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
Home in Old Town
4.95 out of 5 average rating, 153 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, 168 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, 413 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, 315 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, 100 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!

Top guest favourite
Home in Normal Heights
4.98 out of 5 average rating, 128 reviews

Family-friendly fun in the sun

You will be close to everything San Diego has to offer in our cozy 2 bedroom 1 bathroom home. Family-friendly fully-gated yard with playset, mini putting green, games and seating area. Crib, changing pad, pack and play, 2 high chairs, child baths and dinnerware. Have a relaxing and fun time with multiple indoor games, large living room and bedroom smart TVs. Fast wifi, separate office space with desk, central heat/AC for comfort, W/D, 2 car driveway, lux bathroom and fully-equipped kitchen.

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, 142 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.

Superhost
A two-story home is presented, featuring a warm wooden balcony with seating arrangements. The exterior is adorned with lush greenery, and the garage has modern wooden doors. The concrete driveway offers an inviting entryway.
Apartment in Mission Hills
4.87 out of 5 average rating, 439 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.

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!

Top guest favourite
A spacious living area is highlighted by a large sectional sofa, complemented by a wooden coffee table and a patterned area rug. Natural light fills the room through large windows, and a dining area with a table for six is visible in the background, alongside decorative elements such as potted plants and beach-themed art.
Home in Ocean Beach
4.98 out of 5 average rating, 106 reviews

Ocean Views, Private Yard, Just Steps to the Sand

Have fun with the whole family for a classic OB stay. Primary bedroom has a king bed and the second bedroom is queen size bed. A freshly updated, air-conditioned, centrally-heated, non-smoking, family-friendly beach home. Perfect for your beach vacation, steps from the sand, private yard with turf, deck, and patio. Great for both day & nighttime adventures, walkable location just 100 ft from the sand, with a variety of stores & restaurants. Garage parking on site!

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

Guest favourite
Guest house in Mission Hills
4.92 out of 5 average rating, 467 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$315 SGD$296 SGD$288 SGD$256 SGD$291 SGD$297 SGD$438 SGD$321 SGD$277 SGD$297 SGD$265 SGD$271 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 $64 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,410 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 10 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!