Vacation Rentals in Harbor Island, CA: Compare 10+ Sites & Save

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3780 Best Vacation Rentals in Harbor Island (Starting from $122)

Spacious Beautiful Home with Stunning Bay Views
Spacious Beautiful Home with Stunning Bay Views
House
San Diego, CA, USA
2.3k from Harbor Island center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
New to Booking
$856
Average price / night
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Private room for 1-2 people , central to all of San Diego
Private room for 1-2 people , central to all of San Diego
House
San Diego, CA, 91941, United States
0.5k from Harbor Island center

AC, Dryer, Internet, Laundry, No Smoking, Washer

1 Bedroom2 Guests
New to Booking
$122
Average price / night
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San Diego Cottage with Private Patio 2 Mi to Beach!
San Diego Cottage with Private Patio 2 Mi to Beach!
House
San Diego, CA, USA
2.4k from Harbor Island center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

3 Bedrooms8 Guests
10.0

Exceptional

2 reviews

$396
Average price / night
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Spacious Family & Group Getaway in San Diego with EV Charger+Laundry+Balcony
Spacious Family & Group Getaway in San Diego with EV Charger+Laundry+Balcony
Apartment
San Diego, CA, 92106, United States
2.2k from Harbor Island center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet

4 Bedrooms16 Guests
New to Booking
$777
Average price / night
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Mod San Diego Apt with Patio - Walk to Harbor!
Mod San Diego Apt with Patio - Walk to Harbor!
Apartment
San Diego, CA, USA
2.4k from Harbor Island center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
8.0

Good

1 reviews

$214
Average price / night
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San Diego Escape | 7 Private Units | Sleep 30+
San Diego Escape | 7 Private Units | Sleep 30+
House
San Diego, CA, 92110, United States
2.3k from Harbor Island center

AC, Balcony, Crib, Heater, Internet, Kitchen, Microwave, No Smoking, TV

11 Bedrooms36 Guests
New to Booking
$2634
Average price / night
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Stylish San Diego Apartment with Smart TV!
Stylish San Diego Apartment with Smart TV!
Apartment
San Diego, CA, USA
2.4k from Harbor Island center

Apartments, Accommodations, Parking, Lodgings, Vacation rentals, Places to stay

1 Bedroom4 Guests
New to Booking
$215
Average price / night
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Hidden Minimalist 1bed by the airport SD
Hidden Minimalist 1bed by the airport SD
Apartment
San Diego, CA, 92110, United States
2.3k from Harbor Island center

AC, Heater, Internet, Laundry, Living Area, No Smoking

1 Bedroom3 Guests
New to Booking
$131
Average price / night
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Mediterranean-Style Villa in Point Loma
Mediterranean-Style Villa in Point Loma
House
CA, USA
2.5k from Harbor Island center

Cheap, Accommodations, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family

4 Bedrooms8 Guests
9.0

Fabulous

1 reviews

$576
Average price / night
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Catch n' Relax on Nimitz- Minutes from the Harbor
Catch n' Relax on Nimitz- Minutes from the Harbor
House
San Diego, CA, USA
2.5k from Harbor Island center

Cheap, Accommodations, Parking, Villas, Vacation homes, Spa, Cottages, Lodgings, Places to stay

3 Bedrooms6 Guests
9.0

Fabulous

2 reviews

$440
Average price / night
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Charming Casita with City, Bay & 4th of July views
Charming Casita with City, Bay & 4th of July views
Apartment
San Diego, CA, 92106, United States
2.3k from Harbor Island center

Internet, Kitchen, Microwave, No Smoking, Patio, TV

1 Bedroom2 Guests
9.6

Exceptional

9 reviews

$200
Average price / night
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Stylish 2 Bedroom King Bed EVCharger Pet-Friendly Balcony
Stylish 2 Bedroom King Bed EVCharger Pet-Friendly Balcony
Apartment
San Diego, CA, USA
2.5k from Harbor Island center

Apartments, Cheap, Accommodations, Parking, Pet-friendly, Lodgings, Places to stay, Family, Self-catering

2 Bedrooms8 Guests
9.8

Exceptional

4 reviews

$294
Average price / night
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King Bed, EV Charger, Pet-Friendly, Balcony Near Airport & Beaches
King Bed, EV Charger, Pet-Friendly, Balcony Near Airport & Beaches
Apartment
San Diego, CA, 92106, United States
2.4k from Harbor Island center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry

2 Bedrooms8 Guests
10.0

Exceptional

4 reviews

$336
Average price / night
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The Gathering Place - Guest Favorite with Huge Yard
The Gathering Place - Guest Favorite with Huge Yard
House
CA, USA
2.6k from Harbor Island center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Places to stay, Family, Self-catering

3 Bedrooms9 Guests
8.5

Very Good

2 reviews

$1100
Average price / night
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Near Beach & Airport w/King Bed, EV Charger, Free Parking
Near Beach & Airport w/King Bed, EV Charger, Free Parking
Apartment
San Diego, CA, 92106, United States
2.4k from Harbor Island center

