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Southampton Villas

Escape to Southampton's best-kept secret: charming villas, pristine beaches, and a relaxed East Coast vibe. Discover your perfect getaway in this picturesque US town.

Villas in Town of Southampton

Sunsets and Rose by the Pond
£2013  night
6
4
4
Details View Offers
Hampton Private Retreat - last minute offer June 23-
5.0/5
£1241  night
10
5
6
Details View Offers
Villa (Season Memorial Day to Labor Day $135,000 JULY $55,000 AUGUST $65,000 )
£996  night
10
5
4
Details View Offers
Contemporary Hamptons Getaway
£557  night
6
4
5
Details View Offers
Experience Serene Luxury: Villa Direen, Your East Hampton Escape
£1377  night
12
4
3
Details View Offers
Villa Emery
£1583  night
7
6
7
Details View Offers
Villa Coastal Bliss
£1720  night
9
5
2
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Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
5.0/5
£966  night
10
7
5
Details View Offers
100 % Oceanfront Luxury Summer Rental in the Hampton, NY
5.0/5
£1625  night
12
6
5
Details View Offers
Villa Sofia: Luxurious Retreat in East Hampton North
£1720  night
12
6
3
Details View Offers
Villa Victoria: Your Exquisite Luxury Retreat in Bridgehampton
£4128  night
16
6
5
Details View Offers
Westhampton Beach Resort Waterfront, Pool, Tennis
£1490  night
10
4
4
Details View Offers
Southampton Luxury Waterfront Villa Rental
4.6/5
£1016  night
12
8
5
Details View Offers
Farm reserve sunset views
£380  night
8
4
3
Details View Offers
Six Bedroom Designer Home Southhampton
£2852  night
10
6
7
Details View Offers
Live on the Water: Dock, Beach, Boat, Kayak & Fish
5.0/5
£1129  night
9
7
2
Details View Offers
Villa Vajra
£1720  night
8
4
4
Details View Offers
Villa Flasses: Your Ultimate Luxury Vacation Rental in Southampton
£1032  night
8
4
3
Details View Offers
Discover Luxury and Serenity at Villa Edwards Hole in East Hampton
£2151  night
10
5
7
Details View Offers
Serene Beach Bungalow
5.0/5
£577  night
5
3
2
Details View Offers

Why a holiday villa in Town of Southampton

Imagine waking up each morning to the sound of waves gently lapping at the shore, and spending your days exploring the charming town of Southampton on the East Coast of the United States. This picturesque town offers the perfect blend of relaxation and excitement, making it an ideal destination for a villa holiday.

Our selection of villas in Southampton cater to all tastes and budgets, from cozy beachside retreats to spacious homes with private pools. Many of our villas are located just steps away from the beach, allowing you to stroll out onto the sand at dawn or dusk, and enjoy breathtaking sunsets over the Atlantic Ocean. Whether you're looking for a romantic getaway, a family vacation, or simply a chance to unwind in style, Southampton has something for everyone.

When to rent a villa in Town of Southampton

When it comes to planning a villa holiday in Southampton, timing is everything. The town's coastal location means that the summer months (June to September) are peak season, with warm temperatures and long days perfect for enjoying the beach and outdoor activities like swimming, surfing, and paddleboarding. However, if you're looking for a more relaxed atmosphere and lower prices, consider visiting during the spring (April to May) or autumn (September to October), when the weather is still mild and sunny, but the crowds have dissipated.

If you're not fussed about warm weather, the winter months (November to March) can be a great time to visit Southampton for a villa holiday, with many properties offering discounts for off-season stays. The town takes on a peaceful atmosphere, with crisp air and scenic landscapes perfect for walking and exploring. Just keep in mind that some local businesses and amenities may be closed or have reduced hours during this time. Overall, the best time to visit Southampton depends on your personal preferences and priorities – whether it's beach time, relaxation, or simply enjoying the town without the crowds.

Where to go in Town of Southampton

Southampton is a sprawling town on Long Island's South Fork, with a diverse range of neighborhoods to choose from, each offering its own unique character and charm. For a relaxing villa holiday, consider staying in the coastal communities of North Sea or East Hampton, where you can enjoy peaceful walks along the beach, and sample some of the area's renowned seafood at one of the many local eateries.

If you're looking for a more vibrant atmosphere, head to the heart of Southampton Village, where you'll find a bustling nightlife scene, with everything from upscale cocktail bars to lively dance clubs. You can also explore the town's historic downtown area, lined with boutique shops and galleries, or stroll through the picturesque streets of Agawam Lake, which offers a tranquil oasis in the midst of all the action. Whatever your style, Southampton has something for everyone, making it the perfect destination for a villa holiday.

Picture of two young girls swimming in a pool with their floatation rings
Family friendly villas
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Picture of a Titleist golf ball on the edge of the hole on a golfing green
Villas near golf course
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Image of a woman swimming in a pool at a holiday home
Private pool villas
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Villas in Town of Southampton

Sunsets and Rose by the Pond
£2013  night
6
4
4
Details View Offers
Hampton Private Retreat - last minute offer June 23-
5.0/5
£1241  night
10
5
6
Details View Offers
Villa (Season Memorial Day to Labor Day $135,000 JULY $55,000 AUGUST $65,000 )
£996  night
10
5
4
Details View Offers
Contemporary Hamptons Getaway
£557  night
6
4
5
Details View Offers
Experience Serene Luxury: Villa Direen, Your East Hampton Escape
£1377  night
12
4
3
Details View Offers
Villa Emery
£1583  night
7
6
7
Details View Offers
Villa Coastal Bliss
£1720  night
9
5
2
Details View Offers
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach
5.0/5
£966  night
10
7
5
Details View Offers
100 % Oceanfront Luxury Summer Rental in the Hampton, NY
5.0/5
£1625  night
12
6
5
Details View Offers
Villa Sofia: Luxurious Retreat in East Hampton North
£1720  night
12
6
3
Details View Offers
Villa Victoria: Your Exquisite Luxury Retreat in Bridgehampton
£4128  night
16
6
5
Details View Offers
Westhampton Beach Resort Waterfront, Pool, Tennis
£1490  night
10
4
4
Details View Offers
Southampton Luxury Waterfront Villa Rental
4.6/5
£1016  night
12
8
5
Details View Offers
Farm reserve sunset views
£380  night
8
4
3
Details View Offers
Six Bedroom Designer Home Southhampton
£2852  night
10
6
7
Details View Offers
Live on the Water: Dock, Beach, Boat, Kayak & Fish
5.0/5
£1129  night
9
7
2
Details View Offers
Villa Vajra
£1720  night
8
4
4
Details View Offers
Villa Flasses: Your Ultimate Luxury Vacation Rental in Southampton
£1032  night
8
4
3
Details View Offers
Discover Luxury and Serenity at Villa Edwards Hole in East Hampton
£2151  night
10
5
7
Details View Offers
Serene Beach Bungalow
5.0/5
£577  night
5
3
2
Details View Offers