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Holiday homes in Southampton You’ll Love (Page 2)

Top-Rated Southampton Holiday homes for Every Budget and Style!

Looking for a holiday home in Southampton (Florida)? Browse a wide range of vacation rentals – from cozy retreats to spacious family homes – starting at just $50.00 per night. Whether you are planning a weekend getaway or a longer stay, you will find the perfect home away from home in the heart of Southampton.

We found 38 Holiday-homes in Southampton and the surrounding area (within 20 miles)

Sprawling Southampton Home: Private Pool, Game Room in Southampton, USA

Sprawling Southampton Home: Private Pool...

Holiday home in Southampton, Florida , 68 Shinnecock Hills Rd
Sprawling Southampton Home: Private Pool, Game Room offers accommodations in Southampton, 24 miles from Montauk Point Lighthouse and 30 miles from Sec...
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $794.97 Show details »

Southampton Retreat: Heated Pool, Hot Tub, Near Beach in Southampton, USA

Southampton Retreat: Heated Pool, Hot Tu...

Holiday home in Southampton, Florida , 71 Shinecock Hills Rd
Southampton Retreat: Heated Pool, Hot Tub, Near Beach is located in Southampton, just 24 miles from Montauk Point Lighthouse and 30 miles from Second ...
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $89.00 Show details »

Stunning Townhouse w Tennis & Pool in Southampton, USA

Stunning Townhouse w Tennis & Pool

Holiday home in Southampton, Florida , 50 Hubbard Lane
20 miles from Splish Splash in Southampton, Stunning Townhouse w Tennis & Pool features accommodations with access to a fitness center.
  • Parking
  • Fitness centre
  • Swimming Pool

no reviews

from $85.00 Show details »

Private Summer Rental Beach House with a 30ft Boat Dock in Southampton, USA

Private Summer Rental Beach House with a...

Holiday home in Southampton, Florida , 89 Inlet Road West
Private Summer Rental Beach House with a 30ft Boat Dock is a recently renovated vacation home in Southampton where guests can make the most of the pri...
  • Parking
  • Family rooms

Very good 1 Reviews 8.0

from $1.374.00 Show details »

Summer Rental House with Private Beach and 30ft Boat Dock in Southampton, USA

Summer Rental House with Private Beach a...

Holiday home in Southampton, Florida , 89 Inlet Road West, Shinnecock Hills, Southampton. 11968
Summer Rental House with Private Beach and 30ft Boat Dock is a recently renovated vacation home in Southampton, near Meschutt Beach.
  • Parking
  • Family rooms

Exceptional 1 Reviews 10.0

from $1.889.25 Show details »

Wooded Oasis and Guest House in Hamptons! in Southampton, USA

Wooded Oasis and Guest House in Hamptons...

Holiday home in Southampton, Florida , 17 Pioneer Lane
Wooded Oasis and Guest House in Hamptons! is located in Southampton, just 20 miles from Splish Splash and 23 miles from Montauk Point Lighthouse.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $87.00 Show details »

Chic in Southampton in Southampton, USA

Chic in Southampton

Holiday home in Southampton, Florida
Chic in Southampton offers accommodations in Southampton, 21 miles from Splish Splash and 27 miles from Second House Museum.
  • Parking

no reviews

from $99.00 Show details »

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach in Southampton, USA

Sweet Retreat: Private Pool, Outdoor Jac...

Holiday home in Southampton, Florida , 14 Millstone Dr
Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach is located in Southampton, just 22 miles from Splish Splash and 22 miles from Montauk Poin...
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $74.00 Show details »

Classic Southampton Home: 5BR, Pool,Jacuzzi, Coopers Beach in Southampton, USA

Classic Southampton Home: 5BR, Pool,Jacu...

Holiday home in Southampton, Florida , 12 Millstone Drive
Classic Southampton Home: 5BR, Pool, Jacuzzi, Coopers Beach offers accommodations in Southampton, 22 miles from Montauk Point Lighthouse and 28 miles ...
  • Fitness centre
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

Exceptional 1 Reviews 10.0

from $70.00 Show details »

The Heritage August w LD full month in Bridgehampton, USA

The Heritage August w LD full month

Holiday home in Bridgehampton near Southampton, Florida , 2214 Montauk Highway, PO Box 335
The Heritage August w LD full month is located in Bridgehampton, just 15 miles from Montauk Point Lighthouse and 21 miles from Second House Museum.
  • Parking
  • Pets allowed
  • Swimming Pool

no reviews

from $97.00 Show details »

Cedar Crest Retreat in Southampton, USA

Cedar Crest Retreat

Holiday home in Southampton, Florida
Cedar Crest Retreat offers accommodations in Southampton, 23 miles from Splish Splash and 28 miles from Second House Museum.
  • Parking
  • Outdoor pool
  • Swimming pool
  • Swimming Pool

no reviews

from $57.00 Show details »

Hamptons Modern Retreat NEW CONS in Southampton, USA

Hamptons Modern Retreat NEW CONS

Holiday home in Southampton, Florida , 40 Bridies Path
Hamptons Modern Retreat NEW CONS is located in Southampton, just 21 miles from Montauk Point Lighthouse and 25 miles from Splish Splash.
  • Parking
  • Pets allowed
  • Swimming pool
  • Swimming Pool

no reviews

from $87.00 Show details »

Island in the Sky in Water Mill, USA

Island in the Sky

Holiday home in Water Mill near Southampton, Florida
Island in the Sky is located in Water Mill, just 18 miles from Montauk Point Lighthouse and 24 miles from Second House Museum.
  • Parking
  • Pets allowed
  • Fitness centre
  • Outdoor pool
  • Swimming pool

no reviews

from $93.00 Show details »

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