Windows on the Sea ★ Modern Pool & Beach Retreat ★ 100 ft to Beach ★ 2 Masters

Ocean Beach, New York
$1856 avg/night Minimum Stay 2 Nights
Bed 5

Bed

Bath 2

Bath

Home Private Vacation Home

Property Type

Sleep 12

Max Sleeps

Night 2 nights

Min Stay

Windows on the Sea is the kind of beach house families hope to find but rarely do: just 100 feet from the ocean, with your own private pool and hot tub overlooking the water. Days flow easily between the beach and the pool, bikes and barefoot walks around the island, and sunset dinners on the deck while the kids play nearby. Thoughtfully designed and fully stocked with bikes, beach gear, games, and everything families need, the house makes it easy to settle in, slow down, and enjoy the kind of beach week everyone remembers long after it ends.

No cars. No crowds. Just bikes, beach days, and room to truly unwind.

Whether you're traveling with another family, bringing grandparents, or gathering everyone for a summer week by the sea, the house was created so every detail is already handled, leaving you free to enjoy the moments that matter most.

WHAT GUESTS LOVE MOST

• Private ocean-view heated 4.5 ft deep Modpool + hot tub with retractable safety cover
• Proximity to the beach - just 100 feet from the beach, quick and easy for kids and beach gear
• 1,200 sq ft of outdoor decks with grill, wet bar, ice maker, and dining for the whole group
Fully stocked chef's kitchen with 64 fridge/freezer, induction range, convection wall oven
• Two primary suites on separate levels (perfect for multi-family stays)
• 12 bikes (one with child trailer) + wagons for easy exploring around the car-free island
Two outdoor showers (pool deck and entry deck)
Personal, owner-managed care - thoughtful communication start to finish
Curated digital guidebook with ferry tips, local favorites, and house details

Guests often tell us the same thing after their stay: “You've really thought of everything.”

THE SPACE

Inside, the home is bright, airy, and designed for gathering.

The open great room features soaring ceilings, comfortable seating, Sonos speakers throughout the house, and large glass doors that open onto the deck. Just off the main living space, the top-floor primary suite offers a quiet retreat with ocean views — perfect for early mornings or winding down at the end of the day.

From morning coffee to evening cocktails, the deck quickly becomes everyone’s favorite place to be.

The kitchen is built for real cooking, not just vacation basics. With a large refrigerator/freezer, induction range, convection oven, and every small appliance you might need, it’s easy to host dinners for your group or flip pancakes before a beach day.

Outside, the private pool and hot tub sit above the sand with ocean peeks — the perfect place to relax while the kids swim. The wet bar, ice maker, and grill make outdoor dinners effortless.

Downstairs, the home offers a quieter retreat with additional bedrooms and a second primary suite — ideal for grandparents, another family, or anyone looking for a bit more privacy. The layout was intentionally designed to give everyone space to unwind, while still feeling connected throughout the home.

►►►►WHERE YOU’LL SLEEP ◄◄◄◄

The home comfortably sleeps up to 12 guests across five bedrooms, with space for both togetherness and quiet retreats.The primary suites are on separate levels - ideal for sharing the home with another family or grandparents.

Top Floor Primary Suite
Queen canopy bed, ocean views, and a spa-like en-suite bathroom with a Japanese soaking tub.

Lower Level Primary Suite
Queen bed with en-suite bathroom featuring a rain shower over Fire Island gathered tumbled stone.

Surf Room
Queen bed (ideal for another couple or grandparents)

Deer Room
Two twin beds (great for friends or cousins)

Bunk Room
Four twin beds that quickly become the kids’ favorite hangout.

For families traveling with little ones, two travel cribs and a baby monitor are ready for you.

All bedrooms include cool-gel memory foam mattresses, Haiku smart fans, in-wall A/C, Sonos speakers, bedside USB charging, and luxury linens.

►►►►WHAT YOU’LL HAVE FOR THE BEACH◄◄◄◄

Skip the schlep - we’ve stocked the house so you can travel light and head straight to the sand:
─ Tommy Bahama backpack beach chairs (12)
─ Quick-dry, sand-free beach towels (plenty for all) plus separate Turkish towels for pool lounging
─ Sand toys, including heavy-duty shovels & beach games: cornhole, Spikeball, KanJam, Molkky, and more
─ Large cooler for snacks and drinks

►►►►HOW YOU’LL GET AROUND THE ISLAND◄◄◄◄
With no cars allowed, Fire Island feels like a throwback in the best way: kids ride freely, barefoot errands are the norm, and getting around is part of the fun. To make exploring easy, the house includes:
• 12 Priority beach cruisers (adult sizes, kid sizes, and one with a trailer for sleepy toddlers)
• Two large farm wagons to assist with your luggage on arrival day
• Easily walkable to local restaurants and ferry

