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

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On the beach, sun-loungers, beach umbrellas, beach towels
Exterior
Smart TV, Netflix, Hulu, toys

Reviews

10 out of 10
Exceptional

Entire home

5 bedrooms3 bathroomsSleeps 12167 sq m

Popular amenities

  • Ocean view
  • Kitchen
  • Washing machine
  • Dryer

Explore the area

View map
Ocean Beach, NY
  • Place, Beach
    ‪1 min walk‬
  • Place, Ocean Beach
    ‪6 min walk‬
  • Place, Atlantique Beach
    ‪12 min drive‬
  • Airport, Islip, NY (ISP-MacArthur)
    ‪72 min drive‬

Room options

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About the area

Bay Shore

Located in Bay Shore, this vacation home is by the sea, within a 15-minute walk of Great South Bay and Ocean Beach. .This beach vacation home is 0.1 mi (0.1 km) from Atlantique Beach and 2.8 mi (4.5 km) from Cherry Grove Community House and Theatre.

What's nearby

  • Beach - 1 min walk - 0.1 km
  • Ocean Beach - 6 min walk - 0.6 km
  • Atlantique Beach - 12 min drive - 2.5 km
  • Robert Moses Beach - 51 min drive - 9.7 km

Getting around

  • Bay Shore Station - 28 min drive
  • MacArthur Airport (ISP) - 41 min drive

Restaurants

  • Blue Whale
  • ‪Bayside Clam Bar & Grill - ‬38 min drive
  • Canteen
  • Sip 'N Twirl
  • ‪Island Breeze - ‬18 min drive

About this property

Entire place

You'll have the entire home to yourself and will only share it with other guests in your party.

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

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
Make yourself comfortable in this air-conditioned vacation home, which features a private pool and a Smart TV. There's a private balcony. A kitchen is outfitted with a refrigerator, an oven, and a stovetop. Complimentary wireless internet access is available to keep you connected.
Be sure to enjoy recreational amenities including an outdoor pool and a hot tub. Additional amenities at this vacation home include barbecue grills and bike storage.
Featured amenities include laundry facilities and a water dispenser.

Property amenities

Beach

  • On the beach
  • Beach loungers
  • Beach towels
  • Beach umbrellas

Pool/Spa

  • Heated pool
  • Hot tub
  • Outdoor pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transport

  • Parking on site

Kitchen

  • Blender
  • Coffee grinder
  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Dishwasher
  • Electric kettle
  • Freezer
  • Hob
  • Ice maker
  • Kitchen island
  • Lobster/crab pot
  • Microwave
  • Mixer
  • Oven
  • Paper towels
  • Refrigerator
  • Spices
  • Toaster
  • Water dispenser

Dining

  • Chef service
  • Dining table

Bedrooms

  • 5 bedrooms
  • Alarm clock
  • Bedsheets provided

Bathroom

  • 2.5 private bathrooms
  • Bathtub
  • Bathtub or shower
  • Hair dryer
  • Outdoor shower
  • Shampoo
  • Shower
  • Soap
  • Toilet paper
  • Towels provided

Living spaces

  • Dining table
  • Living room

Entertainment

  • Books
  • Games
  • Hulu
  • Music library
  • Netflix
  • Smart TV with cable/satellite channels
  • Stereo
  • Streaming services
  • Video library

Outdoor areas

  • Balcony
  • Barbecue grill
  • Outdoor furniture

Laundry

  • Laundry facilities
  • Washer/dryer

Comfort

  • Air conditioning
  • Fan
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • If you have requests for specific accessibility needs, please contact the property using the information on the reservation confirmation received after booking.
  • Upper floors accessible by stairs only
  • Smoke-free property
  • Note from host: Any cigarette or cigar smoking not allowed.

Services and conveniences

  • Housekeeping on request
  • Iron/ironing board

Location highlights

  • Near the bay
  • Near the marina
  • Near the sea

Things to do

  • Bicycle parking
  • Bicycle storage
  • Bicycles
  • Heated pool
  • Water sports equipment
  • Basketball nearby
  • Birdwatching nearby
  • Cycling nearby
  • Ecotours nearby
  • Fishing nearby
  • Jet skiing nearby
  • Sailing nearby
  • Snorkelling nearby
  • Surfing/bodyboarding nearby
  • Swimming nearby
  • Whale watching nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • First aid kit
  • Fire extinguisher
  • Deadbolt lock

General

  • At least 80% lighting from LEDs
  • Bicycle parking
  • Bicycle storage
  • Bicycles
  • Bulk dispensers for toiletries
  • Double-glazed windows
  • Eco-friendly cleaning products used
  • Eco-friendly toiletries
  • Energy-saving switches in guestrooms
  • Housekeeping (on request)
  • Locally-owned and organised tours and activities
  • Recycling
  • Reusable coffee/tea filters
  • Unit size: 1,800 square feet
  • Water dispenser usage encouraged
  • Water-efficient toilets

Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 31

Check-out

Check-out before 10:00 AM
Contactless check-out available

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Check-out instructions

The host requires you complete the following before checking out:
Load and start the dishwasher
Gather used towels
Remove leftover food and drinks and take out the trash
Lock the doors

Pets

Pets not allowed
Note from host: We are a strict no animal rental.

