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

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1777 Best Family Vacation Rentals in Harbor Island (Starting from $136)

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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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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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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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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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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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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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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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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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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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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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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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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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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\"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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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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The Gathering Place | Family Spot | Best Location
The Gathering Place | Family Spot | Best Location
Apartment
San Diego, CA, 92110, United States
2.6k from Harbor Island center

AC, Arcade, Barbecue, Dryer, Extra Bed, Fireplace, Free Parking, Heater, Internet

4 Bedrooms8 Guests
10.0

Exceptional

12 reviews

$961
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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New City Chic Retreat | Mins to Beach & Downtown!
New City Chic Retreat | Mins to Beach & Downtown!
Apartment
San Diego, CA, 92110, United States
2.6k from Harbor Island center

AC, Balcony, Crib, Dryer, Heater, Internet, Kitchen, Living Area, Microwave

2 Bedrooms6 Guests
New to Booking
$339
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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Central, Stylish & Sunny 1BR | Mins to Everywhere!
Central, Stylish & Sunny 1BR | Mins to Everywhere!
Apartment
San Diego, CA, 92110, United States
2.6k from Harbor Island center

AC, Crib, Heater, Internet, Kitchen, Microwave, No Smoking, Outdoor Space, TV

1 Bedroom4 Guests
10.0

Exceptional

1 reviews

$304
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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Central & Sunny Designer Living! Mins to Downtown
Central & Sunny Designer Living! Mins to Downtown
Apartment
San Diego, CA, 92110, United States
2.6k from Harbor Island center

AC, Balcony, Crib, Heater, Internet, Kitchen, Living Area, Microwave, No Smoking

2 Bedrooms6 Guests
New to Booking
$396
Average price / night
Check Availability
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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Luxury 5BD/4BA Mission Hills/Stunning Rooftop + Skyline Views
Luxury 5BD/4BA Mission Hills/Stunning Rooftop + Skyline Views
House
San Diego, CA, 92110, United States
2.6k from Harbor Island center

AC, Balcony, Barbecue, Dryer, Free Parking, Heater, Hot Tub, Housekeeping, Internet

5 Bedrooms14 Guests
9.4

Superb

216 reviews

$1225
Average price / night
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Hidden Gem with Hot Tub and Parking  - 4 Guests
Hidden Gem with Hot Tub and Parking - 4 Guests
Apartment
San Diego, CA, 92103, United States
2.6k from Harbor Island center

AC, Balcony, Crib, Dryer, Extra Bed, Free Parking, Heater, Internet, Kitchen

1 Bedroom4 Guests
10.0

Exceptional

14 reviews

$219
Average price / night
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Sunset in Old Town with a Perfect Location
Sunset in Old Town with a Perfect Location
Apartment
San Diego, CA, 92110, United States
2.6k from Harbor Island center

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

2 Bedrooms4 Guests
9.0

Fabulous

6 reviews

$341
Average price / night
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Paradise in Old Town - close to Seaworld / MCRD
Paradise in Old Town - close to Seaworld / MCRD
Condo
San Diego, CA, 92110, United States
2.6k from Harbor Island center

AC, Balcony, Dryer, Extra Bed, Fitness Equipment, Free Parking, Heater, Internet, Kitchen

2 Bedrooms4 Guests
9.4

Superb

34 reviews

$324
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 Family Vacation Rentals in Harbor Island.

Where to stay in Harbor Island? Best neighborhoods & areas

Harbor Island Family Vacation Rentals on the Map

Frequently Asked Questions

You can explore 1777 verified family-friendly vacation rentals in Harbor Island. These include spacious homes, villas, and condos designed to accommodate families of different sizes.

Prices for family-friendly rentals in Harbor Island vary depending on the season, number of bedrooms, and included amenities. Rates typically start from around $136 per night, with larger homes and peak travel periods often costing more.

Many family-friendly rentals in Harbor Island offer baby-friendly items such as high chairs, cribs, or pack-and-play options. Availability can vary, so it’s helpful to check the listing details before booking.

Yes, some rentals in Harbor Island are well suited for multi-generational stays, offering multiple bedrooms, separate living areas, and enough space for larger groups to stay comfortably together.

For busy travel periods such as school holidays or summer breaks, booking 90 to 120 days in advance is recommended to secure the best options. Availability may be more flexible during quieter times of the year.

Family-friendly rentals in Harbor Island often include amenities such as Child Friendly, Fireplace/Heating, and Laundry. These features help make stays more convenient and enjoyable for both adults and children.

You can use search filters to find rentals that offer features like game rooms, playgrounds, or entertainment areas. Checking property descriptions can also help you identify homes that are well suited for families with children.