Vacation Rentals Point - Vacation Rentals in Harbor Island

Romantic Guest House, Spectacular Views, Close to everything , Private Hot Tub From US $284
         

10.0 (259 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Designated Smoking Area
Sonder The Leo From US $116
         

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8.2 (96 Reviews)
Apartment
  • Air Conditioner
  • Wheelchair Accessible
  • Child Friendly
Stay Classy Hostel From US $72
         

9.6 (882 Reviews)
Hostel
  • Air Conditioner
  • Security/Safety
  • Sports/Activities
Cortez Hill Getaway From US $71
         

7.8 (6 Reviews)
House
  • Air Conditioner
  • Pet Friendly
  • Balcony/Terrace
California Dreams Hostel - Ocean Beach From US $155
         

8.8 (222 Reviews)
Hostel
  • Air Conditioner
  • Parking
  • Pool
La Sala (Living Room) across Old Town/MCRD From US $84
         

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5.0 (10 Reviews)
Apartment
  • Parking
  • Designated Smoking Area
  • Breakfast
HI San Diego Downtown - Hostel From US $133
         

8.6 (701 Reviews)
Hostel
  • Air Conditioner
  • Wheelchair Accessible
  • Balcony/Terrace
Point Loma retreat - 4 blocks to the Bay From US $255
         

Walk to Liberty Station From a Cozy Retreat From US $214
         

9.8 (16 Reviews)
House
  • Air Conditioner
  • Parking
  • TV
Point Loma Woods- Mid century home with pool From US $663
         

Park House in Walkable Banker's Hill From US $327
         

10.0 (21 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Steps from the Beach and the Center of the Village From US $166
         

301 Amazing Sky Loft in Little Italy! From US $298
         

8.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
Charming hillside cottage home with Ocean views From US $734
         

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

Weather in Harbor Island

View the weather forecast for Harbor Island before booking your Harbor Island 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

Harbor Island Vacation Rental Frequently Asked Questions

What are the top vacation rentals in Harbor Island?
How many vacation rentals are available in Harbor Island?

Currently, the total number of properties listed in 2026 is over 4196 in the Harbor Island area, and still counting. By aggregating listings from multiple websites, offers an immense amount of choice of the best properties in Harbor Island.