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Hamptons Family & Kid Friendly Rentals

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3020 rentals in Hamptons.
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Beach House W/Short Walk to Ditch Plains Beach, vacation rental in Hamptons
Beach House W/Short Walk to Ditch Plains Beach, vacation rental in Hamptons
Beach House W/Short Walk to Ditch Plains Beach, vacation rental in Hamptons

Beach House W/Short Walk to Ditch Plains Beach

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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NEW HOUSE,6Bd,5Bth,4200sqft,Private Drive,40ft Pool,Bikes,Games,Toys,GigabitWiFi, vacation rental in Hamptons
NEW HOUSE,6Bd,5Bth,4200sqft,Private Drive,40ft Pool,Bikes,Games,Toys,GigabitWiFi, vacation rental in Hamptons
NEW HOUSE,6Bd,5Bth,4200sqft,Private Drive,40ft Pool,Bikes,Games,Toys,GigabitWiFi, vacation rental in Hamptons

NEW HOUSE,6Bd,5Bth,4200sqft,Private Drive,40ft Pool,Bikes,Games,Toys,GigabitWiFi

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Southampton House Perfect for Families and Entertaining, vacation rental in Hamptons
Southampton House Perfect for Families and Entertaining, vacation rental in Hamptons
Southampton House Perfect for Families and Entertaining, vacation rental in Hamptons

Southampton House Perfect for Families and Entertaining

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Private, Charming, Lovely Farmhouse situated on 1 acre in Wainscott East Hampton, vacation rental in Hamptons
Private, Charming, Lovely Farmhouse situated on 1 acre in Wainscott East Hampton, vacation rental in Hamptons
Private, Charming, Lovely Farmhouse situated on 1 acre in Wainscott East Hampton, vacation rental in Hamptons

Private, Charming, Lovely Farmhouse situated on 1 acre in Wainscott East Hampton

Rental Home
3 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Relaxing Lake Retreat, vacation rental in Hamptons
Relaxing Lake Retreat, vacation rental in Hamptons
Relaxing Lake Retreat, vacation rental in Hamptons

Relaxing Lake Retreat

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Newly renovated! Quiet, private, short walk to the beach., vacation rental in Hamptons
Newly renovated! Quiet, private, short walk to the beach., vacation rental in Hamptons
Newly renovated! Quiet, private, short walk to the beach., vacation rental in Hamptons

Newly renovated! Quiet, private, short walk to the beach.

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Montauk House with Lake View, vacation rental in Hamptons
Montauk House with Lake View, vacation rental in Hamptons
Montauk House with Lake View, vacation rental in Hamptons

Montauk House with Lake View

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Elegant and spacious North Fork home; near beaches, vineyards, farms and dining., vacation rental in Hamptons
Elegant and spacious North Fork home; near beaches, vineyards, farms and dining., vacation rental in Hamptons
Elegant and spacious North Fork home; near beaches, vineyards, farms and dining., vacation rental in Hamptons

Elegant and spacious North Fork home; near beaches, vineyards, farms and dining.

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Private and Immaculate East Hampton Home With Heated Pool, vacation rental in Hamptons
Private and Immaculate East Hampton Home With Heated Pool, vacation rental in Hamptons
Private and Immaculate East Hampton Home With Heated Pool, vacation rental in Hamptons

Private and Immaculate East Hampton Home With Heated Pool

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Beautiful North Fork Vacation Home - Wineries, Beaches, Waterpark, Dining., vacation rental in Hamptons
Beautiful North Fork Vacation Home - Wineries, Beaches, Waterpark, Dining., vacation rental in Hamptons
Beautiful North Fork Vacation Home - Wineries, Beaches, Waterpark, Dining., vacation rental in Hamptons

Beautiful North Fork Vacation Home - Wineries, Beaches, Waterpark, Dining.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Last Minute New Year's Deal, Email us. Festive, Relaxing &Warm Property!, vacation rental in Hamptons
Last Minute New Year's Deal, Email us. Festive, Relaxing &Warm Property!, vacation rental in Hamptons
Last Minute New Year's Deal, Email us. Festive, Relaxing &Warm Property!, vacation rental in Hamptons

Last Minute New Year's Deal, Email us. Festive, Relaxing &Warm Property!

