House
10.0(30 Reviews)
1 Bedroom
2 Guests
Parking
Pool
Ocean View
Balcony/Terrace
US $751/Night
7 Nights - US $5,254
Village of Southampton Holiday Rentals
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Compare Villas, Resorts, & Rentals in Village of Southampton
10.0
Bed & Breakfast
9.6(169 Reviews)
11 Bedrooms
21 Guests
- Parking
- Balcony/Terrace
View
Kitchen
US $310/Night
7 Nights - US $2,168
US $278/Night
7 Nights - US $1,949
Apartment
10.0(5 Reviews)
1 Bedroom
2 Guests
Oceanfront- Parking
- Ocean View
- View
US $652/Night
7 Nights - US $4,567
Bed & Breakfast
7.5(43 Reviews)
9 Bedrooms
6 Guests
- Parking
- Balcony/Terrace
- View
Air Conditioner
US $293/Night
7 Nights - US $2,048
House
10.0(1 Review)
2 Bedrooms
2 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $212/Night
7 Nights - US $1,483
Cottage
2 Bedrooms
5 Guests
- Parking
- Air Conditioner
Internet
Pet Friendly
US $1,155/Night
7 Nights - US $8,083
House
10.0(122 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Parking
- Ocean View
- Balcony/Terrace
US $900/Night
7 Nights - US $6,298
House
10.0(44 Reviews)
6 Bedrooms
10 Guests
Private Pool
Hot Tub- Parking
- Pool
US $4,305/Night
7 Nights - US $30,135
Luxury Holiday Rentals in Village of Southampton
Over 231+ Luxury Holiday Rentals in or Near Village of Southampton
House
8 Bedrooms
1 Guest
- Hot Tub
- Parking
- Pool
- Kitchen
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House
5 Bedrooms
12 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
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House
10.0(2 Reviews)
6 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $8,990/Night
7 Nights - US $62,927
US $7,688/Night
7 Nights - US $53,816
New
House
10.0(1 Review)
4 Bedrooms
10 Guests
- Private Pool
- Pool
- Balcony/Terrace
- Kitchen
US $4,927/Night
7 Nights - US $34,486
New
House
5 Bedrooms
2 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $4,753/Night
7 Nights - US $33,270
House
7 Bedrooms
16 Guests
- Parking
- Pool
- Internet
Child Friendly
US $4,713/Night
7 Nights - US $32,991
US $4,509/Night
7 Nights - US $31,563
Top-Rated Holiday Rentals with a Pool in Village of Southampton
Over 165+ The Best Private Villas and Holiday Rentals in Village of Southampton with a Pool
House
10.0(30 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,039/Night
7 Nights - US $7,276
House
10.0(30 Reviews)
3 Bedrooms
8 Guests
- Parking
- Pool
- Ocean View
- Balcony/Terrace
US $685/Night
7 Nights - US $4,794
House
10.0(21 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $2,755/Night
7 Nights - US $19,285
House
10.0(16 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $2,700/Night
7 Nights - US $18,899
House
10.0(16 Reviews)
4 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,706/Night
7 Nights - US $11,939
House
10.0(15 Reviews)
5 Bedrooms
7 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $1,009/Night
7 Nights - US $7,061
House
10.0(10 Reviews)
4 Bedrooms
7 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $2,698/Night
7 Nights - US $18,885
House
10.0(9 Reviews)
5 Bedrooms
10 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $2,580/Night
7 Nights - US $18,060
House
10.0(7 Reviews)
4 Bedrooms
8 Guests
- Oceanfront
- Parking
- Pool
- Ocean View
US $3,270/Night
7 Nights - US $22,889
Pet-Friendly Holiday Rentals in Village of Southampton
Over 104+ Pet-Friendly Holiday Rentals in or Near Village of Southampton
House
10.0(22 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Ocean View
- Balcony/Terrace
US $1,219/Night
7 Nights - US $8,536
Villa
10 Bedrooms
16 Guests
- Parking
- View
- Air Conditioner
- Internet
US $3,235/Night
7 Nights - US $22,645
House
1 Bedroom
- Balcony/Terrace
- Internet
- Pet Friendly
- Child Friendly
US $2,114/Night
7 Nights - US $14,799
House
10.0(14 Reviews)
3 Bedrooms
6 Guests
- Oceanfront
- Hot Tub
- Parking
- Ocean View
US $884/Night
7 Nights - US $6,189
House
1 Bedroom
6 Guests
EV Charge Station- Parking
- Pool
- Balcony/Terrace
US $2,070/Night
7 Nights - US $14,490
House
10.0(6 Reviews)
4 Bedrooms
10 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,345/Night
7 Nights - US $9,413
House
10.0(6 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,044/Night
7 Nights - US $7,305
House
10.0(4 Reviews)
3 Bedrooms
10 Guests
- Air Conditioner
- Internet
- Pet Friendly
Laundry
US $1,697/Night
7 Nights - US $11,876
House
10.0(3 Reviews)
5 Bedrooms
9 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,472/Night
7 Nights - US $10,307
Large Holiday Rentals and Private Villas in Village of Southampton
Over 93+ Large Holiday Rentals and Private Villas in or Near Village of Southampton
House
10.0(1 Review)
6 Bedrooms
12 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $4,210/Night
7 Nights - US $29,469
House
10.0(1 Review)
6 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $3,135/Night
7 Nights - US $21,943
US $264/Night
7 Nights - US $1,848
House
10.0(1 Review)
4 Bedrooms
10 Guests
- Private Pool
- Oceanfront
- Hot Tub
- Parking
US $2,645/Night
7 Nights - US $18,512
House
10.0(1 Review)
5 Bedrooms
10 Guests
- Oceanfront
- Pool
- Ocean View
- Balcony/Terrace
