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$1,000

5 BR / 4 BA / Sleeps 11

3 Reviews

$1,000

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Family fun luxury waterfront home with pool.

5 BR / 4 BA / Sleeps 11 | Quick view
“ Excellent ” 3 Reviews

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Reviews

(3)

Large luxury air conditioned home located on Reynolds channel. Fish off the dock ,bring your boat and moor it in the yard or just enjoy the heated pool, short walk to town and beach. Take the train into NYC in less than an hour. Indoor and outdoor fireplace. 4 bedrooms and 3 bathrooms on the second level. One …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly
  • Wheelchair accessible - ask

Details

Reviews

(3)

Even better than I had hoped for!

Left on Jul 15, 2014 for a stay in July 2014

What a beautiful home and how amazing Debbie is! She stayed around to give us a tour of the house which I am glad she did because there was so much to offer. She really made this such a wonderful experience for me as this is the first time I have personally rented. The house was even more beautiful than I imagined. We took out the kayak and paddle boards out to watch the sunset which was …

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$525

4 BR / 3 BA / Sleeps 8

1 Reviews

$525

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Peconic Perfection: Spacious, Comfortable, NF Cent

4 BR / 3 BA / Sleeps 8 | Quick view
“ Very Good ” 1 Reviews

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Reviews

(1)

A 4 bedroom home, located in Peconic, steps from a private, white sand Bay beach. Relax with long walks on serene beach, fish, bike, tour wineries, enjoy the bounty of land and sea, and unwind in your quiet surroundings. Our house is a large, comfortable, family-equipped 4 bedroom, 3 bath ranch with a screened-in …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Suitable for children
  • Suitable for the elderly

Details

Reviews

(1)

Spacious, centerally located!

Left on Nov 20, 2014 for a stay in November 2014

Rented the house for the weekend. Miles from wineries and near by towns.

House was very spacious, one hallway of 3 bedrooms. It was nice that the bedrooms were away from the kitchen.

Will definitely go back in spring or early fall to enjoy their backyard and local wineries.

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$249

2 BR / 2 BA / Sleeps 6

2 Reviews

$249

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Waterfront Condo C204 @ The Cliffside Resort

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 2 Reviews

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Reviews

(2)

Overview: Waterfront Water's Edge luxury suite, Suite C-204, accommodates up to 6 guests (see below) with two bedrooms and two bathrooms located on the North Fork of Long Island at The Cliffside Resort Condominiums in Greenport, New York. Quoted rental rates include all taxes. Details: Offered by Tocaro Realty, …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children
  • Suitable for the elderly - ask

Details

Reviews

(2)

Great location and accommodation

Left on Aug 08, 2014 for a stay in July 2014

Terrific Two bedroom condo on the water. Was there for July 4th, tons to do. Minutes from shelter island and views to die for.

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$409

2 BR / 2 BA / Sleeps 6

24 Reviews

$409

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New North Fork Beach Condo, Pool, Resort, Heart of the Wineries

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 24 Reviews

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Reviews

(24)

Beautiful 2 Bedroom 2 Bathroom Poolside Unit. All that Cliffside Resort and the Sound have to offer are just steps away. Additional amenities include: close to town, in-room entertainment system, kitchenette, private walkway to the sound, refrigerated wine cooler, on sound, washer & dryer on-site, beach.
  • Waterfront
  • Internet Access
  • A/C or climate control
  • Deck
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(24)

In general I would...

Left on Aug 03, 2010 for a stay in July 2010

In general I would rate my stay 5 stars, but for the fact that the Wifi service was did not work as advertised. Beyond that, the amenities are excellent and the property wonderful. I look forward to my return.

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$1,000

3 BR / 2 BA / Sleeps 6

Beautiful Beach House- Save 25% w/ March Booking - Long Island vacation rentals
1 / 18

$1,000

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Beautiful Beach House- Save 25% w/ March Booking

3 BR / 2 BA / Sleeps 6 | Quick view

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Book by March 15, 2015 and Save 25% ***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…
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Pet friendly
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$489

2 BR / 2 BA / Sleeps 6

30 Reviews

$489

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Cliffside Resort Greenport Luxurious Waterfront Condo- with Pool!

