Holiday houses in Harbor Island

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Harbor Island

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
Top Guest favourite
A curving staircase is visible, flanked by white walls and adorned with vibrant blue tiles. Handrails provide support along the ascent, leading to a bright upper space. A potted plant enhances the serene ambiance at the top of the stairs.
Guesthouse in San Diego
5 out of 5 average rating, 240 reviews

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!

Top Guest favourite
A light-toned sofa is accompanied by decorative pillows featuring textured patterns. A small side table holds stacked books, and a brass lamp with a fabric shade provides soft lighting. Natural light filters in through the window, enhancing the cozy atmosphere of the living space.
Bungalow in San Diego
4.95 out of 5 average rating, 366 reviews

Spanish Revival 1920s Bungalow - Patio - Alcazar Court

• 1924 Spanish Revival Bungalows - Alcazar Court - Nestled in the heart of the city in historic Hillcrest - with cafes, bars, and shops • Fully equipped 1 bd 1 ba bungalows complement shady olive tree-lined patios - guests can enjoy coffee in the morning - glass of wine in the afternoon. Enjoy the charm and tranquility of a bygone era and convenience of modern amenities, • Explore nearby Balboa Park, home to 16 museums and performing arts venues, as well as the world-famous San Diego Zoo.

Guest favourite
The spacious studio features a queen bed with neutral bedding, positioned across from a floor-to-ceiling mirror. Natural light fills the room through large windows, complementing the light grey walls. A wooden side table holds a lamp next to the bed, and a cozy rug adds texture to the floor.
Apartment in San Diego
4.81 out of 5 average rating, 115 reviews

Sunny Studio in Little Italy | Walk Everywhere

Located within a great walkable neighborhood is this stylish boho studio with everything you could need for a relaxing, central stay. The studio features bright, open plan living with a fully equipped kitchen, an inviting bedroom area, a Smart TV with access to streaming apps, a sparkling bathroom and a handy laundry. Stay just 10-20 mins from San Diego’s top attractions or walk to the many mouth-watering restaurants, bakeries, piazzas & cafes in vibrant Little Italy right on your doorstep.

Guest favourite
A sweeping ocean view stretches across the horizon, showcasing clear blue waters under a bright sky. The grassy area in the foreground features neatly arranged succulent plants, while a tiled patio area is visible, framed by a white column.
Home in San Diego
4.94 out of 5 average rating, 150 reviews

Sunset Cliffs Oceanfront Beach House - remodeled

NEWLY REMODELED KITCHEN AND FLOORS Front row seats of Sunset Cliffs OCEANFRONT 180deg unobstructed view (2BR/2.5BA) Beach-themed open floor plan, over sized kitchen and gorgeous floors. Fast internet (AT&T 1G). Equipped with a whole house fan for the few warm nights in San Diego. Absolutely NO PARTIES and be respectful. Please don’t try to sneak past the number of guests. Sorry no pets. We’ve had one bad experience that cost us a lot of wasted time and money. No access to the garage

Guest favourite
A welcoming entrance features red brick steps leading up to a solid wooden door, framed by dark wooden beams. Lush greenery and potted plants accentuate the pathway, while large windows on either side provide natural light to the area.
Guesthouse in San Diego
4.95 out of 5 average rating, 512 reviews

Modern Sweet Studio Hillcrest, A/C Parking

This modern studio sits in a prime location of Hillcrest, a highly desirable area in San Diego. It is very quiet and private and sits directly behind our house(pictured) with a beautifully landscaped brick courtyard. You are within walking distance to "The Heart of Hillcrest" where you will discover many fabulous restaurants, coffee and boutique shops, and so much more. We are a short Uber drive to downtown and everywhere else San Diego has to offer. We hope you stay with us soon!

Superhost
A spacious bedroom features a large bed adorned with neutral-toned bedding and a cozy blanket. A ceiling fan provides airflow, while warm lighting from a bedside lamp creates a relaxed ambiance. A mirror and a small desk are visible, enhancing functionality.
Home in San Diego
4.91 out of 5 average rating, 163 reviews

Cozy Home with Views! By Downtown/Airport/Gaslamp

This home is truly a rare find! Nestled in the most desirable heart of Midtown, this home is located minutes away from the best San Diego has to offer: -7 min to Airport (2.5 mi) - 6 min drive to MCRD -10 min to Sea World, the Zoo, and Gaslamp District!(within 4.0 mi) -10 min to the beach (5.5 mi) -Walking distance to Blue Water seafood restaurant and more! One of a kind experience with all the amenities you need! Perfect for families and couples traveling. Would love to host you!

