Florida Rental Vacations - Vacation Rentals in Oak Street Beach

Near Yale & Lighthouse Point Beach: Home w/Pool! in New Haven From US $780
         

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10.0 (2 Reviews)
House
  • Parking
  • Pool
  • Security/Safety
Walkable New Haven Retreat w/Ocean Views! in East Haven From US $881
         

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New
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Walkable New Haven Retreat w/Ocean Views! in New Haven From US $487
         

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9.7 (3 Reviews)
House
  • Parking
  • Pet Friendly
  • View
Angelica peaceful place in West Haven From US $188
         

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9.2 (7 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety
Clear LI Sound waterview, Wedding pics, Yale&Beach in New Haven From US $629
         

10.0 (13 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Beach Bungalow, walk to beach, private backyard in West Haven From US $514
         

The Jewel of The Cove - Historic Coastal Retreat in New Haven From US $419
         

On the Water Spacious Comfortable Historic Home in West Haven From US $1,123
         

Tranquil Beach House unit 2 in West Haven From US $539
         

10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • TV
Walkable New Haven Retreat w/Ocean Views! in New Haven From US $649
         

9.8 (39 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Near Yale & Lighthouse Point Beach: Home w/Pool! in New Haven From US $792
         

McAngel Haven: 5 mins from Yale in West Haven From US $593
         

9.6 (27 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Modern 4 Bedroom Beach House: Ideal for Families & Long Stays in West Haven From US $532
         

9.6 (15 Reviews)
Cottage
  • Air Conditioner
  • Parking
  • Pet Friendly
Lovely apartment with Waterview & Patio in New Haven in New Haven From US $408
         

9.6 (4 Reviews)
Apartment
  • Pet Friendly
  • TV
  • Balcony/Terrace
Beachy Bay Breeze Bungalow in West Haven From US $342
         

9.2 (15 Reviews)
House
  • Air Conditioner
  • Parking
  • Pet Friendly
Cozy 3 bedroom minutes from Yale and the beach in West Haven From US $241
         

Updated ranch Home 4 minutes from the beach on a quiet end street. in West Haven From US $239
         

Spacious 3-BR apartment in brilliant Near Yale University and Hospitals#Apt 5 in New Haven From US $595
         

8.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Pet Friendly
  • Security/Safety
Pro Tip: Floridarentalvacations makes it easy to compare the best listings on Floridarentalvacations homes from online vacation rental OTAs, including Booking.com and more. Use the Advanced Filter feature at the top to easily flip between Floridarentalvacations 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 Oak Street Beach.

Weather in Oak Street Beach

View the weather forecast for Oak Street Beach before booking your Oak Street 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

Oak Street Beach Vacation Rental Frequently Asked Questions

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

Currently, the total number of properties listed in 2026 is over 157 in the Oak Street Beach area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Oak Street Beach.