Long Island Holidays - Vacation Rentals in Great South Bay

Beautiful Ocean Park Family Vacation Rental From US $828
         

Cayuga Street Sunshine Retreat From US $1,077
         

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9.5 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • View
Grove Hotel From US $283
         

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9.4 (503 Reviews)
Hotel
  • Air Conditioner
  • Pool
  • Designated Smoking Area
Fire Island Beach House Ocean Bay Park From US $1,435
         

The Surfcomber Unit 1 From US $666
         

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9.5 (2 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • View
Poolside Chic by the Sea From US $2,958
         

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5.0 (1 Review)
House
  • Air Conditioner
  • View
  • Balcony/Terrace
Paradise on the Great South Bay From US $1,087
         

10.0 (3 Reviews)
Boat Rental
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Charming 2-Bedroom Beach Cottage in Ocean Bay Park From US $862
         

10.0 (2 Reviews)
House
  • Air Conditioner
  • TV
  • Balcony/Terrace
Fire Island Beach House From US $663
         

9.6 (8 Reviews)
House
  • Air Conditioner
  • TV
  • View
Ocean Bay Park Home - short walk to the beach From US $1,338
         

Ocean Bay Park Studio from 1400/Mid week ! From US $446
         

10.0 (22 Reviews)
Apartment
  • Air Conditioner
  • TV
  • View
Super Clean all renovated home sleeps 10 From US $1,497
         

Lovely Home Ocean Bay Park From US $714
         

10.0 (44 Reviews)
House
  • Air Conditioner
  • TV
  • View
Memorial Weekend Drastically Reduced! From US $1,118
         

10.0 (25 Reviews)
House
  • Air Conditioner
  • TV
  • View
Pro Tip: Longislandholidays makes it easy to compare the best listings on Longislandholidays homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Longislandholidays homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals availability, eco-friendly properties, property type, cancellation policies, prices, and several different options. All these make it easier to find the perfect accommodation for your next vacation in Great South Bay.

Weather in Great South Bay

View the weather forecast for Great South Bay before booking your Great South Bay Vacation Rentals to confirm your best time to go.

December - February
High 42°F       Low 18°F
March - May
High 65°F       Low 22°F
June - August
High 79°F       Low 56°F
September - November
High 76°F       Low 29°F

Other Places to Stay Near Great South Bay, NY


Great South Bay Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Great South Bay?
How many vacation rentals are available in Great South Bay?

Currently, the total number of properties listed in 2026 is over 139 in the Great South Bay area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Great South Bay.