Vacation rentals in Harbor Island

5 out of 5 average rating, 187 reviews

A modern multi-level building showcases white stucco exteriors and various balconies. Lush greenery and palm trees surround the property, providing a vibrant contrast against the bright architecture. Neighboring homes offer glimpses of a charming residential area, with the distant ocean visible beyond the rooftops.

Guesthouse in San Diego

Santorini-Inspired Cottage w/ Hot Tub + Views

*CHECK OUT OUR OTHER AIRBNB* Travel 16 steps up a Greek-inspired curving stairway with 2-story high walls to your tucked-away cottage built into the hillside villa of Alta Colina. With spectacular views, step onto the balcony to watch planes take off & boats sail around the harbor. End the night in front of your secluded back patio fireplace or climb the steps of your spiral staircase to the rooftop Jacuzzi. European-inspired design & details, it'll be hard to believe you’re still in San Diego!

Superhost

The exterior of the dwelling is showcased at night, with soft lighting adorning the entrance and surrounding greenery. Pathways lead to the private entrance, framed by lush plants, creating an inviting approach amidst a peaceful residential setting.

Guest suite in San Diego

4.9 out of 5 average rating, 154 reviews

Adorable place in Point Loma - no cleaning fee!

You will be close to everything when you stay at this centrally-located place. The place is recently renovated with brand new appliances, countertops, and kitchen cabinets. The space is light and airy with private entrance and small fenced in side yard perfect for pets. Bedroom has a queen sized bed and futon. Living room couch is a pull out sleeper. There is a queen sized air mattress and pack n play as well. **Must be comfortable with stairs, there are two sets of stairs when accessing unit

Vacation home in San Diego

A bright yellow wall serves as a backdrop for a compact wooden table and two grey stools. A mirror is positioned above the table, enhancing the space's light. The image features a glimpse of a doorway, subtly leading to another area of the studio.

4.92 out of 5 average rating, 166 reviews

Bright Studio in Ocean Beach | Short Walk to Beach

Enjoy this newly remodeled stylish studio in the heart of Ocean Beach. Light and bright with a refreshing ocean breeze from its large central window. It’s just over a half a mile to Dog Beach and a quick ride to Sunset Cliffs, with some of the best surfing and beaches in San Diego. This studio has its own private entrance, full bathroom with shower, and kitchenette. In addition, the studio includes a standing desk with a large second monitor to accommodate your remote working needs.

Superhost

A historic hotel building stands prominently at a bustling street corner. The red brick exterior features architectural arches and detailed trim. Ground-level storefronts can be seen, offering lively business spaces beneath tall windows that characterize the upper floors.

Apartment in San Diego

4.9 out of 5 average rating, 1,459 reviews

At Mine | Spacious Suite in the Gaslamp Quarter

This unit is a meticulously renovated historical hotel suite, designed by the renowned Italian firm Pininfarina, located in Downtown San Diego. Nestled in the vibrant Gaslamp Quarter, you'll find yourself in the midst of nightlife with an array of restaurants and bars in close proximity. The suite provides private and spacious accommodations catering to both vacationers and business travelers. Its features include a comfortable king-sized bed, a smart TV, central AC, and a mini-fridge

4.86 out of 5 average rating, 143 reviews

A grand structure with a dome is reflected in a tranquil pond surrounded by well-maintained gardens. Illuminated pathways and vibrant flower beds enhance the natural beauty of the scene, inviting evening strolls in a serene environment.

Guesthouse in San Diego

Downtown Cottage Minutes to Gaslamp & Petco Park

Welcome to your urban cottage just steps away from downtown San Diego! The Queen Anne Cottage combines brand-new renovations with historic charm. The Cottage has a private entrance so you can easily come and go and is located in quiet, family-oriented neighborhood in the Sherman Heights historic district just a few blocks from downtown San Diego. It is minutes away from the Convention Center, Petco Park, the Gaslamp District, the Coronado bridge, Balboa Park, and the San Diego Zoo.

5 out of 5 average rating, 78 reviews

A softly lit bathroom entrance features an elegant archway. The interior displays a marble sink with gold fixtures, set against a striking black and white checkered floor. Natural light is welcomed through a nearby window, enhancing the airy feel of the space.

