A man carrying a woman in front of a pool with two American flags, surrounded by greenery and a monument.

Town of Southampton Holiday Rentals

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Our top choices for Town of Southampton holiday rentals

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Seabreeze #3 Cozy Cottage steps to the beach

Seabreeze #3 Cozy Cottage steps to the beach
Hampton Bays
10.0 out of 10, Exceptional, (1 review)
The price is HK$674
HK$3,646 total
includes taxes & fees
6 Jul - 7 Jul
Seabreeze #3 Cozy Cottage steps to the beach
Beach nearby

Seabreeze 4 Charming Cottage footsteps to beach

Seabreeze 4 Charming Cottage footsteps to beach
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great stay. Would stay again. "
United States
Weston B.
The price is HK$674
HK$3,619 total
includes taxes & fees
8 Jul - 9 Jul
Seabreeze 4 Charming Cottage footsteps to beach
Outdoor dining

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6

Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Southampton
9.4 out of 10, Exceptional, (6 reviews)
"Very nice place and super responsive host. "
United States
Angelo D.
The price is HK$2,745
HK$4,606 total
includes taxes & fees
6 Jul - 7 Jul
Light, Airy, Wood-floors, 1 mile from Southampton Village, Pet Friendly, sleep 6
Exterior

Lovely studio with AC in charming Sag Harbor

Lovely studio with AC in charming Sag Harbor
Sag Harbor
The price is HK$3,490
HK$6,353 total
includes taxes & fees
2 Jul - 3 Jul
Lovely studio with AC in charming Sag Harbor
Outdoor dining

Villa Luz Family Home w/ heated pool & jacuzzi

Villa Luz Family Home w/ heated pool & jacuzzi
Hampon Bays
9.6 out of 10, Exceptional, (25 reviews)
"Overall really great stay! Would definitely stay here again was so peaceful. Had a great weekend!"
United States
Annie B.
The price is HK$3,349
HK$16,282 total
includes taxes & fees
6 Jul - 7 Jul
Villa Luz Family Home w/ heated pool & jacuzzi
Outdoor spa tub

Hamptons Retreat • Hot Tub • Minutes to Beaches

Hamptons Retreat • Hot Tub • Minutes to Beaches
Hampton Bays
10.0 out of 10, Exceptional, (5 reviews)
"One of the most delightful home away from homes I have ever stayed at. Very relaxing, and convenient to the best of the Hamptons. My highest recommendations."
United States
Daniel H.
The price is HK$6,274
HK$8,736 total
includes taxes & fees
13 Jul - 14 Jul
Hamptons Retreat • Hot Tub • Minutes to Beaches
Beach nearby, sun-loungers, beach towels

Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants

Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Southampton
10.0 out of 10, Exceptional, (2 reviews)
"Had a great stay for a long weekend in the Hamptons. House was cozy and comfortable and in a good location."
United States
Beverly J.
The price is HK$5,411
HK$9,999 total
includes taxes & fees
13 Jul - 14 Jul
Heart of Hamptons Retreat/Southampton/4 Bedrooms/Beaches/5 Star Restaurants
Exterior detail

Prime location, walk to all, cozy cottage Westhampton Beach

Prime location, walk to all, cozy cottage Westhampton Beach
Westhampton Beach
The price is HK$4,117
HK$6,845 total
includes taxes & fees
27 Jul - 28 Jul
Prime location, walk to all, cozy cottage Westhampton Beach
Smart TV, fireplace, computer monitors, printers

5 Bedrooms! 4 Min to the Beach! HEATED POOL!

5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Westhampton Beach
10.0 out of 10, Exceptional, (2 reviews)
"awesome house and awesome host"
United States
Matthew M.
The price is HK$16,199
HK$25,693 total
includes taxes & fees
7 Jul - 8 Jul
5 Bedrooms! 4 Min to the Beach! HEATED POOL!
Terrace/patio

Black Swan Beachfront Home with Jacuzzi year round

Black Swan Beachfront Home with Jacuzzi year round
Hampton Bays
9.8 out of 10, Exceptional, (17 reviews)
"Amazing views, beautiful property and pet friendly! Clean, well equipped."
United States
Ana B.
The price is HK$3,356
HK$12,431 total
includes taxes & fees
9 Jul - 10 Jul
Black Swan Beachfront Home with Jacuzzi year round
Outdoor pool, a heated pool

