Hotels
United States
Southampton
Villa Skylar
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37 photos
Villa Skylar Southampton Exterior photoVilla Skylar Southampton Exterior photoVilla Skylar Southampton Exterior photo
Book on our site
Up to 10% cheaper
than Booking.com
Check rooms and rates
From2 205US$ /night
Check-in
19Apr2026Select date
Check-out
20Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

About the Hotel

288 Montauk Highway, Southampton, New York, United States, 11968
-
Close to Shinnecock Bay
Perfect
10.0
/10

Location

Villa Skylar sits on a tranquil residential street in Southampton, providing close access to the scenic beaches and the famous Hamptons. Guests can explore local attractions, including Southampton Village shops and art galleries, within just minutes. The hotel is a short drive from the Shinnecock Hills Golf Club, offering golf enthusiasts an excellent venue.

Accommodations

The hotel provides luxury accommodations with high-end finishes and individual touches. Each suite has private balconies, elegantly designed bathrooms, and spacious living areas, accommodating various guest needs. There are options for up to four guests, catering to families and small groups.

Wellness

Guests can take advantage of the on-site wellness services that include options for personal training and outdoor yoga classes. The outdoor pool area is equipped with comfortable loungers, encouraging relaxation and soaking up the sun. A range of massages and spa treatments are also available, providing a chance to unwind.

Dining

The hotel hosts a gourmet kitchen that prepares breakfast with seasonal ingredients. Guests can enjoy meals in the open dining area or outdoors by the pool. Room service is also offered, allowing for an intimate dining experience in the comfort of the suite.

Entertainment

Villa Skylar offers various activities including guided tours of the Hamptons and beach passes for nearby exclusive beaches. Guests can relax in a cozy lounge area, equipped with board games and reading materials. The hotel also organizes community events, enhancing guest engagement.

Highlights

Location: Close to Southampton Village shops

Accommodations: Luxury suites with private balconies

Wellness: Outdoor pool and yoga classes

Dining: Gourmet kitchen and room service

Entertainment: Guided tours and community events

Must-do experiences

  • Savor lobster rolls at The Lobster Roll for a seaside delight.
  • Visit the charming Southampton Cultural Center for local art exhibits.
  • Stroll through Agawam Park for a peaceful afternoon picnic.
  • Explore the Shinnecock Lighthouse for stunning coastal views.
  • Check out the Southampton Farmers Market for fresh local produce.
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
Room image
Villa Private Pool
2 persons
4805 sq. feet 
1 King-size bed
Shower
Private pool
room details

Price and Room Availability Calendar

Check availability and prices for your dates now!

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
  • Free 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

