Holiday Rentals in Southampton
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Bedrooms
Bathrooms
Amenities
Suitability
Property type
Distinctive Features
Distance from
1 km
855 rentals in Southampton.
Southampton House Perfect for Families and Entertaining
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Southamp Waterview, Dogs FREE! Cozy Fire, Kayaks, POOL, Bikes, PingPong
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Southampton Village Clean/Renovated Sun-filled Charming Home, Heated Salt Pool
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Hamptons Cousy, Spacious, Family Home by the beach
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Southampton House South of Highway Perfect for Families
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Huge Children’s Playground, Swings, Fenced-In and Heated Pool!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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SOUTHAMPTON LUXURY 6 BEDROOM GETAWAY !!!
Holiday Rental House
6 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Relax in Hampton Bays...
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Charming Hampton Bays colonial on quiet cul de sac
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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SPACIOUS, IMMACULATE 5 BEDROOM SOUTHAMPTON BEAUTY!!!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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3 bedroom Hamptons home near beach, vineyards, shopping, golf
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
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Private Bayfront Living, Water Views
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Fantastic Shinnecock View
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hampton's, Bridgehampton South Grand Estate Home, Newly Decorated Close To Ocean
Holiday Rental House
6 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps
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Hamptons Waterfront- Great Location!
Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Charming Southampton Village Rental walking distance to both shops and beach
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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Mint 5-BR Gem in Southampton Village, Heated Gunite Pool, walk to beach and town
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Dream Home
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Southampton secluded Beauty on Big Fresh Pond
Holiday Rental House
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Charming Water Mill Getaway
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Gorgeous, Private, Water View New Home! New Pool and Hot Tub- Bay 1 Street away!
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Private & Pristine in Southampton NY
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 3
Match: Sleeps
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Southampton 6 BR, 6.5 Bath, 5 Fireplace Masterpiece.
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
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Cool Hamptons Home minutes from Southampton Village.
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
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SAFE AND SANITIZED BY MEDICAL PROFESSIONAL-RELAX, WORK IN SPACIOUS HAVEN.
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 13
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Mansion Near the Bay. 7 bedrooms! Chef’s kitchen.
Holiday Rental House
7 bedrooms
10 bathrooms
Sleeps 7
Match: Sleeps
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Please come and enjoy our newly renovated home perfectly designed for families.
Holiday Rental House
5 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Architect Designed Home with Heated Pool near Bridgehampton Village
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Hamptons Waterfront- On A Sandy Beach- Relax & Getaway! (SH)
Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Spacious Master Bedroom Suite, Stone Chef's Eat-In Kitchen, Close to...
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Southampton Village home/Heated pool
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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Amazing Southampton 5 bedrm/3 bath/sleeps 12, pool, poolhouse ~.5 mi private BCH
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14
Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
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Stunning House: Tennis & Pool in Southampton Estate section
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps
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Modern Southampton Cottage | Prime Location | Heated Pool, Central Air, Peloton
Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Home w/ Heated Pool & Boat Dock - Expansive Water View Family Friendly Renovated
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Dreaming of summer fun or an off-season adventure? Enjoy both!
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
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Manicured Grounds in Art Village, Expansive Eat-In Chef's Kitchen, Living...
Holiday Rental House
5 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps
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Perfect Southampton Getaway - Pristine Home with Water Views
Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Majestic Southampton Waterfront Estate
Holiday Rental House
7 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps
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Payment Protection
Stunning Private 4 acre Estate on Preserve near Village/Beach with Heated Pool.
Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 4
Match: Sleeps
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Stylish Southampton Village Charmer with Pool and Studio
Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Hampton Private Retreat
Holiday Rental House
5 bedrooms
6 bathrooms
Sleeps 5
Match: Sleeps
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Southampton Newly-renovated Home / Heated Pool!
Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Perfect Southampton Getaway and family reunion
Holiday Rental House
6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Luxury Hampton Bays Home - Walk to Shinnecock Bay
Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 9
Match: Sleeps
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Southampton Luxury. Walk to beach, kayaks on lake! Hamptons House Rental
Holiday Rental House
6 bedrooms
4 bathrooms
Sleeps 13
Match: Sleeps
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FANTASTIC HAMPTONS GETAWAY
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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6 Bedroom Hamptons private beach front home with heated pool & huge new hot tub!
Holiday Rental House
5 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps
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New Beach House! Huge saltwater pool, outdoor shower, < 5 min beach, walk to bay
Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Showing results 1-50 of 855
Frequently Asked Questions about Southampton
- Yes, here are some popular holiday rentals in Southampton that have a pool:
- Very Private and Tranquil House in wooded estate.
- Quaint Seaside Retreat With Full Gym
- Ready for Summer 2021
- Yes, here are some popular holiday rentals in Southampton that have internet access:
- Waterfront Southampton Gem! Sailboat On Grounds - Travertine patio and Hot Tub
- Very Private and Tranquil House in wooded estate.
- Serene and peaceful beach getaway!
- Some of the most popular kid friendly rentals in Southampton are:
- Waterfront Southampton Gem! Sailboat On Grounds - Travertine patio and Hot Tub
- Serene and peaceful beach getaway!
- Quaint Seaside Retreat With Full Gym