Family-friendly holiday rentals in Old Town, San Diego

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Old Town, San Diego

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

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Superhost

Home in Hillcrest

4.95 out of 5 average rating, 314 reviews

Walk to Balboa Park and Hillcrest from an Immaculate Home

Take a stroll through the park, then unwind with a leisurely dinner under the festoon lights. Classic crown molding, hardwood floors, and pared-back tones of gray and taupe create an air of calm at this elegant haven spread out over 1500 square feet. You will find the space charming & spacious with over 1500 sq. feet. This single level property is the lower level of a historic duplex. Hardwood floors, crown molding, gas fireplace and laundry room. Street parking is usually readily available. This A+ location of Banker's Hill is NOT impacted by air plane noise. Enjoy the entire lower level duplex and use of the back yard with patio set for dining. Please note the upper tenant may also want to use this space so this area could be shared. We would love to greet you but are also fine with allowing you to access with a code on the front door. We live nearby and are happy to make suggestions for dining or things to do. Located near numerous restaurants, and Balboa Park, Hillcrest, the zoo, Downtown, Little Italy, and the Convention Center are all within 10 minutes. Be at the beach in less than 15 minutes. The bus line runs up First Ave for easy access to Downtown and Uptown. Near trolley and train station. We are within 10 minutes to the San Diego International Airport and a quick Uber ride to Downtown, Little Italy. Walk to the heart of Hillcrest, Balboa Park and the Zoo. Be at the beach in less then 15 minutes. Central location near the I-5, I-163 & I-8. Because of the hardwood floors, you will hear the footsteps above. The kitchen is well stocked if your a cook and we have an area where you can set up your laptop. wireless available and 3 smart TV's for your enjoyment. Small market less than 1 block away.

Superhost

Guest house in Kensington

4.97 out of 5 average rating, 583 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!

Superhost

Flat in Mission Hills

4.86 out of 5 average rating, 298 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.

Superhost

Guest suite in Point Loma Peninsula

4.94 out of 5 average rating, 658 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, & sports fishing. No dogs due to host health issues.

Superhost

Home in Old Town

4.95 out of 5 average rating, 129 reviews

Exclusive Mission Hills: Views, Breezes & Sunsets

Brand new bathrooms! In this updated space you will enjoy a spacious 3 bedrooms and 3 baths on the private level of a hillside home. A separate entrance, private deck, sunset views await. Private single level guest apartment (1,500 sq ft.) at the bottom of our family home. Bottom level overlooks a hill with unparalleled views of San Diego Bay, Point Loma, Old Town, etc. and includes a private deck. Guests access home via set of 12 stairs next to garage. Well lit staircase with sturdy railing.

Superhost

Flat in Downtown

4.8 out of 5 average rating, 514 reviews

Stunning 1 Bedroom Apartment w/ Rooftop & Parking

Welcome to My Beautifully Decorated Apt Located in the Historic Harbor Side Neighborhood Known as Little Italy. Open Floor Plan on the 1st Floor. Stairway up to the Lofted Bedroom. High Ceilings & Loads of Light. Relaxing Roof Deck that overlooks Little Italy. Enjoy Dinner Outside at the Large Outdoor Dining Table, Coffee in the Morning in One of the Lounge Chairs or Cuddle up at Night in the Hammock. Little Italy just named "Best Food Neighborhood in California" 1 Free Onsite Parking Spot

Superhost

Home in Old Town

4.94 out of 5 average rating, 163 reviews

Old Town Just Like Home w/Patio Casa

Best Location!!! Walk to all! Take the trolley, Uber! & Free gated one space parking. Please read the reviews! You'll love it too! It's Central & well furnished & a fully equipped kitchen. The Casita is a roomy, bright & comfortable duplex with a large lighted private patio/BBQ & free parking. Transit Center is a 6 minute walk, where you can pickup the city MTS trolley, or trains. "Old Town Trolley Tours" is fun. Our sister property is called: Old Town Patio & Tree Swing Casita

Superhost

Apartment in Point Loma Peninsula

4.87 out of 5 average rating, 420 reviews

Paradise in Old Town - close to Seaworld / MCRD

When it comes to location, you won’t find a better one. Walking distance to Old Town and a freeway access ramp less than a minute away takes you to the airport, beaches, Gaslamp, Convention Center, UCSD, LaJolla Cove, LEGOland, SeaWorld and so much more. The best part is coming home to your meticulously maintained home that will offer you a place to unwind and enjoy a good night sleep. In December 2020 we installed NEW CENTRAL A/C SYSTEM so our guests always stay comfortable.

Superhost

Guest house in Clairemont Mesa West

4.89 out of 5 average rating, 198 reviews

Serene San Diego Canyon Getaway

Our cozy studio-style guest house perched above a tree-filled canyon is a serene getaway in the center of San Diego, just a few minutes' drive to all local attractions and most of our other institutions (colleges, universities, hospitals). The casita is comfortable for two or a small family, with full kitchen capacity to prepare at-home meals. Our weather here is temperate, but if the weather gets hot, we have a silent mini-split A/C unit to cool the casita as needed.

Superhost

Flat in Bay Park

4.92 out of 5 average rating, 335 reviews

Gorgeous Airy Convenient Getaway - Sterilized

Modern, sleek fully equipped Bungalow with bay breezes and sunshine. Sterilized thoroughly for each stay. Cozy for a couple and comfortably sleeps 5 guests. Fully equipped kitchen. Outdoor and indoor dining spaces. Stunning, spotless bathroom. Washer & dryer in unit. Free and safe parking in front of house. A 10 minute walk to Mission Bay, beautiful hiking trails, family parks & playgrounds. Perfect Covid getaway! Brand new construction with lovely design. Welcome!

Superhost

Guest house in Mission Hills

4.92 out of 5 average rating, 425 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.

Superhost

Guest house in Kensington

4.96 out of 5 average rating, 286 reviews

Your Kensington Bungalow

Large Guest House in historic Kensington. Our neighborhood is lined with palm trees giving you a true Southern California vibe. Your Guest House is just a 5 minute walk to our town center. Just off the freeway, 20 minutes door to door to the airport, 10 downtown, 15 to Gaslamp and convention center. Uber is perfect for this location, no need to rent a car. 25MPH keeps the cars slow and the walkability high! Off Street Parking...