Villa Skylar Location

288 Montauk Highway, Southampton, New York, United States, 11968
Map view
288 Montauk Highway, Southampton, New York, United States, 11968
City landmarks
Landmark
Stony Brook Southampton
3900 ft
Landmark
Shinnecock Museuem and Cultural Center
4100 ft
Golf Course
Shinnecock Hills Golf Club
4000 ft
Landmark
Behind the Fence Gallery
4200 ft
Landmark
Shinnecock Indian Cultural Museum
4300 ft
Museum
Shinnecock Nation Cultural Center and Museum
5200 ft
Landmark
Shinnecock Hills
1.5 mi
Landmark
Kimisis Tis Theotokou Church
5000 ft
Church
Kimisis Tis Theotokou Greek Orthodox Church
5100 ft
Landmark
Shinnecock Bay
1.4 mi
Landmark
Ruth Wales DuPont Sanctuary
2.1 mi
Landmark
Southampton Golf Range
1.6 mi
Beach
Southampton Village Coopers Beach
2.6 mi
Landmark
Southampton Beach
2.2 mi
Park
Meschutt Beach County Park
2.8 mi
Landmark
Agawam Park
2.9 mi
Landmark
Padgett Temple
2.2 mi
Landmark
Shinnecock East County Park
2.9 mi
Landmark
Sacred Hearts Cemetery
2.6 mi
Church
Sacred Hearts of Jesus and Mary
2.6 mi
Landmark
Sacred Hearts of Jesus and Mary Church
2.6 mi
Landmark
Shinnecock County Marina
2.8 mi
Landmark
Southampton Arts Center
3.0 mi
Landmark
Shinnecock Canal
2.8 mi
Landmark
UA Southampton 4 Theatre
2.8 mi
Landmark
Southampton Cultural Center
2.9 mi
Museum
Southampton History Museum
3.1 mi
Landmark
The Thomas Halsey Homestead
3.2 mi
Landmark
Saks Fifth Avenue
3.1 mi
Nearby
Stony Brook Southampton
2000 ft
Explore Southampton
Explore Southampton
Top Attractions
Activities
Dining
Entertainment
Shinnecock Museum and Cultural Center
15 minutes' walk
Cultural exhibitions showcasing Shinnecock history and artistry. Educational programs and events are available throughout the year.
Shinnecock Indian Cultural Museum
19 minutes' walk
An insight into the Shinnecock tribe's heritage with engaging artifacts and community events, including free admission days.
Stony Brook Southampton
Stony Brook Southampton
15 minutes' walk
A vibrant campus renowned for its environmental studies and cultural programming, offering frequent public lectures and exhibitions.
Shinnecock Hills Golf Club
Shinnecock Hills Golf Club
15 minutes' walk
An exclusive golf club with a prestigious history and beautifully designed course, perfect for golf enthusiasts.
Water Sports at Coopers Beach
10 minutes' drive
Jet skiing and paddleboarding opportunities available at this scenic beach. Rentals and lessons offered seasonally.
Biking on Southampton Trails
15 minutes' drive
Perfect for adventure seekers, biking trails offer stunning views of nature. Rentals can be arranged nearby.
Yoga at Agawam Park
10 minutes' drive
Relaxing outdoor yoga sessions offered regularly in this tranquil park. Great for wellness enthusiasts and beginners alike.
The 1770 House Restaurant & Inn
5 minutes' drive
Cozy American dining with a focus on seasonal ingredients. Reservations recommended for intimate dining experiences.
Tate's Bake Shop
10 minutes' drive
Famous for delicious cookies and baked goods. Casual atmosphere, perfect for picking up sweet treats or light bites.
The Plaza Café
5 minutes' drive
A casual spot with a diverse menu focusing on fresh seafood and local fare. Gluten-free options available.
Saks Fifth Avenue
10 minutes' drive
Upscale shopping destination with luxury brands and exclusive collections. Ideal for fashion enthusiasts and window shoppers.
UA Southampton 4 Theatre
10 minutes' drive
Local cinema showcasing the latest blockbusters and indie films. Family-friendly atmosphere for enjoyable movie nights.
Getting around
City Centre
Southampton8 min  ·  3.1 mi
Airports
Long Island MacArthur (ISP)92 min  ·  37.7 mi
Republic (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.
Open reviews
FAQs
About Villa Skylar
What is the approximate distance from Villa Skylar to the centre of Southampton?
Villa Skylar is located 7 km from the centre of Southampton.
What are the check-in and check-out times at Villa Skylar?
Check-in at Villa Skylar is from 15:00 and check-out is by 11:00.
Is there parking available at Villa Skylar?
Free private parking is available on-site at Villa Skylar.
What type of accommodations does Villa Skylar offer?
Villa Skylar offers a spacious 6-bedroom villa with air conditioning, a private pool, and a balcony.
What amenities are included in the rooms at Villa Skylar?
Rooms at Villa Skylar include air conditioning, a flat-screen TV with streaming services, and a fully equipped kitchen.
What outdoor activities can guests enjoy at Villa Skylar?
Guests at Villa Skylar can enjoy the seasonal outdoor swimming pool and a tennis court.
How far is Villa Skylar from Long Island MacArthur Airport?
Villa Skylar is located 65 km from Long Island MacArthur Airport.
What popular nearby attractions are close to Villa Skylar?
Nearby attractions include Montauk Point Lighthouse (39 km) and Second House Museum (48 km).
What dining facilities are available at Villa Skylar?
Villa Skylar features a fully equipped kitchen for self-catering and a dining area for guests.

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Check-in
19Apr2026Select date
Check-out
20Apr2026Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Rooms
  • Price calendar
  • Facilities
  • Location
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