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Vacation rentals in Southampton

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Vacation rentals for every style

Get the amount of space that is right for you

Popular amenities for Southampton vacation rentals

Self check-in
Beachfront
Gym
BBQ grill
Laptop-friendly workspace

Stay near Southampton's top sights

Cooper's Beach, Southampton56 locals recommend
Parrish Art Museum50 locals recommend
Duck Walk Vineyard26 locals recommend

Southampton beach vacation rentals

Two striped armchairs are positioned beside a small round table. A vase filled with sunflowers rests on the table, adding a touch of color. Light filters through a window adorned with sheer curtains, creating a relaxed and inviting space.
Home in North Fork

Orient Country Home

Guest favorite
An expansive hallway features arched doorways and rustic wooden beams overhead. Potted plants add greenery, while large windows dressed with floral curtains allow natural light to illuminate the stone floor. Comfy seating arrangements are positioned along the walls, creating inviting spaces for relaxation.
Condo in The Hamptons
4.9 out of 5 average rating, 29 reviews

1 BR Loft Apt- Montauk Manor- Pools, Tennis & Gym!

Guest favorite
An outdoor dining area is visible, featuring a glass-top table surrounded by six chairs beneath a large umbrella. A grill sits nearby, with a view of the water and lush greenery in the background, creating a relaxing setting for meals and gatherings.
Home in The Hamptons
4.98 out of 5 average rating, 113 reviews

Hamptons Beachfront- Relax & Getaway- On the bay

Top guest favorite
A bright bedroom is complemented by natural light from windows with soft beige blinds. A spacious bed with white bedding and a decorative pillow is positioned against the wall. A bedside table holds a small stack of books, and a door leads to a grassy outdoor area.
Private room in The Hamptons
5 out of 5 average rating, 31 reviews

Designer bedroom in the heart of the Hamptons

Aerial view of a waterfront community features several quaint houses along a serene creek. Lush greenery surrounds the area, with water gently reflecting the sky. A dock extends into the water, offering access for outdoor activities.
Home in The Hamptons

Roy's Cottage

Guest favorite
A serene beach scene is depicted with soft waves lapping against the shore. The horizon showcases a gradient of warm colors as the sun sets, creating a tranquil atmosphere over the water. A sandy beach extends along the coast, leading to distant islands.
Home in The Hamptons
5 out of 5 average rating, 9 reviews

Oh Buoy! Charming Cottage Steps to Beach | Firepit

Top guest favorite
A well-designed outdoor area features a pristine pool with colorful floats, bordered by a spacious deck. Lounge chairs, adorned in striped blue and white, provide comfortable seating under large umbrellas. The house is illuminated, showcasing a welcoming atmosphere amidst lush greenery.
Villa in The Hamptons
4.98 out of 5 average rating, 53 reviews

Luxe| Pool| GOLF Sim| HotTub| Movie|Arcade|Firepit

Guest favorite
Two blue Adirondack chairs are positioned on a manicured lawn, facing a vibrant sunset over the ocean. The sky displays pink and orange hues as the sun sets on the horizon, creating a serene outdoor setting.
Condo in North Fork
4.92 out of 5 average rating, 142 reviews

Beachside Waterview 2Br Condo w/ Pool in Greenport

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Southampton house rentals

Superhost
A contemporary home is depicted with a clear blue pool in the foreground, surrounded by a spacious wooden deck. Lush greenery and autumn foliage frame the property, while sliding glass doors provide views of the interior.
Home in The Hamptons
4.94 out of 5 average rating, 132 reviews

Peaceful Retreat in Immaculate Architect’s House

Superhost
A modern home is showcased with a unique angular design, featuring a combination of wood and glass. The surrounding lawn is spacious and well-maintained, with natural landscaping, including grasses and a small tree, contributing to the serene outdoor setting.
Home in The Hamptons
4.88 out of 5 average rating, 111 reviews

Modern East Hampton Home w/ Heated Saltwater Pool

Top guest favorite
A traditional two-story house is framed by well-maintained greenery and shrubs. A paved driveway leads to the entrance, while a detached garage is visible to the side. The exterior features white siding with red trim and multiple windows, creating a welcoming appearance.
Home in The Hamptons
4.96 out of 5 average rating, 123 reviews

4 Bed, 2 Bath, Southampton, L.I.

Guest favorite
The exterior of a two-story home is visible, featuring large glass windows that promote natural light. A spacious wooden deck hosts a dining area with a white umbrella. Lush green grass and trees surround the area, creating a serene outdoor setting.
Home in The Hamptons
4.92 out of 5 average rating, 109 reviews

Elegant Modern Artist's Residence

Guest favorite
An outdoor dining area features a wooden table surrounded by several chairs, set on a gravel surface. A large umbrella provides shade, while lush greenery lines the background, enhancing the spacious fenced yard.
Home in The Hamptons
4.97 out of 5 average rating, 31 reviews

Minutes from the beach, brand new 4 bedroom

Guest favorite
A bright living area features a light grey sofa paired with two black chairs, positioned around a glass coffee table. Large windows allow natural light to fill the space, while a minimalist fireplace offers visual interest. A small desk is visible against the wall.
Home in The Hamptons
4.95 out of 5 average rating, 439 reviews

