
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.

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!

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.

Casita w/Private Pool, King Bed, Full Kitchen!
Perfect poolside retreat suitable for small families and couples! The pool house boasts a fully-equipped kitchen, a private pool, front patio and sunbathing deck! You'll enjoy a luxurious king-size bed and a convenient full-size fold-out couch, perfect for kids! Plus, all the amenities necessary for a memorable stay. Located in one of San Diego's most central neighborhoods of Mission Hills, you're just a stroll away from restaurants, Old Town, the light rail, and easy access to the I-5 highway!

Exclusive Mission Hills: Views, Breezes & 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!

Modern Sweet Home Stay, Hillcrest, A/C Parking W/D
This quaint bungalow sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very quiet and private and sits directly behind our house(pictured) with a beautifully landscaped brick courtyard. You are within walking distance to "The Heart of Hillcrest" where you will discover many fabulous restaurants, coffee and boutique shops, and so much more. We are a short Uber drive to downtown and everywhere else San Diego has to offer. We hope you stay with us soon!

Lionhead - Private Boutique Home
Heated pool, spa, cabana and views. Boutique hotel vibes in San Diego. Palm Springs meets South Beach with a splash of groovy. Location is perfect for Downtown, conventions, shows in town. Highway friendly. Private backyard for bbq, food, drinks and relaxing. Pool is heated with cozy spa to relax and watch the planes take off. Hi speed Wifi, smart TV's, HBO, NFL Package, record player with albums. 19 speakers in the ceilings with connected to your phone for optimal happiness. Plug and play!

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.

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 & 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

Stylish & Spacious! Deck w/ Stellar Views
Charming top floor of a 2-story beach home, large master bedroom, Cal King bed, bathroom w/ double sinks, sitting room, high ceilings, mini fridge, Keurig & kettle (no kitchen). Private deck, ocean & long views. Ceiling fans, flat screen FireTV w/ Netflix, Hulu, WIFI, windows & ocean breeze. Keyless/private entry. Easy walk to downtown OB, beach, shops, restaurants, breweries & more! We are downstairs, available if needed, though your privacy is fully respected.

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.

Place to Stay with Private Entrance near Beach
The room has a private entrance. It's ideally located in a residential area of Ocean Beach. 5 blocks to the beach, OB pier, and 2 blocks to village life, shops & restaurants. It has a queen bed, a small private bathroom with a shower, a fridge, TV, Wifi, microwave, etc. Guests will love the location and privacy! Beach chairs, towels, umbrellas, etc. are available for your enjoyment. Enjoy the great ocean view from the backyard.
Popular amenities for Old Town family-friendly rentals
Family-friendly home rentals with a hot tub

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

Mountain View Retreat in Gated Estate (Hot Tub)

Urban Retreat

Hidden Gem with Hot Tub and Parking - 4 Guests

University Heights Oasis Getaway

Luxury Oceanfront Condo with Unbelievable Views

Beautifully remodeled 10th floor oceanfront condo

Cozy home central to beaches & attractions
Family- and pet-friendly home rentals

Modern Spanish Casita. Sunny & Quiet with Kitchen!

Insta-worthy! 1 night/many nights, no min required

Sunny, Open 2 Story Apt Downtown w/ Parking

Hidden Casita with Private Deck & Patio

Luxury Bay/Ocean view suite-San Diego/Mission Bay

Pepper Berry Beach Cottage

Dog friendly in heart of Hillcrest

Dune’s Desert Oasis
Family-friendly home rentals with a pool

Lovely Guesthouse in garden setting

Hillcrest canyon home casita with pool access

Your Modern Lux Pool Resort in the Heart of SD

The BEST NEST Clean, peaceful, private, affordable

Private 1 BR Paradise retreat

Private Poolside Cabana

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

Mission Hills Charming suite, walkable to all.
Quick stats about holiday rentals that are family-friendly in Old Town
Total rentals
30 properties
Nightly prices starting at
$65 SGD before taxes and fees
Total number of reviews
1.9K reviews
Pet-friendly rentals
10 properties allow pets
Rentals with a pool
10 properties have a pool
Rentals with dedicated workspaces
20 properties have a dedicated workspace
Destinations to explore
- Pet-friendly rentals Old Town
- Rentals with a fireplace Old Town
- Rentals with a hot tub Old Town
- House rentals Old Town
- Rentals with a washing machine and dryer Old Town
- Apartment rentals Old Town
- Fitness-friendly rentals Old Town
- Rentals with pools Old Town
- Rentals with outdoor seating Old Town
- Rentals with a patio Old Town
- Flat rentals Old Town
- Family-friendly rentals San Diego
- Family-friendly rentals San Diego County
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