Family-friendly vacation rentals in Old Town

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Top-rated family-friendly rentals in Old Town

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Top guest favorite

Guesthouse in Mission Hills

4.94 out of 5 average rating, 177 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 favorite

A private deck features a comfortable outdoor seating arrangement with a white sectional sofa and a wooden coffee table. Bright orange tulips are placed on the table, with lush greenery and panoramic views of the hills and sky visible in the background.

Home in Old Town

4.94 out of 5 average rating, 138 reviews

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.

Guest favorite

A metal fence marked with 'OCEAN BEACH' stands against a sunset backdrop, where the sun is dipping below the horizon. The ocean waves gently lap at the shore, and a bird can be seen soaring in the sky.

Guesthouse in Ocean Beach

4.93 out of 5 average rating, 398 reviews

Cozy Ocean Beach Casita

*Remodeled January 2025! This cozy, clean casita is 4 blocks to the beach, pier, surfing, restaurants, bars, shopping, and Sunset Cliffs. You’ll love it for its walkability to everything you need. The casita is 120 square feet, a very small space (small studio with everything in one room including the bathroom), for single occupancy only, but with everything needed to enjoy a San Diego getaway. It is great for solo travelers who want to be near the heart of Ocean Beach, San Diego, California.

Superhost

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, 120 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 favorite

A spacious bedroom is showcased with a large bed adorned in white bedding, complemented by an orange decorative pillow. Two bedside tables hold lamps, and natural light floods in through multiple windows, illuminating the neutral-toned walls and soft carpet.

Guest suite in Point Loma Heights

4.9 out of 5 average rating, 615 reviews

Guest Suite with Balcony, Views, and Close to Ocean

This quiet beautiful studio-style space is bright and welcoming. It features a soaker tub, walk-in shower, a comfortable king bed and balcony with bay views. Located in Point Loma, it is less than a mile from the beach and within 15-20 minutes of the most visited San Diego attractions. Rental is above our home. No smoking, parties or loud music. Please note the kitchenette only has a mini fridge, microwave, toaster, and coffee maker. No washer and dryer on sight. Above flight path.

Top guest favorite

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, 167 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 & 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

Top guest favorite

A bedroom features a spacious bed with crisp white linens, positioned against a wooden headboard. A bedside table with a lamp accompanies the bed. Natural light enters through sheer curtains covering the window, adding brightness to the room. A framed artwork is displayed on the wall.

Apartment in Bay Park

4.92 out of 5 average rating, 345 reviews

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!

Guest favorite

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.

Guesthouse in Mission Hills

4.92 out of 5 average rating, 441 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 favorite

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.

Apartment 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 favorite

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, 734 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.

Guest favorite

A green exterior wall features a charming entrance marked by a striped awning. A small window is positioned above the door, surrounded by lush greenery and flowers, enhancing the inviting appearance of the entrance.

Guest suite in Cherokee Point

4.84 out of 5 average rating, 558 reviews

Green House cozy studio in the middle of it all!

Come and enjoy a little piece of our wonderful home while we are on tour! We are stilt-walkers, flow artists, and fair performers, living in the North Park area of San Diego. We are located in a central location minutes away from everything: 10 minute drive to the airport, walking distance to popular North Park attractions, and a quick 7 min ride-share to downtown San Diego. About 15 min drive to the nearest beach.

Top guest favorite

Guest suite in Bay Park

4.97 out of 5 average rating, 212 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.