Guest suite in San Diego

Stylish Private Guest Suite. Central location

Enjoy a stylish, comfortable stay at this centrally-located San Diego home. The space is newly renovated, attached to a 1921 cottage, with private access. Just 2 blocks away from Liberty Station’s many restaurants, golf, shops. Minutes from all the great beaches, downtown, Convention Center (comic-con) zoo, and Sea World. Perfect after a day at the beach or meetings. A quick 2 miles to the airport, puts us in the flight path with plane noise, which stops during evening curfew hours.

4.98 out of 5 average rating, 121 reviews

A scenic view of San Diego Bay is presented, with numerous sailboats and yachts anchored in the water. Palm trees frame the foreground, and a large boat is docked along the pier, while distant hills provide a backdrop under a clear blue sky.

Loft in San Diego

Waterfront Loft | 1BR | Little Italy | Downtown

The local neighborhood is highly walk-able and perched along the San Diego Bay in Little Italy. Little Italy is the most vibrant neighborhood in downtown San Diego with a main street that abounds with restaurants, boutiques, craft beer, and wine bars all at your doorstep. This is a very urban location which brings a lot of urban noise. The unit sits adjacent the train and trolley line in the urban core. No parking provided, Ideal for guests without a car.

4.97 out of 5 average rating, 99 reviews

A gravel pathway lined with irregular stone slabs leads through a garden space. Lush greenery and flowering plants create a serene environment, with wooden logs forming a natural border along the edge. Soft sunlight is evident, enhancing the calming atmosphere.

Tiny home in San Diego

Cozy studio in OB

Stay in the cozy studio, tucked behind my main house. The studio has queen bed with memory foam on the mezzanine level. The ground floor is a living room with fold up desk, a garden view, small fridge and microwave, two single chairs. Next to studio is private bathroom, open air shower and sink area. Outside relax in the shaded garden area just for guests. Please respect the no smoking on the grounds. You can borrow a push bike with lock and helmet.

4.92 out of 5 average rating, 421 reviews

A casual pizzeria exterior is displayed, showcasing a warm brick facade and window signage. Red outdoor seating with metal chairs surrounds tables, inviting guests to relax. The restaurant name, 'Lefty’s Chicago Pizzeria,' is prominently featured above the entrance, creating a welcoming atmosphere for diners.

Guesthouse in San Diego

La Casita - Fully Updated Casita in Mission Hills

This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.

4.97 out of 5 average rating, 193 reviews

A spacious soaking tub is positioned by a large window, allowing for views of the sky and incoming airplanes. Two plush robes hang nearby, adding a touch of comfort to the serene bathing area.

Condo in San Diego

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!

4.94 out of 5 average rating, 707 reviews

An inviting entryway is displayed, featuring a wooden door adorned with a colorful 'Ocean Beach Surf Shack' sign. A welcoming sign in German reads 'Willkommen', while a decorative tribal mask and a small potted plant complement the entrance.

Guest suite in San Diego

Place to Stay with Private Entrance near Beach

The room has a private entrance. It's ideally located in a residential area of Ocean Beach. 5 blocks to the beach, OB pier, and 2 blocks to village life, shops & restaurants. It has a queen bed, a small private bathroom with a shower, a fridge, TV, Wifi, microwave, etc. Guests will love the location and privacy! Beach chairs, towels, umbrellas, etc. are available for your enjoyment. Enjoy the great ocean view from the backyard.

4.92 out of 5 average rating, 26 reviews

A modern corridor is illuminated by warm lighting, with a wooden walkway leading through a minimalist space. Concrete walls surround the area, complemented by a narrow garden featuring lush greenery. Large windows provide glimpses into the adjacent rooms, enhancing the serene atmosphere.

Condo in San Diego

Sleeps 4 | Bay Views, Parking, 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.

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Other great vacation rentals in Harbor Island

A patio area is visible, featuring a fire pit surrounded by comfortable seating. Potted flowers add color to the space, while lush greenery and palm trees are seen in the background under a clear blue sky.

