Family-friendly holiday rentals in Old Town

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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 spacious living area features a comfortable grey sofa facing a coffee table, with two modern bar stools at a kitchen island. Natural light enters through the windows, illuminating a colorful area rug on the floor. The adjoining kitchen includes white cabinetry and stainless steel appliances.
Flat in Mission Hills
4.96 out of 5 average rating, 205 reviews

Clean, Private, Quiet, Centrally Located Apartment

This spacious 1BR/1BA is nestled in Mission Hills, one of San Diego's most historic neighborhoods. We provide comfortable accommodations within walking distance to many restaurants and pubs. We're only minutes away from Old Town, Little Italy, Gas Lamp, the airport and more. We have all the amenities to make you feel at home while you away from home. The neighborhood is quiet and safe. This property is detached with a private entrance. Includes parking. The laundry is shared with our neighbor.

Top guest favourite
Home in Old Town
4.95 out of 5 average rating, 151 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.

Guest favourite
Home in Old Town
4.97 out of 5 average rating, 112 reviews

Heart of San Diego in Old Town. Private Oasis 6

This Redesigned 4000-SF private oasis located in the heart of San Diego’s historic Old Town is the best on the market. Renovated with every possible option: chef’s kitchen, in/outdoor entertaining, lounges&en-suite bathrooms. This property boasts sophisticated living with just the right amount of edge. Converted garage doors flood each living space with light and character. This location is just steps from dining & nightlife and close 2 San Diego beaches, airport, shopping, attractions plus more

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, 163 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, 411 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.

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
4.81 out of 5 average rating, 99 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
A charming cottage with a welcoming porch is showcased. A colorful red umbrella provides shade over a patio table surrounded by several chairs on the paved outdoor area. Lush greenery accents the space, contributing to a relaxed atmosphere.
Cottage in Ocean Beach
4.97 out of 5 average rating, 118 reviews

It’s so Lovely on Larkspur Adorable Cottage in OB

Relax in our remodeled and sunshine filled 1 bed, 1 bath cottage with easy access to the beach, parks, restaurants, coffee shops, grocery and more. Uniquely away from the hustle and bustle, our charming neighborhood has limited through traffic and that friendly OB vibe you are looking for. We live next door and are Superhosts and ambassadors of Ocean Beach; to prove it, check out our reviews before our remodel by going to my profile or searching for "Charming OB Cottage with Private Patio".

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
4.91 out of 5 average rating, 139 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
A spacious bed with plush pillows is featured in a softly lit room, where warm curtains frame a window allowing natural light to filter in. Two bedside lamps provide additional light, complementing a serene ambiance.
Bungalow in Greater North Park
4.91 out of 5 average rating, 523 reviews

Stylish Craftsman Bungalow in Heart of North Park

Come relax in our newly remodeled North Park craftsman located in a quiet neighborhood that is a foody, Millenial paradise! 7-minute walk to 30th street and 15-minute walk to University - each with a plethora of trendy coffee shops, breweries, and restaurants. Eight min drive to Balboa Park/San Diego Zoo and fifteen-minute drive to Coronado beach. Coffee and tea is provided, although you will probably prefer a five-minute stroll to Santos Coffee house for a cold brew and breakfast bagel.

Guest favourite
The kitchen features modern appliances, including a stainless steel refrigerator and gas stove. White cabinetry and a marble countertop enhance the sleek design. Ample storage options are visible, complemented by natural light entering through a window. A coffee maker and utensils are neatly arranged.
Home in Midway District
4.97 out of 5 average rating, 107 reviews

Dune’s Desert Oasis

Enjoy access to everything in San Diego from this centrally located home. Located in the midway district only four blocks from Sports Arena. This brand new unit is equipped with everything you need and more. It has a fully equipped kitchen with tons of storage, large living area, large bedroom, super fast Wi-Fi, filtered shower, backlit vanity mirror, full-size washer and dryer in closet, dimmable lighting throughout, cozy bedding, thick towels, parking, and tons of natural light.

Top guest favourite
A deck with a bright yellow umbrella provides shade over two striped chaise lounges. A small table is positioned between the chairs, and a railing surrounds the deck, offering views of the surrounding canyon area.
Home in Mission Hills
4.98 out of 5 average rating, 200 reviews

Canyon Hideaway in Central San Diego

This relaxing 2-story home in the desireable Mission Hills neighborhood is perched on the edge of a tranquil canyon and yet is close to San Diego's many attractions. Our guests adore the quiet setting for unwinding after a day of sightseeing and love that we've thoughtfully provided all you will need for your stay. ◊ Children's toys, gear ◊ Well-equiped kitchen ◊ Deck with canyon views ◊ Sleeps 4 (2 twins, 1 CA king) ◊ Beach essentials ◊ Parking for 2 cars STR-04277L, 645822

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

Popular amenities for Old Town family-friendly rentals

When is the best time to visit Old Town?

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Avg. price$316 SGD$297 SGD$289 SGD$257 SGD$292 SGD$298 SGD$439 SGD$321 SGD$277 SGD$298 SGD$266 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!