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1-22 of 22 Long Island Rentals

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East Marion Home
6 Bedrooms / 5 Bathrooms / Sleeps 12
Home / 6 Bedrooms / Sleeps 12

Bedrooms:6
Bathrooms:5
Sleeps:12
Type:Home
Per night:$1,167 - $3,000
Per week:$8,167 - $21,000
Pets allowed:No
Internet:Yes

Escape to a private pastoral compound comprised of a historical home and a guest carriage house sitting on eight lush acres. The main country manor house offers three spacious bedrooms, including an en suite master with an attached private office, 2. 5 baths, living, dining, ...

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Peconic New York Vacation Rentals - Home
1 / 12

Peconic Home
4 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$786

/ night

Email Owner
Bedrooms:4
Bathrooms:3
Sleeps:8
Type:Home
Per night:$786
Per week:$5,500
Pets allowed:No
Internet:Yes

Private Beach in a secluded area in Shinnecock Hills on the water. Amazing waterviews on waterfront property and sunsets. Private circle driveway with plenty of parking. Close to all in Hamptons. Just minutes away from the ocean. Swim in your own private beach. 4 bedrooms, 3 baths....

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Aquebogue New York Vacation Rentals - Home
1 / 20

Aquebogue Home
5 Bedrooms / 2.5 Bathrooms / Sleeps 12
Home / 5 Bedrooms / Sleeps 12

(2)“ Excellent ”2 Reviews

from

$300

/ night

Email Owner
Bedrooms:5
Bathrooms:2.5
Sleeps:12
Type:Home
Per night:$300 - $750
Per month:$9,000 - $22,500
Pets allowed:No
Internet:Yes

Large North Fork Home (3100 square'). This is an eight year old house that is perfect for entertaining or home base for weddings in the area. The house has dual central A/C, four bedrooms+ two other areas with sleeper couches. There is a 25'x25' paver stone deck, living room, dinning...

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Bachelorette Party

“ Excellent ”
June 29, 2012
The house was clean and huge! The front and back porch are a great place to relax and enjoy your surroundings. We had a wonderful time touring a few wineries through Vintage Tours and being able to come back to a beautiful house. The owner was very easy to communicate with and provided a nice vacation home.Thanks again!
Alison, Warners, NY

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Bayport New York Vacation Rentals - Home
1 / 17

Bayport Home
3 Bedrooms / 2 Bathrooms / Sleeps 9
Home / 3 Bedrooms / Sleeps 9

(2)“ Excellent ”2 Reviews

from

$500

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:9
Type:Home
Per night:$500 - $790
Per week:$3,500 - $5,500
Pets allowed:Yes
Internet:Yes

House, 3 Bedrooms + Convertible Bed(s), 2 Baths (Sleeps 6- 9) 3 Br 2 full bath 2 story home. Vaulted 16 foot ceilings with 5 large skylights. One bathroom has an amazing steam shower and over sized heated whirlpool bathtub with jets for spa- like living. 2 large decks on...

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wonderful stay

“ Excellent ”
May 31, 2015
The surrounding of the house is extremely beautiful with wild ducks swimming in the creek that is part of the backyard. The interior and furniture is very stylish. The house is very clean. Joe, the owner, is very efficient in the booking, check-in and check-out, with clear instructions that don't require meeting him in person, so, we felt total privacy, even though we literally stayed in his home. Yet, he is very accessible by connecting via TEXT message, and we got his instant reply 'feel free to use all the stuff you need for cooking, no need to buy' when we asked if we could use his butter in his fridge, so, we were able to cook a nice dinner at his house. As people from the crowded city of Hong Kong, we experienced living in a nice big American house, which is exactly what we looked for when we booked to stay here for two nights as part of our celebration for our daughter's graduation from Brown University. It is convenient to get to every part of Long Island. We would highly recommend to our friends, and we will seek next opportunity to stay there again, maybe as part of celebration for our other daughter's graduation from Harvard.
Barbara Yeung, Hong Kong

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Southold New York Vacation Rentals - Home
1 / 12

Southold Home
3 Bedrooms / 2 Bathrooms / Sleeps 7
Home / 3 Bedrooms / Sleeps 7

(3)“ Excellent ”3 Reviews

from

$250

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:7
Type:Home
Per night:$250 - $365
Per month:$7,500 - $10,950
Pets allowed:Yes
Internet:Yes

Our immaculate waterview beach house is located in a beach and boating community in Southold, New York, only a mile from the historic village of Greenport. It's the perfect place to relax and take in the North Fork's pristine beaches, award- winning wineries, antique shops,...