Children and extra beds

Children are welcome
Note from host: We welcome children and encourage families to stay

Important information

You need to know

Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Note from host: Sorry, no parties or events allowed.
This property uses eco-friendly cleaning products
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

We should mention

This property does not have elevators

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

Reviews

10

Exceptional

Rating 10 - Excellent. 58 out of 59 reviews
Rating 8 - Good. 1 out of 59 reviews
Rating 6 - Okay. 0 out of 59 reviews
Rating 4 - Poor. 0 out of 59 reviews
Rating 2 - Terrible. 0 out of 59 reviews

10/10

Cleanliness

Reviews

10/10 Excellent

Rosalind P.

Liked: Cleanliness
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!
Stayed 3 nights in Sep 2025

10/10 Excellent

Tracy V.

Liked: Cleanliness
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!
Stayed 7 nights in Aug 2025

10/10 Excellent

Keith H.

Liked: Cleanliness
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.
Stayed 4 nights in Jun 2025

10/10 Excellent

alyssa r.

Liked: Cleanliness
Stayed 5 nights in Oct 2024

10/10 Excellent

Ray G.

Liked: Cleanliness

Our Stay At Windows On The Sea

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.
Stayed 2 nights in Oct 2024

10/10 Excellent

Bradford K.

Liked: Cleanliness

Fire Island Reunion

10 friends and family gathered for a long weekend of celebrations. The house was terrific and Fire Island is the best.
Stayed 4 nights in Oct 2024

10/10 Excellent

Keith H.

Liked: Cleanliness

2 years in a row!!

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!
Stayed 4 nights in Sep 2024

10/10 Excellent

Ronnie L.

Liked: Cleanliness

Fabulous birthday weekend

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.
Stayed 2 nights in Sep 2024

10/10 Excellent

Chris L.

Liked: Cleanliness

Amazing stay at a one of a kind property!

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!
Stayed 7 nights in Sep 2024

10/10 Excellent

Andrea m.

Liked: Cleanliness

Paradise

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!
Stayed 5 nights in Jun 2024

10/10 Excellent

Kristin G.

Liked: Cleanliness

Couldn't have asked for anything better

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!
Stayed 2 nights in Nov 2023

10/10 Excellent

Kristen K., Garden City, NY

Liked: Cleanliness

Great spot

House was very clean and had all the amenities you might need! Super close to the beach and about a 20 min walk to the center of Ocean Beach.
Stayed 2 nights in Sep 2023

10/10 Excellent

Keith H.

Liked: Cleanliness

Great Family Getaway

Great trip! Perfect house for my wife, 2 young kids and myself. Couldn’t keep the kids at of the pool the whole week. The online Owner’s manual provided for the house made everything very simple. Owner’s also kept in touch if there was anything we needed. Will definitely be returning for another trip next year.
Stayed 4 nights in Sep 2023

10/10 Excellent

Angela L.

Liked: Cleanliness

Phenomenal Property!

Windows on the Sea is phenomenal! The hosts thought of everything to make our stay comfortable, fun and convenient. They were so welcoming, generous and truly cared about our experience. I can’t say enough about the property. It was sparkling clean, well stocked and the beautiful deck and pool were icing on the cake. We would definitely stay at Windows on the Sea again (and again).
Stayed 4 nights in Sep 2023

10/10 Excellent

Theresa F.

Liked: Cleanliness

Fabulous stay

Fantastic stay from beginning to end. Hosts were super responsive, promptly answering our inquiries. Really went out of their way to make our stay perfect. The house did not disappoint, beautifully appointed and had everything (and more) than we needed for our three night stay. Easy beach access. Great outdoor area. The pool was the icing on the cake. Recommend highly.
Stayed 3 nights in Sep 2023

10/10 Excellent

caroline b.

