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Vacation Rentals in Islip, NY and nearby

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    All 17 Rentals in the Islip Area
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    The following rentals are within 10 miles of Islip, Long Island, New York.

    From
    $360
    / Night
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    1 / 17
    Cherry Grove
    2 Bedrooms / 1 Bathroom / Sleeps 4
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    From
    $1,500
    / Month
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    1 / 9
    Hauppauge
    1 Bedroom / 1 Bathroom / Sleeps 1
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    From
    $400
    / Night
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    1 / 17
    Cherry Grove
    1 Bedroom / 1 Bathroom / Sleeps 4
    travelers have booked this property
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    $1,500
    / Night
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    1 / 16
    Fire Island Pines
    4 Bedrooms / 4 Bathrooms / Sleeps 8
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    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Welcome to the Fire Island Pines. A gay community that is friendly to all. Beautiful beaches, great clubs, serenity steps from the beach. A view of the ocean from every room. Great for entertaining, or a quiet repose. All amenities included. A seven minute walk to the harbor. Enjoy a place... View all property information
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    From
    $250
    / Night
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    1 / 6
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Ocean Views
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    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'... View all property information
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    From
    $725
    / Night
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    1 / 21
    Fair Harbor
    3 Bedrooms / 2 Bathrooms / Sleeps 6
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    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Safe
    • Satellite TV
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    An ideal spot for a comfortable, peaceful beach vacation. Our charming, newly renovated cottage is located in Lonelyville, on Fire Island a short drive or train ride from New York City. If you've never visited Fire Island you're in for a treat. Close to the city yet a galaxy away. There are no... View all property information
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    From
    $375
    / Night
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    1 / 9
    5 of 5 stars (1) Excellent
    Kismet
    4 Bedrooms / 1 Bathroom / Sleeps 8
    travelers have booked this property
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Wi-Fi
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • ?
    • Wheelchair access
    • Elder access
    About this property
    Our wonderful cottage comes with all the expected amenities for the total vacation experience. It has two decks, a large private rear deck and fun smaller front deck for people watchers . Fire Island boasts no private cars in the summer until Sept 15 so the kids have freedom to wander safely after... View all property information
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    5 of 5 stars Reviewed August 12, 2014
    Great cottage in Kismet - good, convenient location - easy walk to bay/shops, water taxi/ferry & and beach. Property is clean, updated and open. Nice floors and paint colors...
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    From
    $215
    / Night
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    1 / 15
    5 of 5 stars (1) Excellent
    Lindenhurst
    1 Bedroom / 1 Bathroom / Sleeps 2
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    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    About this property
    Note: I currently have tenants in this home and they may be leaving as early as the Spring of 2015 or as late as the end of 2016 (due to a contract job). Therefore, I can not guarantee any bookings just yet, but please still message me PRIVATELY if interested (NOT via this site). Do a web search... View all property information
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    From
    $300
    / Night
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    1 / 12
    5 of 5 stars (2) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    (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... View all property information
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    5 of 5 stars Reviewed September 6, 2014
    I loved all the amenities that they offered. The food was like dining in a four-star restaurant every night. Only a few houses away from the beach so I could hear the ocean waves...
    5 of 5 stars Reviewed August 20, 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...
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    From
    $400
    / Night
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    1 / 13
    5 of 5 stars (3) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    travelers have booked this property
    Overview Reviews (3) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Fishing...
    • Satellite TV
    • Shared Outdoor Pool...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    (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... View all property information
    Make Inquiry
    5 of 5 stars Reviewed September 18, 2014
    As fall rapidly descends upon us urban dwellers, my heart is drawn back to the last glorious summer weekend we spent at Joe's home. The amenities, people, and proximity to that...
    5 of 5 stars Reviewed August 20, 2014
    Even more wonderful than last time, if that's even possible! Beautiful home with positive energy throughout. So many amenities that you'll need to come back a 2nd or 3rd time to...
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    From
    $300
    / Night
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    1 / 8
    5 of 5 stars (1) Excellent
    Fire Island Pines
    1 Bedroom / 1 Bathroom / Sleeps 2
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Dishwasher
    • Fireplace
    • Hot Tub
    • Internet Access
    • Private Fishing...
