Hotels
United States
Southampton
Villa Skylar
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37 photos
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Up to 10% cheaper
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Check rooms and rates
From2 205US$ /night
Check-in
12Jan2026Select date
Check-out
13Jan2026Select 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 is situated in Southampton, offering direct access to a private beach. This villa is just a short walk from the renowned Southampton Village and the picturesque Ocean Road. The estate lies in proximity to local dining and shopping options, enhancing the convenience of your stay.

Accommodations

The villa encompasses six bedrooms, providing ample space for families and groups. Each room is equipped with en-suite bathrooms to ensure a comfortable experience. Guests can enjoy multiple outdoor terraces with views overlooking the ocean.

Amenities

Villa Skylar offers an expansive outdoor pool for refreshing leisure during warm days. The estate includes a fully equipped kitchen and dining areas both indoors and outdoors for guest convenience. Additionally, a private gym is available for fitness-focused visitors.

Dining

An on-site chef service is available to provide culinary experiences tailored to guests' preferences. The villa features dedicated dining spaces, allowing for both casual and formal meal settings. An outdoor barbecue area complements the dining experience, ideal for entertaining in the summer months.

Entertainment

Villa Skylar includes a home theater room, featuring a large screen and plush seating for movie nights. Outdoor activities include beach volleyball and paddleboarding, providing entertainment for all ages. The villa's proximity to local parks and attractions offers further recreational opportunities.

Highlights

Location: Private beach access, short walk from Southampton Village

Accommodations: Six bedrooms with en-suite bathrooms

Amenities: Outdoor pool and private gym

Dining: On-site chef service for personalized meals

Entertainment: Home theater room and outdoor activities

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

The hotel offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals
Villa Private Pool
Villa Private Pool
2 persons
446 m² 
1 King-size bed
Shower
Private pool
room details

Price and Room Availability Calendar

Check availability and prices for your dates now!

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
City landmarks
Landmark
Stony Brook Southampton
1.2 km
Landmark
Shinnecock Museuem and Cultural Center
1.2 km
Golf Course
Shinnecock Hills Golf Club
1.2 km
Landmark
Behind the Fence Gallery
1.3 km
Landmark
Shinnecock Indian Cultural Museum
1.3 km
Museum
Shinnecock Nation Cultural Center and Museum
1.6 km
Landmark
Shinnecock Hills
2.4 km
Landmark
Kimisis Tis Theotokou Church
1.5 km
Church
Kimisis Tis Theotokou Greek Orthodox Church
1.5 km
Landmark
Shinnecock Bay
2.2 km
Landmark
Ruth Wales DuPont Sanctuary
3.3 km
Landmark
Southampton Golf Range
2.6 km
Beach
Southampton Village Coopers Beach
4.2 km
Landmark
Southampton Beach
3.5 km
Park
Meschutt Beach County Park
4.6 km
Landmark
Agawam Park
4.7 km
Landmark
Padgett Temple
3.6 km
Landmark
Shinnecock East County Park
4.7 km
Landmark
Sacred Hearts Cemetery
4.2 km
Church
Sacred Hearts of Jesus and Mary
4.2 km
Landmark
Sacred Hearts of Jesus and Mary Church
4.2 km
Landmark
Shinnecock County Marina
4.6 km
Landmark
Southampton Arts Center
4.9 km
Landmark
Shinnecock Canal
4.5 km
Landmark
UA Southampton 4 Theatre
4.6 km
Landmark
Southampton Cultural Center
4.7 km
Museum
Southampton History Museum
5.1 km
Landmark
The Thomas Halsey Homestead
5.1 km
Landmark
Saks Fifth Avenue
5.0 km
Nearby
Stony Brook Southampton
580 m
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
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  ·  5.0 km
Airports
Long Island MacArthur Airport (ISP)92 min  ·  60.7 km
Republic Airport (FRG)134 min  ·  89.0 km
Train
Southampton8 min  ·  5.1 km
Train2 min  ·  100 m
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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 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
12Jan2026Select date
Check-out
13Jan2026Select date
Rooms and Guests2 Guests, 1 Room
  • Overview
  • Rooms
  • Price calendar
  • Facilities
  • Location
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