Vacation Rentals in Great South Bay, NY: Compare 10+ Sites & Save

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240 Best Vacation Rentals in Great South Bay (Starting from $445)

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
$1283
Average price / night
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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
$1016
Average price / night
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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

$445
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

$946
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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Gatsby's - Heated Plunge Pool & Hot Tub in OBP, Sleeps 26, Steps From The Beach
Gatsby's - Heated Plunge Pool & Hot Tub in OBP, Sleeps 26, Steps From The Beach
House
Ocean Bay Park, NY, 11770, United States
4.5k from Great South Bay center

AC, Barbecue, Dryer, Hot Tub, Internet, Kitchen, Laundry, Living Area, Microwave

7 Bedrooms24 Guests
10.0

Exceptional

2 reviews

$2933
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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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

$904
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 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

$2487
Average price / night
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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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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
$1461
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
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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

$998
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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Updated home in great location with spacious living & outdoor features
Updated home in great location with spacious living & outdoor features
House
Ocean Bay Park, NY, 11770, United States
4.6k from Great South Bay center

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

4 Bedrooms10 Guests
9.0

Fabulous

59 reviews

$1320
Average price / night
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Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
Designer beach cottage & studio with bikes, outdoor shower, deck - walk to beach
House
Ocean Bay Park, NY, 11770, United States
4.6k from Great South Bay center

AC, Barbecue, Dryer, Heater, Internet, Kitchen, Laundry, Living Area, Microwave

5 Bedrooms12 Guests
9.4

Superb

23 reviews

$723
Average price / night
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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

$1418
Average price / night
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Peaceful waterfront oasis with generous patio & amazing views - near beaches
Peaceful waterfront oasis with generous patio & amazing views - near beaches
House
Cherry Grove, NY, 11782, United States
4.7k from Great South Bay center

AC, Barbecue, Dryer, Extra Bed, Fireplace, Heater, Hot Tub, Kitchen, Laundry

6 Bedrooms17 Guests
New to Booking
$2797
Average price / night
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Steps to the beach. Live your summer dreams. Pet friendly updated beach cottage.
Steps to the beach. Live your summer dreams. Pet friendly updated beach cottage.
House
Ocean Beach, NY, 11770, United States
4.7k from Great South Bay center

AC, Barbecue, Crib, Dryer, Heater, Internet, Kitchen, Laundry, Living Area

3 Bedrooms8 Guests
10.0

Exceptional

3 reviews

$1150
Average price / night
Check Availability
Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park
Spacious 5-bedroom house, sleeps 11 with AC, WiFi in adorable Ocean Bay Park
House
Ocean Beach, NY, 11770, United States
4.7k from Great South Bay center

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

5 Bedrooms11 Guests
New to Booking
$828
Average price / night
Check Availability
Ocean Bay Park Sanctuary
Ocean Bay Park Sanctuary
House
Ocean Bay Park, Fire Island, NY, 11770, United States
4.7k from Great South Bay center

AC, Barbecue, Crib, Dryer, Fireplace, Internet, Kitchen, Laundry, Living Area

4 Bedrooms10 Guests
10.0

Exceptional

27 reviews

$841
Average price / night
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Spacious beach cottage with private pool, hot tub, outdoor area & amazing suite
Spacious beach cottage with private pool, hot tub, outdoor area & amazing suite
House
Ocean Bay Park, NY, 11770, United States
4.7k from Great South Bay center

AC, Barbecue, Dryer, Fireplace, Heater, Hot Tub, Kitchen, Laundry, Living Area

3 Bedrooms10 Guests
9.0

Fabulous

24 reviews

$1381
Average price / night
Check Availability

Pro Tip:
VacationByOwnerRentals 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

Frequently Asked Questions

You can explore 240 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 $445 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, 32 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.