
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.

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.

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.

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

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.

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!

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".

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.

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.

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.

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

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
Family-friendly home rentals with a hot tub

Lovely Guesthouse in garden setting

Santorini-Inspired Cottage w/ Hot Tub + Views

Designer Cottage in the Historical San Diego Area

4 Bed Midtown Oasis | Ocean View, Hot Tub, Parking

La Jolla Shores redwood beach cottage

Crown Point Gem with Salt Water Pool

Lionhead - Private Boutique Home

Beautiful 2 Bedroom, 1 Bath House
Family- and pet-friendly home rentals

Ocean Beach Casita w/private yard!

Cheerful & Sunny-3BR House in Pacific Beach CA

Modern House In The Hills | Killer Location!

California Dreaming 2-Charming/Modern 2BD, 1 Bath

Hideaway Beach Studio

4BR, Views, Foosball, Central, Pet/ Fam Friendly!

3br Cottage w/ private deck+yard, walk to beach

Dog friendly in heart of Hillcrest
Family-friendly home rentals with a pool

Hillcrest canyon home casita with pool access

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

Private 1 BR Paradise retreat

Designer Luxury Rental With Pool

Updated TownHome, Great Location, Fantastic Views

Law Street Retreat

Custom Guesthouse, Balboa Park/Zoo/Hillcrest& pool

Luxe Home w. Serene Backyard Spa
When is the best time to visit Old Town?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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 |
| 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 $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!
Destinations to explore
- Apartment rentals Old Town
- Fitness-friendly rentals Old Town
- Rentals with a washing machine and dryer Old Town
- Flat rentals Old Town
- Rentals with a fireplace Old Town
- Pet-friendly rentals Old Town
- Rentals with pools Old Town
- Rentals with a hot tub Old Town
- House rentals Old Town
- Rentals with outdoor seating Old Town
- Rentals with a patio Old Town
- Family-friendly rentals San Diego
- Family-friendly rentals San Diego County
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