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Smithtown Vacation Rentals

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Bedrooms

Bathrooms

Amenities

Suitability

Property type

Distinctive Features

Distance from

5 mi
49 rentals in Smithtown.
Snow Birds! Extended Stays! Business Travelers! This is it!, vacation rental in Smithtown
Snow Birds! Extended Stays! Business Travelers! This is it!, vacation rental in Smithtown
Snow Birds! Extended Stays! Business Travelers! This is it!, vacation rental in Smithtown

Snow Birds! Extended Stays! Business Travelers! This is it!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bright,Cozy & Large 1 Br/1 Ba/Lvg Rm & Kitchenette, vacation rental in Smithtown
Bright,Cozy & Large 1 Br/1 Ba/Lvg Rm & Kitchenette, vacation rental in Smithtown
Bright,Cozy & Large 1 Br/1 Ba/Lvg Rm & Kitchenette, vacation rental in Smithtown

Bright,Cozy & Large 1 Br/1 Ba/Lvg Rm & Kitchenette

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Short term stay for professionals, vacation rental in Smithtown
Short term stay for professionals, vacation rental in Smithtown
Short term stay for professionals, vacation rental in Smithtown

Short term stay for professionals

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Bright 1-Bdrm Studio Apt on Quiet Tree-Lined St., vacation rental in Smithtown
Bright 1-Bdrm Studio Apt on Quiet Tree-Lined St., vacation rental in Smithtown
Bright 1-Bdrm Studio Apt on Quiet Tree-Lined St., vacation rental in Smithtown

Bright 1-Bdrm Studio Apt on Quiet Tree-Lined St.

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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The following properties within 20 miles of Smithtown match all your filters:
Cheerful 2 bedroom house with free parking, vacation rental in Smithtown
Cheerful 2 bedroom house with free parking, vacation rental in Smithtown
Cheerful 2 bedroom house with free parking, vacation rental in Smithtown

Cheerful 2 bedroom house with free parking

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Cozy Nesting in quiet area, vacation rental in Smithtown
Cozy Nesting in quiet area, vacation rental in Smithtown
Cozy Nesting in quiet area, vacation rental in Smithtown

Cozy Nesting in quiet area

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons., vacation rental in Smithtown
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons., vacation rental in Smithtown
Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons., vacation rental in Smithtown

Cozy Studio near major highways. 45mins from NYC & 60 mins from Hamptons.

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Home away your home where you deserve to have a good rest, vacation rental in Smithtown
Home away your home where you deserve to have a good rest, vacation rental in Smithtown
Home away your home where you deserve to have a good rest, vacation rental in Smithtown

Home away your home where you deserve to have a good rest

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Quaint and cozy duplex farm like escape with live petting chickens , vacation rental in Smithtown
Quaint and cozy duplex farm like escape with live petting chickens , vacation rental in Smithtown
Quaint and cozy duplex farm like escape with live petting chickens , vacation rental in Smithtown

Quaint and cozy duplex farm like escape with live petting chickens

Private Room
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Affiliated with FlipKey
Spacious Home Located Close to Stony Brook!, vacation rental in Smithtown
Spacious Home Located Close to Stony Brook!, vacation rental in Smithtown
Spacious Home Located Close to Stony Brook!, vacation rental in Smithtown

Spacious Home Located Close to Stony Brook!

Rental Home
4 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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Private 1 bedroom apt in a quiet neighborhood, close to all!, vacation rental in Smithtown
Private 1 bedroom apt in a quiet neighborhood, close to all!, vacation rental in Smithtown
Private 1 bedroom apt in a quiet neighborhood, close to all!, vacation rental in Smithtown

Private 1 bedroom apt in a quiet neighborhood, close to all!

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Kings Park Cozy Sanctuary with Pool and Tennis Court, vacation rental in Smithtown
Kings Park Cozy Sanctuary with Pool and Tennis Court, vacation rental in Smithtown
Kings Park Cozy Sanctuary with Pool and Tennis Court, vacation rental in Smithtown

Kings Park Cozy Sanctuary with Pool and Tennis Court

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!, vacation rental in Smithtown
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!, vacation rental in Smithtown
Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!, vacation rental in Smithtown

Beautifully decorated1BR Apartment - Full Kitchen, Private Backyard & Fire Pit!

