Apartment holiday rentals in Harbor Island

A bright living room features large glass doors opening to breathtaking ocean views. A comfortable white sectional sofa is surrounded by two plush armchairs. Wall art and a round coffee table enhance the inviting atmosphere, while a potted plant adds a touch of greenery.

4.99 out of 5 average rating, 209 reviews

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.

Superhost

4.91 out of 5 average rating, 228 reviews

Modern Mission Beach w/ Sweeping Ocean & Bay Views

Experience Mission Beach like only the birds can in this coastal two-bedroom modern condo with sweeping views of the beach, park and Belmont Park's famous "Big Dipper" roller coaster. This highly upgraded space allows the unique opportunity to witness the action of San Diego's most popular beach from the peace of your home. One block to the beach, bay, and park and walking distance to coffee shops, restaurants and bars. You will love how close you are to everything San Diego has to offer!

Superhost

The open kitchen features a stone countertop and white cabinetry, complemented by three bar stools. Modern stainless appliances are present, with pendant lighting hanging above. A view into the connected powder room is visible through a sliding door.

4.82 out of 5 average rating, 137 reviews

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

A spacious rooftop deck is featured, offering panoramic views of the ocean and surrounding landscape. Comfortable seating arrangements of light-colored furniture are positioned on a stone surface, bordered by glass railings. Palm trees are visible in the backdrop, enhancing the coastal ambiance.

4.94 out of 5 average rating, 247 reviews

Bird Rock Beauty (Suite 1)

Located on La Jolla Blvd in Bird Rock area of La Jolla. This luxury space is brand new in 2021, extremely clean, modern, and spacious. This street-facing unit overlooks many of La Jolla Blvd's boutiques & other local businesses. Your next get-away is large enough to host a family of 6. The condo is freshly furnished with state-of-the-art appliances and lots of other amenities. Amazing large ocean view roof top deck shared with only three other residential condos in the building!!

4.84 out of 5 average rating, 151 reviews

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.

A spacious penthouse room displays a high, triangular ceiling with modern fixtures. A comfortable bed is positioned prominently, complemented by large windows offering natural light. A sleek kitchen area features dark cabinetry and appliances, while a cozy seating area invites relaxation.

4.98 out of 5 average rating, 210 reviews

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!

A bright and airy living space features large sliding glass doors that open to a balcony with greenery views. A dining table and chairs are positioned nearby, with open shelving displaying decorative items. The kitchen area includes a modern countertop, appliances, and a small water cooler.

4.92 out of 5 average rating, 175 reviews

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.

4.89 out of 5 average rating, 111 reviews

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.

An aerial view of a spacious living area features a modern gray sectional sofa with orange cushions. A large television is mounted on a concrete wall. A round dining table with white chairs sits adjacent to a glass coffee table, illuminated by natural light from large windows.

4.97 out of 5 average rating, 167 reviews

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

4.98 out of 5 average rating, 109 reviews

Fabulous 2 bed/2 bath, split-level downtown condo

Welcome to the heart of East Village in San Diego. In this bright, split level, 2 bedroom, 2 bathroom condo you are set up to work remotely and enjoy all San Diego as to offer. The unit is easy walking distance to the Gaslamp district, Petco Park and the Convention Center. Fully equipped kitchen and seating for 6. Free gated, private parking space included.

Superhost

A modern two-story building features a unique architectural design with large windows, allowing for ample natural light. The structure is set against a colorful sunset sky, highlighted by greenery and soft outdoor lighting.

4.91 out of 5 average rating, 276 reviews

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.