Beachfront vacation rentals in Gilgo-Oak Beach-Captree

Find and book unique beachfront homes on Airbnb

Top-rated beachfront rentals in Gilgo-Oak Beach-Captree

Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Guest favourite

Home in Bay Shore

5.0 out of 5 average rating, 27 reviews

Turtle Dove Cozy Gem on the Bay

Keep it simple at this peaceful centrally-located Unit on the Great South Bay. Everything fully stock get you started at our New 1 Bedroom 2 Full Size Beds, Living Room/Dinning /Kitchen & Bathroom. Have coffee or tea from our coffee bar. Put on your robes and sit outside and enjoy a beautiful sunrise. Relax on deck as you gaze at the water while watching the boats. Walk 2-4 blocks to Town Restaurants, Shopping, Pubs, Fire Island Ferry, Long Island Railroad, SSUH Hospital. Drive minutes to Beach

Feb. 22 – Mar. 1

$410 CAD per night

Guest favourite

Home in Shirley

4.98 out of 5 average rating, 179 reviews

Luxurious Waterfront Beachouse On The Bay ~

Relax and enjoy your time at this beautiful east end waterfront getaway. This house is located right on the relaxing and exclusive Great South Bay with private beach... The experience will bring you the feel of tranquility everyone desires with vacationing out east. While offering all the enjoyments the island has at your fingertips. Centrally located to all island destinations. 90 minutes from Manhattan - 15 minutes to West Hampton - 15 minutes to Fire Island Ferrys. Visit top winery’s WiFi

Mar. 13 – 20

$816 CAD per night

Guest favourite

Guest suite in Bayville

4.91 out of 5 average rating, 428 reviews

Romantic, Cozy and Private, 1 Block from Beach

Relax in your private romantic retreat with Canopy Queen Bed & Beautiful modern bathroom, 1 Block from beach, Second floor studio with small fridge, microwave, coffee maker, induction cook top, SmartTV... Just 7 min from the Long Island Railroad, Oyster Bay stop. Near to restaurants, shops, tennis courts. You can go biking, swimming, fishing, play golf, rent kayaks, motor boats, paddle boards. Visit Arboretums, Historic sites, Parks, walk along the water, go to the nearby movies and more...

Dec. 28 – Jan. 4

$124 CAD per night

Guest favourite

Home in Bayport

4.84 out of 5 average rating, 156 reviews

Exquisite spacious waterfront all modern-sleeps 8

READ THE CONSISTENT FINE REVIEWS! Its heart-warming providing such a nice sanctuary! This MEMORABLE Sayville / Bayport Vacation rental home has a picturesque backyard & amazing water views. 3Br 2 full bath. Enjoy the 2-person steam shower & huge 10-person whirlpool bath for spa-like living. Perfect for quiet getaways. All new furniture w/ coastal chic decor. Feed 6 ducks, 2 swans, 2 cranes. The serenity & one-of-a kind view sets this Sayville vacation home apart from all others.

Oct. 14 – 21

$1,008 CAD per night

Superhost

Home in East Patchogue

4.82 out of 5 average rating, 132 reviews

House at water next to Bellport golf course

Single standing house right at the Great South Bay and next to Bellport Beach. Paddle Boards are popular particularly in the calm morning water. You can also bath and swim directly from the house or from the beach club wearing water shoes. The water and my property is separated by a bulwark. Ladder available in garage to get up. Parking for 4 cars. Bellport village is pretty with small shops, cafes and restaurants. The owner is in New York City. No keys needed for access. Age request 25.

Mar. 22 – 29

$1,336 CAD per night

Superhost

Home in Copiague

4.8 out of 5 average rating, 5 reviews

enjoy basement and jackuzzi pool

Come and enjoy the comforts of a modern, spacious, clean and basement like in the countryside but in the city, with ample spaces such as the pool and a private jackuzzi for two people and forget about the cold. The renovated basement is inside a family house, so the your place it is a residential area. It is not allowed to smoke, nor extra guests, bringing a guest without authorization is grounds for canceling the reservation and you will lose your money. It is not suitable for minors.