Liked: Cleanliness

Serenity by the Sea

My family and I had the best stay we could have imagined. Whitney and Anthony have thought of everything to make the stay the most comfortable and enjoyable experience for a vacation. The house is amazing with views of the ocean, an amazing pool that converts into a hot tub, every appliance you could need in the summer including an ice cream maker!, cozy beds and everything linked to a smart home system. They were available and open to communicate throughout the stay. So much so that I feel like we actually became friends! We honestly couldn't have asked for better hosts or a better house aka home because that is how they made it feel! This is the house for you if you are looking for a family retreat. Thank you Whitney and Anthony for sharing your home! xoxo Caroline and crew!
Stayed 8 nights in Aug 2023

10/10 Excellent

María H.

Liked: Cleanliness

Lovely house near the beach

This is a wonderful property steps from the beach. Anthony was amazing at communicating and accommodating all of our needs. The house is very nicely decorated, and has everything you need to spend a wonderful vacation. The kids enjoyed the pool and toys in spite of the very rainy and cloudy weather. Having the bikes was a huge plus. All around a wonderful place to stay. We booked it late so it was a little bit on the expensive side, but would love to go back with sunnier weather.
Stayed 4 nights in Jun 2023

10/10 Excellent

James D.

Liked: Cleanliness

Amazing house with excellent hosts

The house has plenty of space for a group of friends to spend the weekend together. The hosts were readily available to answer any questions and were extremely accommodating. Before even getting here, there was plenty of information provided to us about the house and all the amenities that were provided. Anthony & Whitney are next level hosts with the nicest house on Fire Island. Would refer to others to stay here and will hopefully be back again in the future.
Stayed 3 nights in Jun 2023

10/10 Excellent

Amber M.

Liked: Cleanliness

Everything you need

Anthony and Whitney have a beautiful home that is well equipped with everything you could need for a nice, relaxing getaway. The heated pool/hottub is definitely an added plus. The house is in a great location near the beach. We were surprised that the house is equipped with new bikes! My friends/family loved biking around and seeing Fire Island. We would definitely stay there again!
Stayed 2 nights in May 2023

10/10 Excellent

Joy R.

Liked: Cleanliness

Lovely and relaxing beach home

This house is very nicely and comfortably appointed in high quality throughout - including all furnishings and supplies. The beds are really comfortable! The house is very well situated for a great beach vacation. We could hear the soothing sound of waves even inside the house (or not, if we turned on the AC/fan), there's an ocean view as well as partial sunrise and sunset views - we felt immersed in nature. The hosts are readily available, friendly and very helpful with any question. It's definitely a repeat vacation location.
Stayed 6 nights in Sep 2022

10/10 Excellent

Cameron B.

Liked: Cleanliness

Came back for a second stay

We loved the property so much last year we were delighted to be able to return this summer. Highlights are the large modern kitchen, the beauty and comforts of the living space and the crystal clear heated pool and hot tub. Our daughter learned to swim in the pool and we appreciated the safety of the motorized locking cover. The owners are generous and fabulously organized.
Stayed 7 nights in Aug 2022

10/10 Excellent

Kristine S., Philadelphia, PA USA

Liked: Cleanliness

Lovely vacation spot

We were two families there for a week and everyone (including three teenagers) enjoyed the stay. The house was beautiful and in a great location! Short and pretty bike ride to shops and restaurants. It was a wonderful, relaxing get away. Anthony and Whitney were terrific hosts! Definitely recommend this house and location!
Stayed 7 nights in Jul 2022

10/10 Excellent

Candace C.

Liked: Cleanliness

great stay

We really enjoyed our family vacation. The location , the house and the hosts were great! A very relaxed stay. Candace
Stayed 7 nights in Jun 2022

10/10 Excellent

jenna f., Hoboken

Liked: Cleanliness

Beautiful home and great location!

I recently stayed at Windows on the Sea with a group of girlfriends all 35+ and we had the best time!!!!! The house is perfect, clean, and spacious! It has everything you could ever think of needing.. it was almost like being right at home!!! We were able to cook a dinner for 12 ladies one night and had every appliance- it was GREAT! The pool is a great feature that we enjoyed most days especially at night when it got a little chilly and could relax in the hot tub portion! We had minimal issues ( most with the sound system) but Whitney and Anthony were always available and willing to help at all times- which was really awesome! I would highly recommend to all ages and groups! Couldnt have asked for a better stay and cant wait to go back!! Dont think twice about booking this house- you will fall in love!
Stayed 3 nights in Jun 2022

10/10 Excellent

Laura J.

Liked: Cleanliness

Outstanding stay - amazing pool and beach proximity.

We had a great stay with our family. The proximity to the beach and the pool were outstanding. The bikes were excellent and allowed us to get around the island with ease. The hosts made sure everything was addressed. Would absolutely stay again.
Stayed 7 nights in Jun 2022