Owner Direct Vacation Rentals in Harbor Island

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3912 Harbor Island Vacation Homes From $109

Looking for the ideal vacation rental in Harbor Island? Discover an extensive gallery of private rentals offering space, comfort, and authentic local character. Owner Direct simplifies your search by matching you with verified property options.

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
Check Availability
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
$134
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
$935
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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Fully Furnished 1BR Point Loma w/ Wi-Fi • Parking
Fully Furnished 1BR Point Loma w/ Wi-Fi • Parking
Apartment
San Diego, CA, 92110, United States
2.2k from Harbor Island center

AC, Dryer, Elevator, Fitness Equipment, Heater, Hot Tub, Internet, Kitchen, Microwave

1 Bedroom3 Guests
New to Booking
$151
Average price / night
Check Availability
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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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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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, Dryer, Heater, Internet, Kitchen, Living Area, Microwave

11 Bedrooms36 Guests
New to Booking
$2753
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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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, Crib, Dryer, Heater, Internet, Laundry, Living Area, No Smoking, Washer

1 Bedroom3 Guests
New to Booking
$109
Average price / night
Check Availability
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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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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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
Check Availability
Fully Furnished 2BR Point Loma w/ Wi-Fi • Parking
Fully Furnished 2BR Point Loma w/ Wi-Fi • Parking
Apartment
San Diego, CA, 92110, United States
2.3k from Harbor Island center

AC, Dryer, Elevator, Fitness Equipment, Free Parking, Heater, Hot Tub, Internet, Kitchen

2 Bedrooms5 Guests
New to Booking
$215
Average price / night
Check Availability
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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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

$254
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, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms8 Guests
9.6

Exceptional

5 reviews

$612
Average price / night
Check Availability
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

$443
Average price / night
Check Availability
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

$297
Average price / night
Check Availability

Pro Tip:
OwnerDirectVacationRental 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.

Harbor Island Vacation Rentals on the Map

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Endless Variety

From oceanfront condos and coastal cottages to luxury villas and family homes, there's a rental to fit every traveler and budget.

Frequently Asked Questions

There are a lot of options in Harbor Island. If you plan on staying in the Harbor Island area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Harbor Island

You can explore 3912 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 $109 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, 46 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 Child Friendly, Fireplace/Heating, 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.