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Middle Island Holiday Apartments

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50 rentals in Middle Island.
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Secluded Long Island Lakefront Cabin w/Deck+Grill!, holiday rental in Middle Island

Secluded Long Island Lakefront Cabin w/Deck+Grill!

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Private Vacation Retreat-By-The-Sea in Miller Place, holiday rental in Middle Island

Private Vacation Retreat-By-The-Sea in Miller Place

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Luxury Beach House Heart North Fork Wineries Hamptons Your own Private Beach!, holiday rental in Middle Island

Luxury Beach House Heart North Fork Wineries Hamptons Your own Private Beach!

2 bedrooms
2 bathrooms
Sleeps 5
Match: Sleeps
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Luxury Beach Cottage Wineries, Shopping & the Hamptons, holiday rental in Middle Island

Luxury Beach Cottage Wineries, Shopping & the Hamptons

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Upscale Beach House Balcony Vineyards Farm Stands North Fork vineyards, holiday rental in Middle Island

Upscale Beach House Balcony Vineyards Farm Stands North Fork vineyards

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Luxury Beach House w Panoramic Views 1.5hrs NYC Your own Private Beach!, holiday rental in Middle Island

Luxury Beach House w Panoramic Views 1.5hrs NYC Your own Private Beach!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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NEW Beach House North Fork Vineyards Hamptons, holiday rental in Middle Island

NEW Beach House North Fork Vineyards Hamptons

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Waters edge Beach House VIEWS North Fork Hamptons Your Private Beach Jacuzzi, holiday rental in Middle Island

Waters edge Beach House VIEWS North Fork Hamptons Your Private Beach Jacuzzi

4 bedrooms
4 bathrooms
Sleeps 12
Match: Sleeps
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Family Friendly, short walk to water and Tidal pooling, holiday rental in Middle Island

Family Friendly, short walk to water and Tidal pooling

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
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WATERFRONT BEACH HOUSE - SOUND BEACH, holiday rental in Middle Island

WATERFRONT BEACH HOUSE - SOUND BEACH

3 bedrooms
2 bathrooms
Sleeps 10
Match: Sleeps
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True beach House Once Upon A Tide Your own Private Beach!, holiday rental in Middle Island

True beach House Once Upon A Tide Your own Private Beach!

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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waterview house. rocky point. long island.New york, holiday rental in Middle Island

waterview house. rocky point. long island.New york

3 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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Romantic Beach House Vineyards Farms North Fork Your own Private Beach!, holiday rental in Middle Island

Romantic Beach House Vineyards Farms North Fork Your own Private Beach!

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Luxury Beach House w Panoramic Views 1.5hrs NYC Your own Private Beach!, holiday rental in Middle Island

Luxury Beach House w Panoramic Views 1.5hrs NYC Your own Private Beach!

3 bedrooms
1 bathroom
Sleeps 8
Match: Sleeps
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Sunny and Bright Home in Central Location!, holiday rental in Middle Island

Sunny and Bright Home in Central Location!

3 bedrooms
2 bathrooms
Sleeps 6
Match: Sleeps
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Blue Haven Brand New Beach house Panoramic Views Your own Private Beach!, holiday rental in Middle Island

Blue Haven Brand New Beach house Panoramic Views Your own Private Beach!

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
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Queen Vic Luxury Beach House Vineyards Farms Hamptons Your own Private Beach!, holiday rental in Middle Island

Queen Vic Luxury Beach House Vineyards Farms Hamptons Your own Private Beach!

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Romantic Beach House Vineyards Farms North Fork Your own Private Beach!, holiday rental in Middle Island

Romantic Beach House Vineyards Farms North Fork Your own Private Beach!

1 bedroom
1 bathroom
Sleeps 5
Match: Sleeps
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Luxurious Mermaid Inn Beach House Kayaks SUP jacuzzi sleeps 12, holiday rental in Middle Island

Luxurious Mermaid Inn Beach House Kayaks SUP jacuzzi sleeps 12

4 bedrooms
3 bathrooms
Sleeps 12
Match: Sleeps
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SECLUDED & INTIMATE: Immaculate Cottage at start of the North Fork Wine Country, holiday rental in Middle Island

SECLUDED & INTIMATE: Immaculate Cottage at start of the North Fork Wine Country

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
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Quirky Beach Studio!, holiday rental in Middle Island

Quirky Beach Studio!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Central Location to Long Island Attractions, holiday rental in Middle Island

Central Location to Long Island Attractions

2 bedrooms
1 bathroom
Sleeps 4
Match: Sleeps
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Waters edge Beach House VIEWS North Fork Hamptons Your Private Beach Jacuzzi, holiday rental in Middle Island

Waters edge Beach House VIEWS North Fork Hamptons Your Private Beach Jacuzzi

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Luxury Beach Cottage Wineries, Shopping & the Hamptons, holiday rental in Middle Island

Luxury Beach Cottage Wineries, Shopping & the Hamptons

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
More info
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True beach House Once Upon A Tide Your own Private Beach!, holiday rental in Middle Island

True beach House Once Upon A Tide Your own Private Beach!

4 bedrooms
3 bathrooms
Sleeps 11
Match: Sleeps
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Glen Laurel on the Sound, holiday rental in Middle Island

Glen Laurel on the Sound

4 bedrooms
3 bathrooms
Sleeps 7
Match: Sleeps
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Luxury Beach House Heart North Fork Wineries Hamptons Your own Private Beach!, holiday rental in Middle Island

Luxury Beach House Heart North Fork Wineries Hamptons Your own Private Beach!

