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.

0 of 0 items showing

1 of 3 pages

Guest favorite

Guesthouse in Kensington

4.97 out of 5 average rating, 509 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!

Sep 13 – 20

G$30,064 GYD per night

Guest favorite

Guesthouse in San Diego

4.95 out of 5 average rating, 475 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.

Mar 19 – 26

G$27,528 GYD per night

Superhost

Townhouse in San Diego

4.82 out of 5 average rating, 690 reviews

BEST LOCATION in all of Little Italy & downtown!

Location, location, location! Can't get any closer to the bustling Little Italy area in downtown San Diego. San Diego's best restaurants and nightlife in your backyard. One of the only houses in all of downtown! This modern luxury home is just blocks from the waterfront and a short Uber or walk to the Gaslamp, Convention Center & San Diego Zoo! All the frills: ++ Prime location! 98/100 Walker Score rating ++ High-speed internet, Netflix & smart TV ++ A/C ++ Super Host 5-star service

Nov 20 – 27

G$51,700 GYD per night

Guest favorite

Guesthouse in San Diego

4.93 out of 5 average rating, 449 reviews

Private Cottage in Walkable North Park w/AC

Welcome to our charming private Airbnb in vibrant North Park! Enjoy the perfect blend of comfort and convenience for your San Diego stay. Walk to restaurants, coffee shops, art galleries, wine bars, breweries, yoga studios & various boutiques. Nature lovers will adore the nearby Balboa Park with its stunning gardens and cultural attractions. Downtown, Gaslamp Quarter, beaches, and the famous San Diego Zoo are easily accessible. Book and create lasting memories in this dynamic neighborhood.

Jun 19 – 26

G$28,752 GYD per night

Guest favorite

Apartment in San Diego

4.98 out of 5 average rating, 404 reviews

Lovely spacious upstairs studio with private entry

You’ll love our place as its spacious, quiet, private, comfortable in a residential neighborhood. The king-size bed is extremely comfortable and we have big relaxing patio chairs on our large balcony overlooking a beautiful landscaped garden. We are centrally located to most all of San Diego's attractions and close to freeways. The famous Gaslamp, Zoo, downtown and beaches are all within 13 to 20 minute drive. The kitchen is stocked with goodies, coffee and an assortment of teas.

Mar 17 – 24

G$20,875 GYD per night

Guest favorite

Loft in San Diego

4.96 out of 5 average rating, 622 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.

Dec 20 – 27

G$72,410 GYD per night

Superhost

Apartment in San Diego

4.85 out of 5 average rating, 329 reviews

Entire 2bd - Most Convenient Location of San Diego

Professionally cleaned apartment located in Beautiful Bankers Hill - prestigious neighborhood up the hill from Little Italy, perfectly situated in the epicenter of San Diego! Our spacious 2br/1ba is within such short reach of Little Italy, Balboa Park, Downtown, Waterfront Park, Harbor, Airport, etc! Your private apartment comes equipped with high end appliances, finishes, and breath taking views of the city skyline and San Diego Harbor surrounding the property.

Oct 31 – Nov 7

G$32,309 GYD per night

Guest favorite

Guest suite in San Diego

4.94 out of 5 average rating, 562 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.

Jan 14 – 21

G$23,806 GYD per night

Guest favorite

Guesthouse in San Diego

4.91 out of 5 average rating, 356 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.

Oct 16 – 23

G$26,029 GYD per night

Guest favorite

Apartment in San Diego

4.94 out of 5 average rating, 174 reviews

Little Italy by the sea-roomy 2bd 2bath

Welcome to Little Italy by the sea. This stylish inviting condo is located in the heart of Little Italy and features gorgeous city views. Enjoy the luxury of 2 bedrooms and 2 separate full bathrooms - no waiting on others! 2 assigned parking spots! Easy access for all ages! This unit is located in a foodie’s paradise! Walk to Crack Shack, Barbusa, Herb And Wood, Kettner exchange, Juniper and Ivy, Born and Raised, Cafe Gratitude, Ironside Fish and Oysters.

May 12 – 19

G$81,618 GYD per night

Guest favorite

Guesthouse in San Diego

4.99 out of 5 average rating, 364 reviews

*Private Canyon Retreat: Your Own Guesthouse*

An airy 1BD guest house at the end of a quiet dead-end street that overlooks a tranquil canyon....and an owner that works hard to create a fabulous experience for each guest; not just “another average rental”. With private entrance, full kitchen & bath, and double french doors opening onto a 400 sq ft deck with canyon views, it's the ideal retreat to come back to after exploring San Diego. Come fall in love with your next home away from home!

Dec 3 – 10

G$33,299 GYD per night

Guest favorite

Guest suite in San Diego

4.96 out of 5 average rating, 297 reviews

Urban Canyon Getaway

Canyon living in the heart of “SoNo” (on the border of North Park and South Park). Situated on a quiet dead-end street with canyon views, but less than one mile to South Park center, two miles to North Park center, and three miles to Balboa Park and the zoo. The apartment, completed in 2017, was custom built on the bottom part of our home and is completely private with a separate entryway.

Oct 23 – 30

G$31,842 GYD per night