Luxury rentals in Southampton

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Top-rated luxury vacation rentals in Southampton

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Luxe

A modern wooden house is surrounded by lush greenery, with large windows reflecting the natural light. A bright blue pool is situated in the foreground, complemented by grassy areas and neatly arranged outdoor seating beneath an umbrella.

Villa in East Hampton

4.95 out of 5 average rating, 19 reviews

Chic Modern Oasis

Lush, green, and private, this modern oasis connects you to nature. Impeccably decorated, the serene estate recently underwent a renovation that left the interior with a sleek, natural palette, textured accent rugs, artful fixtures, and soft wooden décor. Located in the heart of East Hampton, you’re just a short 5-minute drive away from town where you’ll find beaches, lakes, and verdant vineyards. A multitude of windows set the interior ablaze during the brightest times of day, exuding a light and airy atmosphere. Flowing common spaces connect to the rest of the home; there are plenty of seating areas to gather around with the whole crew or to intimately converse in a small group. Sumptuous, sugar-white sofas invite you to take a seat in front of the roaring living room fireplace—perhaps with a cup of hot cocoa in hand? From the mahogany deck, stroll down the landscaped backyard to reach the heated saltwater pool. The 2-acre property features its own trails that wind their way through a dense forest. Endless beach shorelines, swaying ocean tides, and a lush nature reserve are less than 2 miles north; a tranquil walk or jog from the house. Rent a bike in nearby Amagansett and cycle around to various museums, parks, and squares. A trip to Sag Harbor will complete your stay with a selection of seaside restaurants serving the freshest fare and local wines. Copyright © Luxury Retreats. All rights reserved. BEDROOM & BATHROOM First floor • Bedroom 1 - Primary: King size bed, Ensuite bathroom with stand-alone shower, Walk-in closet, Television • Bedroom 2: Queen size bed, Ensuite bathroom with shower/bathtub combo, Television • Bedroom 3: 3 Twin size beds, Ensuite bathroom with stand-alone shower Ground floor • Bedroom 4: Queen size bed, Access to hallway bathroom with stand-alone shower, Television, Private balcony • Bedroom 5: Double size bed, Twin size bed, Access to hallway bathroom with stand-alone shower, Television Additional Bedding • Spare Room: Sofa bed OUTDOOR FEATURES • Terrace • More under “What this place offers” below STAFF & SERVICES Extra Cost (advance notice may be required): • Activities and excursions • More under “Add-on services” below

Luxe

A spacious two-story residence is framed by lush greenery. The exterior features large windows and a seamless connection to the outdoor sun deck, which includes a dining area and parasols. A saltwater pool with surrounding lounging areas enhances the outdoor experience.

Home in East Hampton

5 out of 5 average rating, 5 reviews

Modern sanctuary

brand new 7400 residence. 8 bedrooms, 8.5 bath. open floor plan establishes an immediate connection between the living space and the outdoors. Sliding glass doors and a southern orientation taking full advantage of the sun's rays. An expansive mahogany sun deck transitions you outside to the al fresco dining and lounging spaces, featuring a built-in gas grill and overlooking the spacious backyard, complete with a saltwater gunite pool with spa and a grand play-set. No parties No smoking

Luxe

A tree-lined path leads towards a modern home, its sloped metal roof visible among lush foliage. Sunlight filters through the trees, creating a serene atmosphere. Skylights are apparent on the roof, indicating natural light within the residence.

Home in Hampton Bays

5 out of 5 average rating, 7 reviews

Lux A-frame: sleep under the stars & walk to beach

Just awarded Dwell Magazines Bright Ideas Stand Out Project, this home is both stunning and unique. You can experience the magic of summer in the Hamptons, where charming coastal beauty meets carefree beach days. Enjoy walks along the beach, explore quaint shops, and experience charming local dining. Our unique home offers a perfect retreat for families or large groups, complete with a fireplace, 30f ceilings, ample seating and beds, kids games and toys, and stunning views.

Luxe

An expansive backyard features a large rectangular pool surrounded by a manicured lawn. Sun loungers are aligned poolside, and a covered pergola with seating is visible. The elegant home is set against a backdrop of lush trees and a clear blue sky.

Home in East Hampton

5 out of 5 average rating, 8 reviews

5 Bedrms Fam Friendly Pool Firepit Gym Beach Gear

*NO PETS* Luxury Hamptons home: 5 Bedrooms, 4.5 Baths of complete privacy & tranquility in East Hampton. We gut renovated & thoughtfully curated everything for your family to enjoy. Fully outfitted kitchen, multiple fam areas, luxury beds & linens. Heated pool (see rules), outdoor kitchen & fire pit area. Lush gardens. Crib, high chair, gates & pool fence avail. Outlets/wifi poolside. Central AC. Outdoor shower. No pets, no smoking, no parties. Reg#24-493

Luxe

An outdoor area is showcased, featuring a spacious heated pool surrounded by a paved patio. Lounge chairs are arranged along the poolside, while a shaded umbrella provides a relaxing spot. Lush greenery and waterfront views enhance the serene atmosphere.

Home in Hampton Bays

5 out of 5 average rating, 5 reviews

Hamptons • Waterfront Estate •

Set on the waterfront of Tiana Bay, this estate-like Hamptons home offers guests incredible ocean views, and close proximity to the Ponquogue Beach and some of the area’s most beloved wineries. At home, you’ll enjoy a heated pool, hot tub, and a Peleton, as well as kayaks and paddleboards to help explore the coast. In an environment like this, you’ll definitely want to dine alfresco. Copyright © Luxury Retreats. All rights reserved.