Apartment holiday rentals in Harbor Island

A bright living area features a large window with ocean views and light blue skies. A wooden coffee table rests on a patterned rug, surrounded by comfortable seating. A flat-screen TV is located on a white media console, enhancing the room's modern look.

4.97 out of 5 average rating, 193 reviews

Beautifully remodeled 10th floor oceanfront condo

Located on the 10th floor of the beautiful Capri by the Sea in Pacific Beach, this beautifully remodeled one bedroom condo has unbelievable views through its floor to ceiling windows. All kitchen amenities, beach toys, big screen TV, Cable, WiFi, one parking spot in gated lot with option for more. Steps to beach, short walk to lots of restaurants and bars. Resort style complex offering 360 degree view roof deck, gas BBQ, secure private pool and spa, hot water beach shower, and 24-hr security.

A comfortable living area features a white sofa adorned with cushions and a circular coffee table at the center. A brown accent chair is positioned nearby, while large windows allow natural light to illuminate the space. Green plants provide a touch of nature.

4.89 out of 5 average rating, 359 reviews

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.

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, 132 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

4.83 out of 5 average rating, 144 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 dining area features a wooden table surrounded by chairs, set against a backdrop of framed artwork. Natural light enters through large sliding glass doors leading to a patio, while shelves filled with decorative items and a cozy couch create an inviting atmosphere.

4.92 out of 5 average rating, 174 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.

A private balcony offers stunning ocean views. A round table is set for two with blue placemats and glassware. Two turquoise chairs provide seating, while the rolling waves and rocky shoreline are visible in the distance under a clear sky.

4.91 out of 5 average rating, 276 reviews

Ocean, Ocean, Ocean! Sunset Cliffs Spectacular!

You can't get any closer to the ocean than this without getting wet! Set on top of Sunset Cliffs, this unit has spectacular views of the Pacific. Watch the sun set from your private balcony! Situated in Ocean Beach, a quintessential beach town, there are numerous shops and places to eat within walking distance. Ocean Beach Park and Pier are close by, and local attractions such as the San Diego Zoo, SeaWorld and Balboa Park are only minutes away.

A private outdoor patio showcases a fire table surrounded by cushioned seating, offering a comfortable space for relaxation. An umbrella provides shade, and bay views are visible in the background, highlighting the tranquil beach setting.

4.98 out of 5 average rating, 242 reviews

Bay Front, On the Sand, with garage

BAY FRONT - BEACH LEVEL - 2 CAR GARAGE. Upscale and beautifully furnished bay front condominium with 3 bedrooms and 2 baths. Master suite with walk-in closet, dual sinks, shower and separate bathtub. Large comfortable bedrooms, well furnished, with TV in each room. Private 2 car garage with remote opener, private outside patio with fire table, dining table and BBQ. Secured wifi, washer/dryer, bicycles, beach chairs, and more.

Superhost

A hot tub is situated on a rooftop deck, surrounded by outdoor seating options that include two armchairs and a small table. Lush palm trees and buildings can be seen in the background, under a clear blue sky.

Apartment in Coronado

4.82 out of 5 average rating, 106 reviews

Studio at Coronado Beach Resort

Spend the day on pristine San Diego beaches, then wind down with an awe-inspiring sunset on the rooftop deck. Located in the heart of Coronado’s picturesque downtown, Coronado Beach Resort offers a resort vacation with home like amenities. Coronado Beach Resort is located in the heart of Coronado on the island’s main street of Orange Ave. Please note, a Parking Fee of $50.00 per night will be collected at check-in.

A dining area features a round table surrounded by four blue chairs, with natural light streaming in from sliding glass doors. A small patio with outdoor seating is visible through the doors, offering a view of the bay and city skyline.

4.89 out of 5 average rating, 108 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.

A modern living space is highlighted by a high ceiling with large windows allowing natural light. A sectional sofa sits across from a wooden media console with a flat-screen television. A sleek kitchen island with bar stools separates the living area from the kitchen, which features stainless steel appliances.

4.98 out of 5 average rating, 161 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

A modern kitchen features sleek white cabinetry paired with a crisp, dark countertop. A vibrant teal mosaic tile backsplash adds a pop of color. Stainless steel appliances, including a microwave and refrigerator, are neatly integrated, along with a coffee maker and other countertop essentials.