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 modern living area features a spacious sectional sofa with decorative pillows, accompanied by a marble top coffee table. A bright kitchenette is visible, equipped with stainless steel appliances. Natural light streams through multiple windows, leading to an outdoor space with a view.
Guest house in Bay Park
4.97 out of 5 average rating, 377 reviews

Private Guesthouse with Bay View Deck

The one bedroom, one bath unit was recently remodeled (in 2017) and includes all new kitchen, bathroom, full size laundry and air conditioning. The large 400 square foot private deck has new outdoor furniture with views of Mission Bay and gorgeous sunsets year round. Enjoy a show on the 50" 4K LG smart TV in the living room which offers Netflix, Amazon Video, and major network TV stations. Cook a delicious meal in the kitchenette complete with a mini-fridge/freezer, microwave, electric stove top, coffeemaker, and more. If you plan to head to the beach, the storage ottoman is secretly a "beach box" containing a couple of folding chairs, beach toys, towels and a small cooler. The unit is stocked with coffee, shampoo, conditioner, laundry supplies, iron, and more. Filtered water is provided via a faucet on the kitchen sink. Easy check-in via a numeric keypad on the front door with the code provided prior to arrival. Plenty of street parking is available. We love meeting new people and live next door in the main house so we are available most anytime. We are both from San Diego and still love to explore the latest new spots so we are happy to give recommendations. Bay Park is a great central neighborhood originally built in the early 1940s. It was recently voted the most livable neighborhood in a recent San Diego poll. Check out the restaurants on Morena Boulevard, which are just a few minutes' walk away or explore all of the major attractions of San Diego easily. The house has easy access to I-5 and is only 10-15 mins from downtown, Sea World, the San Diego Zoo and the airport. The private guest house is located across from Mission Bay and within walking distance to bay, market, restaurants and coffee shops. Uber/Lyft is $8 to $14 to most of San Diego's main attractions. There is a bit of white noise from the highway down the hill near Mission Bay when out on the deck but nothing too bad, just worthy of mention. The unit has double paned vinyl windows so it's quiet indoors.

Guest favourite
A private deck is depicted, featuring a wooden floor and a sunshade umbrella. Seating arrangements include a simple chair and a table, surrounded by green foliage and tall eucalyptus trees, creating a serene outdoor space for relaxation.
Guest suite in Mission Hills
4.76 out of 5 average rating, 491 reviews

Mission Hills - Cozy Canyon Condo

Situated in a cozy, quiet neighborhood with friendly neighbors, this cozy condo has it's own entrance and a beautiful view of a eucalyptus-filled canyon. Watch honey bees and hummingbirds flit through the trees and listen to wind rustling leaves from your private deck. Amenities include: •Queen bed •Private bath with shower •Refrigerator, microwave and basic kitchen supplies (note: not a full kitchen--no kitchen sink or stove) •Wifi (note: no TV) •Private, well-lit entrance down a small stairway (so not ADA accesible) Conveniently located in Mission Hills, one of San Diego’s oldest, safest neighborhoods sandwiched between historic Old Town and hip Hillcrest, you will be within: •Walking distance to UCSD Medical Center, Scripps Mercy Hospital, grocery stores, playground, park, trolley stop and many fabulous restaurants with a wide variety of cuisines and price ranges •A long walk or short bike ride to Balboa Park, San Diego Zoo, Old Town and the waterfront •A short drive or long bike ride to downtown, Petco Park, the beaches, Sea World and the airport •Two miles to all major freeways We would be delighted to welcome you to our fabulous canyon-side condo.

Top guest favourite
A private patio area is depicted, featuring comfortable seating and a coffee table surrounded by plants. A bright blue umbrella provides shade by the pool, while sunlight reflects off the water, enhancing the relaxed atmosphere. Colorful cushions add a touch of warmth to the seating.
Guest house in Mission Hills
4.95 out of 5 average rating, 183 reviews

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!

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
4.9 out of 5 average rating, 124 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.

Guest favourite
A charming entrance path leads to the front door, framed by vibrant greenery and colorful flowers. Stone steps rise from a rustic red fence, guiding visitors to the inviting doorway. Lush vegetation surrounds the area, adding to the welcoming atmosphere of the home.
Guest suite in Cherokee Point
4.87 out of 5 average rating, 188 reviews

Ana ‘s Private Bed & Bath Near North Park

Separated, private unit. Very comfy queen bed, flat screen TV (Roku & Netflix), Fast Fiber Internet WIFI, microwave, fridge, hotplate, toaster, coffee maker, desk, offstreet parking. Sorry, NO PETS! Quiet, clean, central location. Walk to University Ave eateries, shops, buses. 1 mi to 30th St/North Park, 10 min to Balboa Park, Downtown, Airport. SEE Ana's GUIDEBOOK below for shops, restaurants. #7, 10 & 215 Express bus to downtown. Near 1-I5, 805, I-8 freeways. Check-in: see Guest Access