Rental Home
7 bedrooms
5 bathrooms
Sleeps 14
Match: Sleeps, Kid friendly
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Relaxing Lake Retreat, vacation rental in Hamptons
Relaxing Lake Retreat, vacation rental in Hamptons
Relaxing Lake Retreat, vacation rental in Hamptons

Relaxing Lake Retreat

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Kid friendly
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Cove View Manor of Sag Harbor, vacation rental in Hamptons
Cove View Manor of Sag Harbor, vacation rental in Hamptons
Cove View Manor of Sag Harbor, vacation rental in Hamptons

Cove View Manor of Sag Harbor

Rental Home
3 bedrooms
3 bathrooms
Sleeps 3
Match: Sleeps, Kid friendly
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Beautiful 5 BR, 5 BA home. Walk to town and beaches.  HomeAway/VRBO Exclusive., vacation rental in Hamptons
Beautiful 5 BR, 5 BA home. Walk to town and beaches.  HomeAway/VRBO Exclusive., vacation rental in Hamptons
Beautiful 5 BR, 5 BA home. Walk to town and beaches.  HomeAway/VRBO Exclusive., vacation rental in Hamptons

Beautiful 5 BR, 5 BA home. Walk to town and beaches. HomeAway/VRBO Exclusive.

Rental Home
5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Whaling Captain Pierson's Apartment TOO, vacation rental in Hamptons
Whaling Captain Pierson's Apartment TOO, vacation rental in Hamptons
Whaling Captain Pierson's Apartment TOO, vacation rental in Hamptons

Whaling Captain Pierson's Apartment TOO

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps, Kid friendly
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Hither Hills - Pristine Guest House on private estate; walk to beach., vacation rental in Hamptons
Hither Hills - Pristine Guest House on private estate; walk to beach., vacation rental in Hamptons
Hither Hills - Pristine Guest House on private estate; walk to beach., vacation rental in Hamptons

Hither Hills - Pristine Guest House on private estate; walk to beach.

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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MONTAUK CONDO RENOVATED 1 BEDROOM WATERFRONT ON FORT POND BAY, vacation rental in Hamptons
MONTAUK CONDO RENOVATED 1 BEDROOM WATERFRONT ON FORT POND BAY, vacation rental in Hamptons
MONTAUK CONDO RENOVATED 1 BEDROOM WATERFRONT ON FORT POND BAY, vacation rental in Hamptons

MONTAUK CONDO RENOVATED 1 BEDROOM WATERFRONT ON FORT POND BAY

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets, vacation rental in Hamptons
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets, vacation rental in Hamptons
Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets, vacation rental in Hamptons

Oceanfront Home, Views from Each Room, Spectacular Sunrises and Sunsets

Rental Home
4 bedrooms
5 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
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Southamp Waterview, Cozy Fire, Dogs FREE! Kayaks+Bikes+PingPong, vacation rental in Hamptons
Southamp Waterview, Cozy Fire, Dogs FREE! Kayaks+Bikes+PingPong, vacation rental in Hamptons
Southamp Waterview, Cozy Fire, Dogs FREE! Kayaks+Bikes+PingPong, vacation rental in Hamptons

Southamp Waterview, Cozy Fire, Dogs FREE! Kayaks+Bikes+PingPong

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Beautiful East Hampton home with luxury sheets and towels, vacation rental in Hamptons
Beautiful East Hampton home with luxury sheets and towels, vacation rental in Hamptons
Beautiful East Hampton home with luxury sheets and towels, vacation rental in Hamptons

Beautiful East Hampton home with luxury sheets and towels

Rental Home
4 bedrooms
5 bathrooms
Sleeps 4
Match: Sleeps, Kid friendly
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Stunning Hampton Holiday Family Fantasy for your Team, vacation rental in Hamptons
Stunning Hampton Holiday Family Fantasy for your Team, vacation rental in Hamptons
Stunning Hampton Holiday Family Fantasy for your Team, vacation rental in Hamptons

Stunning Hampton Holiday Family Fantasy for your Team

Rental Home
5 bedrooms
7 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Charming East Hampton cottage w/pool, near Georgica beach, vacation rental in Hamptons
Charming East Hampton cottage w/pool, near Georgica beach, vacation rental in Hamptons
Charming East Hampton cottage w/pool, near Georgica beach, vacation rental in Hamptons

