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Holiday houses in Harbor Island

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Top-rated holiday rentals in Harbor Island

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

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Top Guest favourite
A bright living room features a gray sofa and a chaise lounge with floral accents. A round table with two stools is situated near a window. Soft natural light illuminates the space, highlighting the neutral tones and contemporary design.
Apartment in San Diego
4.97 out of 5 average rating, 145 reviews

Go Fishing and Boating from an Apartment with a Marina View

See marina views from the living room and front entry deck! Just steps to the San Diego Bay. Fully furnished kitchen: Refrigerator Gas range Dishwasher Microwave Toaster Oven and much More! Bedroom: Fully furnished with all linens Sleeps up to 2 people Living Room has a queen sized sofa bed, is light and bright with flexible seating for your comfort. Host is not onsite. Host may be reached by phone/text message during your stay. The apartment is walking distance to San Diego Bay's Shelter Island and Point Loma Marinas. Sport fishing, boat charters, a concert venue, restaurants, shops, and beauty salons are just outside the door. In addition to the local amenities that are in walking distance, this apartment is also an easy bike ride to the Embarcadero, Seaport Village, Little Italy and downtown San Diego. Quarters B is just 2.3 miles from San Diego International Airport and in close proximity to many popular San Diego attractions such as: The Gaslamp Quarter - 5.25 miles Sunset Cliffs - 2.4 miles Cabrillo National Monument/Fort Rosecrans National Cemetery - 4 miles Seaport Village -5 mil Petco Park - 7 miles San Diego Convention Center - 5 miles Balboa Park & San Diego Zoo - 6.5 miles Sea World - 4.4 miles Central to all San Diego's Universities, this makes a perfect location for families in town to visit university students. Point Loma Nazarene University -1.7 miles University of San Diego - 6 miles UCSD - 12 miles SDSU - 14 miles Quarters B is up one flight of stairs. There is no elevator. Parking for maximum of 1 car on property. Please park additional cars on the street.

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, 250 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
Bungalow in San Diego
4.97 out of 5 average rating, 420 reviews

Vintage Spanish Revival Home - Balboa Park - 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 - a 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
A well-equipped kitchen features wooden cabinets and a granite countertop, with a gas stove and refrigerator clearly visible. A small round table with two chairs is positioned in the corner, along with a microwave and other kitchen essentials on the shelves above.
Guest suite in San Diego
4.94 out of 5 average rating, 721 reviews

Private Hideaway, Shelter Island, Beach & Bay

Spotless studio apartment with all amenities. Relax on the private patio enjoying a panoramic view of Downtown and San Diego Bay, or get cozy in a love-seat by the outdoor Chiminea. The unit has a full kitchen and an outdoor BBQ. Private parking right out front. Quiet neighborhood, but close to Downtown, Beaches, SeaWorld and the World Famous San Diego Zoo. Walk to local restaurants, bars, Eppig brewery, bay side trails, grocery store, & sports fishing. No dogs due to host health issues.

Guest favourite
The view from the open French doors showcases a spacious outdoor deck with comfortable seating, framed by lush greenery. San Diego Bay, the downtown skyline, and distant mountains are visible against a clear blue sky, inviting relaxation and enjoyment of the scenic landscape.
Home in San Diego
4.89 out of 5 average rating, 182 reviews

Gorgeous Bay Views, Private Comfy Deck & Much More

Relax on your large, private deck with beautiful views of San Diego Bay, downtown skyline, Coronado, nearby mountains, and the Pacific ocean. Watch the fighter jets take off from North Island and the Navy & cruise ships. You have lovely sunrises and can watch the sunset reflected off the skyline from the same deck chair! Our home is located less than 10 minutes from the airport, Shelter Island, and VERY EASY walking distance to restaurants, shops, yoga, the bay, and FREE pickleball/tennis.

Top Guest favourite
An expansive outdoor patio is showcased, featuring a comfortable sectional sofa with soft cushions and a stylish coffee table. Bi-folding doors connect to a modern kitchen area adorned with sleek cabinetry. The distant view reveals the San Diego coastline under a clear blue sky.
Apartment in San Diego
4.94 out of 5 average rating, 231 reviews

Calm Luxury Penthouse Getaway With Panoramic Views

Welcome to the most relaxing and luxurious penthouse condo in Little Italy! Featuring 2 expansive balconies with sweeping views, my condo sleeps 4-6 comfortably and is situated right in the heart of San Diego's most desirable neighborhood, Little Italy. Enjoy an area that is rich in exquisite cuisine, boutiques, patio cafés, exciting bars and local breweries. Area amenities nearby feature the famous San Diego Zoo, beautiful Balboa Park, Waterfront Park, the Convention Center and much more!

