weather and plenty of sunshine. If you prefer cooler temperatures and fewer crowds, spring and fall are great options. You can also enjoy the peace and quiet of winter, but be prepared for colder temperatures and possible snow.
  • What are the best villa rentals with a jacuzzi in Montauk, NY?

  • When is it easiest to book a villa rental in Montauk, NY?

    Booking a villa rental in the off-season, like spring or fall, is generally easier and more affordable. You'll have more choices and better rates compared to the peak season.
  • What are the best villa rentals for families and kids in Montauk, NY?

  • What are the top hiking trails near Montauk, NY?

    The Montauk Point State Park offers several trails, including the scenic Lighthouse Trail and the challenging Dune Trail. For a shorter hike with ocean views, check out the Ditch Plains Trail.
  • What are the best pet friendly villa rentals in Montauk, NY?

    The best pet friendly villa rentals in Montauk, NY are Montauk Oceanview Studio 6, Montauk Cottage and Montauk Oceanview.

  • What are the advantages of renting a house or a villa in Montauk, NY

    Renting a house or villa offers privacy and space for your group, often with amenities like a private pool or hot tub. You can also enjoy the comforts of home, like a fully equipped kitchen and laundry facilities.
  • What are the best villa rentals with parking in Montauk, NY?

    Montauk Oceanview Studio 6, Montauk Cottage and Montauk Oceanview are the best villa rentals with parking in Montauk, NY.

  • Are there popular destinations near Montauk, NY?

    Just a short drive from Montauk is the town of Sag Harbor, known for its charming shops and restaurants. Further west, you can visit the Hamptons, a string of coastal towns with beautiful beaches and upscale boutiques.

Destinations nearby

Best Montauk, NY houses with air conditioning

Montauk Beach Bungalow East Apt. - Montauk, NY
9.8 102 reviews
Montauk, NY
12/06 – 12/10
$365/nighttotal: $1460 (4 )

Montauk Beach Bungalow East Apt.

1 2
bungalow , Montauk
This charming Montauk bungalow is located just across from Ocean Beach, a short walk from the dunes path and half a mile from Montauk Village, with its restaurants, shops, and attractions. The home has consistently received excellent ratings for cleanliness, location, and user experience.
The bungalow has two bedrooms and can comfortably accommodate up to four guests. The bungalow offers a full kitchen, a private outdoor space with a BBQ, fire pit, and outdoor shower, and is just a short walk from the beach.
Cottage On Lake Montauk - Montauk, NY
8.0 1 review
Montauk, NY
07/06 – 07/17
$467/nighttotal: $5137 (11 )

Cottage On Lake Montauk

1 2
cottage , Montauk
This one-bedroom condo on Lake Montauk is a short bike ride to Ditch Plains Beach, offering direct access for swimming and clamming in a serene environment away from the main Montauk bustle.
This accommodation sleeps up to four guests and includes internet, air conditioning, and parking, making it ideal for water activities and enjoying spectacular sunsets.
Hither Hills 2br Montauk Cottage - Walk To Beach! - Montauk, NY
9.8 9 reviews
Montauk, NY
11/22 – 12/27
$131/nighttotal: $4585 (35 )

Hither Hills 2br Montauk Cottage - Walk To Beach!

2 2
cottage , Montauk
This charming cottage is located in Montauk's coveted Hither Hills district, just a short distance from a mile of private sandy ocean beach. It has received excellent user ratings for its comfort and amenities. This two-bedroom, one-bathroom home offers 1000 square feet of space and can accommodate up to four guests. The cottage features a fully equipped kitchen, air conditioning, a Jacuzzi, a garden, a spa, parking, and access to private beach parking.
Very Large Private House With Pool, Fire Pit, Outdoor Shower Near Beaches - Montauk, NY
Montauk, NY
06/23 – 06/24
$1604/nightfor 1 night

Very Large Private House With Pool, Fire Pit, Outdoor Shower Near Beaches

1 1
house , Montauk
This Montauk house rental is a three-minute walk from Hither Hills State Park, 2.8 miles from the Montauk Point Lighthouse, and within five miles of Fort Pond Bay Park and Shadmoor State Park.
The 230-square-foot vacation home features one bedroom, one bathroom, a private pool, and a fire pit, accommodating one guest and offering free Wi-Fi and parking.

Neighborhoods and points of interest in Montauk, NY

Best Montauk, NY villas and beach houses with jacuzzi

Montauk Ny Walk To Ditch Plains Beach & Ocean - Montauk, NY
9.6 9 reviews
Montauk, NY
08/02 – 08/07
$1003/nighttotal: $5015 (5 )

Montauk Ny Walk To Ditch Plains Beach & Ocean

1 3
chalet , Montauk
This 4-bedroom, 2-bathroom house in Montauk is located a mere two city blocks from the ocean.
This family-friendly rental offers amenities such as a hot tub, fire pit, outdoor shower, and two indoor fireplaces, with a guest capacity of eight.
4br 3ba Hot Tub Media Room Weekly Rates - Montauk, NY
Montauk, NY
09/27 – 10/09
$917/nighttotal: $11004 (12 )

4br 3ba Hot Tub Media Room Weekly Rates

4 2
house , Montauk
This Montauk villa is located 1.1 miles from Montauk Downs State Park's golf course and within 2 miles of Shadmoor State Park and Fort Pond Bay Park.
This 2,800-square-foot house features four bedrooms, three bathrooms, a private hot tub, and accommodates up to 15 guests, offering an indoor play area, free Wi-Fi, and a media room.
Cherrybarnmtk Hottub Walk2 Town Beach Surf Lodge - Montauk, NY
Montauk, NY
06/30 – 07/02
$422/nighttotal: $844 (2 )

Cherrybarnmtk Hottub Walk2 Town Beach Surf Lodge

1 2
farm , Montauk
This unique designer barn guesthouse in Montauk is located within walking distance to Bay beach, the LIRR station, and popular spots like Duryea's and the town center.
This artist-designed accommodation offers a king-sized bed, a hot tub, air conditioning, internet, and an enclosed outdoor shower, perfect for a party of two.
278 M² House ∙ 4 Bedrooms ∙ 8 Guests - Montauk, NY
Montauk, NY
11/22 – 12/27
$961/nighttotal: $33635 (35 )

278 M² House ∙ 4 Bedrooms ∙ 8 Guests

4 2
house , Montauk
Surfside Villa, a Rove Travel Home, is located in Montauk, offering proximity to the coastline.
This 2990 sq ft residence features 4 bedrooms, accommodates up to 8 guests, and includes a fully equipped kitchen, air conditioning, a swimming pool, a jacuzzi, a garden, and parking.
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