AC, Balcony, Barbecue, Crib, Dryer, Fitness Equipment, Free Parking, Heater, Internet

2 Bedrooms8 Guests
10.0

Exceptional

1 reviews

$359
Average price / night
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Stunning Views, Rooftop Vista, Pool & Spa
Stunning Views, Rooftop Vista, Pool & Spa
Villa
San Diego, CA, USA
2.6k from Harbor Island center

Pool, Air Conditioner, Security/Safety, Hot Tub, View, Pet Friendly, Barbecue/Outdoor Cooking

1 Bedroom12 Guests
New to Booking
$855
Average price / night
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Modern Upstairs Apartment Walk to Harbor & Dining
Modern Upstairs Apartment Walk to Harbor & Dining
Apartment
San Diego, CA, 92106, United States
2.4k from Harbor Island center

Balcony, Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms6 Guests
4.0

Review score

1 reviews

$375
Average price / night
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208 Bright 1BDR Downtown Parking WiFi Walk to All
208 Bright 1BDR Downtown Parking WiFi Walk to All
Apartment
Harbor Island, San Diego, California, USA
2.6k from Harbor Island center

Air Conditioner, Internet, Parking, Laundry, Breakfast, Child Friendly

1 Bedroom3 Guests
1.0

Review score

1 reviews

$136
Average price / night
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Newly Renovated Home Near Harbor Island
Newly Renovated Home Near Harbor Island
House
San Diego, CA, 92106, United States
2.4k from Harbor Island center

Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, Patio

3 Bedrooms7 Guests
10.0

Exceptional

2 reviews

$537
Average price / night
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Luxurious, Beautiful, Modern, King Bed
Luxurious, Beautiful, Modern, King Bed
House
San Diego, CA, USA
2.6k from Harbor Island center

Cheap, Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Places to stay

1 Bedroom5 Guests
9.9

Exceptional

14 reviews

$291
Average price / night
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Updated 1BR in Point Loma – Near Harbor & Airport
Updated 1BR in Point Loma – Near Harbor & Airport
Apartment
San Diego, CA, 92106, United States
2.4k from Harbor Island center

Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

1 Bedroom3 Guests
New to Booking
$259
Average price / night
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The California - On Top of San Diego in a Hot Tub
The California - On Top of San Diego in a Hot Tub
House
San Diego, CA, USA
2.6k from Harbor Island center

Accommodations, Parking, Villas, Vacation homes, Cottages, Lodgings, Vacation rentals, Places to stay

1 Bedroom7 Guests
New to Booking
$610
Average price / night
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Renovated 1BR in Point Loma Near Harbor & Airport
Renovated 1BR in Point Loma Near Harbor & Airport
Apartment
San Diego, CA, 92106, United States
2.4k from Harbor Island center

Crib, Dryer, Free Parking, Heater, Internet, Kitchen, Microwave, No Smoking, TV

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$255
Average price / night
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The California II - Mission Hills Hideaway
The California II - Mission Hills Hideaway
House
San Diego, CA, USA
2.6k from Harbor Island center

Accommodations, Parking, Villas, Vacation homes, Cottages, Pet-friendly, Lodgings, Vacation rentals, Places to stay

1 Bedroom8 Guests
5.0

Review score

1 reviews

$842
Average price / night
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Cozy 3BR Renovated Home with Scenic Views! Near Downtown/Airport/Gaslamp Quarter
Cozy 3BR Renovated Home with Scenic Views! Near Downtown/Airport/Gaslamp Quarter
House
San Diego, CA, 92103, United States
2.4k from Harbor Island center

AC, Barbecue, Dryer, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave

3 Bedrooms10 Guests
9.2

Superb

17 reviews

$550
Average price / night
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\"1 to 16 Guests - Main House + Guest House & Pool\"
\"1 to 16 Guests - Main House + Guest House & Pool\"
House
San Diego, CA, 92106, United States
2.5k from Harbor Island center

AC, Barbecue, Crib, Dryer, Free Parking, Heater, Hot Tub, Internet, Kitchen

6 Bedrooms16 Guests
10.0

Exceptional

2 reviews

$1647
Average price / night
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Titus Retreat
Titus Retreat
House
San Diego, CA, 92110, United States
2.5k from Harbor Island center

AC, Balcony, Free Parking, Heater, Internet, Kitchen, Laundry, Microwave, No Smoking

2 Bedrooms4 Guests
New to Booking
$295
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 Harbor Island.

Where to stay in Harbor Island? Best neighborhoods & areas

Harbor Island Vacation Rentals on the Map

Frequently Asked Questions

You can explore 3780 verified vacation rentals in Harbor Island. 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 Harbor Island vary depending on the season, property size, and location. Rates typically start from around $122 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 Harbor Island 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 Harbor Island welcome pets. Currently, 39 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 Harbor Island often include amenities such as Fireplace/Heating, Child Friendly, and Laundry. 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.