Owner Direct Vacation Rentals in Great South Bay

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250 Great South Bay Vacation Homes From $454

Looking for the ideal vacation rental in Great South Bay? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

10 Cayuga
10 Cayuga
House
Ocean Bay Park, NY, USA
4.6k from Great South Bay center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Accessible hotels

4 Bedrooms8 Guests
New to Booking
$1643
Average price / night
Check Availability
Great Beach Get-A-Way! 4 Bedroom 1.5 bath & Pet friendly.
Great Beach Get-A-Way! 4 Bedroom 1.5 bath & Pet friendly.
House
Ocean Bay Park, NY, 11770, United States
4.3k from Great South Bay center

AC, Barbecue, Dryer, Internet, Kitchen, Living Area, Microwave, No Smoking, Patio

4 Bedrooms10 Guests
New to Booking
$1378
Average price / night
Check Availability
Cayuga Street Sunshine Retreat
Cayuga Street Sunshine Retreat
House
Ocean Bay Park, NY, USA
4.6k from Great South Bay center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

5 Bedrooms12 Guests
9.5

Superb

2 reviews

$1547
Average price / night
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Amazing Contemporary Beach House with Vaulted Ceilings and Lots of Sunshine!
Amazing Contemporary Beach House with Vaulted Ceilings and Lots of Sunshine!
House
Ocean Beach, NY, 11770, United States
4.3k from Great South Bay center

AC, Dryer, Internet, Laundry, No Smoking, Washer

3 Bedrooms8 Guests
New to Booking
$974
Average price / night
Check Availability
The Surfcomber Multi-Residence Home
The Surfcomber Multi-Residence Home
Apartment
Ocean Bay Park, NY, USA
4.7k from Great South Bay center

Apartments, Accommodations, Pet-friendly, Lodgings, Places to stay, Accessible hotels

4 Bedrooms18 Guests
New to Booking
$2273
Average price / night
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Ocean Bay Park Studio from 1400 / Mid week !
Ocean Bay Park Studio from 1400 / Mid week !
Apartment
Ocean bay park, NY, 11770, United States
4.3k from Great South Bay center

AC, Barbecue, Internet, Kitchen, Microwave, No Smoking, Outdoor Grill, Patio, TV

1 Bedroom4 Guests
10.0

Exceptional

22 reviews

$454
Average price / night
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Cherry Grove Enchantment
Cherry Grove Enchantment
House
Cherry Grove, NY, USA
4.7k from Great South Bay center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Beach, Jacuzzis, Places to stay

6 Bedrooms17 Guests
New to Booking
$2286
Average price / night
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Beach Cottage on Fire Island
Beach Cottage on Fire Island
Cottage
Ocean Beach, NY, 11770, United States
4.4k from Great South Bay center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

4 Bedrooms10 Guests
10.0

Exceptional

22 reviews

$1297
Average price / night
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15 Seneca
15 Seneca
House
Ocean Bay Park, NY, USA
4.7k from Great South Bay center

Cheap, Accommodations, Pools, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals

3 Bedrooms10 Guests
10.0

Exceptional

2 reviews

$1871
Average price / night
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Fire Island Getaway - Weekly/Monthly/Weekend Rentals - 100 Yards to the Beach!
Fire Island Getaway - Weekly/Monthly/Weekend Rentals - 100 Yards to the Beach!
House
Ocean Bay Park, NY, 11770, United States
4.5k from Great South Bay center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

4 Bedrooms8 Guests
9.6

Exceptional

14 reviews

$668
Average price / night
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Pura Vida
Pura Vida
House
Ocean Bay Park, NY, USA
4.7k from Great South Bay center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Beach rentals

4 Bedrooms8 Guests
5.5

Review score

4 reviews

$1174
Average price / night
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The Dunes -Oceanfront Renovated Home with Direct Beach Access in OBP. Sleeps 16!
The Dunes -Oceanfront Renovated Home with Direct Beach Access in OBP. Sleeps 16!
House
Ocean Bay Park, NY, 11770, United States
4.6k from Great South Bay center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

5 Bedrooms16 Guests
10.0

Exceptional

1 reviews

$3143
Average price / night
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Poolside Chic by the Sea
Poolside Chic by the Sea
House
Ocean Bay Park, NY, USA
4.8k from Great South Bay center

Accommodations, Pools, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay, Beach rentals