Aug. 30 – Sep. 6

$296 CAD per night

Guest favourite

Apartment in Freeport

5.0 out of 5 average rating, 48 reviews

Quiet Waterfront Entire Apartment

Nestled in South Freeport, this 1 Br apt brings it all within your reach. Whether you are hoping to relax/work while drinking coffee on the patio or living room over looking the water, this is a very quiet and relaxing place to be. 5 minutes from the famous Nautical Mile where you can enjoy different restaurants, boat rides and other activities, minutes away from Southern State and Meadowbrook Pkwy, 15 minutes away from Jones Beach. Near different universities. AC in bedroom as well

Oct. 4 – 11

$229 CAD per night

Guest favourite

Bungalow in Cherry Grove, Fire Island

5.0 out of 5 average rating, 18 reviews

3 Bedroom Waterfront Dream CherryGrove Fire Island

Enjoy gorgeous Bay views and incredible sunsets on your own private deck! 3 bedroom, one bath, full kitchen and dining room with wifi, cable TV, and air conditioning! Large private deck with BBQ grill, eating area, lounge chairs an outdoor shower and plenty of room to lay out! Bonus private beach with lounge chairs! Just steps away from all the action and yet still feel like you are in your own private paradise! Unfortunately we have a no pet policy and no children under 16 policy.

May 21 – 28

$645 CAD per night

Guest favourite

Guest suite in Long Beach

4.9 out of 5 average rating, 485 reviews

Beautiful Retreat by the Beach, La Casita Flora

Guest apartment has a private entrance and includes one bedroom, bathroom, kitchenette, office with sofa bed, and large sunny balcony. You can walk everywhere from here! It is a five minute walk to the beautiful beach and boardwalk. The train station to NYC and JFK is one block away. A grocery store, restaurants, coffee shop, brewery, pharmacy, and other amenities are minutes away. Many guests comment that I keep the space "sparkling clean".

Nov. 8 – 15

$251 CAD per night

Superhost

Apartment in Fire Island

5.0 out of 5 average rating, 11 reviews

One Bedroom Apt in Cherry Grove

Apartment only a few steps from the beach at Dune Point Guesthouse. Located in Cherry Grove, Fire Island. Only accessible by Ferry! Adults Only Resort! Recently renovated space with full kitchen, bathroom and one bedroom with queen size bed. Great space for couples, with the option of having a friend over, cook, BBQ, enjoy the beach. Located in Fire Island's town of Cherry Grove, laid back, crazy fun place with restaurant, clubs and bars.

May 2 – 9

$311 CAD per night

Guest favourite

Home in Centerport

4.94 out of 5 average rating, 114 reviews

The Harbor House: Beachfront Home 1 hour from NYC

FEATURED #1 on Refinery29's "11 Best Beach Houses Near NYC"! Welcome to Long Island's Gold Coast! Enjoy stunning beachfront views from this charming home. You may spot the bald eagle family that lives around the corner! Local spots to visit include the Vanderbilt Mansion and Planetarium, Caumsett State Park Preserve, Del Vino Vineyards, Paramount Theatre, Downtown Huntington, Northport Main Street shops and restaurants, and more!

Jul. 27 – Aug. 3

$1,098 CAD per night

Guest favourite

Apartment in Northport

4.91 out of 5 average rating, 130 reviews

Harbor Studio - Across from historic Northport doc

Across the street from historic Northport dock and the beautiful town park, this downtown studio is walking distance to everything. Drive or boat in to town and have a lovely convenient place to stay close to everything. Dining, shopping, the park, and the Famous Engleman theater. The studio has a private entrance, full kitchen, and bath with shower and tub. Enjoy a night, weekend, or whole week in historic Northport Village.

Jan. 16 – 23

$191 CAD per night