Superhost
The living area features a comfortable gray sectional sofa, accented with blue and white pillows. A round coffee table sits on a textured area rug, while a light-filled corner includes a small dining table and chairs. A large wall-mounted TV provides entertainment.
Townhouse in San Diego
4.78 out of 5 average rating, 211 reviews

Ocean Beach Beautiful Bungalow!

You will stay in an adorable private Bungalow that is 1/2 of a duplex, boasting 3br/1bath all recently remodeled and ready to be enjoyed! The property has a wonderful private partially enclosed patio with lovely ambiance, table seating and a brand new Weber BBQ! It is located 1 mile from Ocean Beach and just minutes away from famous Sunset Cliffs, Grocery store, wonderful restaurants, and so much more! Located in Ocean Beach but away from it's craziness - you will love your stay!

Top Guest favourite
An expansive view is displayed featuring a vibrant sunset over the ocean, with gentle waves lapping at the sandy shore. The pier extends into the water, surrounded by palm trees. Soft clouds create an artistic backdrop against the colorful sky.
Home in Imperial Beach
4.99 out of 5 average rating, 443 reviews

Enjoy the Best Ocean Views and Sunsets in a Beach Front Home

Relax in our fully equipped, beautifully furnished, 3 br, 3 ba home in the center of laid-back Imperial Beach. Savor a glass of wine while watching the sunset from the private balcony overlooking the pier and ocean. Prepare a gourmet meal in the upscale, contemporary kitchen or walk to lively craft breweries and great restaurants. Easy access to downtown, just 20 minutes from the airport! Keypad entry, free private parking in gated garage, child friendly, hi speed WiFi.

Top Guest favourite
Loft in San Diego
4.93 out of 5 average rating, 488 reviews

Cozy Loft by Petco Park - Gaslamp

Steps to Petco Park, Convention Center, restaurants, bars and shops! The Unique Loft by Petco Park is located in the heart of downtown San Diego. Built by award winning architect Jonathan Segal, FAIA, my place is modern, simple and cozy. It is within walking distance to Petco Park, Gaslamp, and Convention Center. There are nearby restaurants, shops and nightclubs. My place is good for couples, solo adventurers, and business travelers. Note: No parking space is provided.

Top Guest favourite
The kitchenette area features a countertop with a sink and storage beneath. Glassware and dinnerware are neatly arranged on shelves above, while a microwave and a turquoise mini-fridge provide and storage options. Soft lighting from above enhances this functional space.
Home in San Diego
4.9 out of 5 average rating, 407 reviews

Private Floor to yourselves with game room

This house is a great way to relax when you taking a break from touring the city. The kitchenette has a microwave, Keurig coffee, plates and sink. The game room has a pool table. This is a quiet residential neighborhood with families and it's very safe. It's not an area you walk around in to visit coffee shops. All major attractions are 10-15 minutes away by car. Your private floor is on the lower level. I sleep/work on the upper level.

Top Guest favourite
A modern kitchen features dark cabinetry and a large island with granite countertops, complemented by sleek bar stools. Pendant lights illuminate the space, while stainless steel appliances add a contemporary touch. Large windows provide natural light, enhancing the open layout shared with the living area.
Home in San Diego
4.92 out of 5 average rating, 147 reviews

Cozy 3 Bedroom in Ocean Beach

Enjoy a stylish experience at this centrally-located place. Recently remodeled large 1,700 square feet house with 3 bedrooms, 2 bathrooms, a wide open-concept floor plan, and a private backyard for your family gatherings. 5 minutes to the beaches, 7 minutes to the airport, less than 10 minutes to other attractions like Sea World, Cabrillo National Monument, and Sunset Cliffs Natural Park. Private driveway parking for 3 cars

Superhost
Loft in San Diego
4.86 out of 5 average rating, 184 reviews

Ocean View Loft in Bird Rock La Jolla with Parking

Welcome to the prestigious Bird Rock neighborhood of La Jolla and this absolute gem, entire home getaway! We're so excited to host you in our professionally designed and renovated home. Enjoy your time here soaking in the sunshine on the large, balcony deck taking in the blue Pacific ocean views and outdoor living at its best with an open concept that leads you into the modern living room and fully equipped, modern kitchen.

Popular amenities for Harbor Island holiday rentals

  1. Airbnb
  2. United States
  3. California
  4. San Diego County
  5. San Diego
  6. Harbor Island