Charming East Hampton cottage w/pool, near Georgica beach

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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FALL PUMPKIN PICKING: Weekends, Private Beach, Hot Tub, PirateShip & Trampoline!, vacation rental in Hamptons
FALL PUMPKIN PICKING: Weekends, Private Beach, Hot Tub, PirateShip & Trampoline!, vacation rental in Hamptons
FALL PUMPKIN PICKING: Weekends, Private Beach, Hot Tub, PirateShip & Trampoline!, vacation rental in Hamptons

FALL PUMPKIN PICKING: Weekends, Private Beach, Hot Tub, PirateShip & Trampoline!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Mid-Century Modern-Private Beach with Wood Burning Fireplace and Chef's Kitchen, vacation rental in Hamptons
Mid-Century Modern-Private Beach with Wood Burning Fireplace and Chef's Kitchen, vacation rental in Hamptons
Mid-Century Modern-Private Beach with Wood Burning Fireplace and Chef's Kitchen, vacation rental in Hamptons

Mid-Century Modern-Private Beach with Wood Burning Fireplace and Chef's Kitchen

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Southampton Village Clean/Renovated Sun-filled Charming Home, Heated Salt Pool, vacation rental in Hamptons
Southampton Village Clean/Renovated Sun-filled Charming Home, Heated Salt Pool, vacation rental in Hamptons
Southampton Village Clean/Renovated Sun-filled Charming Home, Heated Salt Pool, vacation rental in Hamptons

Southampton Village Clean/Renovated Sun-filled Charming Home, Heated Salt Pool

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Cosy  6 bedrooms, 5 baths, 45 ' Salt Water Pool, vacation rental in Hamptons
Cosy  6 bedrooms, 5 baths, 45 ' Salt Water Pool, vacation rental in Hamptons
Cosy  6 bedrooms, 5 baths, 45 ' Salt Water Pool, vacation rental in Hamptons

Cosy 6 bedrooms, 5 baths, 45 ' Salt Water Pool

Rental Home
6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Completely Renovated, Water Views, Waterside Living Room, Access to Private..., vacation rental in Hamptons
Completely Renovated, Water Views, Waterside Living Room, Access to Private..., vacation rental in Hamptons
Completely Renovated, Water Views, Waterside Living Room, Access to Private..., vacation rental in Hamptons

Completely Renovated, Water Views, Waterside Living Room, Access to Private...

Rental Home
6 bedrooms
7 bathrooms
Sleeps 11
Match: Sleeps, Kid friendly
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Charming, Quiet, Peaceful, Warm and Traditional, vacation rental in Hamptons
Charming, Quiet, Peaceful, Warm and Traditional, vacation rental in Hamptons
Charming, Quiet, Peaceful, Warm and Traditional, vacation rental in Hamptons

Charming, Quiet, Peaceful, Warm and Traditional

Rental Home
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Flash Sale ⚡️ 30K August in the Hamptons, vacation rental in Hamptons
Flash Sale ⚡️ 30K August in the Hamptons, vacation rental in Hamptons
Flash Sale ⚡️ 30K August in the Hamptons, vacation rental in Hamptons

Flash Sale ⚡️ 30K August in the Hamptons

Rental Home
4 bedrooms
2 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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East Hampton Village:  Beautifully Renovated 3 Br Classic Cottage Walk To All, vacation rental in Hamptons
East Hampton Village:  Beautifully Renovated 3 Br Classic Cottage Walk To All, vacation rental in Hamptons
East Hampton Village:  Beautifully Renovated 3 Br Classic Cottage Walk To All, vacation rental in Hamptons

East Hampton Village: Beautifully Renovated 3 Br Classic Cottage Walk To All

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Kid friendly
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FAMILY / PET friendly!  5 BR, Outdoor Shower/Hot tub, fenced yard!  EHRR#16-129, vacation rental in Hamptons
FAMILY / PET friendly!  5 BR, Outdoor Shower/Hot tub, fenced yard!  EHRR#16-129, vacation rental in Hamptons
FAMILY / PET friendly!  5 BR, Outdoor Shower/Hot tub, fenced yard!  EHRR#16-129, vacation rental in Hamptons

FAMILY / PET friendly! 5 BR, Outdoor Shower/Hot tub, fenced yard! EHRR#16-129

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Backyard Sanctuary.  Close to beach, harbor, golf.    Perfect family getaway., vacation rental in Hamptons
Backyard Sanctuary.  Close to beach, harbor, golf.    Perfect family getaway., vacation rental in Hamptons
Backyard Sanctuary.  Close to beach, harbor, golf.    Perfect family getaway., vacation rental in Hamptons

Backyard Sanctuary. Close to beach, harbor, golf. Perfect family getaway.