5 Bedrooms10 Guests
5.0

Review score

1 reviews

$2958
Average price / night
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The Salted Bungalow: A boutique Fire Island beach retreat.
The Salted Bungalow: A boutique Fire Island beach retreat.
Cottage
Ocean Beach, NY, 11770, United States
4.6k from Great South Bay center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

5 Bedrooms11 Guests
New to Booking
$1415
Average price / night
Check Availability
Fire Island Gem
Fire Island Gem
Apartment
Ocean Bay Park, NY, USA
4.8k from Great South Bay center

Apartments, Cheap, Accommodations, Lodgings, Vacation rentals, Places to stay, Family, Accessible hotels, Beach rentals

2 Bedrooms5 Guests
9.0

Fabulous

2 reviews

$456
Average price / night
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Tranquil Tides
Tranquil Tides
House
Ocean Bay Park, NY, USA
4.9k from Great South Bay center

Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms10 Guests
New to Booking
$1039
Average price / night
Check Availability
Cayuga Escape in Ocean Bay
Cayuga Escape in Ocean Bay
House
Ocean Bay Park, NY, 11770, United States
4.6k from Great South Bay center

AC, Barbecue, Dryer, Internet, Kitchen, Microwave, No Smoking, Toys, TV

4 Bedrooms10 Guests
9.0

Fabulous

59 reviews

$1201
Average price / night
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Casa de Zeus
Casa de Zeus
House
Ocean Bay Park, NY, USA
4.9k from Great South Bay center

Accommodations, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay, Beach rentals

2 Bedrooms6 Guests
5.0

Review score

1 reviews

$665
Average price / night
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Contemporary Beach House with Vaulted Ceilings and Lots of Sunshine
Contemporary Beach House with Vaulted Ceilings and Lots of Sunshine
House
Fire Island, NY, 11770, United States
4.6k from Great South Bay center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms9 Guests
9.4

Superb

21 reviews

$962
Average price / night
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Lovely Home Ocean Bay Park
Lovely Home Ocean Bay Park
House
Ocean Bay Park, NY, 11770, United States
4.6k from Great South Bay center

AC, Barbecue, Dryer, Internet, Kitchen, Laundry, Living Area, Microwave, No Smoking

3 Bedrooms10 Guests
10.0

Exceptional

44 reviews

$554
Average price / night
Check Availability
4 Houses from Ocean- Heated Pool Rooftop deck
4 Houses from Ocean- Heated Pool Rooftop deck
House
Ocean Bay Park, NY, 11770, United States
4.6k from Great South Bay center

AC, Balcony, Barbecue, Dryer, Fireplace, Free Parking, Heater, Internet, Kitchen

5 Bedrooms14 Guests
9.8

Exceptional

6 reviews

$1452
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental aggregates the best inventory from leading travel sites, including Booking.com, Agoda.com, Expedia.com, Vrbo.com, and Airbnb.com. Use our Advanced Filters to compare verified homes, villas, cabins, condos, cottages, vacation rentals, hotels, and eco-friendly stays. Our goal is to help you find the absolute best Vacation Rentals in Great South Bay.

Great South Bay Vacation Rentals on the Map

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Great South Bay. If you plan on staying in the Great South Bay area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Great South Bay

You can explore 250 verified vacation rentals in Great South Bay. Our listings are sourced from a range of trusted providers, giving you access to a wide selection of private homes, apartments, and unique stays—all in one place.

Vacation rental prices in Great South Bay vary depending on the season, property size, and location. Rates typically start from around $454 per night, with higher prices for larger homes or peak travel periods. Comparing available options can help you find a stay that matches both your budget and travel plans.

Most vacation rentals in Great South Bay include fully equipped kitchens, making it easy to prepare meals and enjoy a more flexible stay. This is especially useful for families, longer stays, or travelers who prefer a home-like experience.

Yes, many vacation rentals in Great South Bay welcome pets. Currently, 34 listings allow pets, although specific policies may vary by property. You can filter for pet-friendly options to quickly find suitable accommodations.

For popular travel periods such as holidays or peak seasons, it's recommended to book your vacation rental 60 to 90 days in advance to secure the best options. During quieter times, you may still find good availability closer to your travel dates.

Vacation rentals in Great South Bay often include amenities such as Balcony/Terrace, Laundry, and View. These features provide added comfort and convenience, making them a popular choice for travelers seeking more space and privacy.

You can use filters to narrow down your search by criteria such as number of bedrooms, guest ratings, or specific amenities like private pools or beachfront access. This makes it easier to find a property that fits your exact needs and preferences.