Beach house vacation rentals in Southampton

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Top-rated beach house rentals in Southampton

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Guest favorite

Home in East Hampton

4.94 out of 5 average rating, 202 reviews

Private beach Historical House with large property

Entire three-story house. 3 large bedrooms and 3 FULL BATHROOMS on a very private, 2+acre wood lot on the bay in Historical East Hampton with private beach access. Fully renovated in 2018 with modern amenities while preserving the original charm. A/C and heating. Private upper floor with bedroom + sitting area for office and extra sleeping. Modern kitchen with island that opens to living room with fireplace. Walk through the secluded backyard to enjoy the amazing sunsets. Ideal for fishing.

Mar 16 – 23

R15,450 ZAR per night

Guest favorite

Home in Shelter Island

4.97 out of 5 average rating, 195 reviews

Huge Island Getaway Pool HotTub Walk To Beach

Relaxation begins on the 6 minute ferry ride to this magical island. Summerfield is a spectacular, grand compound that has it all. Huge main house great for groups, 4700ft w/ privacy for all overlooking serene nature reserve. Star gaze in the bubbling hot tub, grill outside after a swim, play in the rec room with movie theater, pool table or ping pong,or watch TV by the fire! Open plan layout, gourmet kitchen, heated gunite pool, separate guest house. Prime location close to beach + restaurants.

Dec 6 – 13

R16,280 ZAR per night

Guest favorite

Home in East Hampton

4.87 out of 5 average rating, 188 reviews

Heated Saltwater Pool, Walk to Beach, Dog Friendly

Meticulously cleaned home. Tranquil family neighborhood in historic artist's beach community. Wood burning fireplace. Private fenced-in backyard . Heated saltwater pool in summer. Half mile to private bay beach, bike great trails & savor delicious meals prepared in fully equipped kitchen. Don’t miss Clearwater Beach's stunning sunset. Easy living home.Welcoming to all respectful families & guests.East Hampton's best restaurants are nearby. Smoke free.Small dogs permitted.Rental Registry 23-625.

Nov 2 – 9

R4,285 ZAR per night

Superhost

Home in Sag Harbor

4.82 out of 5 average rating, 132 reviews

New! Sag Harbor Village Pool, Hot Tub &Beach House

New, immaculate, all-season home by the beach with crisp designer details. Every detail was considered for maximum enjoyment. The heated saltwater pool (open April-Nov) hot tub, fenced in yard & deck gets sun all day. Located in the village of Sag Harbor, steps from the Bay and Main Street & all the Hamptons has to offer. Come feel the vacation vibes as soon as you arrive. The central location, luxurious finishes, breathtaking sunsets on the sandy beach make this the perfect year-round getaway.

Nov 17 – 24

R14,190 ZAR per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 21 reviews

Modern Southampton home, heated pool, pickleball

A modern style and freshly renovated Southampton home with waterfront views. 5 minutes from Southampton village & Coopers Beach. The house features 5 bedrooms, 4 bathrooms, including 2 ensuites. Brand-new kitchen with large Restoration Hardware dining table that seats 12 (+8 around the oversized counter). Expertly styled. Two fireplaces. Perfect for couples and/or families (equipped with 2 cribs, pack and play,xl playpen,toys,high chair). Total beach vibes with a heated pool and new patio area.

Jan 16 – 23

R14,366 ZAR per night

Guest favorite

Home in East Hampton

4.92 out of 5 average rating, 128 reviews

Heated pool, games room, near beach, kid-friendly

Contemporary 4-bed + 4 1/2 bath home sitting on a park-like acre of gardens. Swim in the large pool (open 04/19 - additional charge for heating - see below), relax in a hammock or bbq on the deck. Play ping-pong, darts, pool, shoot hoops, or take a 15 minute walk to the private (and empty) bay beach where you can use my paddle board. Or drive to the famous Atlantic beaches and visit picturesque Sag Harbor, Montauk. Reduced cleaning fee for small groups. RentReg 22-1590 Local taxes included

