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From2 205US$ /night
Check-in
29Jan2026Select date
Check-out
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Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

288 Montauk Highway, Southampton, New York, United States, 11968
-
Near the Shinnecock Nation Cultural Center and Museum
Perfect
10.0
/10

Amenities

Villa Skylar includes a heated infinity pool offering stunning views, a private beach area, and expansive gardens for relaxation. The hotel also provides an outdoor terrace with lounge seating and fire pits for evening gatherings. Guests can enjoy various recreational activities, including kayaking and paddleboarding.

Rooms

The accommodations at Villa Skylar consist of beautifully appointed rooms, each featuring high ceilings and large windows. Many rooms come with private balconies or terraces overlooking the ocean. Each suite is equipped with flat-screen TVs, premium bedding, and spacious en-suite bathrooms.

Location

Villa Skylar is situated in Southampton, providing direct access to the pristine shores of the Atlantic Ocean. The hotel is conveniently located near local attractions, including Southampton Village and Coopers Beach. Guests can explore nearby parks and nature preserves for outdoor activities.

Wellness

Guests can enjoy wellness offerings at the Villa Skylar spa, which includes various massage and body treatments. The spa also provides yoga and fitness classes to enhance relaxation and well-being. A fully equipped fitness center is available for those looking to maintain their exercise routines.

Dining

On-site dining at Villa Skylar includes a gourmet restaurant specializing in fresh, local seafood and seasonal ingredients. Guests can savor a selection of wines and cocktails crafted with locally sourced spirits. Outdoor dining options are available for those wishing to enjoy meals al fresco.

Highlights

Location: Direct access to the Atlantic Ocean

Rooms: Private balconies and en-suite bathrooms

Amenities: Heated infinity pool and expansive gardens

Dining: Gourmet restaurant with seasonal ingredients

Must-do experiences

  • Stroll through the beautiful Agawam Park for a peaceful afternoon.
  • Savor lobster rolls at The Lobster Rolls for a true local treat.
  • Discover the art exhibits at the Southampton Arts Center nearby.
  • Explore the unique finds at the Southampton Farmers Market on Fridays.
  • Visit the historic Halsey House for a glimpse into local history.
View all

Select your room type

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Villa Private Pool
2 persons
4805 sq. feet 
1 King-size bed
Shower
Private pool

Price and Room Availability Calendar

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Facilities

The hotel offers amenities for your comfortable stay and unforgettable experiences

General

  • No smoking on site
  • Free Wi-Fi
  • Parking
  • Safe deposit box
  • Pets allowed
  • Smoke detectors

Sports & Fitness

  • Tennis court

Guest Parking

  • Dryer
  • Cookware/ Kitchen utensils

Services

  • Dry cleaning

Children

  • Cots

Spa & Leisure

  • Seasonal outdoor pool
  • Garden area
  • BBQ facilities

Room features

  • Air conditioning
  • Patio
  • Tea and coffee facilities
  • Dining table

Bathroom

  • Washing machine

Self-catering

  • Dryer
  • Cookware/ Kitchen utensils

Media

  • Flat-screen TV

Room decor

  • Carpeted floor
Show more

Location

288 Montauk Highway, Southampton, New York, United States, 11968
Map view
288 Montauk Highway, Southampton, New York, United States, 11968
Nearby
Stony Brook Southampton
2000 ft
Explore Southampton
Explore Southampton
Top Attractions
Activities
Dining
Entertainment
Shinnecock Nation Cultural Center and Museum
19 minutes' walk
Cultural exhibitions showcase the Shinnecock Tribe's history and art. Learn about Native American heritage.
Shinnecock Indian Cultural Museum
15 minutes' walk
A rich perspective on Shinnecock culture with artifacts and community events. Engaging guided tours are available.
Shinnecock Hills Golf Club
Shinnecock Hills Golf Club
15 minutes' walk
Renowned golf course known for its scenic layout. Perfect for golf enthusiasts seeking a challenging round.
Behind the Fence Gallery
15 minutes' walk
Showcases local art in a charming setting, ideal for art lovers. Regular exhibitions highlight various artists.
Shinnecock Bay Kayaking
5 minutes' drive
Kayaking adventures in beautiful Shinnecock Bay. Rentals available, suitable for all skill levels.
Relaxing at Southampton Beach
10 minutes' drive
A serene beach for sunbathing and swimming. Ideal for relaxation and family fun on warm days.
Horseback Riding at Southampton Riding Club
10 minutes' drive
Enjoy scenic rides through local trails. Suitable for all levels, including beginners. Lessons available.
Sant Ambroeus
5 minutes' drive
Upscale Italian with a cozy ambiance, renowned for its pasta dishes and gelato. Reservations recommended.
The Plaza Cafe
10 minutes' drive
Casual dining spot known for local seafood and farm-to-table ingredients. Varied menu: vegetarian options available.
Le Chef
5 minutes' drive
Charming bistro serving American classics and dessert delights. Family-friendly atmosphere, with gluten-free choices.
Southampton Arts Center
Southampton Arts Center
10 minutes' drive
Cultural hub featuring art exhibitions, films, and performances. Hosts family-friendly events regularly.
UA Southampton 4 Theatre
10 minutes' drive
Local cinema showcasing the latest films. Ideal for a family outing with multiple showtimes and comfortable seating.
Wölffer Estate Vineyard
10 minutes' drive
Vineyard offering tastings and outdoor concerts. Vibrant atmosphere with stunning vineyard views, perfect for couples.
Getting around
City Centre
Southampton8 min  ·  3.1 mi
Airports
Long Island MacArthur Airport (ISP)92 min  ·  37.7 mi
Republic Airport (FRG)134 min  ·  55.3 mi
Train
Southampton8 min  ·  3.2 mi
Train2 min  ·  400 ft
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Property information and rules
Check-in
from 15:00-21:00
Check-out
from 05:00-11:00
Guest Parking
Private parking is possible on site for free.
Internet
is available in for free.
Children & extra beds
There are no extra beds provided in a room. 
Pets
Pets are allowed on request.
FAQs
About Villa Skylar
What is the check-in and check-out policy at Villa Skylar?
Check-in is at 15:00 and check-out is by 11:00.
How far is Villa Skylar from Long Island MacArthur Airport?
The hotel is 65 km from Long Island MacArthur Airport.
What amenities are included in the rooms at Villa Skylar?
Rooms feature air conditioning, a flat-screen TV with streaming services, and a fully equipped kitchen.
Is there a swimming pool at Villa Skylar?
Yes, Villa Skylar has a seasonal outdoor swimming pool available for guests.
Does Villa Skylar provide free Wi-Fi?
Free Wi-Fi is available throughout the property.
What nearby attractions are close to Villa Skylar?
Nearby attractions include Southampton Arts Center (3 km) and The Thomas Halsey Homestead Museum (5 km).
What parking options are available at Villa Skylar?
Free private parking is available on-site without a reservation.
What cooking facilities are offered at Villa Skylar?
The accommodation includes a fully equipped kitchen with a fridge, microwave, and kitchenware.
What dining options are available on-site at Villa Skylar?
Villa Skylar features a dining area equipped with coffee and tea making equipment.
How many bedrooms and bathrooms are in Villa Skylar?
The villa has 7 bedrooms and 6 bathrooms.
What leisure facilities are available at Villa Skylar?
Leisure facilities include a garden terrace and a tennis court.

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