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Lovely escape, home away from home 10 mins from all beaches., vacation rental in Smithtown
Lovely escape, home away from home 10 mins from all beaches., vacation rental in Smithtown
Lovely escape, home away from home 10 mins from all beaches., vacation rental in Smithtown

Lovely escape, home away from home 10 mins from all beaches.

Rental Home
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Quiet Commack Cottage w/ Pool, 8 Mi to Beach!, vacation rental in Smithtown
Quiet Commack Cottage w/ Pool, 8 Mi to Beach!, vacation rental in Smithtown
Quiet Commack Cottage w/ Pool, 8 Mi to Beach!, vacation rental in Smithtown

Quiet Commack Cottage w/ Pool, 8 Mi to Beach!

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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2br Private Apt, Pet Pal, Long-Term, Event, Students, Nurse, vacation rental in Smithtown
2br Private Apt, Pet Pal, Long-Term, Event, Students, Nurse, vacation rental in Smithtown
2br Private Apt, Pet Pal, Long-Term, Event, Students, Nurse, vacation rental in Smithtown

2br Private Apt, Pet Pal, Long-Term, Event, Students, Nurse

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Off the beaten path, vacation rental in Smithtown
Off the beaten path, vacation rental in Smithtown
Off the beaten path, vacation rental in Smithtown

Off the beaten path

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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East Northport Inn, vacation rental in Smithtown
East Northport Inn, vacation rental in Smithtown
East Northport Inn, vacation rental in Smithtown

East Northport Inn

Rental Home
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps
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Beautiful Private Room, vacation rental in Smithtown
Beautiful Private Room, vacation rental in Smithtown
Beautiful Private Room, vacation rental in Smithtown

Beautiful Private Room

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cozy Riverside Cottage, vacation rental in Smithtown
Cozy Riverside Cottage, vacation rental in Smithtown
Cozy Riverside Cottage, vacation rental in Smithtown

Cozy Riverside Cottage

Condo/Apartment
0 bedrooms
0 bathrooms
Sleeps 4
Match: Sleeps
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A Basement Room, vacation rental in Smithtown
A Basement Room, vacation rental in Smithtown
A Basement Room, vacation rental in Smithtown

A Basement Room

Rental Home
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Tiny Home Private, Students, Nurses, Tech, vacation rental in Smithtown
Tiny Home Private, Students, Nurses, Tech, vacation rental in Smithtown
Tiny Home Private, Students, Nurses, Tech, vacation rental in Smithtown

Tiny Home Private, Students, Nurses, Tech

Condo/Apartment
0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Beautiful room with bathroom on nice dead end block, vacation rental in Smithtown
Beautiful room with bathroom on nice dead end block, vacation rental in Smithtown
Beautiful room with bathroom on nice dead end block, vacation rental in Smithtown

Beautiful room with bathroom on nice dead end block

Rental Home
1 bedroom
1 bathroom
Sleeps 30
Match: Sleeps
More info
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Spacious Modern Style Complex, vacation rental in Smithtown
Spacious Modern Style Complex, vacation rental in Smithtown
Spacious Modern Style Complex, vacation rental in Smithtown

Spacious Modern Style Complex

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Cozy studio, vacation rental in Smithtown
Cozy studio, vacation rental in Smithtown
Cozy studio, vacation rental in Smithtown

Cozy studio

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Private King Bedrm, Pet Pally, Work, Events, Student, Nurse, vacation rental in Smithtown
Private King Bedrm, Pet Pally, Work, Events, Student, Nurse, vacation rental in Smithtown
Private King Bedrm, Pet Pally, Work, Events, Student, Nurse, vacation rental in Smithtown

Private King Bedrm, Pet Pally, Work, Events, Student, Nurse

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Bohemian Hidaway near Country club, vacation rental in Smithtown
Bohemian Hidaway near Country club, vacation rental in Smithtown
Bohemian Hidaway near Country club, vacation rental in Smithtown

