Oak Beach Holiday Rentals
Apartment
10.0Exceptional
(21 Reviews)
1 Bedroom
1 Bath
4 Guests
450 ft²
Fireplace/Heating
Balcony/Terrace
Kitchen
Air Conditioner
R6,979/Night
7 Nights - R48,848
Villa
- Bay Shore
- ·
- West Bay Shore
- 0.58 mi to center
10.0Exceptional
(1 Review)
7 Bedrooms
4 Baths
32 Guests
7857.65 ft²
Hot Tub
Spa- Fireplace/Heating
- Balcony/Terrace
R37,288/Night
7 Nights - R261,019
Bed & Breakfast
10.0Exceptional
(115 Reviews)
1 Bedroom
1 Bath
- Fireplace/Heating
Pool- Balcony/Terrace
Breakfast
R7,502/Night
7 Nights - R52,512
Apartment
- New York
- ·
- West Islip
- 0.72 mi to center
10.0Exceptional
(3 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
Pet Friendly- Kitchen
R4,424/Night
7 Nights - R30,966
Bed & Breakfast
9.2Exceptional
(11 Reviews)
9 Bedrooms
9 Baths
22 Guests
4425.16 ft²
Oceanfront- Spa
- Fireplace/Heating
- Pool
R7,106/Night
7 Nights - R49,739
House
9.8Exceptional
(54 Reviews)
2 Bedrooms
1 Bath
4 Guests
- Oceanfront
- Fireplace/Heating
Ocean View- Balcony/Terrace
R6,187/Night
7 Nights - R43,303
Apartment
2.0Average
(1 Review)
1 Bedroom
1 Bath
1 Guest
- Hot Tub
- Air Conditioner
Internet
Laundry
R4,939/Night
7 Nights - R34,581
New
House
- New York
- ·
- Long Island
- 22.55 mi to center
2 Bedrooms
1 Bath
10 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R6,786/Night
7 Nights - R47,502
House
10.0Exceptional
(47 Reviews)
6 Bedrooms
2 Baths
19 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R24,255/Night
7 Nights - R169,792
Luxury Holiday Rentals in Oak Beach
Over 90+ Luxury Holiday Rentals in or Near Oak Beach
House
- Bay Shore
- ·
- Fair Harbor
- 0.27 mi to center
4 Bedrooms
2 Baths
7 Guests
- Balcony/Terrace
- Air Conditioner
- Internet
Child Friendly
R111,263/Night
7 Nights - R778,841
New
House
7 Bedrooms
4 Baths
28 Guests
7997.59 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
Parking
R46,432/Night
7 Nights - R325,025
New
House
7 Bedrooms
4 Baths
28 Guests
8000 ft²
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
R44,237/Night
7 Nights - R309,656
House
- Bay Shore
- ·
- West Bay Shore
- 0.34 mi to center
10.0Exceptional
(11 Reviews)
7 Bedrooms
4 Baths
22 Guests
- Oceanfront
- Hot Tub
- Spa
- Fireplace/Heating
R41,362/Night
7 Nights - R289,536
New
House
- Bay Shore
- ·
- Fair Harbor
- 0.30 mi to center
3 Bedrooms
3 Baths
6 Guests
- Hot Tub
- Fireplace/Heating
- Pool
- Kitchen
R27,784/Night
7 Nights - R194,483
House
10.0Exceptional
(4 Reviews)
8 Bedrooms
4 Baths
16 Guests
3000 ft²
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
View
R26,545/Night
7 Nights - R185,810
House
9.6Exceptional
(9 Reviews)
5 Bedrooms
3 Baths
10 Guests
3000 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R24,079/Night
7 Nights - R168,560
House
- Bay Shore
- ·
- Fair Harbor
- 0.08 mi to center
9.6Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
8 Guests
- Kitchen
- Internet
- Child Friendly
- Laundry
R21,153/Night
7 Nights - R148,067
House
9.6Exceptional
(4 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
R19,943/Night
7 Nights - R139,604
Top-Rated Holiday Rentals with a Pool in Oak Beach
Over 6+ The Best Private Villas and Holiday Rentals in Oak Beach with a Pool
House
10.0Exceptional
(7 Reviews)
3 Bedrooms
1 Bath
5 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R9,727/Night
7 Nights - R68,092
House
- New York
- ·
- West Islip
- 1.27 mi to center
10.0Exceptional
(1 Review)
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
R4,010/Night
7 Nights - R28,080
House
6.0Good
