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Southampton Rentals with Pools

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
22 rentals in Southampton.
Romantic Getaway in Southampton (private room/bathroom), vacation rental in Southampton
Romantic Getaway in Southampton (private room/bathroom), vacation rental in Southampton
Romantic Getaway in Southampton (private room/bathroom), vacation rental in Southampton

Romantic Getaway in Southampton (private room/bathroom)

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, All pools
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Southampton Retreat: Heated Pool, Hot Tub, Near Beach, vacation rental in Southampton
Southampton Retreat: Heated Pool, Hot Tub, Near Beach, vacation rental in Southampton
Southampton Retreat: Heated Pool, Hot Tub, Near Beach, vacation rental in Southampton

Southampton Retreat: Heated Pool, Hot Tub, Near Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, All pools
More info
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Very Private and Tranquil  House in wooded estate., vacation rental in Southampton
Very Private and Tranquil  House in wooded estate., vacation rental in Southampton
Very Private and Tranquil  House in wooded estate., vacation rental in Southampton

Very Private and Tranquil House in wooded estate.

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
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Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach, vacation rental in Southampton
Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach, vacation rental in Southampton
Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach, vacation rental in Southampton

Sweet Retreat: Private Pool, Outdoor Jacuzzi, Coopers Beach

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Sprawling Southampton Home: Private Pool, Hot tub, Game Room, vacation rental in Southampton
Sprawling Southampton Home: Private Pool, Hot tub, Game Room, vacation rental in Southampton
Sprawling Southampton Home: Private Pool, Hot tub, Game Room, vacation rental in Southampton

Sprawling Southampton Home: Private Pool, Hot tub, Game Room

Rental Home
4 bedrooms
3 bathrooms
Sleeps 13
Match: Sleeps, All pools
More info
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Bishops Pond Southampton NY, vacation rental in Southampton
Bishops Pond Southampton NY, vacation rental in Southampton
Bishops Pond Southampton NY, vacation rental in Southampton

Bishops Pond Southampton NY

Rental Home
4 bedrooms
10 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Hamptons Lofty Beach Barn - Pet Friendly, vacation rental in Southampton
Hamptons Lofty Beach Barn - Pet Friendly, vacation rental in Southampton
Hamptons Lofty Beach Barn - Pet Friendly, vacation rental in Southampton

Hamptons Lofty Beach Barn - Pet Friendly

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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SOUTHAMPTON POOL & TENNIS, vacation rental in Southampton
SOUTHAMPTON POOL & TENNIS, vacation rental in Southampton
SOUTHAMPTON POOL & TENNIS, vacation rental in Southampton

SOUTHAMPTON POOL & TENNIS

Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
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Fantasy Bay Front Country French Villa, vacation rental in Southampton
Fantasy Bay Front Country French Villa, vacation rental in Southampton
Fantasy Bay Front Country French Villa, vacation rental in Southampton

Fantasy Bay Front Country French Villa

Rental Home
6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach, vacation rental in Southampton
Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach, vacation rental in Southampton
Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach, vacation rental in Southampton

Classic Southampton Home: 5BR, Pool,Jacuzzi, Cooper's Beach

Rental Home
6 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Magnificent private Southampton Estate , vacation rental in Southampton
Magnificent private Southampton Estate , vacation rental in Southampton
Magnificent private Southampton Estate , vacation rental in Southampton

Magnificent private Southampton Estate

Rental Home
4 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, All pools
More info
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Mint Southampton Village 5-BR South of the Highway w Heated Pool, vacation rental in Southampton
Mint Southampton Village 5-BR South of the Highway w Heated Pool, vacation rental in Southampton
Mint Southampton Village 5-BR South of the Highway w Heated Pool, vacation rental in Southampton

Mint Southampton Village 5-BR South of the Highway w Heated Pool

Rental Home
4 bedrooms
5 bathrooms
Sleeps 9
Match: Sleeps, All pools
More info
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Waterfront Southampton Estate, Heated Pool, Spa, Gym, Outdoor Kitchen, Sonos, vacation rental in Southampton
Waterfront Southampton Estate, Heated Pool, Spa, Gym, Outdoor Kitchen, Sonos, vacation rental in Southampton
Waterfront Southampton Estate, Heated Pool, Spa, Gym, Outdoor Kitchen, Sonos, vacation rental in Southampton

