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Shirley House Rentals

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50 rentals in Shirley.
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Waterfront Home with recreational dock! Great Views! Close To Beaches!, vacation rental in Shirley
Waterfront Home with recreational dock! Great Views! Close To Beaches!, vacation rental in Shirley
Waterfront Home with recreational dock! Great Views! Close To Beaches!, vacation rental in Shirley

Waterfront Home with recreational dock! Great Views! Close To Beaches!

Holiday Rental House
3 bedrooms
4 bathrooms
Sleeps 8
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Relaxing Smith Point Beach House on Private Canal, vacation rental in Shirley
Relaxing Smith Point Beach House on Private Canal, vacation rental in Shirley
Relaxing Smith Point Beach House on Private Canal, vacation rental in Shirley

Relaxing Smith Point Beach House on Private Canal

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 3
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Luxurious Waterfront Beach House On The Bay, vacation rental in Shirley
Luxurious Waterfront Beach House On The Bay, vacation rental in Shirley
Luxurious Waterfront Beach House On The Bay, vacation rental in Shirley

Luxurious Waterfront Beach House On The Bay

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Beautiful 4 bedroom home with Pool, vacation rental in Shirley
Beautiful 4 bedroom home with Pool, vacation rental in Shirley
Beautiful 4 bedroom home with Pool, vacation rental in Shirley

Beautiful 4 bedroom home with Pool

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 14
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Entire Home, vacation rental in Shirley
Entire Home, vacation rental in Shirley
Entire Home, vacation rental in Shirley

Entire Home

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 12
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South Shore Private Get Away, vacation rental in Shirley
South Shore Private Get Away, vacation rental in Shirley
South Shore Private Get Away, vacation rental in Shirley

South Shore Private Get Away

Holiday Rental House
4 bedrooms
5 bathrooms
Sleeps 8
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NEW Shirley Retreat w/ private pool - 9 minutes away from the beach!, vacation rental in Shirley
NEW Shirley Retreat w/ private pool - 9 minutes away from the beach!, vacation rental in Shirley
NEW Shirley Retreat w/ private pool - 9 minutes away from the beach!, vacation rental in Shirley

NEW Shirley Retreat w/ private pool - 9 minutes away from the beach!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Water view, vacation rental in Shirley
Water view, vacation rental in Shirley
Water view, vacation rental in Shirley

Water view

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 2
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Newly Renovated Vacation home, vacation rental in Shirley
Newly Renovated Vacation home, vacation rental in Shirley
Newly Renovated Vacation home, vacation rental in Shirley

Newly Renovated Vacation home

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 10
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Beach Getaway with Pool, Hot tub near Hamptons, vacation rental in Shirley
Beach Getaway with Pool, Hot tub near Hamptons, vacation rental in Shirley
Beach Getaway with Pool, Hot tub near Hamptons, vacation rental in Shirley

Beach Getaway with Pool, Hot tub near Hamptons

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 12
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Perfect Smith Point Private Beachfront Getaway!, vacation rental in Shirley
Perfect Smith Point Private Beachfront Getaway!, vacation rental in Shirley
Perfect Smith Point Private Beachfront Getaway!, vacation rental in Shirley

Perfect Smith Point Private Beachfront Getaway!

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Charming Cape Close to the Ocean, vacation rental in Shirley
Charming Cape Close to the Ocean, vacation rental in Shirley
Charming Cape Close to the Ocean, vacation rental in Shirley

Charming Cape Close to the Ocean

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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East End Oasis. Private Fire place , near cider farms and shopping mall, vacation rental in Shirley
East End Oasis. Private Fire place , near cider farms and shopping mall, vacation rental in Shirley
East End Oasis. Private Fire place , near cider farms and shopping mall, vacation rental in Shirley

