Family-friendly holiday rentals in Old Town

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Old Town

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

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Top guest favourite
A modern kitchen features sleek wooden cabinets and white countertops, with a central island that provides additional seating. Stainless steel appliances are present, and a wall of glass allows natural light to fill the space. Cookware hangs elegantly above the island.
Home in Hillcrest
4.95 out of 5 average rating, 349 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.

Top guest favourite
A curving staircase is visible, flanked by white walls and adorned with vibrant blue tiles. Handrails provide support along the ascent, leading to a bright upper space. A potted plant enhances the serene ambiance at the top of the stairs.
Guest house in Mission Hills
5 out of 5 average rating, 247 reviews

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina.  With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Top guest favourite
Home in Old Town
4.95 out of 5 average rating, 155 reviews

Mission Hills 3BR • Panoramic Views & Sunsets

Enjoy brand-new bathrooms and a spacious 3-bed, 3-bath layout in this private hillside retreat. This 1,500 sq ft single-level guest apartment features its own entrance, a private deck, and stunning sunset views overlooking San Diego Bay, Point Loma, and Old Town. Located on the lower level of our family home, guests access the space via a well-lit staircase with a sturdy railing, just 12 steps from the garage to your serene, stylish escape. This serene, spacious retreat is perfect for travelers.

Top guest favourite
A charming exterior view of a single-story home is showcased, framed by a blossoming purple tree. The surface features a spacious driveway with a textured concrete layout. Natural greenery surrounds the property, contributing to a welcoming presence.
Home in Old Town
4.93 out of 5 average rating, 173 reviews

Old Town experience! Stylish home + parking!

This location doesn't get any better- Old Town restaurants, bars and shops all at your doorstep! Highlights: -stylish and spacious with tall ceilings, 1550sqft -great for large families or small gatherings -free onsite parking (2 spaces) -directly in the middle of Old Town Once you've experienced Old Town, the trolley station is a six minute walk away to explore the rest of San Diego. This house is central and minutes away to beach, zoo, balboa park, downtown, sea world, airport, and more!

Top guest favourite
A sunlit living area features two comfortable armchairs facing a glass coffee table with books and magazines. Large windows are adorned with light curtains, and a decorative lamp adds warmth. A dining table with chairs is positioned nearby, creating a cozy gathering space.
Bungalow in Hillcrest
4.97 out of 5 average rating, 418 reviews

Vintage Spanish Revival Home - Balboa Park - Alcazar Court

• 1924 Spanish Revival Bungalows - Alcazar Court - Nestled in the heart of the city in historic Hillcrest - with cafes, bars, and shops • Fully equipped 1 bd 1 ba bungalows complement shady olive tree-lined patios - guests can enjoy coffee in the morning - a glass of wine in the afternoon. Enjoy the charm and tranquility of a bygone era and convenience of modern amenities, • Explore nearby Balboa Park, home to 16 museums and performing arts venues, as well as the world-famous San Diego Zoo.

Top guest favourite
A charming exterior view of the adobe-style home is surrounded by vibrant gardens filled with various plants and blooming flowers. A patio is shaded by an umbrella, and steps lead to the inviting entrance adorned with archways and decorative tiles.
Flat in Mission Hills
4.87 out of 5 average rating, 319 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
An outdoor patio area features comfortable seating arranged around a gas firepit, offering a cozy gathering space. A dining set is positioned under an umbrella, while the background showcases colorful buildings and palm trees, enhancing the inviting atmosphere.
Holiday home in Old Town
4.79 out of 5 average rating, 103 reviews

Conveniently Located Near All Attractions!

Create your memories in Old Town San Diego! The location is perfect & located in the heart of Old Town San Diego, within steps of all local activities. Watch the colorful sky at sunset from the outdoor patio with a relaxing seating area. You are minutes away from the Airport, Balboa Park, San Diego Zoo, Sea World, Museums, Sea Port Village, Liberty Station, Downtown San Diego, Harbor, Golf Courses, Bars, Breweries, Cafe Shops, and Restaurants! Pack your bags & leave all your worries behind!

Guest favourite
A comfortable living area features a plush gray sofa adorned with decorative pillows. Soft natural light filters in from nearby windows, illuminating a modern dining space and a well-equipped kitchen visible in the background. A wooden side table holds a table lamp, adding to the inviting ambiance.
Home in Old Town
4.92 out of 5 average rating, 144 reviews

Central Charmer in Unbeatable Old Town Location!

Experience the best of San Diego from this elegant, hidden gem tucked away within the beating heart of Old Town! Explore cobblestone streets, quaint cafes, and boutique stores all just steps away along the happening San Diego Avenue. You'll have easy access to Downtown, the Gaslamp Quarter, and stunning beaches with the Trolley only a 6 min walk away, then return to this elegant hideaway filled with all of life’s little luxuries, modern spaces, and a sunny outdoor area for you to enjoy.

Top guest favourite
The open studio loft features a spacious queen bed draped with light fabric. A small blue sofa with decorative cushions sits opposite a wooden coffee table. Natural light streams in through a well-placed window, illuminating the soft carpet and simple decor.
Guest house in Mission Hills
4.98 out of 5 average rating, 200 reviews

Mission Hills-Entire Guest House-Center of it All

Enjoy a stylish experience at this centrally-located studio loft. Detached Guest House is striking distance of the best SanDiego has to offer. Walk to the best restaurants in town. Zoo, Coronado, Gaslamp & Downtown it’s all at your fingertips. Minutes from Airport. Soaring 15 foot ceilings and comfy queen bed with canopy and small futon. A stones throw from the airport, train, I5 & bay. Perched at the summit of Mission Hills stunning views of the bay, Coronado Island and the Pacific beyond!

Top guest favourite
A bedroom features a spacious bed with crisp white linens, positioned against a wooden headboard. A bedside table with a lamp accompanies the bed. Natural light enters through sheer curtains covering the window, adding brightness to the room. A framed artwork is displayed on the wall.
Flat in Bay Park
4.92 out of 5 average rating, 352 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!

Guest favourite
The entrance features a welcoming wooden door with a decorative screen, flanked by large, lush green plants and vibrant landscaping. Bright sunlight casts a cheerful glow on the exterior, highlighting the intricate tile work on the steps leading up to the door.
Home in Old Town
4.94 out of 5 average rating, 172 reviews

Old Town San Diego House, Very Walkable

Best Location!!! Walk to all! Take the trolley, Uber! & optional -one parking space. 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. 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

Top guest favourite
Guest house in Mission Hills
4.92 out of 5 average rating, 472 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.

Popular amenities for Old Town family-friendly rentals

When is the best time to visit Old Town?

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Avg. price$313 SGD$294 SGD$286 SGD$254 SGD$289 SGD$295 SGD$435 SGD$318 SGD$275 SGD$295 SGD$263 SGD$268 SGD
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Quick stats about holiday rentals that are family-friendly in Old Town

  • Total holiday rentals

    Explore 30 holiday rentals in Old Town

  • Nightly prices starting at

    Old Town holiday rentals start at $89 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,630 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Holiday rentals with a pool

    10 properties feature pools

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    30 of Old Town holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Town rentals

  • 4.9 Average rating

    Old Town stays are highly rated by guests – averaging 4.9 out of 5!