Waterfront Southampton Estate, Heated Pool, Spa, Gym, Outdoor Kitchen, Sonos

Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, All pools
More info
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Exquisite Hamptons Mansion Retreat, vacation rental in Southampton
Exquisite Hamptons Mansion Retreat, vacation rental in Southampton
Exquisite Hamptons Mansion Retreat, vacation rental in Southampton

Exquisite Hamptons Mansion Retreat

Rental Home
10 bedrooms
10 bathrooms
Sleeps 20
Match: Sleeps, All pools
More info
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Beautiful Estate home in the Hamptons, New York, vacation rental in Southampton
Beautiful Estate home in the Hamptons, New York, vacation rental in Southampton
Beautiful Estate home in the Hamptons, New York, vacation rental in Southampton

Beautiful Estate home in the Hamptons, New York

Rental Home
7 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Village Fringe Ranch , vacation rental in Southampton
Village Fringe Ranch , vacation rental in Southampton
Village Fringe Ranch , vacation rental in Southampton

Village Fringe Ranch

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Quaint Seaside Retreat With Full Gym , vacation rental in Southampton
Quaint Seaside Retreat With Full Gym , vacation rental in Southampton
Quaint Seaside Retreat With Full Gym , vacation rental in Southampton

Quaint Seaside Retreat With Full Gym

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Southampton Water Front Retreat, vacation rental in Southampton
Southampton Water Front Retreat, vacation rental in Southampton
Southampton Water Front Retreat, vacation rental in Southampton

Southampton Water Front Retreat

Rental Home
4 bedrooms
10 bathrooms
Sleeps 10
Match: Sleeps, All pools
More info
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Ready for Summer 2021 , vacation rental in Southampton
Ready for Summer 2021 , vacation rental in Southampton
Ready for Summer 2021 , vacation rental in Southampton

Ready for Summer 2021

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Majestic Southampton Waterfront Estate, vacation rental in Southampton
Majestic Southampton Waterfront Estate, vacation rental in Southampton
Majestic Southampton Waterfront Estate, vacation rental in Southampton

Majestic Southampton Waterfront Estate

Rental Home
7 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps, All pools
More info
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Summer Vacation House, vacation rental in Southampton
Summer Vacation House, vacation rental in Southampton
Summer Vacation House, vacation rental in Southampton

Summer Vacation House

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, All pools
More info
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Spectacular Family Resort in Hampton Bays, NY, vacation rental in Southampton
Spectacular Family Resort in Hampton Bays, NY, vacation rental in Southampton
Spectacular Family Resort in Hampton Bays, NY, vacation rental in Southampton

Spectacular Family Resort in Hampton Bays, NY

Rental Home
7 bedrooms
5 bathrooms
Sleeps 18
Match: Sleeps, All pools
More info
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The following properties match some of your filters:
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to, vacation rental in Southampton
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to, vacation rental in Southampton
Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to, vacation rental in Southampton

Beachy Chic South of the Hwy in Southampton Village 3blks to town/Bike to

Rental Home
3 bedrooms
4 bathrooms
Sleeps 6
Match: Sleeps
More info
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Gorgeous private Hamptons house with pool and volleyball court, vacation rental in Southampton
Gorgeous private Hamptons house with pool and volleyball court, vacation rental in Southampton
Gorgeous private Hamptons house with pool and volleyball court, vacation rental in Southampton

Gorgeous private Hamptons house with pool and volleyball court

Rental Home
5 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
More info
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Come to the Hamptons and Getaway!, vacation rental in Southampton
Come to the Hamptons and Getaway!, vacation rental in Southampton
Come to the Hamptons and Getaway!, vacation rental in Southampton

Come to the Hamptons and Getaway!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!, vacation rental in Southampton
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!, vacation rental in Southampton
Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!, vacation rental in Southampton

Cozy Hamptons get away, pool, minutes from beaches, shops, restaurants and more!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Entire House in Southampton Village, Heated Pool, 2 Fireplaces, Walk Everywhere, vacation rental in Southampton
Entire House in Southampton Village, Heated Pool, 2 Fireplaces, Walk Everywhere, vacation rental in Southampton
Entire House in Southampton Village, Heated Pool, 2 Fireplaces, Walk Everywhere, vacation rental in Southampton

