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From2 205US$ /night
Check-in
16Mar2026Select date
Check-out
17Mar2026Select date
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 offers a private beach access, allowing guests to enjoy direct oceanfront views. The villa includes a heated outdoor pool and a hot tub for relaxation and leisure. A fully equipped kitchen and a spacious lounge area provide a comfortable setting for guests to gather.

Rooms

The villa features five bedrooms with en-suite bathrooms, accommodating up to ten guests. Each room is spacious and furnished with high-quality bedding and linens. Guests can also enjoy stunning views of the ocean from the master suite.

Location

Situated in Southampton, Villa Skylar is conveniently located near local attractions and dining options. The villa is just minutes away from the picturesque beaches of the Hamptons. Guests have easy access to nearby golf courses and boutique shopping.

Wellness

Villa Skylar is equipped with an indoor gym to meet fitness needs during the stay. Personal training sessions can be arranged to help guests maintain their wellness routines. Additionally, outdoor yoga classes can be offered in the villa's expansive garden.

Dining

A spacious dining area accommodates large gatherings, equipped with a dining table for ten. Guests can choose to cook in the fully equipped kitchen or hire a private chef for exclusive dining experiences. Local markets and gourmet shops offer fresh ingredients for meal preparation.

Highlights

Location: Situated in Southampton, near local attractions

Rooms: Five bedrooms with en-suite bathrooms

Amenities: Heated outdoor pool and hot tub

Wellness: Indoor gym and personal training sessions

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

Villa Skylar 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

Villa Skylar offers amenities for your comfortable stay and unforgettable experiences
Facilities: Perfect
10.0/10Review score

General

  • No smoking on site
  • 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
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Villa Skylar 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.
Discover the local attractions near Villa Skylar
Check out the rich attractions near Villa Skylar that highlight the unique character of Southampton
Perfect for cultural insights and learning experiences: Shinnecock Nation Cultural Center and Museum
Ideal for relaxing beach days and scenic walks: Southampton Beach
Great for art enthusiasts and community events: Southampton Arts Center
Well suited for outdoor activities and nature lovers: Meschutt Beach County Park
Best for contemporary art lovers and exhibitions: Tripoli Gallery
Ideal for nature walks and observing local wildlife: Shinnecock Canal
Perfect for sunbathing and family outings: Southampton Village Coopers Beach
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
Wireless internet is available in for free.
Children & extra beds
There are no extra beds provided in a room. 
Pets
Pets are allowed on request.

Reviews and Ratings

Feedback about Villa Skylar from previous guests about their experience.
Cleanliness
10.0/10
Comfort
10.0/10
Facilities
10.0/10
Location
10.0/10
Staff
10.0/10
Value for money
10.0/10
Guest reviews
based on 1 review
10.0/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
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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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Rooms and Guests2 Guests, 1 Room