US $1,323/Night
7 Nights - US $9,260
House
10.0(1 Review)
6 Bedrooms
11 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,306/Night
7 Nights - US $9,140
House
10.0(1 Review)
4 Bedrooms
10 Guests
- Parking
- Pool
- Kitchen
- Air Conditioner
US $716/Night
7 Nights - US $5,013
House
9.8(49 Reviews)
4 Bedrooms
13 Guests
- Private Pool
- Parking
- Pool
- Balcony/Terrace
US $1,537/Night
7 Nights - US $10,761
Wheelchair Accessible Holiday Homes in Village of Southampton
Over 2+ Wheelchair Accessible Holiday Homes in or Near Village of Southampton
US $484/Night
7 Nights - US $3,387
US $245/Night
7 Nights - US $1,712
Village of Southampton Private Villas and Holiday Homes Under $200
Over 1+ Village of Southampton Private Villas and Holiday Homes Under $200
House
5 Bedrooms
12 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $38/Night
7 Nights - US $269
Instantly Bookable Holiday Homes in Village of Southampton
Over 75+ Instantly Bookable Holiday Homes in or Near Village of Southampton
Cottage
10.0(3 Reviews)
3 Bedrooms
6 Guests
- Hot Tub
- Parking
- Pool
- Balcony/Terrace
US $995/Night
7 Nights - US $6,966
House
10.0(3 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Oceanfront
- Parking
- Pool
US $932/Night
7 Nights - US $6,526
House
10.0(1 Review)
3 Bedrooms
6 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $1,806/Night
7 Nights - US $12,645
House
10.0(1 Review)
4 Bedrooms
8 Guests
- Parking
- Air Conditioner
- Internet
- Pet Friendly
US $617/Night
7 Nights - US $4,317
House
9.8(31 Reviews)
3 Bedrooms
8 Guests
- Private Pool
- Parking
- Pool
- Ocean View
US $1,785/Night
7 Nights - US $12,494
House
9.4(20 Reviews)
3 Bedrooms
7 Guests
- Parking
- Ocean View
- Balcony/Terrace
- View
US $997/Night
7 Nights - US $6,980
House
9.2(11 Reviews)
3 Bedrooms
6 Guests
- Private Pool
- Hot Tub
- Parking
- Pool
US $584/Night
7 Nights - US $4,091
House
8.8(6 Reviews)
5 Bedrooms
8 Guests
- Pool
- Kitchen
- Air Conditioner
- Internet
US $4,216/Night
7 Nights - US $29,511
House
5 Bedrooms
9 Guests
- Air Conditioner
- Internet
- Pet Friendly
- Laundry
US $3,867/Night
7 Nights - US $27,071
Book a Last Minute Place to Stay in Village of Southampton
About Casai's Private Villas and Holiday Rentals in Village of Southampton
Discover more than 240 vacation rentals available in Village of Southampton. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Village of Southampton.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Village of Southampton, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Village of Southampton. On average, places to stay near Village of Southampton offer 1321.08 ft², with nightly prices averaging US $2,891.
With Casai, finding and comparing holiday rentals in Village of Southampton is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
Other places to stay near the Village of Southampton, NY
There are 240 Village of Southampton, NY Holiday Rentals
- Prices for a holiday home in Village of Southampton start at US $38
- Top rated vacation home in Village of Southampton is Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!⛱️
- Most popular short term in Village of Southampton is Southampton Inn
- Cheapest place to stay in Village of Southampton is A SERENE HAMPTONS ESCAPE- SOUTH OF THE HIGHWAY
- Most expensive holiday rental in Village of Southampton is Gated Estate in SH 8 bedrooms, 9 bath gorgeous 2.5 acre on water w dock.
Recently Booked Holiday Rentals in Village of Southampton
Frequently Asked Questions About Village of Southampton?
What are the top holiday rentals in Village of Southampton?
With numerous options available in Village of Southampton, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Village of Southampton:
- Beachy Chic South of the Hwy in SH Village just 3blks to shops, food and fun!⛱️
- Stunning House: Tennis & Pool in Southampton Estate section
- US Open Championship Golf 2026. 6min, 2.6mi drive. In Southampton Village.
- Charming Two-Story Retreat in Southampton Village walk to town, beach and train.
- Beautiful Southampton Village Home - Walk and Bike to Town and Beach!
- Southampton Village So of Hwy; water View PREMIER HOST
- SH Village Luxury with Pool House Spa - Guest Cottage. Walk to Town!
- Charming Southampton Village Home 4 Bedroom, 2 Bath 5 minutes from the beach
- SH Village - Close to town, beach, and 1st tee U.S. Open Golf
- Contemporary Southampton Village Home Walking Distance to Town, Pool,.
How many holiday rentals have private pools in Village of Southampton?
Discover a selection of holiday rentals with private pools near Village of Southampton with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.
Which holiday homes in Village of Southampton are best for families?
If you're searching for a family-friendly holiday home in Village of Southampton, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Village of Southampton:
How many Casai.com holiday rentals are available in Village of Southampton?
As of 2026, Casai boasts over 240 properties listed in the Village of Southampton area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Village of Southampton.