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A Perfect Vacation

“ Excellent ”
July 7, 2010
This was one of the best vacations we ever had. The home was warm, inviting, and immaculate. We were greeted with a bountiful welcome basket of fruit, vegetables and bread. The house has everything you can think of and is very comfortable. The street is tree-lined and quiet and the little beach is a tranquil peace of heaven. Loved it! Loved it!
The Kenny Family, Hawthorne, New York

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Huntington New York Vacation Rentals - Home
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Huntington Home
3 Bedrooms / 3 Bathrooms / Sleeps 9
Home / 3 Bedrooms / Sleeps 9

from

$358

/ night

Email Owner
Bedrooms:3
Bathrooms:3
Sleeps:9
Type:Home
Per night:$358 - $572
Per week:$2,500 - $4,000
Pets allowed:No
Internet:Yes

Enjoy exploring the ultimate New York. Come and stay in this private, wonderful, highly furnished and luxurious home. It’s located in the West Hills that is about 20minutes short drive’s distance to the NYC. Our guests will be staying in heart of the Long Island & will be...

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Smithtown New York Vacation Rentals - Home
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Smithtown Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$250

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$250 - $300
Per week:$1,500 - $1,800
Pets allowed:No
Internet:Yes

Beautiful 4 bedroom 2 bath Long Island home nestled in the historic village of Saint James on the North Shore. This space is the main floor of a ranch house located a convenient 60 miles away from New York City but a world away in vacation experience. It is easily accessible by car...

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Greenport New York Vacation Rentals - Home
1 / 24

Greenport Home
3 Bedrooms / 3 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

Bedrooms:3
Bathrooms:3
Sleeps:6
Type:Home
Per night:$2,000
Per week:$10,000
Pets allowed:Yes
Internet:Yes

NEW! ! ! PRIVATE BEACH FRONT HOME - 3 bedroom, 3 bathroom, Walk to town - 1 block RARE! One of a kind opportunity to rent a PRIVATE BEACHFRONT HOME with 250 feet of Sandy Beach! Our newly renovated custom beachfront home has all BRAND NEW FURNISHINGS - NEVER USED BEFORE...

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Kings Park New York Vacation Rentals - Home
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Kings Park Home
4 Bedrooms / 1.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(9)“ Excellent ”9 Reviews

from

$500

/ night

Email Owner
Bedrooms:4
Bathrooms:1.5
Sleeps:8
Type:Home
Per night:$500
Per week:$2,000
Pets allowed:No
Internet:Yes

Sit in the shade and watch the birds and boats go by or rent a kayak or canoe and get out there. This is a great place for the family if you are looking for a beautiful spot on the water. We can sleep more than 8 but think up to 8 is generally best. The house overlooks the Nissequogue...

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Lucky to Find North Shore Rental

“ Excellent ”
July 18, 2013
There are very few availabilities between Manhattan and the East End of Long Island. So many of us stay in typical chain hotels along the LIExpressway. Well, here is a home, a real home, that is clean, filled with all you need, and enables relaxation and appreciation of Long Island's North Shore to boot. 4 Bedrooms with Vermont made pyramid beds, AC, and a front porch with idyllic views of the Nissequogue River, Long Island Sound in the far distance. It is a bit tight but very cosy. Beautiful kitchen implements and a grill with casual seating outside. Cooking is fun. Chairs on the lawn and a bathrobe per guest in which to drink coffee, enjoy the waterview, and catch up. Situated in an old Italian immigrant summer bungalow neighborhood "San Remo," this house is close enough to the Sagtikos Parkway and Northern State to get in and out, close enough to Kings Park to enjoy true blue family owned deli's, bakery, and restaurants, yet, far away enough to feel you are really on vacation - canoe/kayak, beach it, ride a bike, relax and read a book. Parks and boat rentals are nearby. The house is old, quaint, and useful. Take a day trip to NYC from the Kings Park LIRR, enjoy a family outing, but best of all, visit LI and see your relatives without having to stay in the "same old" hotel. We are glad to have found this place! Thank you Sandra!
Linda D., Virginia, Pennsylvania, New Jersey

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1 / 16

Southold Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

from

$500

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$500
Per week:$3,500
Pets allowed:No
Internet:Yes

Idyllic retreat in North Fork beach and wine country. Quiet and peaceful, at the end of a private road, our charming, renovated 1830's farmhouse features lots of sunlight, a stainless steel kitchen, all wooden floors, jacuzzi bathtub, mudroom, washer/dryer, wifi, cable tv,...

