Best Family Escapes - Vacation Rentals in Overlook Beach

Robbins Rest Retreat From US $1,706
         

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10.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • View
The Ocean Bay House From US $491
         

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10.0 (115 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
The Pines Men-Only Stay From US $548
         

9.6 (60 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Pool
Come As You Are Inn From US $244
         

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10.0 (63 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Beautiful Beach House with Large Swimming Pool in Ocean Beach From US $919
         

Come As You Are Inn LLC From US $300
         

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9.5 (40 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • Pool
Sundown Escape-South Shore Long Island From US $301
         

10.0 (1 Review)
Apartment
  • Child Friendly
  • Internet
  • Laundry
Fair Harbor: 30 Seconds to the Ocean ★ From US $1,154
         

10.0 (33 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Short term Fire Island Beach House (Kismet) From US $1,185
         

9.4 (16 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Fire Island Beach Haven From US $831
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • TV
  • View
Beach Bungalow Ocean Beach From US $851
         

9.6 (29 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • TV
Luxury Waterfront Retreat Private Hot Tub & Dock Near Sayville From US $824
         

10.0 (92 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Fire Island Beach House Ocean Bay Park From US $2,061
         

5th from the beach, dog friendly, sleeps 10, outdoor shower a/c utils included! From US $1,349
         

10.0 (24 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Designated Smoking Area
Fire Island Beach House - Atlantique From US $1,008
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • TV
  • View
Waterfront home, deck, bbq, fire pit, boats, hot tub, and more! From US $1,029
         

Pro Tip: Bestfamilyescapes makes it easy to compare the best listings on Bestfamilyescapes homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Bestfamilyescapes 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 Overlook Beach.

Weather in Overlook Beach

View the weather forecast for Overlook Beach before booking your Overlook 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

Overlook Beach Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Overlook Beach?
How many vacation rentals are available in Overlook Beach?

Currently, the total number of properties listed in 2026 is over 580 in the Overlook Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Overlook Beach.