East End Oasis. Private Fire place , near cider farms and shopping mall

Condo/Apartment
1 bedroom
1 bathroom
Sleeps 4
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Smith Point Ocean Breeze, Cape charm with Modern Twist in bayside community, vacation rental in Shirley
Smith Point Ocean Breeze, Cape charm with Modern Twist in bayside community, vacation rental in Shirley
Smith Point Ocean Breeze, Cape charm with Modern Twist in bayside community, vacation rental in Shirley

Smith Point Ocean Breeze, Cape charm with Modern Twist in bayside community

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
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Gorgeous NEW East End cottage along water! Minutes from Hamptons and wineries!, vacation rental in Shirley
Gorgeous NEW East End cottage along water! Minutes from Hamptons and wineries!, vacation rental in Shirley
Gorgeous NEW East End cottage along water! Minutes from Hamptons and wineries!, vacation rental in Shirley

Gorgeous NEW East End cottage along water! Minutes from Hamptons and wineries!

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 6
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Bohemian escape Amazing views of the bay!, vacation rental in Shirley
Bohemian escape Amazing views of the bay!, vacation rental in Shirley
Bohemian escape Amazing views of the bay!, vacation rental in Shirley

Bohemian escape Amazing views of the bay!

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
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Waterfront & private beach  Scandinavian style house near Bellport, NY, vacation rental in Shirley
Waterfront & private beach  Scandinavian style house near Bellport, NY, vacation rental in Shirley
Waterfront & private beach  Scandinavian style house near Bellport, NY, vacation rental in Shirley

Waterfront & private beach Scandinavian style house near Bellport, NY

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
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Charming house with bamboo forest, vacation rental in Shirley
Charming house with bamboo forest, vacation rental in Shirley
Charming house with bamboo forest, vacation rental in Shirley

Charming house with bamboo forest

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
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Beautiful River View with Water access charter fishing next door Beach’s near by, vacation rental in Shirley
Beautiful River View with Water access charter fishing next door Beach’s near by, vacation rental in Shirley
Beautiful River View with Water access charter fishing next door Beach’s near by, vacation rental in Shirley

Beautiful River View with Water access charter fishing next door Beach’s near by

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
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Ocean Drive House - Wraparound Decks, vacation rental in Shirley
Ocean Drive House - Wraparound Decks, vacation rental in Shirley
Ocean Drive House - Wraparound Decks, vacation rental in Shirley

Ocean Drive House - Wraparound Decks

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 11
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Architectural Bayview House, vacation rental in Shirley
Architectural Bayview House, vacation rental in Shirley
Architectural Bayview House, vacation rental in Shirley

Architectural Bayview House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 10
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Waterfront Home w/ Large Deck & Dock on Narrow Bay, vacation rental in Shirley
Waterfront Home w/ Large Deck & Dock on Narrow Bay, vacation rental in Shirley
Waterfront Home w/ Large Deck & Dock on Narrow Bay, vacation rental in Shirley

Waterfront Home w/ Large Deck & Dock on Narrow Bay

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Beautiful 3 bdr Cottage steps from the Bay, vacation rental in Shirley
Beautiful 3 bdr Cottage steps from the Bay, vacation rental in Shirley
Beautiful 3 bdr Cottage steps from the Bay, vacation rental in Shirley

Beautiful 3 bdr Cottage steps from the Bay

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches, vacation rental in Shirley
Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches, vacation rental in Shirley
Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches, vacation rental in Shirley

Waterfront Home With Recreational Dock! Great For Rafting, And Close To Beaches

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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5 Bedroom Waterfront Escape, vacation rental in Shirley
5 Bedroom Waterfront Escape, vacation rental in Shirley
5 Bedroom Waterfront Escape, vacation rental in Shirley

5 Bedroom Waterfront Escape

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
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20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool., vacation rental in Shirley
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool., vacation rental in Shirley
20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool., vacation rental in Shirley

20 Minutes from the Hamptons! Quiet 4 bedroom getaway with pool.

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 15
Match: Sleeps, Vacation Rental House
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New! Cozy & Classic Mastic Beach Retreat, vacation rental in Shirley
New! Cozy & Classic Mastic Beach Retreat, vacation rental in Shirley
New! Cozy & Classic Mastic Beach Retreat, vacation rental in Shirley

