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Sagaponack Holiday Rentals

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51 rentals in Sagaponack.
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Cozy Private Retreat in Sagaponack, holiday rental in Sagaponack

Cozy Private Retreat in Sagaponack

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Hamptons  Rental - Beautiful Private Setting with a  Pool and Tennis Court., holiday rental in Sagaponack

Hamptons Rental - Beautiful Private Setting with a Pool and Tennis Court.

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Luxurious Sagaponack Getaway, holiday rental in Sagaponack

Luxurious Sagaponack Getaway

5 bedrooms
4 bathrooms
Sleeps 9
Match: Sleeps
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SAGAPONACK ESTATE, 6 Bedrooms, Modern Farm House, holiday rental in Sagaponack

SAGAPONACK ESTATE, 6 Bedrooms, Modern Farm House

5 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Sagaponack Compound, holiday rental in Sagaponack

Sagaponack Compound

7 bedrooms
4 bathrooms
Sleeps 20
Match: Sleeps
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New Listing: Architect-Designed Estate in Historic Sagaponack, Blissfully..., holiday rental in Sagaponack

New Listing: Architect-Designed Estate in Historic Sagaponack, Blissfully...

9 bedrooms
9 bathrooms
Sleeps 16
Match: Sleeps
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Perfect Location - Hear the Waves, holiday rental in Sagaponack

Perfect Location - Hear the Waves

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Come to the safest place in US; available April 1st through the season 2020, holiday rental in Sagaponack

Come to the safest place in US; available April 1st through the season 2020

8 bedrooms
8 bathrooms
Sleeps 15
Match: Sleeps
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Beautiful, Newly Renovated Bridgehampton Home, holiday rental in Sagaponack

Beautiful, Newly Renovated Bridgehampton Home

4 bedrooms
3 bathrooms
Sleeps 4
Match: Sleeps
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Sag Harbor, Hamptons Hideaway, holiday rental in Sagaponack

Sag Harbor, Hamptons Hideaway

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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French Riviera In The Hamptons, holiday rental in Sagaponack

French Riviera In The Hamptons

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Flexible Cancellation-Book with Confidence!, holiday rental in Sagaponack

Flexible Cancellation-Book with Confidence!

5 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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Charming Bridgehampton Cape-Amazing Heated Salt Pool, holiday rental in Sagaponack

Charming Bridgehampton Cape-Amazing Heated Salt Pool

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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BRIDGEHAMPTON South 5 bedroom with pool and fabulous gardens Available Summer'21, holiday rental in Sagaponack

BRIDGEHAMPTON South 5 bedroom with pool and fabulous gardens Available Summer'21

5 bedrooms
4 bathrooms
Sleeps 11
Match: Sleeps
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Book Sag Harbor Getaway -HOT TUB OPEN THROUGH NEW YEARS!, holiday rental in Sagaponack

Book Sag Harbor Getaway -HOT TUB OPEN THROUGH NEW YEARS!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Close to everything!, holiday rental in Sagaponack

Close to everything!

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Bridgehampton Spotless Designer Home Heated Saline Pool, READ OUR REVIEWS, holiday rental in Sagaponack

Bridgehampton Spotless Designer Home Heated Saline Pool, READ OUR REVIEWS

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Heated Pool Gourmet Kitchen Open Concept 5min Walk to Town, Bike to Wineries, holiday rental in Sagaponack

Heated Pool Gourmet Kitchen Open Concept 5min Walk to Town, Bike to Wineries

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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5-ACRE WAINSCOTT ESTATE, HEATED POOL, TENNIS, BASKETBALL, 6 BED 6 BATH, holiday rental in Sagaponack

5-ACRE WAINSCOTT ESTATE, HEATED POOL, TENNIS, BASKETBALL, 6 BED 6 BATH

6 bedrooms
6 bathrooms
Sleeps 14
Match: Sleeps
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*Reduced Price* Newly Renovated, East Hampton Hamlet, Heated Pool+5 min to Beach, holiday rental in Sagaponack

*Reduced Price* Newly Renovated, East Hampton Hamlet, Heated Pool+5 min to Beach

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Classic Hamptons Cottage with Boating and Stunning Water Views, holiday rental in Sagaponack

Classic Hamptons Cottage with Boating and Stunning Water Views

6 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Family-Friendly Retreat w/ Pool & Tennis Court, holiday rental in Sagaponack

Family-Friendly Retreat w/ Pool & Tennis Court

4 bedrooms
4 bathrooms
Sleeps 10
Match: Sleeps
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HamptonsEscape House By Ocean Beach, holiday rental in Sagaponack

HamptonsEscape House By Ocean Beach

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Thanksgiving-1 night free! Private Bridgehampton home near all., holiday rental in Sagaponack

Thanksgiving-1 night free! Private Bridgehampton home near all.