►►►►WHAT YOU’LL HAVE FOR COOKING◄◄◄◄
The kitchen is fully loaded, not staged. Whether you're flipping pancakes or grilling dinner for your crew, you'll be set. From strawberry hullers to Instant Pots, you’ll find everything you need
• Oversized 64 fridge and freezer
• Small appliances galore: Instant Pot, air fryer, blender, waffle maker, mixer, toaster
• Standard Coffee maker, Keurig, French Press, coffee grounds, grinder, filters,to-go cups
• Outdoor 7-burner Weber grill (propane provided)
• Indoor/outdoor ice maker plus beverage fridge at the wet bar
• Pantry staples: olive oil, spices, salt, pepper, flour, sugar, and more

►►►►HOW YOU’LL STAY ENTERTAINED INSIDE◄◄◄◄
Rainy days happen, but boredom doesn’t have to. Plenty of tech for downtime — and plenty of magic that doesn’t require a screen.
◻ 65” 4K Roku TV plus Netflix, Prime, Hulu, Spotify, and hundreds of movies on a personal Plex server
◻ Amazon Echo Show for hands-free help
◻ Nine Sonos zones (bedrooms and deck)
◻ Fast, reliable Wi-Fi (Verizon Fios) for streaming, scrolling, or sneaking in an email.
◻ Board games, puzzles, and toys for all ages
◻ Charging cables (iOS, Android, USB-C, Mac)

►►►►WHAT YOU WON’T HAVE TO PACK◄◄◄◄
We’ve stocked the house with the essentials (and then some), so you can travel lighter and settle in faster
• Paper towels, toilet paper, trash bags, and sponges
• Dish soap, dishwasher pods, and laundry detergent (LG washer and dryer included)
• High chair, kids’ plates, bowls, and utensils
• Shampoo, conditioner, and body wash in all three indoor bathrooms and two outdoor showers
• Hair dryers and curling iron
• Ironing mat, iron, steamer and basic cleaning supplies

★ ★ ★ ★ ★ WHO THIS HOME WAS MADE FOR★ ★ ★ ★ ★
• Two to three families traveling together
• Grandparent-inclusive getaways
• Parents dreaming of tired, happy kids by 8pm — and wine on the deck by 8:05pm
• Design-conscious families who want understated luxury, beauty and ease without the plane hassles

────A HOME MADE FOR FAMILY MEMORIES────

Windows on the Sea FI isn’t just a place to stay: it’s a place where beach mornings turn into pool afternoons, where kids go to bed tired and happy, and where families reconnect in the easiest way possible.

If this sounds like the kind of week you’re dreaming about, we’d love to host you.

Cheers ,
Whitney & Anthony
Awayzing Stays

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  • Feature Features
  • Map Map
  • School District Availability
  • Review Review

Feature Features

  • PETS

    No Pets Allowed
  • BEACH

    Beach Sun Loungers Beach Towels Beach Umbrellas On The Beach
  • DINING

    Dining Table
  • SAFETY

    Carbon Monoxide Detector Installed (host Has Indicated There Is A Carbon Monoxide Detector On The Property) Deadbolt Lock Fire Extinguisher First Aid Kit Smoke Detector Installed (host Has Indicated There Is A Smoke Detector On The Property)
  • BEDROOM

    5 Bedrooms Alarm Clock Bed Sheets Provided
  • GENERAL

    Bulk Dispenser For Toiletries Double-glazed Windows Recycling Reusable Coffee/tea Filters Unit Size: 1800 Sq Ft (167 Sq M) Uses Some LED Lighting
  • KITCHEN

    Blender Dishwasher Ice Maker Microwave Oven Refrigerator Spices Stovetop Toaster
  • LAUNDRY

    Laundry Facilities Washing Machine And Dryer
  • PARKING

    Onsite Parking
  • INTERNET

    Free WiFi
  • OUTDOORS

    Balcony Barbecue Grill Outdoor Furniture
  • POOL/SPA

    Heated Pool Hot Tub Outdoor Pool Private Pool
  • BATHROOMS

    2.5 Bathrooms Bathtub Or Shower Eco-friendly Toiletries Hair Dryer Outdoor Shower Shampoo Soap Toilet Paper Towels Provided
  • LANGS SPOKEN

    English
  • THINGS TO DO

    Basketball Nearby Bicycle On Site Birdwatching Nearby Ecotours Nearby Fishing Nearby Jet Skiing Nearby Marina Nearby Snorkeling Nearby Swimming Nearby Water Sports Equipment Whale Watching Nearby
  • ENTERTAINMENT

    Books Games Hulu Music Library Netflix Stereo Streaming Services Video Library Smart TV With Cable/satellite Service
  • LIVING SPACES