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Long Beach New York Vacation Rentals - Home
1 / 3

Long Beach Home
2 Bedrooms / 2 Bathrooms / Sleeps 4
Home / 2 Bedrooms / Sleeps 4

(2)“ Excellent ”2 Reviews

from

$300

/ night

Email Owner
Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Home
Per night:$300 - $500
Per week:$3,500 - $4,000
Pets allowed:Yes
Internet:Yes

Fabulous beach house just steps to boardwalk and ocean. This 2 BR/ 2 Bath house has it all.. Renovated kitchen 2 renovated baths. W/D, Central A/C, huge backyard, porch and terrace, Wireless Internet, Cable TV. 2 parking spaces. Reserve now for Winter and Summer 12/13....

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perfect family accommodation

“ Excellent ”
November 1, 2011
we stayed here recently for 2 weeks and found it met our needs perfectly....lots of room, well equipped, great location, peaceful and quiet, easy access to NYC and short walk to beach....we have recommended to friends and plan to return!!!!
Joanna Tam, Sydney, Australia

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On The Upper Deck
1 / 30

Sound Beach Home
3 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

(10)“ Excellent ”10 Reviews

from

$450

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:8
Type:Home
Per night:$450 - $570
Per week:$2,700 - $3,300
Pets allowed:No
Internet:Yes

WATERFRONT BEACH HOUSE - SOUND BEACH - Long Island Located on the bluff with amazing views of the Long Island Sound around the year. 1:15 min drive (60 miles) from Manhattan. 25 min. from the Hampton crowd. Weather you're coming to visit family in the area, attending...

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Cozy Home with an Amazing View

“ Excellent ”
August 21, 2013
My fiance and I rented this house along with a few other couples and had an amazing long weekend. Shay was wonderful to work with and was more than accommodating. There are three bedrooms, one has a futon bed, but was still very comfortable. We were worried because we had a fourth couple for two nights, but, because the house is so big, they had their own space downstairs in the living room. The house comes with passes to a private beach shared by the community, just a minute walk from the house. You will only encounter a few people, which makes for a very relaxing beach day. The best feature of the house by far is the huge deck, which overlooks the expansive Sound. We spent every evening on the deck as their are the most amazing sunsets over the water in the summer. This house is made for people that want to go to the beach, hang out with friends, and cook. It is close to Port Jefferson, but there are no shops, bars, restaurants in walking distance... it is definitely in a residential neighborhood. That being said, you won't want to leave as the house and beach provide everything you need. I would even rent this property during the fall or winter as it is very cozy and has many fireplaces. For those looking for an extremely relaxing stay with friends or family, this is the property for you.
Peter, New York City

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Living room with view of Shelter Bay Inlet (Hashamomuck Pond)
1 / 21

Southold Home
3 Bedrooms / 2.5 Bathrooms / Sleeps 8
Home / 3 Bedrooms / Sleeps 8

from

$499

/ night

Email Owner
Bedrooms:3
Bathrooms:2.5
Sleeps:8
Type:Home
Per night:$499 - $599
Per month:$14,970 - $17,970
Pets allowed:Yes
Internet:Yes

Stunning views, master suite, deck, sunrooms, private lane and beaches Completely renovated and handicapped accessible throughout with wrap around deck, extra wide doorways, new kitchen, two and a half new bathrooms with tubs and showers and large master bedroom suite overlooking...

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Orient Point New York Vacation Rentals - Home
1 / 24

Orient Point Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

(4)“ Excellent ”4 Reviews

from

$429

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:8
Type:Home
Per night:$429 - $608
Per week:$3,000 - $4,250
Pets allowed:No
Internet:Yes

Enjoy gorgeous water views of Gardiner 's Bay from this immaculate Victorian home situated on 1 acre. This spacious and beautifully decorated home comfortably accommodates 8 adults....

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Our Praises!

