Condo holiday rentals in Harbor Island

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Top-rated condo rentals in Harbor Island

Guests agree: These condos are highly rated for location, cleanliness and more.

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Guest favourite

Condo in San Diego

4.93 out of 5 average rating, 121 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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Guest favourite

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.

Condo in San Diego

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.

Condo in San Diego

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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Guest favourite

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.

Condo in San Diego

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.

FamilyValueAir conditioning

Top Guest favourite

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.

Condo in San Diego

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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Guest favourite

Condo in San Diego

4.9 out of 5 average rating, 117 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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Guest favourite

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.

Condo in San Diego

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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Top Guest favourite

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.

Condo in San Diego

4.93 out of 5 average rating, 439 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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Superhost

An outdoor seating area is set on a lush green lawn, featuring a wooden coffee table surrounded by a rattan chair and two cushioned chairs. Warm ambient lighting highlights the nearby architectural details and creates a relaxed atmosphere as dusk settles in.

Condo in San Diego

4.88 out of 5 average rating, 147 reviews

Stunning Hillcrest Villa! Tub AC Parking Ping-Pong

Stunning Property in Hillcrest / Bankers Hill. Just remodeled property with dream gardens The Perfect Location, right next to Balboa Park, within minutes of the Convention Center, the Gas Lamp District, Little Italy, the Zoo and all San Diego attractions. Everything from the linens, towels and luxury posturepedic mattresses to appliances and furniture is top quality to provide you with the best Dream Vacation experience.

FamilyLocationOutdoor spaces

Top Guest favourite

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.

Condo in San Diego

4.98 out of 5 average rating, 248 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, beach chairs, and more.

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Guest favourite

A cozy living area is highlighted by a plush sofa and armchair, complemented by a wooden coffee table. A decorative area rug adds warmth to the space. Stylish wall art features circular designs, and a lamp illuminates the room, creating a welcoming ambiance.

Condo in San Diego

4.87 out of 5 average rating, 209 reviews

Sophisticated Uptown Escape | High-End Remodel

Centrally located in San Diego's trendy University Heights Neighborhood. Only a few blocks from tons of delicious restaurants, beautiful green parks with gorgeous views, great shopping, and close to the World Famous San Diego Zoo, beaches and the Gaslamp. Enjoy all Southern California has to offer! Please inquire about our discounts for essential workers, educators and extended stays.

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Guest favourite

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.

Condo in San Diego

4.95 out of 5 average rating, 175 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

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