Condo holiday rentals in Harbor Island

4.93 out of 5 average rating, 122 reviews

*Newly* Renovated Luxury Oceanfront Condo

Private parking, a relaxing pool & jacuzzi, and direct beachfront living- all in one stunning retreat. HIGH LEVEL condo (Best Views!) Wake up to waves and breathtaking ocean views. Enjoy coffee with a sunrise over Crystal Pier, then walk to the sand in seconds. Lounge by the pool, grill outdoors, or unwind on the rooftop terrace with a sunset. Newly renovated kitchen & bathrooms. No cleaning fees—just a stress-free, luxury stay. Fall asleep to the sound of waves. Your beachfront escape awaits.

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A spacious living area is showcased with a comfortable leather sofa and a decorative rug. A dining table with four chairs is positioned near floor-to-ceiling windows, offering natural light. Art pieces adorn the walls, complementing the inviting atmosphere.

4.91 out of 5 average rating, 211 reviews

Windows to the Ocean

Located by the Ocean in Pacific Beach, few blocks from the Crystal Pier, this luxurious 2-bedroom condo is steps away from restaurants, cafes, bars, nightlife, shopping and of course, the beach! Floor-to-ceiling windows from every room are perfect for enjoying unobstructed views of the ocean, either while sipping a morning cup of coffee or staring at a stunning sunset. Whether you are looking to experience an active beach-front lifestyle or just have a relaxing break, you will find it here!

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Superhost

A modern living area showcases a sectional sofa and a glass coffee table. Floor-to-ceiling windows offer views of palm trees and nearby beach activities. A flat-screen TV is mounted on the wall, and decorative plants are positioned in the space, enhancing the coastal atmosphere.

4.9 out of 5 average rating, 237 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!

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Superhost

A modern living area features a comfortable gray sofa adorned with a light throw. A round coffee table sits in front, flanked by green plants. The open kitchen displays stainless appliances and white cabinetry. Soft lighting is provided by pendant lights overhead, creating a welcoming ambiance.

4.83 out of 5 average rating, 148 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

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A bright living area is highlighted by large sliding glass doors offering a view of the ocean. Comfortable seating, including two armchairs and a sofa, surrounds a coffee table. Decorative plants and various artworks contribute to a welcoming atmosphere, complemented by warm lighting.

4.93 out of 5 average rating, 100 reviews

New Luxury Condo on Ocean Cliff, 2 Bedroom Suites

Spectacular ocean condo top third floor midcentury completely renovated building with views of the waves and coastline from the master bedroom and living room. Open floor plan kitchen and living room plus 2 bedroom suites perfect for 1 or 2 couples. Comparable to a luxury hotel at a much lower cost in the trendy Ocean Beach showcasing its pier and downtown beach. Hear and feel the ocean from sunrise to sunset on Sunset Cliffs. 10 minute walk to downtown OB and a big beach.

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Superhost

A welcoming living area features a gray sofa and two teal chairs. A coffee table sits in front of the sofa, and a fireplace is positioned beneath a flat-screen TV mounted on the wall. Light wood flooring complements the bright and cozy ambiance.

4.95 out of 5 average rating, 285 reviews

Steps from Ocean Beach Pier, Sand, Shops & Sunset!

Welcome to our beautifully renovated one-bedroom beach condo, just one building from the ocean on charming Niagara Avenue and only a one-minute walk to the shops, restaurants, cafés, breweries, and nightlife of Newport Avenue. Beach access and the famous Ocean Beach tide pools are just steps away. SeaWorld, Downtown San Diego, Shelter Island, and the airport are all just a short drive away. We invite you to relax and enjoy all that Ocean Beach has to offer!

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A spacious living area is highlighted by a large sectional sofa, positioned around a wooden coffee table. Natural light filters through sliding doors, leading to the outside. A television is mounted on the wall, accompanied by tasteful artwork and soft lighting fixtures.

4.9 out of 5 average rating, 423 reviews

🏝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 PATIO!! All new appliances!!

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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, 215 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!

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4.9 out of 5 average rating, 118 reviews

Luxury, Seconds to Beach/Bay, AC, Toys, Garage!

Escape to this bright and beautifully renovated 2-bedroom, 1-bathroom second-story condo in highly coveted South Mission Beach. Located on one of the neighborhood's favorite streets, this coastal retreat features ocean views, stylish Mid-Century Modern design, a fully equipped kitchen with new appliances, central AC/heat, in-unit laundry, garage parking, and complimentary beach gear. Comfortably sleeps 5 and is just steps from the beach and Mission Bay

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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, 188 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.

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A cozy living area features a blue couch adorned with decorative pillows against a stylish brick wall. Natural light streams through a large window, highlighting a round coffee table in front of a comfortable seating arrangement. A small plant adds a touch of greenery.

4.93 out of 5 average rating, 440 reviews

Walk 2 Gaslamp & Petco; King bed, Parking/Patio!

Enjoy San Diego's vibrant Gaslamp Quarter! Set in the IDEAL location, this unique loft home is just STEPS to Convention Center & Petco Park, all the hot restaurants, shops & bars! Comfy King Bed upstairs opens to GARDEN PATIO with city view to relax! All necessities included, full kitchen w/ built in WINE fridge! FREE PARKING AVAILABLE Perfect for couples, solo adventurers, & business travelers. No parties or loud music allowed!

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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.