(2 Reviews)
3 Bedrooms
1 Bath
5 Guests
- Fireplace/Heating
- Pool
- Balcony/Terrace
- Pet Friendly
R9,021/Night
7 Nights - R63,147
House
- New York
- ·
- Long Island
- 24.17 mi to center
4.9Average
(8 Reviews)
3 Bedrooms
1 Bath
6 Guests
Private Pool- Pool
- Kitchen
- Air Conditioner
R4,410/Night
7 Nights - R30,868
House
4 Bedrooms
4 Baths
8 Guests
- Oceanfront
- Fireplace/Heating
- Pool
- Ocean View
R19,860/Night
7 Nights - R139,021
Apartment
1 Bedroom
1 Bath
28 Guests
- Fireplace/Heating
- Pool
- Kitchen
- Parking
R6,020/Night
7 Nights - R42,136
Pet-Friendly Holiday Rentals in Oak Beach
Over 33+ Pet-Friendly Holiday Rentals in or Near Oak Beach
House
- Bay Shore
- ·
- Lonelyville
- 0.08 mi to center
10.0Exceptional
(14 Reviews)
3 Bedrooms
1 Bath
6 Guests
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R9,790/Night
7 Nights - R68,530
Apartment
- New York
- ·
- West Islip
- 1.00 mi to center
1 Bedroom
1 Bath
4 Guests
904.17 ft²
- Oceanfront
- Ocean View
- View
- Pet Friendly
R2,918/Night
7 Nights - R20,428
Apartment
- New York
- ·
- West Islip
- 0.72 mi to center
10.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R4,222/Night
7 Nights - R29,555
House
- Bay Shore
- ·
- Fair Harbor
- 0.09 mi to center
10.0Exceptional
(4 Reviews)
3 Bedrooms
1 Bath
8 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- View
R14,090/Night
7 Nights - R98,636
Hotel
- New York
- ·
- Lindenhurst
- 0.67 mi to center
7.8Very Good
(189 Reviews)
5 Baths
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Child Friendly
R4,734/Night
7 Nights - R33,138
Cottage
- Bay Shore
- ·
- Fair Harbor
- 0.21 mi to center
9.8Exceptional
(39 Reviews)
5 Bedrooms
1 Bath
11 Guests
1600 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R12,744/Night
7 Nights - R89,200
House
- Bay Shore
- ·
- Fair Harbor
- 0.30 mi to center
9.8Exceptional
(6 Reviews)
3 Bedrooms
1 Bath
5 Guests
- Ocean View
- Balcony/Terrace
- View
- Pet Friendly
R10,641/Night
7 Nights - R74,496
House
9.4Exceptional
(16 Reviews)
4 Bedrooms
1 Bath
8 Guests
2400 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R16,830/Night
7 Nights - R117,815
House
8.0Excellent
(17 Reviews)
4 Bedrooms
2 Baths
7 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R13,707/Night
7 Nights - R95,945
Large Holiday Rentals and Private Villas in Oak Beach
Over 16+ Large Holiday Rentals and Private Villas in or Near Oak Beach
House
9.8Exceptional
(31 Reviews)
4 Bedrooms
2 Baths
12 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
R17,712/Night
7 Nights - R123,992
House
- Bay Shore
- ·
- Fair Harbor
- 0.11 mi to center
10.0Exceptional
(6 Reviews)
3 Bedrooms
3 Baths
10 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R6,886/Night
7 Nights - R48,199
House
- Bay Shore
- ·
- Fair Harbor
- 0.04 mi to center
8.4Excellent
(24 Reviews)
4 Bedrooms
2 Baths
10 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R10,700/Night
7 Nights - R74,901
House
- Bay Shore
- ·
- Fair Harbor
- 0.15 mi to center
4 Bedrooms
3 Baths
10 Guests
- Air Conditioner
- Child Friendly
- Laundry
Bedding/Linens
R9,646/Night
7 Nights - R67,524
House
3 Bedrooms
2 Baths
10 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
R5,512/Night
7 Nights - R38,585
House
- New York
- ·
- Lindenhurst
- 1.00 mi to center
5.0Average
(1 Review)
3 Bedrooms
2 Baths
17 Guests
1530 ft²
- Oceanfront
- Ocean View
- Balcony/Terrace
- View
R7,458/Night
7 Nights - R52,204
House
- New York
- ·
- Long Island
- 22.47 mi to center
10.0Exceptional
(5 Reviews)
3 Bedrooms
2 Baths