    Living Room
  • CLIMATE CONTROL

    Air Conditioning Heating
  • FAMILY FRIENDLY

    Baby Monitor Cabinet Locks Children's Books Children's Dinnerware Children's Games Children's Toys Highchair Playground Stair Gate Travel Crib
  • LOCATION HIGHLIGHTS

    Near The Bay Near The Sea
  • SERVICES AND CONVENIENCES

    Chef Housekeeping (on Request) Iron/ironing Board
  • SUITABILITY/ACCESSIBILITY

    If You Have Requests For Specific Accessibility Needs, Please Contact The Property Using The Information On The Reservation Confirmation Received After Booking. No Elevators Note From Host: Any Cigarette Or Cigar Smoking Not Allowed. Smoke-free Property Upper Floors Accessible By Stairs Only

CheckIn Check-in : 04:00 PM CheckOut Check-out : 10:00 AM
No Wheelchair No smoking No pets Children allowed
Occupancy Max occupancy : 12

Map Map

School District Availability

Review Review

  • Rosalind P.

    Submitted Oct 5, 2025

    Stayed Sep 26, 2025

    Could not have an imagined a better location and house for a long weekend with friends. We loved the pool, outdoors showers, open and modern space, proximity to the beach and beautiful sunset views. This house really has it all! The hosts have thought of every detail from boogie boards, beach sun shades and bikes to extra phone chargers. Will definitely be coming back!

  • Tracy V.

    Submitted Aug 17, 2025

    Stayed Aug 10, 2025

    We had such a wonderful time staying at Windows on the Sea! We traveled with our family (teens) for the week. From booking the house to preparing for the trip, checking in and responding to questions, Anthony and Whitney were excellent hosts. The house has everything you could need and more! We enjoyed cooking many meals at the house and every appliance we could have asked for was provided. Going to the beach was a breeze as it is only steps away. All the beach necessities were included so our beach trips were relaxing and enjoyable. One of the major highlights was the pool. We enjoyed relaxing by the pool when we were finished with the beach. Overlooking the beach, it was lovely to float in the pool or even use the hot tub! Biking to dinner and shopping in Ocean Beach was a fun activity with our family and easy to do with the bikes provided. Our trip was certainly a 10/10 and I highly recommend staying at Windows on the Sea!

  • Keith H.

    Submitted Jun 9, 2025

    Stayed Jun 2, 2025

    3rd year in a row!! Another great trip to Windows on the Sea. Already planning our return next year. Anthony & Whitney always go above and beyond.

  • Ray G.

    Submitted Oct 28, 2024

    Stayed Oct 25, 2024

    The hosts Anthony and Whittney are nothing short of fabulous! They were very gracious and very responsive to all my questions. The house was in a great location being so close to the ocean and it was very clean and easy to navigate with the touch of an iPad. The heated pool was perfect for my family to gather and play. I highly recommend this home to anyone looking for a fun, relaxing stay on Fire Island.

  • Bradford K.

    Submitted Oct 17, 2024

    Stayed Oct 10, 2024

    10 friends and family gathered for a long weekend of celebrations. The house was terrific and Fire Island is the best.

  • Keith H.

    Submitted Oct 1, 2024

    Stayed Sep 22, 2024

    Another great trip with my wife and 2 young kids. Hosts are great and respond immediately. The house has everything you need. We left again this year saying we need to bring less when we return next year. Already planning on booking our next trip!

  • Ronnie L.

    Submitted Sep 23, 2024

    Stayed Sep 13, 2024

    My grandchildren adored the pool, the proximity to the beach, and all the toys. The adults loved the space, the cleanliness, the pool and the hot tub, and the fabulous deck. I loved the kitchen also for meal prep and wonderful coffee (included). Thank you for this special trip.

  • Chris L.

    Submitted Sep 23, 2024

    Stayed Sep 15, 2024

    From the moment we booked this trip we knew we were in for a treat. Windows on the Sea did not disappoint! From the early communication with our hosts and their thoughtful check-ins leading up to our trip, this was the best experience we could ask for. We highly recommend staying here!

  • Andrea m.

    Submitted Jun 14, 2024

    Stayed Jun 6, 2024

    The location was ideal - so close to the ocean, with a small view of the waves from the pool and deck. Having the bikes was amazing. We all loved the kitchen and excellent amenities provided. The house was beautiful. We even loved playing Cornhole in the front yard. It was the vacation of a lifetime!

  • Kristin G.

    Submitted Nov 17, 2023

    Stayed Nov 3, 2023

    Beautiful home in a great location with a wonderful view. Thoughtfully designed, furnished and stocked with everything you'll need. Also, great communication from the owners! Spent the weekend with teens and can't wait to return for a more relaxing adult trip!

Your dates are Available!

Total

Includes taxes and fees
$1,856+
View details