Villa Skylar Southampton Exterior photoVilla Skylar Southampton Exterior photoVilla Skylar Southampton Exterior photo
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From2 205US$ /night
Check-in
12Apr2026Select date
Check-out
13Apr2026Select date
Rooms and Guests2 Guests, 1 Room
Key details

Hotel Information

288 Montauk Highway, Southampton, New York, United States, 11968
-
Near Southampton Beach
Perfect
10.0
/10

Villa Skylar - A spacious villa with a private pool, fireplace, and proximity to Southampton attractions

Featuring a private pool and fireplace, Villa Skylar offers a two-story layout with 2 living rooms, 7 bedrooms, and 6 bathrooms. The air-conditioned villa includes a fully equipped kitchen with a stovetop, refrigerator, oven, and barbecue, along with a dining area and tea and coffee facilities. Guests can use the washing machine and dryer, while the flat-screen TV with streaming services provides entertainment. The property's location places it within 4 km of Southampton Village Coopers Beach, 1 km from Shinnecock Nation Cultural Center and Museum, and 5 km from cultural landmarks like Our Lady of Poland Catholic Church and Tripoli Gallery. Breakfast and dining options are not specified at Villa Skylar, but the kitchen allows for self-catering. A car is recommended, as the nearest airport, Long Island MacArthur, is 65 km away.

Pros

The private pool and fireplace are standout features in a spacious, two-story layout.

Fully equipped kitchen with a stovetop, oven, and barbecue allows for flexible meal preparation.

Proximity to beaches (4 km), cultural attractions (1-5 km), and Shinnecock Bay (2 km).

Includes practical amenities like a washing machine, dryer, and streaming-enabled flat-screen TV.

Cons

The villa does not offer on-site dining options or meal services.

Long Island MacArthur Airport is 65 km away, requiring a significant drive or private transport.

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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
Local Highlights
Top Attractions
Activities
Dining
Entertainment
Shinnecock Museum and Cultural Center
5-minute drive
The museum showcases the Shinnecock Nation's history and culture; it features exhibits, artifacts, and guided tours.
Shinnecock Hills Golf Club
15-minute walk
An exclusive golf club known for its stunning scenery and challenging course; a great spot for golf enthusiasts.
Agawam Park
10-minute drive
A picturesque park featuring walking paths, picnic areas, and a tranquil pond; perfect for a family outing.
Southampton History Museum
15-minute drive
This museum offers insights into Southampton's rich history through exhibits and events, catering to all age groups.
Water Sports at Coopers Beach
10-minute drive
Enjoy swimming, paddleboarding, or relaxing at this beautiful beach; equipment rental is available nearby.
Yoga at the Beach
10-minute drive
Relaxing yoga sessions are held on the beach, perfect for unwinding and finding inner peace. Classes vary by season.
The 1770 House
5-minute drive
A charming restaurant with a fine dining atmosphere, features locally sourced dishes and a notable wine list.
Sant Ambroeus
10-minute drive
Upscale Italian cuisine with an inviting ambiance; known for signature pastas and modern presentations.
Dune Beach Bar & Grill
10-minute drive
Casual beachfront dining; enjoy burgers, seafood, and cocktails with ocean views. Reservations are recommended.
UA Southampton 4 Theatre
10-minute drive
Catch the latest films at this local theater, which offers a comfortable setting and a mix of blockbuster and indie films.
Southampton Cultural Center
10-minute drive
Hosts art exhibits, theater performances, and community events; a cultural hub for all ages and interests.
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 check-in and check-out policy at Villa Skylar?
Check-in time is from 15:00, and check-out time is by 11:00.
How far is Villa Skylar from Southampton?
Villa Skylar is located 7 km from Southampton.
Is parking available at Villa Skylar?
Free private parking is available on-site without the need for a reservation.
Does Villa Skylar have a swimming pool?
Villa Skylar features a seasonal outdoor swimming pool.
What are the room amenities at Villa Skylar?
Rooms are equipped with air conditioning, a flat-screen TV with streaming services, and a fully equipped kitchen.
Are pets allowed at Villa Skylar?
Pets are allowed on request at Villa Skylar, with possible additional charges.
What outdoor activities are available at Villa Skylar?
Villa Skylar offers a tennis court and BBQ facilities for outdoor activities.
Is internet access available at Villa Skylar?
Complimentary Wi-Fi is available throughout the property.
How far is Villa Skylar from Long Island MacArthur Airport?
Villa Skylar is located 65 km from Long Island MacArthur Airport.
What dining options are available at Villa Skylar?
Villa Skylar features self-catering facilities, including a dining area and kitchenware for guests to prepare their own meals.
What cultural attractions are near Villa Skylar?
Nearby attractions include the Southampton Arts Center (3 km) and The Thomas Halsey Homestead Museum (3 km).
What sizes are the accommodations at Villa Skylar?
The villa includes 6 bedrooms and 6 bathrooms, providing spacious accommodations for guests.
Are there any smoking restrictions at Villa Skylar?
Villa Skylar is a non-smoking property.

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Check-in
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Rooms and Guests2 Guests, 1 Room