13 Guests
- Oceanfront
- Hot Tub
- Fireplace/Heating
- Ocean View
R7,409/Night
7 Nights - R51,863
House
9.8Exceptional
(22 Reviews)
7 Bedrooms
2 Baths
24 Guests
2375 ft²
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R18,430/Night
7 Nights - R129,018
House
9.8Exceptional
(10 Reviews)
7 Bedrooms
4 Baths
22 Guests
8000 ft²
- Hot Tub
- Fireplace/Heating
- Balcony/Terrace
- Kitchen
R38,434/Night
7 Nights - R269,044
Wheelchair Accessible Holiday Homes in Oak Beach
Over 2+ Wheelchair Accessible Holiday Homes in or Near Oak Beach
House
- Bay Shore
- ·
- Lonelyville
- 0.04 mi to center
5.0Average
(5 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Balcony/Terrace
- Pet Friendly
- Kitchen
Wheelchair Accessible
R12,159/Night
7 Nights - R85,115
House
5.0Average
(1 Review)
1 Bedroom
1 Bath
4 Guests
750 ft²
- Kitchen
- Air Conditioner
- Internet
- Wheelchair Accessible
R5,188/Night
7 Nights - R36,316
Oak Beach Private Villas and Holiday Homes Under $200
Over 11+ Oak Beach Private Villas and Holiday Homes Under $200
House
- New York
- ·
- North Babylon
- 1.04 mi to center
9.0Exceptional
(2 Reviews)
1 Bedroom
1 Bath
4 Guests
- Fireplace/Heating
- Kitchen
- Parking
- Air Conditioner
R2,161/Night
7 Nights - R15,126
Hotel
5.1Average
(47 Reviews)
3 Baths
208.1 ft²
- Hot Tub
- Parking
- Air Conditioner
- Internet
R2,326/Night
7 Nights - R16,293
Hotel
- New York
- ·
- Lindenhurst
- 0.67 mi to center
7.6Very Good
(275 Reviews)
1 Bath
- Fireplace/Heating
- Breakfast
- Parking
- Air Conditioner
R2,575/Night
7 Nights - R18,028
Apartment
- New York
- ·
- West Islip
- 0.81 mi to center
6.0Good
(2 Reviews)
1 Bedroom
1 Bath
2 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R1,751/Night
7 Nights - R12,257
Apartment
5.0Average
(1 Review)
1 Bedroom
1 Bath
2 Guests
240 ft²
- Child Friendly
R2,043/Night
7 Nights - R14,299
Apartment
- New York
- ·
- West Islip
- 0.93 mi to center
4.5Average
(2 Reviews)
1 Bedroom
1 Bath
3 Guests
230 ft²
- Balcony/Terrace
- Pet Friendly
- Kitchen
- Air Conditioner
R1,994/Night
7 Nights - R13,959
House
- New York
- ·
- Brightwaters
- 0.43 mi to center
1 Bedroom
1 Bath
6 Guests
- Air Conditioner
- Child Friendly
- Laundry
R2,189/Night
7 Nights - R15,321
House
- New York
- ·
- West Islip
- 0.92 mi to center
2 Bedrooms
1 Bath
2 Guests
- Kitchen
- Air Conditioner
- Laundry
TV
R2,027/Night
7 Nights - R14,186
House
- New York
- ·
- Lindenhurst
- 0.25 mi to center
3 Bedrooms
2 Baths
2 Guests
- Hot Tub
- Fireplace/Heating
- Internet
- Laundry
R2,324/Night
7 Nights - R16,261
Instantly Bookable Holiday Homes in Oak Beach
Over 21+ Instantly Bookable Holiday Homes in or Near Oak Beach
House
- Bay Shore
- ·
- Fair Harbor
- 0.12 mi to center
10.0Exceptional
(33 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R18,705/Night
7 Nights - R130,931
House
10.0Exceptional
(1 Review)
4 Bedrooms
2 Baths
8 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R19,184/Night
7 Nights - R134,287
Cottage
- Bay Shore
- ·
- Fair Harbor
- 0.18 mi to center
7.0Very Good
(2 Reviews)
3 Bedrooms
2 Baths
6 Guests
- Fireplace/Heating
- Balcony/Terrace
- Pet Friendly
- Kitchen
R13,442/Night
7 Nights - R94,096
Cottage
4 Bedrooms
2 Baths
9 Guests
- Pet Friendly
- Air Conditioner
- Internet
- Child Friendly
R11,726/Night
7 Nights - R82,083
House
9.4Exceptional
(9 Reviews)
2 Bedrooms
2 Baths
6 Guests
- Oceanfront
- Fireplace/Heating
- Ocean View
- Balcony/Terrace
R10,651/Night
7 Nights - R74,561
House
- New York
- ·
- Long Island
- 20.83 mi to center