Rental Home
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Hamptons Cousy, Spacious, Family Home by the beach, vacation rental in Hamptons
Hamptons Cousy, Spacious, Family Home by the beach, vacation rental in Hamptons
Hamptons Cousy, Spacious, Family Home by the beach, vacation rental in Hamptons

Hamptons Cousy, Spacious, Family Home by the beach

Rental Home
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
More info
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Modern Montauk Saltbox - Center of Town!, vacation rental in Hamptons
Modern Montauk Saltbox - Center of Town!, vacation rental in Hamptons
Modern Montauk Saltbox - Center of Town!, vacation rental in Hamptons

Modern Montauk Saltbox - Center of Town!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
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Beautiful East Hampton Home w/Large Heated Pool, Enclosed Yard & Expansive Deck, vacation rental in Hamptons
Beautiful East Hampton Home w/Large Heated Pool, Enclosed Yard & Expansive Deck, vacation rental in Hamptons
Beautiful East Hampton Home w/Large Heated Pool, Enclosed Yard & Expansive Deck, vacation rental in Hamptons

Beautiful East Hampton Home w/Large Heated Pool, Enclosed Yard & Expansive Deck

Rental Home
4 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps, Kid friendly
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Southampton House South of Highway Perfect for Families, vacation rental in Hamptons
Southampton House South of Highway Perfect for Families, vacation rental in Hamptons
Southampton House South of Highway Perfect for Families, vacation rental in Hamptons

Southampton House South of Highway Perfect for Families

Rental Home
5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Adorable Cottage Home In Beautiful East Hampton, vacation rental in Hamptons
Adorable Cottage Home In Beautiful East Hampton, vacation rental in Hamptons
Adorable Cottage Home In Beautiful East Hampton, vacation rental in Hamptons

Adorable Cottage Home In Beautiful East Hampton

Rental Home
2 bedrooms
2 bathrooms
Sleeps 3
Match: Sleeps, Kid friendly
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Huge Children’s Playground, Swings,  Fenced-In and Heated Pool!, vacation rental in Hamptons
Huge Children’s Playground, Swings,  Fenced-In and Heated Pool!, vacation rental in Hamptons
Huge Children’s Playground, Swings,  Fenced-In and Heated Pool!, vacation rental in Hamptons

Huge Children’s Playground, Swings, Fenced-In and Heated Pool!

Rental Home
3 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
More info
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The Seashell, just a short walk to Long Beach, "Best Sunsets" in the Hamptons, vacation rental in Hamptons
The Seashell, just a short walk to Long Beach, "Best Sunsets" in the Hamptons, vacation rental in Hamptons
The Seashell, just a short walk to Long Beach, "Best Sunsets" in the Hamptons, vacation rental in Hamptons

The Seashell, just a short walk to Long Beach, "Best Sunsets" in the Hamptons

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Cozy Farm House Retreat in The Quaint Hamlet of Remsenburg with Heated Pool, vacation rental in Hamptons
Cozy Farm House Retreat in The Quaint Hamlet of Remsenburg with Heated Pool, vacation rental in Hamptons
Cozy Farm House Retreat in The Quaint Hamlet of Remsenburg with Heated Pool, vacation rental in Hamptons

Cozy Farm House Retreat in The Quaint Hamlet of Remsenburg with Heated Pool

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Kid friendly
More info
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Ditch Plains Perfection- Walk to Beach, vacation rental in Hamptons
Ditch Plains Perfection- Walk to Beach, vacation rental in Hamptons
Ditch Plains Perfection- Walk to Beach, vacation rental in Hamptons

