
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.

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.

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!

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.

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!

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.

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.

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!

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.

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!

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!

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

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
Family-friendly home rentals with a hot tub

Modern Home - Rooftop Hot Tub with Ocean Views!

La Jolla Shores redwood beach cottage

Lionhead - Private Boutique Home

Beautiful 2 Bedroom, 1 Bath House

Sauna, Ice Bath, Jacuzzi & Firepit, Rest & Relax

Beautiful Historic Home and Gardens Near Downtown!

Top 1% Elite Oasis w/Hot Tub

The Art House
Family- and pet-friendly home rentals

Mid-Century Bungalow Block to Beach & Downtown OB

Modern home w/ large private yard & sunset view

Beautiful Canyon Cottage located on a huge lot

OB Spanish beach cottage w/ AC- 2 blks to beach

Luxury Studio W/ Garden View in Heart of Hilcrest

Modern House In The Hills | Killer Location!

Stunning Home w/ Private Hot Tub - Outdoor Living!

4BR, Views, Foosball, Central, Pet/ Fam Friendly!
Family-friendly home rentals with a pool

Lovely Guesthouse in garden setting

Hillcrest canyon home casita with pool access

3 bedroom home with pool 15 minutes from beaches

La Jolla Beach House-Family Focused-3min to Beach

Resort Style Living with Pool, Spa, and Bay Views!

Designer Luxury Rental With Pool

1 bedroom, 1 bath /Hillcrest/San Diego Zoo/Balboa

Beautifully remodeled 10th floor oceanfront condo
When is the best time to visit Old Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| Avg. temp | 15°C | 15°C | 16°C | 17°C | 18°C | 20°C | 21°C | 22°C | 22°C | 20°C | 17°C | 14°C |
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!
Destinations to explore
- Rentals with a fireplace Old Town
- Pet-friendly rentals Old Town
- Apartment rentals Old Town
- Fitness-friendly rentals Old Town
- House rentals Old Town
- Rentals with a hot tub Old Town
- Flat rentals Old Town
- Rentals with a washing machine and dryer Old Town
- Rentals with outdoor seating Old Town
- Rentals with pools Old Town
- Rentals with a patio Old Town
- Family-friendly rentals San Diego
- Family-friendly rentals San Diego County
- Family-friendly rentals California
- Family-friendly rentals United States
- Rosarito Beach
- LEGOLAND California
- SeaWorld San Diego
- San Diego Convention Center E Ent
- Oceanside City Beach
- University of California-San Diego
- San Diego Zoo Safari Park
- Petco Park
- Ocean Front Walk
- Tijuana Beach
- Torrey Pines State Beach
- Pacific Beach
- Balboa Park
- Coronado Beach
- San Diego Zoo
- Pechanga Resort Casino
- Liberty Station
- Moonlight State Beach
- La Misión Beach
- San Onofre Beach
- Belmont Park
- San Diego State University
- Oceanside Harbor
- Sesame Place San Diego