1 bedroom
2 bathrooms
Sleeps 5
Match: Sleeps
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NEW Beach House North Fork Vineyards Hamptons, holiday rental in Middle Island

NEW Beach House North Fork Vineyards Hamptons

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
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Upscale Beach House Balcony Vineyards Farm Stands North Fork vineyards, holiday rental in Middle Island

Upscale Beach House Balcony Vineyards Farm Stands North Fork vineyards

2 bedrooms
2 bathrooms
Sleeps 4
Match: Sleeps
More info
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Luxury Beach House near Hamptons Vineyards walk to Restaurant 60 miles NYC, holiday rental in Middle Island

Luxury Beach House near Hamptons Vineyards walk to Restaurant 60 miles NYC

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Rocky Point Home w/ 2 Decks Overlooking the Water!, holiday rental in Middle Island

Rocky Point Home w/ 2 Decks Overlooking the Water!

3 bedrooms
2 bathrooms
Sleeps 8
Match: Sleeps
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Beach Cottage by the Sea Views private Steps to the private beach!, holiday rental in Middle Island

Beach Cottage by the Sea Views private Steps to the private beach!

4 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Frank Lloyd Wright Prairie Style Home on 4 Acres Wild Life Refuge, holiday rental in Middle Island

Frank Lloyd Wright Prairie Style Home on 4 Acres Wild Life Refuge

5 bedrooms
3 bathrooms
Sleeps 15
Match: Sleeps
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Studio bedroom livingroom combo with private bathroom and enterance, holiday rental in Middle Island

Studio bedroom livingroom combo with private bathroom and enterance

0 bedrooms
1 bathroom
Sleeps 2
Match: Sleeps
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Cheaper Than a Hotel! Spacious Guest Suite in Medford, Long Island, holiday rental in Middle Island

Cheaper Than a Hotel! Spacious Guest Suite in Medford, Long Island

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
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Beach Cottage by the Sea Views private Steps to the private beach!, holiday rental in Middle Island

Beach Cottage by the Sea Views private Steps to the private beach!

1 bedroom
1 bathroom
Sleeps 2
Match: Sleeps
More info
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Luxury Beach House near Hamptons Vineyards walk to Restaurant 60 miles NYC, holiday rental in Middle Island

Luxury Beach House near Hamptons Vineyards walk to Restaurant 60 miles NYC

4 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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1 bedroom apartment apartment home away from home., holiday rental in Middle Island

1 bedroom apartment apartment home away from home.

1 bedroom
1 bathroom
Sleeps 4
Match: Sleeps
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Queen Vic Luxury Beach House Vineyards Farms Hamptons Your own Private Beach!, holiday rental in Middle Island

Queen Vic Luxury Beach House Vineyards Farms Hamptons Your own Private Beach!

5 bedrooms
3 bathrooms
Sleeps 10
Match: Sleeps
More info
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Port Jefferson Coastal Paradise, holiday rental in Middle Island

Port Jefferson Coastal Paradise

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
More info
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Blue Haven Brand New Beach house Panoramic Views Your own Private Beach!, holiday rental in Middle Island

Blue Haven Brand New Beach house Panoramic Views Your own Private Beach!

3 bedrooms
2 bathrooms
Sleeps 7
Match: Sleeps
More info
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Chic Waterfront Cottage, holiday rental in Middle Island

Chic Waterfront Cottage

2 bedrooms
1 bathroom
Sleeps 6
Match: Sleeps
More info
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North Fork Beach House steps to beach Farm Stands, Kayaks, avail all season, holiday rental in Middle Island

North Fork Beach House steps to beach Farm Stands, Kayaks, avail all season

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
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North Fork Beach House steps to beach Farm Stands, Kayaks, avail all season, holiday rental in Middle Island

North Fork Beach House steps to beach Farm Stands, Kayaks, avail all season

2 bedrooms
1 bathroom
Sleeps 5
Match: Sleeps
More info
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Beachfront Home-Fully Furnished.  PRIVATE Beach Rights., holiday rental in Middle Island

Beachfront Home-Fully Furnished. PRIVATE Beach Rights.

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
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Summer By The Sea 5Br Beach house Kayaks/Paddle Highspeed Internet Vineyards, holiday rental in Middle Island

Summer By The Sea 5Br Beach house Kayaks/Paddle Highspeed Internet Vineyards

5 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
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*VIEWS** Luxury Beach House overlooking the Long Island Sound **VIEWS**, holiday rental in Middle Island

*VIEWS** Luxury Beach House overlooking the Long Island Sound **VIEWS**

6 bedrooms
5 bathrooms
Sleeps 12
Match: Sleeps
More info
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Summer By The Sea 5Br Beach house Kayaks/Paddle Highspeed Internet Vineyards, holiday rental in Middle Island

Summer By The Sea 5Br Beach house Kayaks/Paddle Highspeed Internet Vineyards

5 bedrooms
2 bathrooms
Sleeps 11
Match: Sleeps
More info
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**3BR Sandcastle Beach house on the sand with a Sauna NEW  **, holiday rental in Middle Island

**3BR Sandcastle Beach house on the sand with a Sauna NEW **

4 bedrooms
3 bathrooms
Sleeps 8
Match: Sleeps
More info
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Miller’s secret, holiday rental in Middle Island

Miller’s secret

3 bedrooms
3 bathrooms
Sleeps 6
Match: Sleeps
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