Oct 23 – 30

R13,049 ZAR per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 17 reviews

Year Round Hamptons Waterfront

Magical year-round waterfront home with private dock, direct access to Peconic Bay & spectacular views in prime Hamptons location. Minutes to Southampton Village & Sag Harbor. Renovated & newly furnished, the house features an open concept kitchen, dining, living room & bathroom on the 1st floor. 2nd floor has 3 bedrooms /2 baths & den /office. Dine al fresco on the beautifully furnished outdoor patio with fire pit. Paddleboards & Kayaks provided & ready to launch directly from the dock.

Oct 16 – 23

R10,379 ZAR per night

Guest favorite

Home in Hampton Bays

4.94 out of 5 average rating, 111 reviews

Beautiful Hampton’s Home Pool/Tennis/HotTub/Sauna

Beautiful Hampton home down a long secluded driveway on 1.3 acres of land. Our one level luxurious home offers a heated inground pool, hot tub, full size tennis court and sauna. Our modern open floor concept contains six bedrooms and four baths all newly renovated with an enclosed sunroom. Close to Tiana Bays and 10 minute drive to Ponquogue Beach. Hampton Bays is the closest of the Hamptons which makes it the easiest to get to - less than 2 hours from Manhattan; escape to serenity.

Mar 13 – 20

R18,519 ZAR per night

Guest favorite

Home in Hampton Bays

4.98 out of 5 average rating, 112 reviews

Beach House Feel - newly renovated backyard Oasis

You will love this sunny, completely renovated three bedroom ranch. It's beautifully decorated with beach and nautical themes throughout the house. You can cook or barbeque at home on your private deck or go out and enjoy the many award winning restaurants in the area. Come home from the beach or shopping and lounge by the pool. At night, gather around the fire pit while making smores or just admiring the stars. This house is perfect for families, couples, or a girls/guys getaway.

Aug 7 – 14

R15,888 ZAR per night

Guest favorite

Home in Southampton

5.0 out of 5 average rating, 34 reviews

Luxury Hamptons Poolside Paradise w/ Outdoor Sauna

Chic, 5-bedroom, 3.5 half-bath home is close to the water and the village of Southampton. The sparkling pool has a beautiful backdrop of a lushly landscaped garden. Southern exposure in the backyard brings an abundance of sunshine inside and out. The home includes an outdoor sauna, fire pit and rock garden perched above the pool for your very own spa retreat. The inside of the home is thoughtfully designed with a relaxed, chic & luxury feel making it the perfect Hamptons getaway.

Feb 10 – 17

R13,856 ZAR per night

Guest favorite

Home in Southampton

4.9 out of 5 average rating, 215 reviews

PICTURE PERFECT SOUTHAMPTON HOME-

Picture Perfect 3 bedroom 1.5 Bath Cottage located in the heart of Southampton. The home is conveniently located close to Southampton, Bridgehampton and Sag Harbor towns. Additionally, there is close access to both Bay and Ocean Beaches. The Newly renovated home gives you a peaceful and serene feeling everyday. Dogs are accepted on a case by case basis. Cats are not permitted. Please read the additional disclosures, guidelines, and rules. No events, no parties, no smoking –

Oct 15 – 22

R10,874 ZAR per night

Guest favorite

Home in Greenport

4.92 out of 5 average rating, 423 reviews

Blue Bay Dream

Newly renovated 2-Family Home! Located right in Greenport Village providing walking distance to all the restaurants, bars, shopping, coffee shops, and Shelter Island Ferry, Long Island Railroad (LIRR), and Hampton Jitney. My place is close to restaurants and dining, the beach, family-friendly activities, nightlife, and public transport. You’ll love my place because of Location!. My place is good for couples, solo adventurers, business travelers, families (with kids).

Jan 29 – Feb 5

R2,303 ZAR per night