Bohemian Hidaway near Country club

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Private Queen BedRm, Events, Petpally, School, Work, Nurses, vacation rental in Smithtown
Private Queen BedRm, Events, Petpally, School, Work, Nurses, vacation rental in Smithtown
Private Queen BedRm, Events, Petpally, School, Work, Nurses, vacation rental in Smithtown

Private Queen BedRm, Events, Petpally, School, Work, Nurses

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Private Queen BedRm Pet Pally, Work, Events, School, Nurse, vacation rental in Smithtown
Private Queen BedRm Pet Pally, Work, Events, School, Nurse, vacation rental in Smithtown
Private Queen BedRm Pet Pally, Work, Events, School, Nurse, vacation rental in Smithtown

Private Queen BedRm Pet Pally, Work, Events, School, Nurse

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Private Cabin in Multi Acre Park!, vacation rental in Smithtown
Private Cabin in Multi Acre Park!, vacation rental in Smithtown
Private Cabin in Multi Acre Park!, vacation rental in Smithtown

Private Cabin in Multi Acre Park!

Rental Home
2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Idyllic Cottage by The Water, vacation rental in Smithtown
Idyllic Cottage by The Water, vacation rental in Smithtown
Idyllic Cottage by The Water, vacation rental in Smithtown

Idyllic Cottage by The Water

Rental Home
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Bay Shore Vacation Rental ~ 7 Mi to the Beach, vacation rental in Smithtown
Bay Shore Vacation Rental ~ 7 Mi to the Beach, vacation rental in Smithtown
Bay Shore Vacation Rental ~ 7 Mi to the Beach, vacation rental in Smithtown

Bay Shore Vacation Rental ~ 7 Mi to the Beach

Rental Home
1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Driving distance from stony brook University. Pool an separate  hot tub.,......., vacation rental in Smithtown
Driving distance from stony brook University. Pool an separate  hot tub.,......., vacation rental in Smithtown
Driving distance from stony brook University. Pool an separate  hot tub.,......., vacation rental in Smithtown

Driving distance from stony brook University. Pool an separate hot tub.,.......

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Updated top level apartment - modern design with open floor plan, vacation rental in Smithtown
Updated top level apartment - modern design with open floor plan, vacation rental in Smithtown
Updated top level apartment - modern design with open floor plan, vacation rental in Smithtown

Updated top level apartment - modern design with open floor plan

Condo/Apartment
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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Beautiful house 2, vacation rental in Smithtown
Beautiful house 2, vacation rental in Smithtown
Beautiful house 2, vacation rental in Smithtown

Beautiful house 2

Rental Home
3 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
More info
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The Sweet Escape-25mi drive to "The Hamptons", vacation rental in Smithtown
The Sweet Escape-25mi drive to "The Hamptons", vacation rental in Smithtown
The Sweet Escape-25mi drive to "The Hamptons", vacation rental in Smithtown

The Sweet Escape-25mi drive to "The Hamptons"

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Private 3 Br Apt, COZY 1 King Bed, 2 Queen Bed, Pet Pal., vacation rental in Smithtown
Private 3 Br Apt, COZY 1 King Bed, 2 Queen Bed, Pet Pal., vacation rental in Smithtown
Private 3 Br Apt, COZY 1 King Bed, 2 Queen Bed, Pet Pal., vacation rental in Smithtown

Private 3 Br Apt, COZY 1 King Bed, 2 Queen Bed, Pet Pal.

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
More info
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Sunny and Bright Home in Central Location!, vacation rental in Smithtown
Sunny and Bright Home in Central Location!, vacation rental in Smithtown
Sunny and Bright Home in Central Location!, vacation rental in Smithtown

Sunny and Bright Home in Central Location!

Rental Home
2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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Room for rent in safe house surrounded by nature  w/ private beach 8 min away!, vacation rental in Smithtown
Room for rent in safe house surrounded by nature  w/ private beach 8 min away!, vacation rental in Smithtown
Room for rent in safe house surrounded by nature  w/ private beach 8 min away!, vacation rental in Smithtown

Room for rent in safe house surrounded by nature w/ private beach 8 min away!

