Family-friendly vacation rentals in Little Italy, San Diego

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Little Italy, San Diego

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

Loft in Downtown San Diego

4.86 out of 5 average rating, 708 reviews

Sunny, Open 2 Story Apt Downtown w/ Parking

Our Spacious 2 Story, Beautifully Decorated Apt is the Perfect Home Away From Home for Families, Couples, Digital Nomad, or Solo Traveler Looking for a Comfortable & Convenient Place to Stay. Located in One of the Most Vibrant Neighborhoods in SD Little Italy is Known For its Restaurants, Cafes, & Local Shops. So Many Attractions! the Waterfront Park, CRSSD Festival, USS Midway Museum., Balboa Park, Petco Park, The Convention Center, Running/Bike Paths, The County Building. 1 Free Parking Spot

Guest favorite

Guesthouse in Kensington

4.97 out of 5 average rating, 549 reviews

Central & Serene Secret Garden Guesthouse

My cozy & stylish Garden Guesthouse features colorful decor that gives a fun, relaxed vibe. Relax in style inside or outside in my peaceful garden w a cup of coffee, or glass of wine. I love to say a hi to my guests yet your privacy is #1. Reach me via Airbnb app if I can help! Kensington is a central, 1920’s historic neighborhood w shops & great local eateries. Close to downtown, Gaslamp, Zoo, airport, beaches, Balboa Park. Bus stop, & trolley nearby. Reserved off street parking space too!

Guest favorite

Guesthouse in North Park

4.96 out of 5 average rating, 226 reviews

North Park, San Diego's Best At Your Doorstep

Incomparable location, privacy, quality and unique experiences await the discerning traveler. Walk to dozens of renown restaurants, coffee shops, micro-breweries, bars, art galleries, unique shops, stores and world famous attractions from your exceptional detached studio suite. Come see why Forbes Magazine, Time Magazine, The New York Times, The LA Times and The San Diego Union Tribune recently acclaimed North Park as San Diego's Favorite Neighborhood, The Hippest In The Nation and Smokin' Hot!

Guest favorite

Rental unit in Mission Hills

4.86 out of 5 average rating, 283 reviews

Spacious apartment, old world charm

Our open-space apartment is full of charm and character. From the Spanish-tiled private entry to the footed tub shower, you will experience a unique feeling. Enjoy the nearby vibrant restaurant scene as well as the rooftop deck with its harbor view! The ceilings are low in a couple spots and could be a challenge for folks who are especially tall. My boyfriend is 6'4" and has learned to adapt! It may be something to consider. House noises travel in this old home, so it can be a factor for some.

Guest favorite

Guest suite in San Diego

4.98 out of 5 average rating, 448 reviews

Super clean & private studio retreat.

We call our place Casita Pacifica (Peaceful Little House) as this suite is a mellow and relaxing retreat, yet in a San Diego suburb only 10-20 minutes from everything. Sadly, we no longer host peacocks, but our space is decorated in memory of their majestic energy. Our standards are high when we travel, so we created a suite that we'd love to stay in ourselves: stocked with goodies, things to do, recommendations, privacy, comfort & above all - cleanliness. WE FOLLOW CDC CLEANING GUIDELINES.

Guest favorite

Guesthouse in Sherman Heights

4.96 out of 5 average rating, 513 reviews

Romantic Private Garden Studio Near Downtown

A magical private garden surrounds a tiny studio (240 sq ft) with kitchenette in historic residential district, 10 blocks to East Village and Petco BallPark, near Gaslamp Quarter, and one mile to Convention Center and downtown. Easy access to freeways, very close to Balboa Park, San Diego Zoo, and Coronado Island. Airport and train station less than 15 min. We offer a safe, sweet, and contemplative getaway near the city, with WiFi but no TV. One pet OK only with prior approval. 420 friendly.

Superhost

Home in Downtown San Diego

4.9 out of 5 average rating, 642 reviews

#1 LOCATION - Rare Luxury Home in Downtown

***THE BEST RATED RENTAL IN DOWNTOWN SAN DIEGO*** Location doesn't get better than this! Right in the heart of the lively Little Italy area in downtown San Diego. San Diego's best restaurants and nightlife in your backyard. Just blocks from the waterfront and a short Uber or walk to the Gaslamp, Convention Center & Zoo! All the frills: + Prime location! 98/100 Walker Score rating + Private parking + Private Sundeck & Backyard Stay at this modern luxury home for your next trip!

Superhost

Rental unit in Downtown San Diego

4.85 out of 5 average rating, 340 reviews

Entire 2Bd in Most Convenient San Diego Location

Amazing, private apartment home is located in the most convenient location in San Diego. Beautiful Bankers Hill is blocks from Little Italy and just down the road from breathtaking museums and outdoor activities at Balboa Park. Spacious 2br/1ba with professional cleaning and management. Your entire, private apartment comes equipped with high-end appliances, renovated finishes and furnishings, and breath taking views of the city skyline and San Diego Harbor surrounding the property.

Guest favorite

Home in Downtown San Diego

4.98 out of 5 average rating, 248 reviews

Downtown View - 2 Story House Next to Little Italy

Two story house with 2 living rooms; 3 blocks to Little Italy restaurants, bars, & shops. Near Balboa Park, San Diego Zoo, Gaslamp, Waterfront Park & the Harbor. Museums, restaurants, theaters & nature are all nearby. Located in historic Bankers Hill, next to Interstate 5, near the airport and city center. With 2 living rooms, my house is perfect for travelers needing separate space. One parking spot is available. Extra large vehicles will have to park on the street.

Guest favorite

Loft in Downtown San Diego

4.96 out of 5 average rating, 658 reviews

Room A at The Dutra Inn - Little Italy

“There’s a strange and wonderful energy on top of The Dutra. I imagine the ghosts of pirates past making their way up from San Diego Bay, and cosmic cowboys riding in from the Tijuana night. Room A is a meeting place. It’s actually where we first met. When you look up from the street below, you can see the rows of whiskey bottles.* You might even spot Pappy Van Winkle himself winking down at you. But from Room A, you can see so much more—rooftops, skyrises, and ships.

Guest favorite

Guest suite in Point Loma Peninsula

4.95 out of 5 average rating, 603 reviews

Private Hideaway, Shelter Island, Beach & Bay

Spotless studio apartment with all amenities. Relax on the private patio enjoying a panoramic view of Downtown and San Diego Bay, or get cozy in a love-seat by the outdoor Chiminea. The unit has a full kitchen and an outdoor BBQ. Private parking right out front. Quiet neighborhood, but close to Downtown, Beaches, SeaWorld and the World Famous San Diego Zoo. Walk to local restaurants, bars, Eppig brewery, bay side trails, grocery store, and sports fishing.

Guest favorite

Guesthouse in Mission Hills

4.92 out of 5 average rating, 392 reviews

La Casita - Fully Updated Casita in Mission Hills

This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.