4.9 out of 5 average rating, 368 reviews

Clean, comfortable and well located

JoseRating, 5 stars1 week ago

Excelente hospedaje, a menos de diez minutos de una calle llena de restaurantes y pequeños lugares. La casa es preciosa, muy limpia y con vistas muy lindas de la ciudad. Jon es una persona muy amable y atenta, siempre al pendiente de nosotros.

A cozy nook is highlighted by two blue chairs positioned by large windows, offering views of palm trees outside. Natural light fills the space, which features light wood flooring and a soft gray rug beneath the chairs, creating a welcoming spot for relaxation.

4.98 out of 5 average rating, 55 reviews

Bedroom in Cozy Pt. Loma Escape

SheilaRating, 5 stars2 days ago

I loved my room and felt very cozy in Lauren’s home. It was my first time staying in a room versus a fully separate space and I’m really pleased that I still felt like I had privacy. Great location! I got used to the planes pretty quickly.

A modern bathroom is presented with a sleek vanity featuring a large mirror above. The space includes a toilet and is complemented by neutral-toned tiles and soft lighting, creating a clean and functional environment. Essential items such as toilet paper are easily accessible.

4.92 out of 5 average rating, 175 reviews

Private Bath, near Balboa Park, SD Zoo, Gaslamp

MiaRating, 5 stars1 week ago

Evelyn was truly amazing and accommodating! I was having a terrible travel day and she went above and beyond to make sure I was safe and sound at her place. Will definitely be back once back in San Diego. Also, location was awesome for anyone who wants to be central to attractions and activities.

A secure digital keypad lock is mounted on a wooden door surface. The lock features a circular keyhole and illuminated buttons numbered 1 through 9. The wood grain texture of the door is visible, adding warmth to the entryway.

4.87 out of 5 average rating, 120 reviews

King Bed+10mins from Zoo+Downtown+Harbor

AprilRating, 5 stars2 weeks ago

Minh was responsive and thoughtful. The house has everything you might need, with labels on cabinets. Comfortable bed. Large room.

A modern kitchen area features a large white countertop with three high-backed bar stools. Stylish pendant lights hang above, illuminating the space. The kitchen is equipped with stainless steel appliances, and a potted plant adds a touch of greenery to the countertop.

4.96 out of 5 average rating, 57 reviews

Bedroom 1 in Upgraded Home in Central San Diego

JesusRating, 5 stars2 days ago

This Airbnb was absolutely fantastic! The cleanliness was impeccable, and it truly felt like a home away from home. I loved all the amenities and thoughtful touches in the room – it had everything I needed and more. The location was perfect, and the hosts were incredibly responsive and helpful. I highly recommend this place and can't wait to book again in the future. A definite five-star experience!

An outdoor seating area features a light-colored sectional sofa adorned with blue cushions. A fire pit sits at the center, surrounded by stone pavers. Lush green plants add vibrancy to the space, and a house with a bright red door is visible in the background.

5 out of 5 average rating, 9 reviews

Quality Twin Bed, Desk, Hot Tub, AC

ChikakoRating, 5 stars3 weeks ago

A very kind and thoughtful host. The kitchen and bathroom are kept spotlessly clean. Everything is well-maintained, and the area is quiet and pleasant.

A person is captured mid-air, leaping off a rocky ledge towards the crashing waves below. The background shows the ocean's white-capped waves and coastal landscape, with additional cliffs and greenery visible. The scene conveys a sense of adventure by the beach.

4.93 out of 5 average rating, 256 reviews

Right On The Beach ! Private Room in Ocean Beach

HeidiRating, 5 stars2 weeks ago

when you stay right on the beach and you get to walk right outside your place and on the beach it's perfect. It's a small room but it has a bathroom attached and it's perfect for one or two travelers that just want to spend time on the beach. I've stayed here three times and it's always perfect. there's a refrigerator and utensils if you need it, a couple of wine glasses. no coffee but if you go to Newbreak coffee/tea house they have absolutely fabulous coffee and brunch!

A well-lit bedroom features a spacious bed with a decorative floral coverlet. A tufted headboard adds an elegant touch. Natural light enters through a nearby window, complementing the neutral wall colors. A wooden chair is positioned nearby, providing additional seating.