Ditch Plains Perfection- Walk to Beach

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
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Completely Renovated House Steps To The Beach In Heart of North Fork Wineries, vacation rental in Hamptons
Completely Renovated House Steps To The Beach In Heart of North Fork Wineries, vacation rental in Hamptons
Completely Renovated House Steps To The Beach In Heart of North Fork Wineries, vacation rental in Hamptons

Completely Renovated House Steps To The Beach In Heart of North Fork Wineries

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Kid friendly
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Updated Modern Waterfront condo with private beach, pool, tennis, pier, vacation rental in Hamptons
Updated Modern Waterfront condo with private beach, pool, tennis, pier, vacation rental in Hamptons
Updated Modern Waterfront condo with private beach, pool, tennis, pier, vacation rental in Hamptons

Updated Modern Waterfront condo with private beach, pool, tennis, pier

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps, Kid friendly
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Private Montauk setting; Walk to the beach and town; Large pool; jacuzzi; Kid, vacation rental in Hamptons
Private Montauk setting; Walk to the beach and town; Large pool; jacuzzi; Kid, vacation rental in Hamptons
Private Montauk setting; Walk to the beach and town; Large pool; jacuzzi; Kid, vacation rental in Hamptons

Private Montauk setting; Walk to the beach and town; Large pool; jacuzzi; Kid

Rental Home
4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps, Kid friendly
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Eagles Nest - Private Hamptons Retreat by Beaches and Vineyards, vacation rental in Hamptons
Eagles Nest - Private Hamptons Retreat by Beaches and Vineyards, vacation rental in Hamptons
Eagles Nest - Private Hamptons Retreat by Beaches and Vineyards, vacation rental in Hamptons

Eagles Nest - Private Hamptons Retreat by Beaches and Vineyards

Rental Home
4 bedrooms
2 bathrooms
Sleeps 16
Match: Sleeps, Kid friendly
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Stunning Montauk Lake View 3 Bdrm Home w/ Lake Access & Hot Tub, vacation rental in Hamptons
Stunning Montauk Lake View 3 Bdrm Home w/ Lake Access & Hot Tub, vacation rental in Hamptons
Stunning Montauk Lake View 3 Bdrm Home w/ Lake Access & Hot Tub, vacation rental in Hamptons

Stunning Montauk Lake View 3 Bdrm Home w/ Lake Access & Hot Tub

Rental Home
3 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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Sag Harbor Getaway-Now booking 2023 stays!, vacation rental in Hamptons
Sag Harbor Getaway-Now booking 2023 stays!, vacation rental in Hamptons
Sag Harbor Getaway-Now booking 2023 stays!, vacation rental in Hamptons

Sag Harbor Getaway-Now booking 2023 stays!

Rental Home
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
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OCEAN VIEW - 4 Bedroom - 2 Bathroom Brilliant Beach Home, vacation rental in Hamptons
OCEAN VIEW - 4 Bedroom - 2 Bathroom Brilliant Beach Home, vacation rental in Hamptons
OCEAN VIEW - 4 Bedroom - 2 Bathroom Brilliant Beach Home, vacation rental in Hamptons

OCEAN VIEW - 4 Bedroom - 2 Bathroom Brilliant Beach Home

Rental Home
4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Kid friendly
More info
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Hamptons Beauty, fully renovated home with a pool, minutes to ocean and town, vacation rental in Hamptons
Hamptons Beauty, fully renovated home with a pool, minutes to ocean and town, vacation rental in Hamptons
Hamptons Beauty, fully renovated home with a pool, minutes to ocean and town, vacation rental in Hamptons

Hamptons Beauty, fully renovated home with a pool, minutes to ocean and town

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Kid friendly
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Luxury Waterfront, great WIFI, Dock, Kayak, Peloton, Paddleboards, HotTub, Pool, vacation rental in Hamptons
Luxury Waterfront, great WIFI, Dock, Kayak, Peloton, Paddleboards, HotTub, Pool, vacation rental in Hamptons
Luxury Waterfront, great WIFI, Dock, Kayak, Peloton, Paddleboards, HotTub, Pool, vacation rental in Hamptons

Luxury Waterfront, great WIFI, Dock, Kayak, Peloton, Paddleboards, HotTub, Pool

Rental Home
7 bedrooms
6 bathrooms
Sleeps 15
Match: Sleeps, Kid friendly
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