New! Cozy & Classic Mastic Beach Retreat

Holiday Rental House
3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Charming Cottage Getaway, 5 minutes east of Bellport Village, vacation rental in Shirley
Charming Cottage Getaway, 5 minutes east of Bellport Village, vacation rental in Shirley
Charming Cottage Getaway, 5 minutes east of Bellport Village, vacation rental in Shirley

Charming Cottage Getaway, 5 minutes east of Bellport Village

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Vacation Rental House
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Canal front Cottage, vacation rental in Shirley
Canal front Cottage, vacation rental in Shirley
Canal front Cottage, vacation rental in Shirley

Canal front Cottage

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Vacation Rental House
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Whole House Rental Smith Point Ocean Park vicinity Long Island NY USA 11951, vacation rental in Shirley
Whole House Rental Smith Point Ocean Park vicinity Long Island NY USA 11951, vacation rental in Shirley
Whole House Rental Smith Point Ocean Park vicinity Long Island NY USA 11951, vacation rental in Shirley

Whole House Rental Smith Point Ocean Park vicinity Long Island NY USA 11951

Holiday Rental House
3 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps, Vacation Rental House
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Historic House with Minimalist Renovation Surrounded by Nature, vacation rental in Shirley
Historic House with Minimalist Renovation Surrounded by Nature, vacation rental in Shirley
Historic House with Minimalist Renovation Surrounded by Nature, vacation rental in Shirley

Historic House with Minimalist Renovation Surrounded by Nature

Holiday Rental House
4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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Cozy and Spacious by Hampton Bays, vacation rental in Shirley
Cozy and Spacious by Hampton Bays, vacation rental in Shirley
Cozy and Spacious by Hampton Bays, vacation rental in Shirley

Cozy and Spacious by Hampton Bays

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 17
Match: Sleeps, Vacation Rental House
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;l;jljlk lij, vacation rental in Shirley
;l;jljlk lij, vacation rental in Shirley
;l;jljlk lij, vacation rental in Shirley

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Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 14
Match: Sleeps, Vacation Rental House
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Cozy & Spacious near Hampton Bays, vacation rental in Shirley
Cozy & Spacious near Hampton Bays, vacation rental in Shirley
Cozy & Spacious near Hampton Bays, vacation rental in Shirley

Cozy & Spacious near Hampton Bays

Holiday Rental House
7 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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Beauty and the Peace Cottage, vacation rental in Shirley
Beauty and the Peace Cottage, vacation rental in Shirley
Beauty and the Peace Cottage, vacation rental in Shirley

Beauty and the Peace Cottage

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Vacation Rental House
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The Hawkins Castle, vacation rental in Shirley
The Hawkins Castle, vacation rental in Shirley
The Hawkins Castle, vacation rental in Shirley

The Hawkins Castle

Holiday Rental House
5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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Idyllic Country Retreat, Privacy, Brookhaven Hamlet, Bellport, Long Island, NY, vacation rental in Shirley
Idyllic Country Retreat, Privacy, Brookhaven Hamlet, Bellport, Long Island, NY, vacation rental in Shirley
Idyllic Country Retreat, Privacy, Brookhaven Hamlet, Bellport, Long Island, NY, vacation rental in Shirley

Idyllic Country Retreat, Privacy, Brookhaven Hamlet, Bellport, Long Island, NY

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps, Vacation Rental House
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Modern Home nestled in Bellport/Brookhaven Hamlet, vacation rental in Shirley
Modern Home nestled in Bellport/Brookhaven Hamlet, vacation rental in Shirley
Modern Home nestled in Bellport/Brookhaven Hamlet, vacation rental in Shirley

Modern Home nestled in Bellport/Brookhaven Hamlet

Holiday Rental House
2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps, Vacation Rental House
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Nice and Comfortable Mastic Beach House, vacation rental in Shirley
Nice and Comfortable Mastic Beach House, vacation rental in Shirley
Nice and Comfortable Mastic Beach House, vacation rental in Shirley

