Condo holiday rentals in Harbor Island

A bright and airy living room features large floor-to-ceiling windows showcasing expansive ocean views. Comfortable seating arrangements consist of a plush sofa and armchairs, accented by light decor. A coffee table sits at the center, complemented by side tables with lamps, fostering a relaxing atmosphere.

5 out of 5 average rating, 129 reviews

The Endless Summer Condo!

Let your worries drift away at this 6th floor corner condo with panoramic ocean views! With floor to ceiling windows throughout, you'll feel like you're floating above the sea! Leave your toes in the sand or walk to PB's best restaurants and attractions in minutes! When you're done exploring, put on a Beach Boys record while having dinner with the family amid a golden sunset..ah the good life! Create cherished memories that will linger long after the sun sets, here, at The Endless Summer Condo!

A spacious bedroom features a large bed with decorative pillows, positioned near floor-to-ceiling windows. The sun sets over the ocean, creating a warm glow that reflects on the water. A bedside lamp and a potted plant add a touch of nature to the serene setting.

4.97 out of 5 average rating, 115 reviews

Oeanfront Luxury + A/C! Newly Renovated

Private parking, a relaxing pool & jacuzzi, and direct beachfront living—all in one stunning retreat. 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 golden sunset. Newly renovated kitchen & bathrooms. No cleaning fees—just a stress-free, luxury stay. Fall asleep to the sound of waves and wake up in paradise. Your beachfront escape awaits.

The living area features a light-colored sofa and a circular coffee table, complemented by a patterned area rug. Natural light floods in through the window, enhancing the minimalist decor, which includes wall art and a stylish pendant light hanging above a dining area in the background.

4.96 out of 5 average rating, 119 reviews

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!

A modern living space features a teal sectional sofa complemented by a wooden coffee table. Natural light streams in from sliding glass doors, opening to an outdoor area. Wooden floors are paired with neutral-colored walls, and decorative art pieces adorn the space.

4.93 out of 5 average rating, 151 reviews

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.

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, 281 reviews

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

This renovated 1 bedroom condo is perfectly located just one building away from the Ocean Beach Pier on Niagara Ave and is a 1 minute walk to the famed Newport Ave! In this beach condo getaway, you can enjoy the OB Pier, take the steps down to Ocean Beach on your right, the Tide Pools to your left, or stroll away to all the restaurants, bars, and boutiques on Newport Ave. Just a short drive will land you at Sea World, Downtown, Shelter Island and Airport. We invite you to come and enjoy!

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, 363 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.

A spacious living area features a light gray sectional sofa adorned with decorative pillows. A round coffee table sits on a soft area rug, and natural light streams through large windows adorned with sheer curtains. A wall-mounted TV and potted plants add comfort to the space.

4.92 out of 5 average rating, 128 reviews

Stunning Coastal Remodel - Walk to the Bay

Enjoy the ultimate comfort in this beautifully remodeled condo in Pacific Beach. Smart TVs in every room, flooded with natural sunlight, refreshing ocean breeze and the perfect location— just two blocks from the bay beach, playgrounds, beach fire pits, and the boardwalk. The vibrant main street of PB (Garnett Ave) and the ocean are less than a mile away. Provided are beach chairs, towels, surfboards and boogie boards for you to use. Beds are new (2023) - 1 memory foam and 1 hybrid.

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, 140 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 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.

4.89 out of 5 average rating, 418 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!!

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, 180 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 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.