Rental Home
3 bedrooms
2 bathrooms
Sleeps 2
Match: Sleeps
More info
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House near everything., vacation rental in Smithtown
House near everything., vacation rental in Smithtown
House near everything., vacation rental in Smithtown

House near everything.

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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THE ENTIRE HOUSE IS NO LONGER AVAILABLE. ROOMS ONLY. PETS WELCOME, vacation rental in Smithtown
THE ENTIRE HOUSE IS NO LONGER AVAILABLE. ROOMS ONLY. PETS WELCOME, vacation rental in Smithtown
THE ENTIRE HOUSE IS NO LONGER AVAILABLE. ROOMS ONLY. PETS WELCOME, vacation rental in Smithtown

THE ENTIRE HOUSE IS NO LONGER AVAILABLE. ROOMS ONLY. PETS WELCOME

Rental Home
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
More info
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THE GOOD VIBEZ HOUSE! Smart Home w/ Heated Pool, Game Room, Firepit, & More!, vacation rental in Smithtown
THE GOOD VIBEZ HOUSE! Smart Home w/ Heated Pool, Game Room, Firepit, & More!, vacation rental in Smithtown
THE GOOD VIBEZ HOUSE! Smart Home w/ Heated Pool, Game Room, Firepit, & More!, vacation rental in Smithtown

THE GOOD VIBEZ HOUSE! Smart Home w/ Heated Pool, Game Room, Firepit, & More!

Rental Home
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Entire House on Lake Ronkonkoma, vacation rental in Smithtown
Entire House on Lake Ronkonkoma, vacation rental in Smithtown
Entire House on Lake Ronkonkoma, vacation rental in Smithtown

Entire House on Lake Ronkonkoma

Rental Home
3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
More info
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Family Home 3BR King Bed SmartTV whole house, vacation rental in Smithtown
Family Home 3BR King Bed SmartTV whole house, vacation rental in Smithtown
Family Home 3BR King Bed SmartTV whole house, vacation rental in Smithtown

Family Home 3BR King Bed SmartTV whole house

Rental Home
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Bay Shore Vacation Rental w/ Shared Yard!, vacation rental in Smithtown
Bay Shore Vacation Rental w/ Shared Yard!, vacation rental in Smithtown
Bay Shore Vacation Rental w/ Shared Yard!, vacation rental in Smithtown

Bay Shore Vacation Rental w/ Shared Yard!

Condo/Apartment
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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Northport Charmer Walk to Main St/Harbor, vacation rental in Smithtown
Northport Charmer Walk to Main St/Harbor, vacation rental in Smithtown
Northport Charmer Walk to Main St/Harbor, vacation rental in Smithtown

Northport Charmer Walk to Main St/Harbor

Rental Home
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Hampton/Long Island Vacation Getaway!, vacation rental in Smithtown
Hampton/Long Island Vacation Getaway!, vacation rental in Smithtown
Hampton/Long Island Vacation Getaway!, vacation rental in Smithtown

Hampton/Long Island Vacation Getaway!

Rental Home
5 bedrooms
4 bathrooms
Sleeps 14
Match: Sleeps
More info
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'Dreams of Paradise' Luxury Home w/ Pool!, vacation rental in Smithtown
'Dreams of Paradise' Luxury Home w/ Pool!, vacation rental in Smithtown
'Dreams of Paradise' Luxury Home w/ Pool!, vacation rental in Smithtown

'Dreams of Paradise' Luxury Home w/ Pool!

Rental Home
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
More info
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WATERFRONT ESTATE... 60 Minutes from NYC and HAMPTONS, vacation rental in Smithtown
WATERFRONT ESTATE... 60 Minutes from NYC and HAMPTONS, vacation rental in Smithtown
WATERFRONT ESTATE... 60 Minutes from NYC and HAMPTONS, vacation rental in Smithtown

WATERFRONT ESTATE... 60 Minutes from NYC and HAMPTONS

Rental Home
6 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
More info
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Showing results 1-49 of 49
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