Nice and Comfortable Mastic Beach House

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 5
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Bay front home with direct sunsets and private dock with pontoon boat, vacation rental in Shirley
Bay front home with direct sunsets and private dock with pontoon boat, vacation rental in Shirley
Bay front home with direct sunsets and private dock with pontoon boat, vacation rental in Shirley

Bay front home with direct sunsets and private dock with pontoon boat

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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House ,hot tub, pool table, fireplace, barbecue área,soccer área, beach outlets, vacation rental in Shirley
House ,hot tub, pool table, fireplace, barbecue área,soccer área, beach outlets, vacation rental in Shirley
House ,hot tub, pool table, fireplace, barbecue área,soccer área, beach outlets, vacation rental in Shirley

House ,hot tub, pool table, fireplace, barbecue área,soccer área, beach outlets

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps, Vacation Rental House
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Waterfront home with amazing views, vacation rental in Shirley
Waterfront home with amazing views, vacation rental in Shirley
Waterfront home with amazing views, vacation rental in Shirley

Waterfront home with amazing views

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps, Vacation Rental House
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Private, 3-acre, waterfront escape w/pool, firepit, game rm & spectacular views, vacation rental in Shirley
Private, 3-acre, waterfront escape w/pool, firepit, game rm & spectacular views, vacation rental in Shirley
Private, 3-acre, waterfront escape w/pool, firepit, game rm & spectacular views, vacation rental in Shirley

Private, 3-acre, waterfront escape w/pool, firepit, game rm & spectacular views

Holiday Rental House
4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps, Vacation Rental House
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Cozy and Stylish 1 Bedroom Guest Suite, vacation rental in Shirley
Cozy and Stylish 1 Bedroom Guest Suite, vacation rental in Shirley
Cozy and Stylish 1 Bedroom Guest Suite, vacation rental in Shirley

Cozy and Stylish 1 Bedroom Guest Suite

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Vacation Rental House
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Beautiful Guest House near the water, vacation rental in Shirley
Beautiful Guest House near the water, vacation rental in Shirley
Beautiful Guest House near the water, vacation rental in Shirley

Beautiful Guest House near the water

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps, Vacation Rental House
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Located near everything restaurants beaches parks gate way to hamptons, vacation rental in Shirley
Located near everything restaurants beaches parks gate way to hamptons, vacation rental in Shirley
Located near everything restaurants beaches parks gate way to hamptons, vacation rental in Shirley

Located near everything restaurants beaches parks gate way to hamptons

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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One bedroom house with the stunning views of the Narrow Bay, vacation rental in Shirley
One bedroom house with the stunning views of the Narrow Bay, vacation rental in Shirley
One bedroom house with the stunning views of the Narrow Bay, vacation rental in Shirley

One bedroom house with the stunning views of the Narrow Bay

Holiday Rental House
1 bedroom
1 bathroom
Sleeps 3
Match: Sleeps, Vacation Rental House
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Large House in Brookhaven Hamlet, vacation rental in Shirley
Large House in Brookhaven Hamlet, vacation rental in Shirley
Large House in Brookhaven Hamlet, vacation rental in Shirley

Large House in Brookhaven Hamlet

Holiday Rental House
5 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps, Vacation Rental House
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Sunny Cottage in Brookhaven Hamlet/Bellport, vacation rental in Shirley
Sunny Cottage in Brookhaven Hamlet/Bellport, vacation rental in Shirley
Sunny Cottage in Brookhaven Hamlet/Bellport, vacation rental in Shirley

Sunny Cottage in Brookhaven Hamlet/Bellport

Holiday Rental House
3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps, Vacation Rental House
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Devine rental, vacation rental in Shirley
Devine rental, vacation rental in Shirley
Devine rental, vacation rental in Shirley

Devine rental

Holiday Rental House
2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps, Vacation Rental House
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