Entire House in Southampton Village, Heated Pool, 2 Fireplaces, Walk Everywhere

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Five ⭐️ Beach Bungalow, New Jacuzzi, Steps to Water, Tennis Southampton Shores!, vacation rental in Southampton
Five ⭐️ Beach Bungalow, New Jacuzzi, Steps to Water, Tennis Southampton Shores!, vacation rental in Southampton
Five ⭐️ Beach Bungalow, New Jacuzzi, Steps to Water, Tennis Southampton Shores!, vacation rental in Southampton

Five ⭐️ Beach Bungalow, New Jacuzzi, Steps to Water, Tennis Southampton Shores!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach, vacation rental in Southampton
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach, vacation rental in Southampton
Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach, vacation rental in Southampton

Picturesque 5 Bedroom Hamptons Villa with pool 3 min from beach

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Beautiful Garden with pool & koi fish pond - 2 cottages fully renovated, vacation rental in Southampton
Beautiful Garden with pool & koi fish pond - 2 cottages fully renovated, vacation rental in Southampton
Beautiful Garden with pool & koi fish pond - 2 cottages fully renovated, vacation rental in Southampton

Beautiful Garden with pool & koi fish pond - 2 cottages fully renovated

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Luxury living meets Hamptons charm in this Award-Winning Carriage House, vacation rental in Southampton
Luxury living meets Hamptons charm in this Award-Winning Carriage House, vacation rental in Southampton
Luxury living meets Hamptons charm in this Award-Winning Carriage House, vacation rental in Southampton

Luxury living meets Hamptons charm in this Award-Winning Carriage House

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Walk to the Village! Charming modern farmhouse., vacation rental in Southampton
Walk to the Village! Charming modern farmhouse., vacation rental in Southampton
Walk to the Village! Charming modern farmhouse., vacation rental in Southampton

Walk to the Village! Charming modern farmhouse.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Charming Southampton Village Home  4 Bedroom, 2 Bath 
5 minutes from the beach, vacation rental in Southampton
Charming Southampton Village Home  4 Bedroom, 2 Bath 
5 minutes from the beach, vacation rental in Southampton
Charming Southampton Village Home  4 Bedroom, 2 Bath 
5 minutes from the beach, vacation rental in Southampton

Charming Southampton Village Home 4 Bedroom, 2 Bath 5 minutes from the beach

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
More info
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Charming Hampton Bays Home 5 Mi to Cooper’s Beach, vacation rental in Southampton
Charming Hampton Bays Home 5 Mi to Cooper’s Beach, vacation rental in Southampton
Charming Hampton Bays Home 5 Mi to Cooper’s Beach, vacation rental in Southampton

Charming Hampton Bays Home 5 Mi to Cooper’s Beach

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Beautiful Vacation Home in Hampton Bays walking distance to Peconic Bay Beaches!, vacation rental in Southampton
Beautiful Vacation Home in Hampton Bays walking distance to Peconic Bay Beaches!, vacation rental in Southampton
Beautiful Vacation Home in Hampton Bays walking distance to Peconic Bay Beaches!, vacation rental in Southampton

Beautiful Vacation Home in Hampton Bays walking distance to Peconic Bay Beaches!

Rental Home
6 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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Bayfront 5 bedrooms family home. Panoramic sea view from all rooms, vacation rental in Southampton
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms, vacation rental in Southampton
Bayfront 5 bedrooms family home. Panoramic sea view from all rooms, vacation rental in Southampton

Bayfront 5 bedrooms family home. Panoramic sea view from all rooms

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
More info
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Cozy home in Hampton Bays near Ponquogue beach, vacation rental in Southampton
Cozy home in Hampton Bays near Ponquogue beach, vacation rental in Southampton
Cozy home in Hampton Bays near Ponquogue beach, vacation rental in Southampton

Cozy home in Hampton Bays near Ponquogue beach

Rental Home
2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
More info
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Newly Listed - Updated Carriage House Apt - Centrally Located, vacation rental in Southampton
Newly Listed - Updated Carriage House Apt - Centrally Located, vacation rental in Southampton
Newly Listed - Updated Carriage House Apt - Centrally Located, vacation rental in Southampton

