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71 stays

Stays in Southampton

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LUXE
Entire villa in Sag Harbor
Deerfield Delight
14 guests7 bedrooms9 beds5 baths
PoolSonos sound systemSun loungersGated property
LUXE
Entire villa in Wainscott
Stylish Wainscott Shingle
6 guests3 bedrooms3 beds2.5 baths
PoolTerraceSun loungersBBQ grill
SUPERHOST
Entire villa in Southampton
Stunning Southampton home with Pool & Dock
8 guests4 bedrooms4 beds3.5 baths
WifiKitchenHeatingFree parking
Rating 4.90 out of 5;101 reviews
SUPERHOST
Entire villa in East Hampton
Luxury STEPS from East Hampton Village!
6 guests4 bedrooms4 beds5.5 baths
WifiKitchenHeatingFree parking
Rating 4.77 out of 5;31 reviews
LUXE
Entire villa in Sag Harbor
Sag Harbor Designer Retreat
10 guests5 bedrooms8 beds6.5 baths
PoolGas fireplaceSun loungersBBQ grill
Entire villa in Bridgehampton
Bridgehampton South Grand Estate, Newly Decorated
13 guests6 bedrooms9 beds5.5 baths
WifiKitchenHeatingFree parking
Rating 4.93 out of 5;71 reviews
LUXE
Entire villa in Sagaponack
House Behind the Hedges
16 guests9 bedrooms10 beds8 baths
PoolSonos sound systemSun loungers
SUPERHOST
Entire villa in Shelter Island
The Lord‘s Villa & Estate
8 guests4 bedrooms4 beds3 baths
WifiKitchenHeatingFree parking
LUXE
Entire villa in Southampton
Contemporary Southampton
8 guests4 bedrooms5 beds3.5 baths
PoolTerraceSun loungers
Entire villa in East Hampton
Newly renovated modern East Hampton house!
10 guests5 bedrooms6 beds5.5 baths
WifiKitchenHeatingFree parking
Entire villa in East Hampton
Oasis from the CIty
12 guests6 bedrooms6 beds7 baths
WifiKitchenHeatingFree parking
Rating 4.77 out of 5;58 reviews
Entire villa in Southampton
Villa Emery
7 guests6 bedrooms6 beds5 baths
WifiKitchenHeating
LUXE
Entire villa in East Hampton
Chic Modern Oasis
10 guests4 bedrooms4 beds4 baths
Saltwater poolTerraceWet barSun loungers
Rating 5.0 out of 5;3 reviews
LUXE
Entire villa in Sag Harbor
Casa Cuckoo
10 guests5 bedrooms6 beds5.5 baths
Sonos sound systemBBQ grill
Entire villa in Sag Harbor
SAG HARBOR Village WATERFRONT POOL Tennis 3 beds
6 guests3 bedrooms3 beds2.5 baths
WifiKitchenHeatingFree parking
PLUS
Entire villa in Mattituck
Contemporary Beach House With Heated Pool and Water Views
8 guests3 bedrooms4 beds2.5 baths
WifiKitchenHeatingFree parking
Rating 5.0 out of 5;15 reviews
LUXE
Entire villa in Southampton
Southampton Historic
10 guests4 bedrooms6 beds4 baths
PoolTerraceSun loungersHot tub
LUXE
Entire villa in Sag Harbor
Quintessential Hampton Estate
8 guests2 bedrooms3 beds4 baths
Tennis clubPoolChef's kitchenSun loungers
LUXE
Entire villa in Southampton
Meadow Estate · Contemporary vaulted villa near Flying Point Beach
8 guests4 bedrooms4 beds3.5 baths
PoolChef's kitchenTerraceSonos sound system
Entire villa in Watermill
Stunning & Private Villa in Watermill on 6 Acres
10 guests5 bedrooms5 beds6 baths
WifiKitchenHeatingFree parking
Rating 5.0 out of 5;5 reviews
120 of 71 villas
Enter dates to see full pricing. Additional fees apply. Taxes may be added.