“ Excellent ”
August 9, 2012
For our family vacations, we always seek a comfortable rental property in a desired destination. By far, this property was our best rental ever! The beautiful, immaculate home was perfect for our family of 7! Tastefully decorated, well equipped with all appliances, cookware, and electronics in updated and fully functional condition, with no convenience or amenity overlooked. Although the weather was not warm enough to get a lot of use out of the sparkling swimming pool, the hot tub was equally inviting and we did enjoy the lovely grounds, decks, porches, and provided bicycles! The horseshoe pit and the nature trails to the sea shore were among the other amenities our family enjoyed. While located in a quieter area of Long Island, we found plenty to do and enjoy. The water views and the short walk to the Orient Point Ferry were a few of the other bonuses. The property is located in a lovely neighborhood, which the joggers in our family really appreciated. The owner went above and beyond to make sure our stay was comfortable. Dan Nikola's hospitality felt more like that of an Inn keeper than a landlord. Truly I cannot praise or recommend this property enough!! For Long Island stays, this is the home to rent!
Lisa L. Desmarais, Dayville, CT

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Fire Island New York Vacation Rentals - Home
1 / 19

Fire Island Home
3 Bedrooms / 2 Bathrooms / Sleeps 6
Home / 3 Bedrooms / Sleeps 6

(1)“ Excellent ”1 Review

Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Home
Per night:$1,000
Per week:$7,000
Pets allowed:Yes
Internet:Yes

FULL WEEKS ONLY - NO WEEKENDS SUMMER 2015 IS JUST AROUND THE CORNER! ! ! ! Spring is approaching - warm, not hot, flowers blooming, peaceful & not packed with day trippers! Enter thru the arbor over the pond & view this beautiful house which is surrounded by numerous...

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excellent

“ Excellent ”
August 31, 2009
This house was great. 3 spacious bedrooms, lots and lots of space in the house and its various outside spaces. Feels very secluded even though its right off the main road to the ferry, and is convenient to all. Can hear people walking by, but it's not overwhelming. Highly recommend.
fran miller, new york,ny

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Our own piece of Paradise, Paradise Shores beach just a short walk away
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Southold Cottage
2 Bedrooms / 1 Bathroom / Sleeps 4
Cottage / 2 Bedrooms / Sleeps 4

(1)“ Excellent ”1 Review

from

$295

/ night

Email Owner
Bedrooms:2
Bathrooms:1
Sleeps:4
Type:Cottage
Per night:$295 - $475
Per month:$8,850 - $14,250
Pets allowed:Yes
Internet:Yes

Walk to our private beach just houses away, kick back with a local bottle of pinot in our beautiful sunroom, barbecue in the backyard or cook your favorites in our new kitchen and dine al fresco on the patio, dining room or eat at the counter and entertain the cook. We provide ...

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5 Stars

“ Excellent ”
May 3, 2015
An absolutely stunning and comfortable home, perfect for peace and relaxation. This home is just beautifully and tastefully done, and the bright and spacious sun room is perfect for gathering. Small beach is houses away making the location ideal. I will absolutely return and strongly recommend to all!
Karen Spellman, United States

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Fire Island New York Vacation Rentals - Home
1 / 12

Fire Island Home
4 Bedrooms / 2 Bathrooms / Sleeps 8
Home / 4 Bedrooms / Sleeps 8

from

$350

/ night

Email Owner
Bedrooms:4
Bathrooms:2
Sleeps:8
Type:Home
Per night:$350
Per week:$2,450
Pets allowed:Yes
Internet:No

Quaint and beachy single story bungalow/cottage in the Ocean Ridge section of Davis Park, Fire Island (east of marina). Large deck wrapping from west side to south side. Sleeps 8+ ; 3 queen bedrooms and 1 bedroom with 2 single beds. Two built in couches also suitable for sleeping....

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1 / 5

Southold Home
4 Bedrooms / 3.5 Bathrooms / Sleeps 10
Home / 4 Bedrooms / Sleeps 10

(1)“ Excellent ”1 Review

from

$400

/ night

Email Owner
Bedrooms:4
Bathrooms:3.5
Sleeps:10
Type:Home
Per night:$400 - $500
Per week:$2,000 - $2,250
Pets allowed:No
Internet:Yes

This Home is located minutes from beautiful Long Island sound beaches, wineries, and historic Greenport village. Whether you enjoy the sun or antiquing everything is hereby. The house was built in 2009, having all modern conveniences but still holding the North Fork charm. The...