2 BR / 2 BA / Sleeps 6 | Quick view
“ Excellent ” 30 Reviews

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Reviews

(30)

As featured by New York Magazine, the Cliffside Resort entertains the perfect vacation! This 68 unit complex, located directly on the Long Island Sound with incredible sunset views, offers brand new 2 bedroom 2 bathroom luxurious accommodations. Cliffside Resort Waterfront Condominiums at Greenport, New York, …
  • Waterfront
  • Internet Access
  • A/C or climate control
  • Deck
  • Dishwasher
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(30)

The Perfect Stay

Left on Jun 05, 2010 for a stay in May 2010

We could not have been more pleased with Cliffside. As you can see I have rated everything with FIVE STARS. The management were charming and very helpful. We rented the activity room for a small family party which was a huge success and anyone involved in organising/cleaning/providing extra glasses/ice etc could not have been more helpful. I would, however, make two comments about the furnishings…

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$528

5 BR / 3 BA / Sleeps 11

1 / 56

$528

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Who Needs The Hamptons? Tropical Beach And Golf P

5 BR / 3 BA / Sleeps 11 | Quick view

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PLEASE SEE HOMEAWAY (LISTING # 323667) AND VRBO FOR OUR 18 5STAR REVIEWS!!! We allow up to 1 more visitor for a total of "12" for additional rental charges. After an 8 year continuous, home renovation, a group of up to 12 can experience this remarkable 3,000 square foot perfectly situated within 2 minutes drive …
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Suitable for children
  • Suitable for the elderly - ask
  • Wheelchair accessible

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$2,143

6 BR / 5 BA / Sleeps 12

1 / 13

$2,143

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PRIVATE HISTORICAL HOME AND GUEST HOUSE

6 BR / 5 BA / Sleeps 12 | Quick view

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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, entertaining spaces and a generous eat in …
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • A/C or climate control
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$429

4 BR / 4 BA / Sleeps 8

1 / 23

$429

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New Pool & Hot Tub area at our Orient Point Home

4 BR / 4 BA / Sleeps 8 | Quick view

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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. Beds: 1 King Bed, 2 Queen Beds, 1 Double Bed
  • Hot Tub/Jacuzzi
  • Internet Access
  • Fireplace
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$80

1 BR / 1 BA / Sleeps 2

1 / 16

$80

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Ground floor sunlit apt. in great area!

1 BR / 1 BA / Sleeps 2 | Quick view

Details

Ground floor of hi ranch includes large LR/kitchen combo and separate BR. Fully furnished with brand new queen sized bed with Simmons beauty rest 12" mattress! There is also a pullout couch, new flooring, etc. You will have key to house & separate apt. to come & go as you please. In season there is a …
  • Shared outdoor pool (unheated)
  • Wireless Internet
  • Washing Machine
  • Clothes Dryer
  • Central heating
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask

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$314

2 BR / 2 BA / Sleeps 8

1 / 10

$314

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Beach Side Modern Home With Heated Pool

2 BR / 2 BA / Sleeps 8 | Quick view

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All newly renovated and exquisitely appointed home sits on a half acre in the private community of Green Acres steps away from the beaches in unspoiled Orient Point. Designer Rena Wilhelm decorated the home in a crisp ‘beachy’ décor. House amenities include central air conditioning, cable TV with premium channels…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Washing Machine
  • Clothes Dryer
  • Suitable for children - ask
  • Suitable for the elderly - ask

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$400

1 BR / 1 BA / Sleeps 4

1 / 17

$400

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Cherry Grove Oceanfront with Heated Pool

1 BR / 1 BA / Sleeps 4 | Quick view

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Come join us in our fabulous get-a-way from the hustle and bustle of everyday life. This incredible "gay" oceanfront property is nestled in Cherry Grove, Long Island which hosts beautiful white sandy beaches. Sleep to the ocean waves by night and swim in our heated pool by day. Oversized modern kitchen, Private BBQ on…
  • Waterfront
  • Ocean or water views
  • Internet Access
  • Fireplace
  • Housekeeping Optional
  • Pet friendly
  • Suitable for the elderly
  • Wheelchair accessible

PreviousNext property

$360

2 BR / 1 BA / Sleeps 4

1 / 17

$360

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Oceanfront House - 1/2 Share Summer 2015

2 BR / 1 BA / Sleeps 4 | Quick view

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Long season in 2 bedroom unit in oceanfront house. Come join us in our fabulous get-a-way from the hustle and bustle of everyday life. This incredible "gay" oceanfront property is nestled in Cherry Grove, Long Island which hosts beautiful white sandy beaches. Sleep to the ocean waves by night and lounge on our …
  • Internet Access
  • Housekeeping Optional
  • Washing Machine
  • Clothes Dryer
  • Outdoor Dining Area
  • Pet friendly
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

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$150

1 BR / 1 BA / Sleeps 2

2 Reviews

$150

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Twin bedroom shared bath

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 2 Reviews

Details

Reviews

(2)

(email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of relaxation is a …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(2)

Perfect for groups---beach mere steps away !!!