5.0Average
(2 Reviews)
4 Bedrooms
3 Baths
8 Guests
- Oceanfront
- Ocean View
- View
- Pet Friendly
R12,954/Night
7 Nights - R90,676
House
4.8Average
(12 Reviews)
4 Bedrooms
1 Bath
9 Guests
- Balcony/Terrace
- Kitchen
- Air Conditioner
- Internet
R6,744/Night
7 Nights - R47,210
House
- Babylon
- ·
- Gilgo-Oak Beach-Captree
- 0.34 mi to center
1 Bedroom
1 Bath
4 Guests
- Balcony/Terrace
- Kitchen
- Parking
- Air Conditioner
R27,561/Night
7 Nights - R192,927
House
- Bay Shore
- ·
- Fair Harbor
- 0.03 mi to center
2 Bedrooms
1 Bath
6 Guests
- Fireplace/Heating
- Pet Friendly
- Air Conditioner
- Internet
R13,545/Night
7 Nights - R94,810
Book a Last Minute Place to Stay in Oak Beach
About Casai's Private Villas and Holiday Rentals in Oak Beach
Discover more than 99 vacation rentals available in Oak Beach. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Oak Beach.
Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Oak Beach, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Oak Beach. On average, places to stay near Oak Beach offer 622.5 ft², with nightly prices averaging R13,700.
With Casai, finding and comparing holiday rentals in Oak Beach is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.
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Top Accommodation Types in Oak Beach
| Type | Count |
|---|---|
| Vacation Homes | 72 |
| Holiday Apartments | 13 |
| Cottages | 5 |
| Villas | 2 |
Use these Quick Filters to Find a Holiday Rental in Oak Beach
★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Oak Beach.
Weather in Oak Beach, NY
View the weather forecast for Oak Beach before booking your Oak Beach Vacation Rentals to confirm your best time to go.
December - February
High 60°F Low 26°F
March - May
High 77°F Low 40°F
June - August
High 91°F Low 64°F
September - November
High 84°F Low 38°F
Top Attractions Around Oak Beach, NY
Casai offers a large selection of top attractions around Oak Beach . Research things to do on your vacation before you visit Oak Beach.
Other Places to Stay in Oak Beach, NY
Frequently Asked Questions About Oak Beach?
What are the top holiday rentals in Oak Beach?
With numerous options available in Oak Beach, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Oak Beach:
- The Ocean Bay House
- Ocean View ⭐️ Kismet Summer House Ocean Block 6 Bedroom
- Fair Harbor: 30 Seconds to the Ocean ★
- Fire Island Boatel
- Fire Island Beach House ~ Magnificent Ocean and Bay Views. Steps to the Beach
- Bohemian Cottage - Steps from ocean and bay
- The President MansionnLuxurious Family Retreat - 1.5 Miles to Beach
- BRAND NEW - 8 Bedroom, 4 bathroom house with BEAUTIFUL BAY VIEWS- Kismet!
- Charming Fair Harbor 3br steps to ocean, sunset view, WiFi, A/C, outdoor shower.
- Lakefront GetawaY & Romantic NightS + BeacheS NeaR
Which holiday homes in Oak Beach are best for families?
If you're searching for a family-friendly holiday home in Oak Beach, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Oak Beach:
- Fire Island Beach House ~ Magnificent Ocean and Bay Views. Steps to the Beach
- waterside studio plus 2 master bedroom 1full bathroom back entrance beach view canal docks Wifi code
- South Bay Motel
How many Casai.co.za holiday rentals are available in Oak Beach?
As of 2026, Casai boasts over 99 properties listed in the Oak Beach area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Oak Beach.
People Also Ask
Finding the best prices in Oak Beach
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