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Beachfront holiday rentals in Gilgo-Oak Beach-Captree

Find and book unique beachfront homes on Airbnb

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Popular amenities for beachfront rentals in Gilgo-Oak Beach-Captree

Pet-friendly beachfront home rentals

Guest favourite
Home in Cherry Grove, Fire Island
4.97 out of 5 average rating, 90 reviews

Bayfront Fun - 3 BR & 3 Ensuite Bath with Hot Tub!

MadeleineRating, 5 stars5 months ago
This spot is incredible!! Rented it for me, my partner and a few of our friends for my birthday and it was truly a spectacular landing spot!! Robert is very communicative and available about any needs and the view cannot be beat. Will note that while they are pet friendly, they don’t like animals on the furniture and also it is a glitter free space, if you are a sparkly gay like myself, it may not be the space for you!
Guest favourite
Home in Ocean Beach
4.97 out of 5 average rating, 61 reviews

4BR Spacious Beach House in Ocean Beach

AprilRating, 5 stars6 months ago
Rob was very responsive to all emails and texts and all the instructions for checking in/checking out were very clear. House was exactly as advertised. Easy to get to beach and town. We had a really nice stay.
Guest favourite
Home in Mastic Beach
4.97 out of 5 average rating, 36 reviews

Mastic Beach Surf House

AshRating, 5 stars3 months ago
The place was absolutely beautiful, clean and had great amenities. The host was also very responsive and attentive to any questions we had to ask. Would come back in a heartbeat!
Guest favourite
Flat in Long Beach
4.88 out of 5 average rating, 8 reviews

Stylish and Comfortable 2 BR Steps from Beach

KarineRating, 5 stars5 months ago
We had a lovely stay at Jenna's. The apartment was spacious and very clean, as pictured. Well located, minutes from the boardwalk, quiet neighborhood. We met Jenna and her husband, who were very nice. They made sure everything was going well for us and gave us restaurant recommendations. I recommend it without hesitating!
Guest favourite
Home in North Fork
5 out of 5 average rating, 12 reviews

Hang by the (Chel)SEA

JulieRating, 5 stars2 months ago
We stayed at Chelsea's for the holidays, and it was perfect. We were able to have folks over, cook, hang out. We really enjoyed being so close to the water, and looking for shells and watching sunrise. Chelsea put a lot of thoughtful touches into the house and it really made our holidays with family very special.
Guest favourite
Home in Fair Harbor, Fire Island
4.93 out of 5 average rating, 27 reviews

Chill Beachfront Cottage Amazing Bay/Sunset Views!

NoahRating, 5 stars6 months ago
Great, responsive and accommodating host. Very nice, homey place to stay in fire island and enjoy the beach. The house is also very close to the dock for the ferry and water taxi.
Superhost
Home in Sound Beach
4.8 out of 5 average rating, 45 reviews

Beach House on LI Sound Waterfront

AmandaRating, 5 stars2 months ago
Shay’s location is a slice of heaven. The views and sunrises/sunsets are unparalleled! The house itself is comfortable and clean. My family spent Christmas here and we really made the it our own for a few days. We spent most of our time upstairs. The kitchen has most everything you’d need for cooking big meals. I also appreciated the toys, games, and humidifiers. My one year old enjoyed the toys and when he came down with a cold, I was very grateful for the humidifier. Shay was extremely communicative and accommodating. We checked in early and out late which we really appreciated and needed. We experienced the coldest temps of the winter during the our stay and when the downstairs family room was extremely cold, Shay provided extra space heaters which did the trick. I recommend Shay’s home! It met our needs and Shay’s welcoming nature was an added bonus.
Guest favourite
Flat in Fire Island
5 out of 5 average rating, 8 reviews

Studio with Deck steps to the beach

VictoriaRating, 5 stars7 months ago
Franco and Ramón were lovely hosts. They were proactive in sending instructions on how to locate the studio and quickly responded when we locked ourselves out late in the night 🥲 we felt so comfortable in their studio and it had ample space for a couple. It is only steps from the beach where they offer chairs and umbrellas for guests use. We loved it so much we wanted to stay an extra night! We will definitely be coming back!!

Beachfront home rentals with a pool

Home in Brookhaven
5 out of 5 average rating, 13 reviews

Beautiful 2 acres, 3 Bd /2 b, Pool, Pets Welcome

LorenzoRating, 5 stars6 months ago
Very very good Airbnb experience. The house is cosy, organized and well loved and the gardens/pool are serenely beautiful. It’s the perfect spot. I’d recommend highly.
Villa in Lido Beach
4.67 out of 5 average rating, 3 reviews

Beachside 4 Bedroom Villa in Lido w/In-ground Pool

GilRating, 5 stars5 months ago
The house was beautiful and even nicer than the pictures. We loved the pool and the beach was right there. Tim was super responsive- especially around check in time. Would easily stay there again next time i am im the area !
Home in Fire Island Pines
5 out of 5 average rating, 4 reviews

Pines treehouse

BenjaminRating, 5 stars7 months ago
William’s home was the perfect launchpad to an amazing week in the Pines. Huge and wonderful space with amazing amenities just a minute’s walk from the beach. We loved our stay and would be honored to return one day!
Guest favourite
Home in East Patchogue
4.98 out of 5 average rating, 51 reviews