3 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Stylish Sag Harbor Home, holiday rental in Sagaponack

Stylish Sag Harbor Home

2 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sag Harbor Quiet Getaway, holiday rental in Sagaponack

Sag Harbor Quiet Getaway

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Sag Harbor Village Fringe, Great Location, holiday rental in Sagaponack

Sag Harbor Village Fringe, Great Location

4 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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East Hampton/Sag Harbor Village Fringe, holiday rental in Sagaponack

East Hampton/Sag Harbor Village Fringe

6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Beautiful Bridgehampton, holiday rental in Sagaponack

Beautiful Bridgehampton

4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Perfect Hamptons Rental with Pool and Tennis, holiday rental in Sagaponack

Perfect Hamptons Rental with Pool and Tennis

4 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Live in Luxury in This English Manor Home., holiday rental in Sagaponack

Live in Luxury in This English Manor Home.

6 bedrooms
7 bathrooms
Sleeps 12
Match: Sleeps
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Summer in a Hamptons Cottage, holiday rental in Sagaponack

Summer in a Hamptons Cottage

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Charmimg Beach cottage in Sagaponack, holiday rental in Sagaponack

Charmimg Beach cottage in Sagaponack

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Relax at our East  Hampton home, holiday rental in Sagaponack

Relax at our East Hampton home

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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On Georgica Pond, Overlooking the Ocean, holiday rental in Sagaponack

On Georgica Pond, Overlooking the Ocean

5 bedrooms
6 bathrooms
Sleeps 12
Match: Sleeps
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Luxury East Hampton Home w/Private Saltwater Pool!, holiday rental in Sagaponack

Luxury East Hampton Home w/Private Saltwater Pool!

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Hamptons Home, holiday rental in Sagaponack

Luxury Hamptons Home

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
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Spacious recently renovated 5 bdr family house, holiday rental in Sagaponack

Spacious recently renovated 5 bdr family house

5 bedrooms
6 bathrooms
Sleeps 10
Match: Sleeps
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Hampton Private House near Georgica Beach, holiday rental in Sagaponack

Hampton Private House near Georgica Beach

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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Chic Family Friendly House in East Hampton Village Fringe, holiday rental in Sagaponack

Chic Family Friendly House in East Hampton Village Fringe

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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New Listing: Completely Renovated, Lush Landscaping, Large Heated Gunite Pool, holiday rental in Sagaponack

New Listing: Completely Renovated, Lush Landscaping, Large Heated Gunite Pool

5 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Contemporary Saltbox Hamptone Home 4 bedrooms, holiday rental in Sagaponack

Contemporary Saltbox Hamptone Home 4 bedrooms

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Bridgehampton Village Historical with Beautiful Yard/Heated Pool, Walk to Town!, holiday rental in Sagaponack

Bridgehampton Village Historical with Beautiful Yard/Heated Pool, Walk to Town!

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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SURROUNDED BY NATURE & 2 LAND RESERVES, holiday rental in Sagaponack

SURROUNDED BY NATURE & 2 LAND RESERVES

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Sag Harbor Modern Beach House, holiday rental in Sagaponack

Sag Harbor Modern Beach House

3 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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8 Br 8 bth 66' heated pool; private tennis court; 3 acre landscaped paradise, holiday rental in Sagaponack

8 Br 8 bth 66' heated pool; private tennis court; 3 acre landscaped paradise

8 bedrooms
8 bathrooms
Sleeps 12
Match: Sleeps
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Wainscott Summer Rental, holiday rental in Sagaponack

Wainscott Summer Rental

4 bedrooms
5 bathrooms
Sleeps 8
Match: Sleeps
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Gorgeous South of the Highway Home in Bridgehampton, holiday rental in Sagaponack

Gorgeous South of the Highway Home in Bridgehampton

5 bedrooms
5 bathrooms
Sleeps 10
Match: Sleeps
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Beautiful Bridgehampton Home, holiday rental in Sagaponack

Beautiful Bridgehampton Home

5 bedrooms
4 bathrooms
Sleeps 8
Match: Sleeps
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Your Private Hamptons Getaway, holiday rental in Sagaponack

Your Private Hamptons Getaway

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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