Newly Listed - Updated Carriage House Apt - Centrally Located

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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1Bd, 1.5Ba Cottage with Waterviews in Hampton Bays, vacation rental in Southampton
1Bd, 1.5Ba Cottage with Waterviews in Hampton Bays, vacation rental in Southampton
1Bd, 1.5Ba Cottage with Waterviews in Hampton Bays, vacation rental in Southampton

1Bd, 1.5Ba Cottage with Waterviews in Hampton Bays

Rental Home
1 bedroom
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Hamptons Waterfront- On A Sandy Beach- Relax & Getaway! (SH), vacation rental in Southampton
Hamptons Waterfront- On A Sandy Beach- Relax & Getaway! (SH), vacation rental in Southampton
Hamptons Waterfront- On A Sandy Beach- Relax & Getaway! (SH), vacation rental in Southampton

Hamptons Waterfront- On A Sandy Beach- Relax & Getaway! (SH)

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
More info
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enjoy the beach/ wineries  and  hot tub, vacation rental in Southampton
enjoy the beach/ wineries  and  hot tub, vacation rental in Southampton
enjoy the beach/ wineries  and  hot tub, vacation rental in Southampton

enjoy the beach/ wineries and hot tub

Rental Home
4 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Stunning Bayfront Views, vacation rental in Southampton
Stunning Bayfront Views, vacation rental in Southampton
Stunning Bayfront Views, vacation rental in Southampton

Stunning Bayfront Views

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
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Luxury Southampton Village House, vacation rental in Southampton
Luxury Southampton Village House, vacation rental in Southampton
Luxury Southampton Village House, vacation rental in Southampton

Luxury Southampton Village House

Rental Home
4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
More info
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VILLAGE RARE WATER VIEWS SO. OF HWY NEW PHOTOS
Oct. 6-15 Intl. Film Festival, vacation rental in Southampton
VILLAGE RARE WATER VIEWS SO. OF HWY NEW PHOTOS
Oct. 6-15 Intl. Film Festival, vacation rental in Southampton
VILLAGE RARE WATER VIEWS SO. OF HWY NEW PHOTOS
Oct. 6-15 Intl. Film Festival, vacation rental in Southampton

VILLAGE RARE WATER VIEWS SO. OF HWY NEW PHOTOS Oct. 6-15 Intl. Film Festival

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Hampton's Retreat, vacation rental in Southampton
Hampton's Retreat, vacation rental in Southampton
Hampton's Retreat, vacation rental in Southampton

Hampton's Retreat

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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HAMPTON HAVEN- Gorgeous home in Hampton Bays New York (sleeps 6), vacation rental in Southampton
HAMPTON HAVEN- Gorgeous home in Hampton Bays New York (sleeps 6), vacation rental in Southampton
HAMPTON HAVEN- Gorgeous home in Hampton Bays New York (sleeps 6), vacation rental in Southampton

HAMPTON HAVEN- Gorgeous home in Hampton Bays New York (sleeps 6)

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14, vacation rental in Southampton
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14, vacation rental in Southampton
Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14, vacation rental in Southampton

Southampton Estate, Newly Renovated , Excellent For Families! Sleeps 12-14

Rental Home
5 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps
More info
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Modern Beach house-5 minutes from the beach!, vacation rental in Southampton
Modern Beach house-5 minutes from the beach!, vacation rental in Southampton
Modern Beach house-5 minutes from the beach!, vacation rental in Southampton

Modern Beach house-5 minutes from the beach!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Brand new fully renovated backyard paradise! Come relax at our family resort., vacation rental in Southampton
Brand new fully renovated backyard paradise! Come relax at our family resort., vacation rental in Southampton
Brand new fully renovated backyard paradise! Come relax at our family resort., vacation rental in Southampton

Brand new fully renovated backyard paradise! Come relax at our family resort.

Rental Home
5 bedrooms
2 bathrooms
Sleeps 14
Match: Sleeps
More info
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Spacious Hamptons Oasis 4BD/2.5BA with private pool & massive desk, vacation rental in Southampton
Spacious Hamptons Oasis 4BD/2.5BA with private pool & massive desk, vacation rental in Southampton
Spacious Hamptons Oasis 4BD/2.5BA with private pool & massive desk, vacation rental in Southampton

Spacious Hamptons Oasis 4BD/2.5BA with private pool & massive desk

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Showing results 1-50 of 831