    • Safe
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    (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... View all property information
    Make Inquiry
    5 of 5 stars Reviewed August 15, 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...
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    From
    $300
    / Night
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    1 / 19
    5 of 5 stars (4) Excellent
    Fire Island Pines
    1 Bedroom / 4 Bathrooms / Sleeps 2
    Overview Reviews (4) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Fireplace
    • Grill
    • Gym
    • Internet Access
    • Private Fishing...
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    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... View all property information
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    5 of 5 stars Reviewed August 17, 2014
    I booked the Fire Island Pines retreat at the last minute as I was looking for a nice private room on a busy holiday weekend in the Pines, and wanted nice accommodations, some...
    5 of 5 stars Reviewed August 3, 2014
    Stunning Fire Island hideaway that is steps from the beach. Beautiful landscaping throughout the property, 360 degree views from the spacious roof deck, and a super friendly owner...
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    From
    $750
    / Night
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    1 / 16
    4 of 5 stars (1) Very good
    Fair Harbor
    4 Bedrooms / 1 Bathroom / Sleeps 7
    travelers have booked this property
    Overview Reviews (1) Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Washer
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Fair Harbor is on Fire Island in Suffolk county ny.. Imagine a barefoot community with wooden walkways great sandy beaches, great sunsets, wooden walkways... no cars... Sounds like paradise.. less than 2 hours from New york.. so close yet so far away. Our house by the bay is available for... View all property information
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    4 of 5 stars Reviewed July 4, 2012
    I've been renting in Fair Harbor for over 20 years. What you need in a Fire Island rental is to be near the ferry, the store but still have and quiet and privacy. You need beach...
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    From
    $490
    / Night
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    1 / 31
    4.5 of 5 stars (2) Very good
    Sayville
    3 Bedrooms / 2 Bathrooms / Sleeps 9
    travelers have booked this property
    Overview Reviews (2) Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Grill
    • Hot Tub
    • Internet Access
    • Satellite TV
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • ?
    • ?
    • ?
    • Wheelchair access
    • Elder access
    • ?
    • ?
    About this property
    (30 minutes from the Hamptons. 60 min from NYC) 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... View all property information
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    4 of 5 stars Reviewed July 8, 2014
    My friends and I loved the house! It is simply stunning and quite roomy. I went with a group of 11. I would recommend a smaller group (so that everyone can sleep on a comfortable...
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    From
    $2,200
    / Week
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    1 / 2
    Cherry Grove
    2 Bedrooms / 1 Bathroom / Sleeps 4
    Overview Make Inquiry
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • x
    • x
    • Wheelchair access
    • Elder access
    • x
    • x
    About this property
    Sweeping views of th Great South Bay from this 2 BR, 1-1/2 bath gem. Get your friends and your beach towels an think BEACH right now! View all property information
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    From
    $500
    / Night
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    1 / 8
    Fair Harbor
    3 Bedrooms / 2 Bathrooms / Sleeps 7
    Overview Make Inquiry
    Amenities & Details
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Satellite TV
    • Washer
    • Water Views
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • ?
    About this property
    Bright, charming 3-bedroom house (one room with queen, two rooms with two twins and futon in living room) with roof-top deck, 2 full bathrooms, outdoor shower, gas grill, flat screen TV w/ DISH, wifi internet, all the usual amenities. we are 1/2 way between the beach and bay. Weeks go from Friday -... View all property information
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    From
    $1,000
    / Night
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    1 / 19
    Sayville
    3 Bedrooms / 2 Bathrooms / Sleeps 6
    Overview Make Inquiry
    Amenities & Details
    • Air Conditioning
    • Balcony
    • Dishwasher
    • Dryer
    • Fireplace
    • Grill
    • Internet Access
    • Private Outdoor...
    Suitability
    • Pets allowed
    • Smoking allowed
    • Suitable for children
    • x
    • ?
    • Wheelchair access
    • Elder access
    • x
    • ?
    About this property
    ***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 decks & balconies,... View all property information
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