The 10 best holiday rentals in Southampton, USA | Booking.com
Skip to main content

Holiday Rentals in Southampton

Find the holiday rentals that appeal to you the most

The best holiday rentals in Southampton

Check out our pick of great holiday rentals in Southampton

Most booked holiday rentals in Southampton and surroundings in the past month

See all

Enjoy breakfast in Southampton and nearby

  • Boasting air-conditioned accommodation with a private pool, pool view and a balcony, Villa Noyaan - Luxury with pool is situated in Southampton.

  • Located in Southampton, 1.6 km from Flying Point Beach and 32 km from Montauk Point Lighthouse, Villa Qadus - Luxury with pool provides spacious air-conditioned accommodation with a balcony and free...

  • Villa Emery

    Water Mill
    Breakfast options

    Located in Water Mill and only 32 km from Montauk Point Lighthouse, Villa Emery provides accommodation with sea views, free WiFi and free private parking.

  • Villa Gavin

    Southampton
    Breakfast options

    Featuring air-conditioned accommodation with a private pool, Villa Gavin is located in Southampton. This property offers access to a terrace, free private parking and free WiFi.

  • Villa Lalam

    Southampton
    Breakfast options

    Located in Southampton, Villa Lalam provides accommodation with an outdoor pool, a garden and a terrace.

  • Villa Skylar

    Southampton
    Breakfast options
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 1 review

    Featuring air-conditioned accommodation with a patio, Villa Skylar is located in Southampton. This villa features a private pool, a garden, barbecue facilities, free WiFi and free private parking.

  • Set in Water Mill, Villa Xmart - Luxury with pool offers accommodation with private pool, free WiFi and free private parking for guests who drive.

  • Villa Perlman

    Southampton
    Breakfast options

    Located in Southampton, Villa Perlman provides accommodation with a pool with a view, a patio and garden views.

These holiday rentals in Southampton and nearby have options with free cancellation

  • Villa Burak - Luxury with pool

    Bridgehampton
    Free cancellation options available

    Featuring air-conditioned accommodation with a private pool, Villa Burak - Luxury with pool is located in Bridgehampton.

  • Aria & Mare Hamptons

    Hampton Bays
    Free cancellation options available
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 109 reviews

    Set in Hampton Bays in the New York region with Meschutt Beach nearby, Aria & Mare Hamptons offers accommodation with free private parking, as well as access to a hot tub.

  • Villa Victoria - Cozy Hamptons Villa

    Bridgehampton
    Free cancellation options available

    Located in Bridgehampton, Villa Victoria - Cozy Hamptons Villa provides accommodation with private pool, free WiFi and free private parking for guests who drive. A hot tub is available for guests.

  • Hamptons Hideaway

    Hampton Bays
    Free cancellation options available

    Featuring air-conditioned accommodation with a private pool, Hamptons Hideaway is located in Hampton Bays. The property is non-smoking and is set 2.6 km from Meschutt Beach.

  • Villa Zainip - Luxury with pool

    Sag Harbor
    Free cancellation options available

    Set in Sag Harbor, Villa Zainip - Luxury with pool offers accommodation with private pool, free WiFi and free private parking for guests who drive.

FAQ about holiday rentals in Southampton

Holiday rentals that guests love in Southampton

See all
  • Avg. price/night: US$411.17
    Scored out of 10, guest rating 7.3
    Good - What previous guests thought, 40 reviews
    Located right in the downtown of Southampton village great walking to town without driving.
    Guest review by
    John
    Young couple
  • Avg. price/night: US$404.34
    Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 166 reviews
    we travelled there in winter, such a cosy atmosphere! we were welcomed by Liz who showed us around and told us about the story of the B&B. Southampton is also a cute little village where you can stroll around and even walk to the beach (20min). highly recommend this place!
    Guest review by
    Aurélie
    Family with young children