Guest favourite
A panoramic view of the ocean is framed by palm trees, showcasing the tranquil water at sunset. The horizon is painted with soft hues of orange and purple, reflecting on the calm surface. Coastal vegetation is visible in the foreground, adding to the serene atmosphere.
Guest suite in San Diego
4.85 out of 5 average rating, 382 reviews

Oceanfront Merman Suite, 1400 ft with spa & bar

Our La Jolla 1400 ft oceanfront suite with floor to ceiling sliding doors opens to a private spa, dining table, bar area and kitchen facilities. A king bed, 85" TV and fireplace with a 260 sq. ft bathroom. Flaming sunsets and moonlight silvering the ocean are yours. Pristine tide pools are accessed from the park next door. Blocks away, Garnet nightlife is wild. Walk to Wayfarers bakery or Paradisea restaurant. Make pizza here. Watch the ospreys! No blinds yet, but no one can ever see you.

Top Guest favourite
The open-concept living space features a dining area with wooden chairs and a round table, a comfortable couch facing expansive glass doors, and views of Mission Bay. A tray with sliced fruit and drinks rests on the kitchen counter, welcoming relaxation and enjoyment.
Apartment in San Diego
4.99 out of 5 average rating, 104 reviews

Stunning Bay View Getaway

Spacious one bedroom with large deck overlooking Mission Bay. This second-floor space is all yours, with a private entrance, hot tub, and expansive view of the bay, neighboring beach communities, and even a strip of the ocean. Perfect for a romantic and luxurious getaway, even if one or both of you need to do a little remote work. Only minutes to public transportation, Sea World, beaches, and all that Mission Bay Park offers (boat rentals, biking, jet-skiing, parasailing, kayaking, etc.)

Guest favourite
Home in San Diego
4.94 out of 5 average rating, 183 reviews

Luxe Point Loma Oasis w/ Pool, Spa & Fire Pit

The vacation of your dreams awaits at the luxury 3BR Point Loma oasis. Each of the posh bedrooms has an en-suite bathroom and access to the exquisite backyard oasis-which is complete with a pool, spa, outdoor kitchen, and fire pit area. Enjoy outdoor dining by the pool or the lovely succulent gardens throughout the property. Sleeps 8. Washer/dryer, complimentary Wi-Fi, Netflix and parking are included. Hotel quality sheets and fresh duvets are also included with your stay. No parties.

Top Guest favourite
A cozy studio is highlighted by a spacious bed adorned with decorative pillows and a striped blanket. A television is mounted on the wall, and a surfboard is displayed above. A small seating area features two black chairs and a round table, accompanied by a touch of greenery.
Apartment in Coronado
4.77 out of 5 average rating, 104 reviews

Cozy Beach Studio, 5 Min Walk to Coronado Beach!

Welcome to the B Avenue Bungalows! Come kick back and enjoy the island vibes in this newly renovated studio right in Coronado Village and also just a short 5 to 10-minute walk to Coronado Beach. After your day down at the beach, stopping at the local restaurants, or taking a boat ride around San Diego bay, come back and chill out by the BBQ, go for a relaxing scooter ride, then laying your head down on our comfy memory foam topped queen bed. Looking forward to your visit!

Guest favourite
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.
Condo in San Diego
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!

Guest favourite
A spacious living area features large windows that fill the room with natural light. A plush white sofa and bright red chairs provide seating, while a round coffee table sits centrally on a red carpet. A wall-mounted TV is visible for entertainment.
Apartment in San Diego
4.88 out of 5 average rating, 1,782 reviews

At Mine | Spacious Suite in the Gaslamp Quarter

This meticulously renovated historical hotel suite, designed by Pininfarina, is located in Downtown San Diego’s vibrant Gaslamp Quarter, surrounded by restaurants and nightlife. It offers private, spacious accommodations for both business and leisure travelers, featuring a king bed, smart TV, central AC, and mini-fridge. Please note: an adjoining bar operates until midnight, and some noise is expected.

Popular amenities for Harbor Island holiday rentals

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