Gorgeous waterfront house w/ view of bay

AnastasiyaRating, 5 stars7 months ago
We had a wonderful stay in this beautiful house! It’s RIGHT on the water and the pool is literally right alongside the ocean - the house itself was beautifully decorated, clean and had a great sunroom where we spent most of our time. It has lots of bedrooms and a big kitchen and a big table in the living room. Huge backyard and great pool. Peaceful neighborhood. Elizabeth was a great host and always responsive. Honestly the pictures don’t do it justice - this is probably the most peaceful and beautiful Airbnb I have stayed in. Highly recommend!
Home in Fire Island
4.91 out of 5 average rating, 11 reviews

Cherry Grove “Ocean Front” Home with HeatedPool

EmilyRating, 5 stars19 months ago
This is a perfect spot in a magical place. Honestly the photos don’t do it justice. The views from the house are stunning. The deck is incredible and I loved listening to ocean waves all day and night. My friends and I had a great time. Will definitely be back! Thanks again.
Home in Fire Island Pines
5 out of 5 average rating, 3 reviews

Charming Quintessential Beach House

AlanRating, 5 stars7 months ago
the house was extremely comfortable...quiet yet close to town and a 5 minute easy walk to the beach. it's a little small, with 2 bedrooms and 1 bath, but well-appointed. the pool is gorgeous. shawn was extremely responsive to any questions we had .
Top guest favourite
Home in Bellport
5 out of 5 average rating, 16 reviews

Private oasis with pool steps away from the bay

MitchellRating, 5 stars4 months ago
I cannot describe accurately how lovely and comfortable Jonathons house is It was more than perfect for us in every way! The fenced in yard was perfect for our little dog and we all enjoyed turkeys and deer hanging out. Walking the neighborhood and to the beach with leaves changing It couldn’t have been any better.
Home in Fire Island
4.83 out of 5 average rating, 6 reviews

Fun and fabulous 3br in Cherry Grove

MariaRating, 5 stars7 months ago
We had such an incredible stay here! The home was beautiful, communication was excellent, check in was easy, and an early drop off of our bags was accommodated. Highly recommend and would love to return next year!

Private beachfront home rentals

Superhost
Home in Fire island.
4.84 out of 5 average rating, 67 reviews

45 Broadway Fair Harbor.

Robert,HRating, 5 stars5 months ago
The house is great. Plenty of room. Close to beach and bay. The market is a short 1 minute walk. The beach is a 2 minute walk. Chairs, umbrellas and beach cart are waiting for use. Great place. Greg and Sandra were very responsive. Looking forward to next year.
Guest favourite
Home in Long Beach
5 out of 5 average rating, 7 reviews

NEW! Spacious West End 4Br/4Ba - Prime Location

DavidRating, 5 stars2 months ago
Enjoyed our stay very much, Victor was an extremely easy to work with and responsive host. We would 100% love to come back and stay here again
Guest favourite
Home in Centerport
5 out of 5 average rating, 5 reviews

Harbor Hill: Beach Retreat 1 hour from NYC

AlisonRating, 5 stars2 months ago
This is an adorable home in a lovely neighborhood by the beach. We were visiting family and so happy to have a place of our own. Cassandra was really responsive and her place fit all our needs. We would love to return in the summer for beach time! We would for sure rent agaib. Peaceful and lovely.
Guest house in Setauket- East Setauket
4.85 out of 5 average rating, 135 reviews

Newly Renovated Water Front Cottage in Setauket

TimothyRating, 5 stars28 months ago
Wayne’s cottage was a perfect place to stay while I was in town for a wedding. Very clean, comfortable, and a beautiful waterfront location on the north shore of Long Island.
Guest favourite
Bungalow in Cherry Grove, Fire Island
4.93 out of 5 average rating, 28 reviews

3 Bedroom Waterfront Dream CherryGrove Fire Island

LisaRating, 5 stars5 months ago
We had a lovely time and were very impressed with Gabrielle's response time when we had questions. I plan on returning next year!
Home in Bayport
4.83 out of 5 average rating, 163 reviews

Exquisite spacious waterfront all modern-sleeps 8

JerryRating, 5 stars5 months ago
We spent a week at Joe‘s house and couldn’t be happier. The house, property, and surrounding area was amazing. Everything was super clean, and you won’t find a spot like this anywhere else. The master bathroom is incredible. Already trying to figure out how I can replicate that shower in my own house lol. would recommend this place 100%
Guest favourite
Loft in Babylon
4.94 out of 5 average rating, 32 reviews

Canal House 1 Bedroom

PeterRating, 5 stars1 month ago
One of my favorite stays yet! Definitely will be returning, I loved the environment and I love the separate bedroom and living area
Home in North Fork
4.73 out of 5 average rating, 22 reviews

Beach front house

MarkRating, 5 stars6 months ago
What an amazing place! The views and beach were spectacular. Took a weekend getaway with my girlfriend and pup and we all enjoyed it. Very cozy beach house. If we weren’t on the beach we were on the deck with ocean views. Sol was very responsive and answered all my questions. Definitely a 10/10 stay!

Destinations to explore