A Quiet Place in the Hamptons

A Quiet Place in the Hamptons
East Quogue
9.8 out of 10, Exceptional, (38 reviews)
"Fantastic house for the extended family ! We loved the pool , enjoyed bbq grilling and hanging out together! "
United States
Anonymous traveller
The price is HK$14,898
HK$21,796 total
includes taxes & fees
20 Jul - 21 Jul
A Quiet Place in the Hamptons
Outdoor pool, a heated pool

Hamptons Tiana Bay Oasis

Hamptons Tiana Bay Oasis
Hampton Bays
10.0 out of 10, Exceptional, (4 reviews)
"We thoroughly enjoyed this newly renovated home and had a wonderful time. Beautiful pool and grounds. "
United States
Anonymous traveller
The price is HK$6,916
HK$11,797 total
includes taxes & fees
21 Jul - 22 Jul
Hamptons Tiana Bay Oasis
Fridge, microwave, oven, stovetop

Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!

Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!
Hampton Bays
9.6 out of 10, Exceptional, (11 reviews)
"Great property with ease of access! Plenty of amenities and very kind host!"
United States
Travis A.
Best location! Cozy and Chic Retreat 5 min to beach and close to town, peaceful!
Dining

West Hamptons 5BR 5Baths Heated pool

West Hamptons 5BR 5Baths Heated pool
Hamptons
West Hamptons 5BR 5Baths Heated pool
Living area

Minutes from the beach, brand new 3 bedroom

Minutes from the beach, brand new 3 bedroom
Southampton
10.0 out of 10, Exceptional, (2 reviews)
"Great location. Loved the yard but for small pets the fence has some areas they could get under but overall it worked out. Just kept an eye on them.House very clean, comfortable. Host communication was excellent and would highly recommend for a visit to Southampton. Easy walk into town."
United States
Kathy B.
The price is HK$6,273
HK$12,264 total
includes taxes & fees
16 Jul - 17 Jul
Minutes from the beach, brand new 3 bedroom
Outdoor pool, a heated pool

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly

WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Westhampton Beach
10.0 out of 10, Exceptional, (213 reviews)
"Wonderful host and beautiful home"
United States
Kesha S.
WHB Village,4200sqft,Traffic Free,Private Dr,40ft Heated Pool,Beach,Fam/Pet Frly
Outdoor dining

Waterfront | Minutes to US Open| Private Water Access

Waterfront | Minutes to US Open| Private Water Access
Hampton Bays
10.0 out of 10, Exceptional, (6 reviews)
"We had the best time here! Carrie was so helpful and wonderful to communicate with. We were right on the water and could not get enough of the view!"
United States
Jamie M.
The price is HK$10,399
HK$15,115 total
includes taxes & fees
21 Jul - 22 Jul
Waterfront | Minutes to US Open| Private Water Access
Interior

Cozy Hamptons Escape 3BR Minutes From Beach!

Cozy Hamptons Escape 3BR Minutes From Beach!
Hampton Bays
9.2 out of 10, Wonderful, (5 reviews)
"Great place. It's exactly like the listing! Would stay again!"
United States
Taylor H.
The price is HK$9,411
HK$12,284 total
includes taxes & fees
5 Jul - 6 Jul
Cozy Hamptons Escape 3BR Minutes From Beach!
Exterior detail

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...

COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Southampton
9.2 out of 10, Wonderful, (28 reviews)
"House was incredible shape, lots of amenities and space for any kind of stay you wish to have. Daniel from the StayMarquis team was very communicative throughout the trip, and every detail was accounted for!"
United States
Mergim S.
The price is HK$37,004
HK$47,457 total
includes taxes & fees
15 Jul - 16 Jul
COLONIAL COMPOUND WITH OVERSIZED LIVING ROOMS, GYM, AND ARCADE ROOM, CLOSE...
Interior

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach

Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Sag Harbor
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful home !"
United States
Nadja B.
The price is HK$21,175
HK$30,294 total
includes taxes & fees
30 Jul - 31 Jul
Perfection in Sag Harbor : 5 Bedrooms with saltwater pool - walk to Beach
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Town of Southampton Hotel Reviews

Sag Harbor Inn

Sag Harbor Inn

10/10 Excellent
"Great location on the water and super walkable to everything in Sag Harbor on Main Street! We really enjoyed our time here and loved sipping our morning coffee on our balcony looking out at the water."
Matthew 2-night trip
Posted 17 hours ago
Sag Harbor Inn