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GREAT RENTAL HOUSE

“ Excellent ”
September 16, 2014
The house is large and well kept. It was clean and had many amenities like wi-fi, many tv channels, air conditioning, and a security system. It is on a lake, and there were 2 canoes which we enjoyed using. It is in a great location on eastern Long Island. The owner was very helpful and communitcative.
Carol Melchner Reed, Coral Springs, FL

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Entrance to Pequash beach, just a couple of miles from the cottage.
1 / 14

Cutchogue Cottage
2 Bedrooms / 1.5 Bathrooms / Sleeps 6
Cottage / 2 Bedrooms / Sleeps 6

(2)“ Excellent ”2 Reviews

from

$275

/ night

Email Owner
Bedrooms:2
Bathrooms:1.5
Sleeps:6
Type:Cottage
Per night:$275 - $375
Per month:$8,250 - $11,250
Pets allowed:Yes
Internet:Yes

This newly renovated cottage has a spacious living room, large eat- in- kitchen, 2 bedrooms; one with queen- sized bed, the other with two twins, and one full and one half bath. There is a waterview across the street from the relaxing 'pebble lounge' the garden seating area in...

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Five Star Anniversary Weekend Getaway

“ Excellent ”
April 21, 2015
My husband and I stayed here last June for our anniversary and had a five star vacation. The house is close to water, wineries and has lots to offer like bicycling through rolling hills and beautiful scenery. This house is a charmer with a gravel patio that has a water view in the front of the house and a patio in the back. The interior has been renovated and is immaculate. Lots to do nearby on the North Fork makes this a relaxing getaway for singles or families, especially at night when the peace and quiet settles in. We cannot wait to visit again this summer!
Jan Aleschus, Syosset, NY

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1 / 8

Southold Cottage
3 Bedrooms / 2 Bathrooms / Sleeps 6
Cottage / 3 Bedrooms / Sleeps 6

from

$200

/ night

Email Owner
Bedrooms:3
Bathrooms:2
Sleeps:6
Type:Cottage
Per night:$200 - $285
Per week:$1,200 - $1,800
Pets allowed:Yes
Internet:No

This charming summer cottage is unique in the sense that it is located in the private community of Reydon Shores, and is just walking distance to a private beach and marina. The special feature is its wrap around enclosed porch with a view of the Peconic Bay. If you enjoy the...

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Long Beach New York Vacation Rentals - Condo
1 / 10

Long Beach Condo
2 Bedrooms / 2 Bathrooms / Sleeps 4
Condo / 2 Bedrooms / Sleeps 4

Bedrooms:2
Bathrooms:2
Sleeps:4
Type:Condo
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:Yes

Fantastic Ocean Front Condo w/ Terrace + Parking for Summer! ! ! ! Open & Inviting floor plan with 2 bedrooms, 2 baths, kitchen, living / dining room combo, hardwood floors thru out, w/d in unit. Steps to Beach.. Walk to all! ! ! Shopping, Restaurants, Lirr! ! ! !...

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Long Beach New York Vacation Rentals - Home
1 / 12

Long Beach Home
5 Bedrooms / 3 Bathrooms / Sleeps 8
Home / 5 Bedrooms / Sleeps 8

Bedrooms:5
Bathrooms:3
Sleeps:8
Type:Home
No rental rates available - please contact the owner
 
Pets allowed:No
Internet:No

Summer Rental! ! ! Incredible Ocean Front Contemporary Beach House In East End of Long Beach! ! Open & Inviting Floor Plan With 5 Bedrooms, 3 Baths, Kitchen, Living / Dining Room Combo, Hardwood Floors Thru Out, Terrace, W/D In Unit, Parking. Steps To Beach! ! !...

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About Long Island

Events

Long Island is the home of numerous events throughout the year. When these events take place, it is also a great time to visit and stay in one of the Long Island rentals. Spring vacationers can enjoy the Tulip Festival, which takes place in April in Babylon, but before that, treat yourself to excellent food during the Hamptons Restaurant Week in March. In the summer, families love the events that take place on Long Island, including the Strawberry Fest from May to June in Nassau County and the Bethpage Air Show at Jones Beach, which takes place on Memorial Day weekend. October is the month for the Oyster Festival. Many claim this is the largest East Coast waterfront festival and it has its origins in parades that were held in honor of Theodore Roosevelt. The event is free and includes attractions for kids, fireworks and more. Also in September there is the annual Pow-Wow held on Labor Day by the Shinnecock tribe in Southhampton.