Left on Aug 20, 2014 for a stay in August 2014

Absolutely the finest rental I've ever found on Fire Island. Joe, the host, makes you feel so welcome with the most spacious and upgraded accommodations and a fantastic food & beverage package that pays for itself in your first two meals! Beautiful linens and towels, flat screen TVs with AppleTV, free wifi, well appointed bathrooms, an open-air shower option plus full indoor bathrooms, as well. …

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$200

1 BR / 1 BA / Sleeps 2

3 Reviews

$200

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Queen bedroom private bath

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 3 Reviews

Details

Reviews

(3)

(email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of relaxation is a …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(3)

Fantastic experience---highly recommended lodging !!!

Left on Aug 20, 2014 for a stay in July 2014

Absolutely the finest rental I've ever found on Fire Island. Joe, the host, makes you feel so welcome with the most spacious and upgraded accommodations and a fantastic food & beverage package that pays for itself in your first two meals! Beautiful linens and towels, flat screen TVs with AppleTV, free wifi, well appointed bathrooms, an open-air shower option plus full indoor bathrooms, as well. …

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$250

1 BR / 1 BA / Sleeps 2

1 / 6

$250

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Fabulous cabana on the beach near NYC

1 BR / 1 BA / Sleeps 2 | Quick view

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Just 90 minutes from Manhattan, but worlds away from NYC! In the Fire Island Pines, an idyllic gay community (but friendly to all) on the beach with no cars, just the deer roaming wild. The cabana is small but very self contained. BBQ on the deck overlooking the ocean. 5 minutes walk to "town" with bars …
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Housekeeping Optional
  • Pet friendly - ask
  • Suitable for children - ask

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$200

1 BR / 1 BA / Sleeps 2

1 Reviews

$200

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Full bedroom shared bath

1 BR / 1 BA / Sleeps 2 | Quick view
“ Excellent ” 1 Reviews

Details

Reviews

(1)

(email: hidden) Pines Paradise B. is a gay guesthouse in Fire Island Pines, a gay community off the coast of Long Island. We offer spectacular views of the ocean and the bay for both sunset vistas and moonlit nights. The guest house features plenty of private and public space. Whether your idea of relaxation is a …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(1)

Definitely a stay I'd do again!

Left on Aug 15, 2014 for a stay in August 2014

So comfortable and peaceful! Living a NYC you can get amped up by the tiniest thing... And believe me, I tried to keep working when I got there, but Joe and the other guests got me into a calm place and the rest of my stay was about good food, laying out on the beach and random walks around the island.

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$300

1 BR / 4 BA / Sleeps 2

4 Reviews

$300

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Fire Island Pines Retreat

1 BR / 4 BA / Sleeps 2 | Quick view
“ Excellent ” 4 Reviews

Details

Reviews

(4)

Welcome to Fire Island Pines Retreat. We are a gay guesthouse on Fire Island Pines, a gay community off the coast of Long Island. We pride ourselves on offering extremely comfortable accommodations at reasonable prices, and look forward to welcoming you to Fire Island Pines. Our home is very modern, featuring …
  • Waterfront
  • Ocean or water views
  • Shared outdoor pool (unheated)
  • Hot Tub/Jacuzzi
  • Internet Access
  • Pet friendly - ask
  • Smoking allowed - ask
  • Suitable for children - ask
  • Suitable for the elderly - ask
  • Wheelchair accessible - ask

Details

Reviews

(4)

REVIVE IN PARADISE; THE MOST BEAUTIFUL STAY IN THE PINES

Left on Jul 30, 2014 for a stay in July 2014

Absolutely the finest rental I've ever found on Fire Island. Joe, the host, makes you feel so welcome with the most spacious and upgraded accommodations and a fantastic food & beverage package that pays for itself in your first two meals! Beautiful linens and towels, flat screen TVs with AppleTV, free wifi, well appointed bathrooms, an open-air shower option plus full indoor bathrooms, as …


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