Condo holiday rentals in Old Town

Luxury Oceanfront Condo with Unbelievable Views

Welcome to your oasis! Prepare to be awestruck by the breathtaking views at Sunset Pacifica. This fully renovated condo features two ensuite bedrooms with the beachy SoCal vibe you desire. Ideally located on the boardwalk, you're minutes from La Jolla, Downtown, the San Diego Zoo, Embarcadero, and top restaurants, bars, and entertainment spots. Whether you're in the mood for exploration or relaxation, you'll find it here- lounging poolside or on the sandy shores of the stunning Pacific Ocean.

Boho By The Bay

Welcome to our newly renovated 2 bedroom, 1.5 bathroom Boho condo located just 1 block away from Sail Bay in the stunning Crown Point neighborhood of Pacific Beach, San Diego. With walking access to Sail bay (1 block), Pacific Beach (7 blocks), local restaurants, bars, and attractions, this is the perfect vacation rental for families, couples, remote workers, or groups of friends. Within a 15min drive you'll find Sea World, San Diego Zoo, Downtown San Diego, La Jolla, Old Town, and more!

Mid-Century Modern 1BR/1BA Beach Apartment

Surfer's paradise and business travelers' dream. Steps from the sand in Mission Beach, great surf out front on a good beach break. 1BR, 1BA, with a pull-out queen, sleeps 4. This is an ideal location for one or two couples or a small family getaway to the beach. Elegantly designed and furnished, this isn't your typical beach vacation rental. Sonos speakers throughout. Tons of kitchen amenities and fully stocked like a home. Small office workspace w/ premium wifi, monitor, keyboard/mouse.

Charming Beach Apartment

This is California Dreaming! Your vacation house is located in the fantastic neighborhood of Pacific Beach. Centrally located and walking distance to all this vibrant beach community has to offer. Stay local and visit numerous restaurants, cafes, shops, the bay, and the world-famous beach & boardwalk in PB. Then venture out to other nearby beaches, museums, hiking trails, monuments, & other unique neighborhoods. Spin records while cooking your favorite meals in a new and gorgeous kitchen.

NEW Stylish❤️ of Downtown Little Italy w Parking/AC

Located in the heart of Little Italy San Diego, this street level condo has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. *AC w/ independent temp control in each room *Voice Controlled Sound System, 4K TVs in every room *Beautiful bathroom w/ dual showers *Walk to coffee, yoga & gyms, dining, entertainment, shopping! 6 min to Zoo 5 min Airport 9 min to SeaWorld 6 min Petco Park 8 min to Coronado

🌟BEST LOCATION IN PB🌟 2Bd/1Ba! WALK to the beach

Beautiful 2bedroom/1 bath Pacific beach oasis! PERFECT location! Ditch the car and WALK to all the best places in pacific beach. Literally 3 blocks (5 min walk) to the beach, the boardwalk, AND Crystal Pier! LIVE LIKE A LOCAL! By FAR the best location in PB. Close to the most popular restaurants and bars! Sleeps up to 6 guests on 2 queens and a full sized pullout couch!! Eat dinner and watch the sun set on your own PRIVATE BALCONY!! All new appliances!! Marble countertops!

Serene Escape at Windansea: Oceanview 2-Bedroom

Wake up to waves crashing beneath your window in this oceanfront La Jolla retreat. Floor‑to‑ceiling windows, a private balcony, and panoramic coastline views make the living room the heart of the home. Two comfortable bedrooms, two full baths, in‑unit laundry, and garage parking add ease to your stay. Step outside to beaches, tide pools, cafes, and coastal walks just moments away. Perfect for couples, friends, or families seeking a laid‑back, unforgettable seaside escape.

Dream Penthouse! The Most Amazing Bath & Views

Stunning Zen Penthouse with The Most Amazing Bathroom you have ever seen. Located right by Little Italy, Balboa Park, the Bay, the Convention Center, within walking distance to amazing restaurants, coffee shops, bars and within minutes of all San Diego Beaches and attractions. The Zen Penthouse has a total European feel to it, it's like being in London with amazing weather and the best part, the breathtaking views of the Skyline and unreal Sunsets!

Hilltop Harbor View- 2 Primary Suites-2 Balconies

Centrally located 2-private primary suite bedrooms condo with free street parking—perfect for your San Diego stay. Minutes from the airport, Little Italy, Old Town, the Harbor, Gaslamp Quarter, and Convention Center. Enjoy easy access to top dining, nightlife, and attractions. After exploring the city, relax with coffee or tea on one of two private balconies with city views. A peaceful retreat that keeps you close to everything San Diego has to offer.

Centrally located home with bay and city views

🌴 Bright & Cozy Condo with Bay Views — Perfect San Diego Base! Welcome to your home away from home in sunny San Diego! This light-filled, second-story condo boasts lovely bay and city views and has everything you need for an unforgettable stay. Sip morning coffee on the private patio, relax in the comfortable living spaces, and take advantage of the proximity to Southern California’s best attractions.

King Size Luxury Loft Petco-Park-Downtown SD

This gorgeous loft is situated in the heart of Downtown San Diego. Adjacent to East Village-Petco Park. This ground-level unit offers easy access and central location within walking distance to restaurants, bars, cafes, and the convention center. Because the property is located in a lively downtown area at street level, guests may occasionally experience typical city Noice or activity

Sleeps 4 | Parking, Bay Views, Rooftop, Priv Patio

City24 is a luxury condo-style hotel, centrally located near Little Italy & the San Diego airport. Start your stay with sweeping 180° bay views from our rooftop terrace, then settle into a spacious, fully furnished suite with a king-sized bed, full kitchen, private patio, fast Wi-Fi, A/C, and secure garage parking—everything you need to feel right at home.