Silver House: 3BR Home with Private Beach Access

Guest favorite
An outdoor patio features multiple wooden lounge chairs arranged around a central fire pit. A gunite pool with clear water reflects the surrounding greenery. The main house, visible in the background, showcases a classic design with white siding and large windows.
Home in The Hamptons
4.86 out of 5 average rating, 270 reviews

Exclusive Sag Harbor Compound

Guest favorite
A spacious living area is illuminated by natural light from large windows. A comfortable sofa and armchair are arranged around a low coffee table. A dining table with six chairs sits adjacent, while the kitchen is visible in the background. A staircase leads to the upper floor.
Home in The Hamptons
4.95 out of 5 average rating, 131 reviews

5BR Hamptons Retreat • Near Beach • Sleeps 10

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Beach house rentals in Southampton

A bright and airy living area is enhanced by large windows allowing natural light to fill the space. A comfortable white sofa is positioned at the center, accompanied by decorative pillows. Two stylish pendant lights hang above, and a coffee table sits atop a textured rug, creating a welcoming atmosphere.
Home in North Fork
5 out of 5 average rating, 3 reviews

Orient cottage in the Village

Guest favorite
A serene beach scene is captured at sunset, featuring soft, warm hues in the sky blending with the calm water. The sandy shore curves gently along the edge, with distant islands visible on the horizon, creating a peaceful coastal atmosphere.
Home in The Hamptons
4.95 out of 5 average rating, 20 reviews

Beach Cottage | Steps to Water | Firepit

A hot tub is featured with luminous blue lighting, casting an ethereal glow over the bubbling water. The water jets create dynamic patterns as the surface ripples, inviting relaxation. The surrounding deck area is visible, enhancing the outdoor ambiance.
Home in The Hamptons
5 out of 5 average rating, 31 reviews

Beach House -Walk to Beach -Live Band -Hot Tub

Superhost
The kitchen showcases a modern design with white cabinetry and stainless steel appliances. A wooden dining table is surrounded by red metal chairs, while an open layout is enhanced by natural light streaming through large sliding doors leading to the outdoor space.
Home in The Hamptons
5 out of 5 average rating, 21 reviews

Family Friendly Designer 3bd Centrally Located

Top guest favorite
A charming cottage is set against a backdrop of lush greenery, featuring a welcoming front porch with a white railing. Natural light illuminates the exterior, showcasing the textured shingle siding and a gabled roof. The grassy area extends toward the tree line, creating a serene atmosphere.
Home in The Hamptons
4.95 out of 5 average rating, 235 reviews

Private beach, fully updated house, on 2 acres.

Guest favorite
The living room features vaulted cedar ceilings and large windows that allow natural light to fill the space. A stone fireplace serves as a focal point, and a comfortable seating arrangement includes a spacious sofa and stylish armchairs. A coffee table is surrounded by greenery and decorative accents.
Home in The Hamptons
5 out of 5 average rating, 14 reviews

Lakay-Porte Rouge (Shinnecock hills)of Southampton

A spacious living room features a cozy seating area arranged around a brick fireplace. Exposed wooden beams add character to the high ceiling, while a decorative bookshelf holds various items. Natural light is provided by generous windows, complemented by vibrant artwork on the walls.
Home in The Hamptons
4.93 out of 5 average rating, 14 reviews

Near Beach & Sag Harbor in the Heart of Hamptons!

Guest favorite
A serene pool area is framed by vibrant hydrangeas and lush greenery. The sparkling blue water features two striped floaties. A paved patio extends around the pool, with a charming pergola visible in the background, inviting relaxation amidst the natural setting.
Home in Center Moriches
4.88 out of 5 average rating, 16 reviews

“It’s All Good” Hydrangea Hampton House

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Quick stats about vacation rentals in Southampton

  • Total rentals

    640 properties

  • Nightly prices starting at

    ﺩ.ﺇ37 before taxes and fees

  • Total number of reviews

    7.8K reviews

  • Family-friendly rentals

    400 properties are a good fit for families

  • Pet-friendly rentals

    250 properties allow pets

  • Rentals with a pool

    370 properties have a pool

Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Southampton?

    Yes! Work meets play with ease at over 280 vacation rentals in Southampton featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • Are there pet-friendly vacation rentals in Southampton?

    Four-legged friends are welcome in Southampton. Choose from more than 250 vacation rentals for guests traveling with pets.

  • Are there Southampton vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 370 vacation homes with pools in Southampton, available on Airbnb. Make a splash and soak up the sun in style!

  • How much does it cost to stay in house rentals in Southampton?

    Experience the best of Southampton with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Do house rentals in Southampton have a bbq area?

    Absolutely! We offer over 140 house rentals with a bbq area in Southampton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Southampton have a gym?

    Absolutely! We offer over 70 house rentals with a gym in Southampton. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Southampton have self check-in?

    Absolutely! We offer over 70 house rentals with self check-in in Southampton. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Southampton?

    Enhance your stay in our House Rentals with the most popular amenities: over 70 homes with self check-in, over 70 homes with a gym, over 140 homes with a bbq area, and more. Indulge in the ultimate retreat, tailored to your preferences.

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