Family-friendly holiday rentals in Old Town

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

Indoor spaces · Family · Decor

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!

Family · Indoor spaces · Checkout

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!

Indoor spaces · Kitchen · Decor

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.

Kitchen · Family · Quiet

Panoramic Ocean and Mission Bay View Home

Centrally located home in the heart of San Diego (Bay Park) with breathtaking panoramic ocean and bay views. The ideal property for families or business travelers, providing the perfect mix of on-site activities and easy access to everything San Diego has to offer. Onsite: Patio, firepit, gas grill, pool table, bocce ball, putting green, darts, cornhole, arcade games (pac man, etc.) Just blocks away: Sprouts Market, coffee, bars, ice cream, yoga, trails, and a variety of restaurants.

Family · Kitchen · Bathroom

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

Enjoy this San Diego DREAM HOME with water views--perfectly situated for groups of friends or families! This recently remodeled house in the heart of town was custom designed with high end finishes to create the dream getaway in San Diego. Located close to the beach, shopping, restaurants, bars, and the 5 freeway. Home boasts 4 bedrooms, 4 bathrooms, laundry, multi-level floor plan, VIEWS, and so much more! This house will be your sanctuary during your stay in San Diego.

Indoor spaces · Family · Location

Mission Hills 3BR • Panoramic Views & Sunsets

Firework views for July 4th! 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.

Family · Indoor spaces · Value

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

Kitchen · Family · Hospitality

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.

Indoor spaces · Family · Amenities

The California

Welcome to your dream vacation home in the heart of San Diego, perched high atop the hills of Mission Hills on California St! This beautifully remodeled home has breathtaking panoramic views of downtown San Diego, the sparkling bay, the airport, Point Loma, and even South Coronado Island off the coast of Baja on clear days. Come experience the best of San Diego from the comfort of your own private abode! 🌅

Kitchen · Indoor spaces · Walkability

Forever View

Enjoy the views from the covered patio while the ocean breeze flows around you! This is a modern home with a fully stocked kitchen and attention to the smallest detail accounted for. Short drive to the airport, downtown, beaches, SeaWorld, La Jolla and most other attractions in San Diego. Owners live in a unit on-site, and there are no shared spaces or access between units.

Kitchen · Indoor spaces · Checkout

Renovated Old Town – Walkable, Yard & 2Car Parking

Experience San Diego from your charming peaceful home! Fully updated and brand new appliances, TV, washer/dryer, walking distance to historic landmarks & vibrant dining, public transit just around the corner. Ideal location— minutes from downtown and San Diego Airport, SeaWorld, and more! This is the dream home you’ve been searching for your San Diego vacation!

Indoor spaces · Kitchen · Bathroom