Top guest favourite
A bright studio is showcased with a spacious bed and a cozy seating area featuring a blue couch. Large windows framed by yellow curtains allow natural light to fill the room. Colorful artwork adorns the walls, adding to the inviting décor.
Holiday home in Ocean Beach
4.93 out of 5 average rating, 191 reviews

Bright Studio in Ocean Beach | Short Walk to Beach

Enjoy this newly remodeled stylish studio in the heart of Ocean Beach. Light and bright with a refreshing ocean breeze from its large central window. It’s just over a half a mile to Dog Beach and a quick ride to Sunset Cliffs, with some of the best surfing and beaches in San Diego. This studio has its own private entrance, full bathroom with shower, and kitchenette. In addition, the studio includes a standing desk with a large second monitor to accommodate your remote working needs.

Guest favourite
A compact kitchenette features cream-colored cabinetry complemented by a vibrant blue countertop. Appliances include a microwave and refrigerator, with cooking utensils and dishware neatly arranged on the open shelves above. A flat-screen TV is mounted on the wall, enhancing the functional space.
Guest suite in Lemon Grove
4.87 out of 5 average rating, 245 reviews

GROVE CASITA/ Amiable Room, Private Enrty, Bath

Quaint Guest Space - 2 easy, fast access ways to Freeway - Keypad entry - Parking - AIR CONDITIONING, - Wired internet, Wi-Fi - Laundry - 10 to 15 minutes to downtown San Diego, the Convention Center, Little Italy, and 32nd Naval Base, San Diego Zoo/ Balboa Park, Coronado Island beach - 15 to 20 minutes to Sea World, Tijuana Mexico, La Jolla, Imperial Beach, Ocean Beach - 1.6 miles to Trolley - 0.6 miles to bus Bus lines - Close to Grocery Stores , fast food, and restaurants

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, 169 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

Top guest favourite
A serene garden courtyard is depicted, featuring two wooden chairs adorned with floral cushions. A small table sits between the chairs on a grassy area, surrounded by lush greenery and climbing vines, creating a peaceful outdoor setting.
Guest house in Mission Hills
4.92 out of 5 average rating, 450 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.

Top guest favourite
A serene bedroom features a spacious bed adorned with a patterned quilt and coordinating pillows. Soft green wallpaper contributes to a calm ambiance. Two bedside lamps provide gentle lighting, while art pieces and a decorative globe add character to the cozy space.
Flat in Mission Hills
4.96 out of 5 average rating, 230 reviews

Victorian attic in the trees

Located in Mission Hills,10 minute drive from Balboa park, Old Town, airport, Downtown.You’ll love it because of the ambiance, privacy, neighborhood, comfy bed, microwave, fridge.Easy walk to bars, restaurants, stores, public transit.Things to note: no stove, dormer ceilings, tub (NO SHOWER). This safe space is located upstairs above my home. There is a separate private entrance, a queen bed. Feminine, flowery, funky, victorian decor.

Top guest favourite
A sunset is captured over the ocean, with shades of orange, pink, and yellow in the sky. Silhouettes of palm trees frame the scene, while the distant pier is visible along the coastline. The tranquil atmosphere reflects a peaceful end to the day.
Guest suite in Ocean Beach
4.95 out of 5 average rating, 756 reviews

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.

Top guest favourite
A cozy living area is highlighted by two armchairs positioned near a large window, offering ample natural light. A fireplace is framed by a light-colored mantle, with a television mounted above. Soft green accents enhance the warm ambiance of the space.
Guest suite in Bay Park
4.97 out of 5 average rating, 215 reviews

700 sqft. apartment with patio in Overlook Heights

Welcome to our Southern Suite, our home away from home, close to everything in San Diego! We have sought to equip our home to a high standard and to anticipate your needs for a luxurious stay. You want to feel relaxed while on vacation. We have made an effort to make the Suite feel like a cozy and comfort retreat. The Suite is sanitized prior to your arrival. We hope you enjoy our piece of paradise.

Popular amenities for Old Town family-friendly rentals

When is the best time to visit Old Town?

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Avg. price$322 SGD$302 SGD$294 SGD$261 SGD$297 SGD$303 SGD$447 SGD$327 SGD$282 SGD$220 SGD$238 SGD$320 SGD
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Quick stats about holiday rentals that are family-friendly in Old Town

  • Total holiday rentals

    Explore 40 holiday rentals in Old Town

  • Nightly prices starting at

    Old Town holiday rentals start at $65 SGD per night before taxes and fees

  • Verified guest reviews

    Over 2,350 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

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Old Town holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Old Town rentals

  • 4.8 Average rating

    Old Town stays are highly rated by guests – averaging 4.8 out of 5!