Vacation rentals in Harbor Island

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Top-rated vacation rentals in Harbor Island

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

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Top guest favorite
An open floor plan connects the living area to the kitchen, with a dining table set for four. A large window allows natural light to illuminate the space, while a modern TV is mounted on the wall. Comfortable seating is arranged nearby.
Home in San Diego
4.94 out of 5 average rating, 102 reviews

1stResorts.com WATERVIEW FAMILY VILLA HOT TUB YARD

Brand New FAMILY Villa: Full kitchen, Private back deck off living space & Private yard! Private Hot tub/fire pit & outdoor furniture! Near Sea World, the Zoo, other great activities for children & great restaurants! Near Little Italy, Balboa Park, Liberty Station, Seaport Village! 2 bedrooms w/king beds, 1 full bathroom w/shower & double sinks. Powder room, free private washer/dryer. Private Barbecue grill. Beach towels, queen pullout sofa bed. Back deck connected to living area & private yard!

Top guest favorite
A sunlit living area features two comfortable armchairs facing a glass coffee table with books and magazines. Large windows are adorned with light curtains, and a decorative lamp adds warmth. A dining table with chairs is positioned nearby, creating a cozy gathering space.
Bungalow in Hillcrest
4.97 out of 5 average rating, 450 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.

Top guest favorite
Home in San Diego
4.99 out of 5 average rating, 155 reviews

Bayview Paradise

Known as the Huguette House, this luxury private single-family two bedrooms two bathrooms home in La Playa the heart of Point Loma, San Diego offers 180-degree panoramic views of the world-famous San Diego Bay and Downtown Skyline. views of the San Diego bay, marina, and Coronado Island during the day and spectacular views of the Downtown San Diego skyline at night, fully equipped kitchen, and laundry room, 2 bedroom suites with queen beds .2 luxury bathrooms, HDTV, computer desk and WFI

Top guest favorite
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
4.9 out of 5 average rating, 194 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 favorite
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 Little Italy
4.94 out of 5 average rating, 257 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!

Top guest favorite
An outdoor patio area showcases a modern gas fire pit with flames reflecting off the smooth surface. A spacious bed is visible through large glass doors, framed by stylish curtains. The warm tones of the interior including a wooden accent wall create a cozy atmosphere.
Home in Mission Hills
4.97 out of 5 average rating, 289 reviews

Ventana Vista | Ocean View | EV Charger | Designer

@ventanacollection This cliff-side Mission Hills home is a light filled and custom designed to elevate your future vacation rental expectations. Highlights: - Ocean views from every room - Outdoor patio w/propane firepit and Grill - Modern fully stocked open kitchen with high-end Thermador appliances - Theatre Quality 75" TV and speakers in the plush living room - Premium work from home sit/stand desk, monitor, computer, webcam, speaker set up - Helix and Sleep Night memory foam mattresses

Top guest favorite
A spacious living area features a large sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A vibrant wall art piece with colorful surfboards is displayed above the couch, while natural light fills the room through expansive windows.
Guesthouse in Mission Hills
4.97 out of 5 average rating, 300 reviews

Beautiful Historic Home and Gardens Near Downtown!

Location, Location, Location...Welcome to Union Street Gardens. We are dedicated to providing a peaceful, serene atmosphere in which our guests can relax after a long day of exploring beautiful, sunny San Diego. This unique historic craftsman bungalow is just minutes from downtown, Balboa Park, the Zoo, beaches, and includes a Chef's kitchen, outdoor deck, gardens, fire pit and spa! Perfect for a family of 4 or two couples. Sorry no parties or large groups and no external guests please.

Guest favorite
A modern coastal retreat is illuminated by the evening sky, showcasing an inviting pool surrounded by a spacious patio. Large windows reflect warm interior lighting, revealing a comfortable dining area beyond.
Home in San Diego
4.95 out of 5 average rating, 65 reviews

Central Lux Pool Estate •Views•Fireworks•Sleeps 14

Escape to our modern luxury estate designed for unforgettable group getaways. This smart home has a 5-bedroom retreat sleeps 14 and features a private pool, expansive views with folding glass walls, and front-row fireworks from the terrace (Sea-World). Floor-to-ceiling glass, designer interiors, and seamless indoor-outdoor living create the perfect setting for family gatherings, celebrations, and elevated coastal stays just minutes from San Diego’s best beaches and attractions.

Top guest favorite
Guest suite in San Diego
4.9 out of 5 average rating, 110 reviews

Upgraded Pt Loma Panoramic Views - 1 Bedroom Suite

Brand new full kitchen installed November 2025. Enjoy your home away from home and beautiful Pt Loma. With an expansive view of the gorgeous San Diego Bay & Shelter Island you can enjoy a comfortable space with luxury amenities. A spacious oasis to escape the hustle and bustle of the city, but close enough for a night out on the town. If you’d rather stay in and enjoy the views, relax on the patio, soak in the hot tub, or have a drink by the fire pit with your fur baby.

Superhost
A spacious living area is highlighted by vaulted ceilings and floor-to-ceiling windows offering expansive city views. Modern seating includes a light grey sofa, orange armchairs, and a round white coffee table. The open kitchen is visible in the background, featuring bar seating and contemporary finishes.
Home in Mission Hills
4.9 out of 5 average rating, 172 reviews

Heated Pool|Jacuzzi|King Bed|City Views|Chic Decor

⚜ Stunning wrap-around balcony with panoramic city views ⚜ Heated pool with jacuzzi ($125/day to heat — request in advance) ⚜ 2,500 sq-ft of interior space with vaulted ceilings & open floor plan ⚜ Chic modern décor throughout ⚜ Two fully stocked kitchens ⚜ 4 king beds, 1 sofa bed & 1 couch ⚜ Poolside sun loungers & outdoor lounge areas ⚜ Complimentary washer & dryer ⚜ Attached studio suite with private access (included) ⚜ Located in Historic Mission Hills, San Diego

Top guest favorite
Home in Mission Hills
4.93 out of 5 average rating, 122 reviews

Luxury 7 BR Mission Hills Home with a View

Incredible 7 BR and 4.5 bath home with amazing views of downtown San Diego. Two story wrap around deck complete with two full kitchens. Complete remodel with stylish upgrades. Great open spaces and indoor / outdoor living with wrap around two story deck. On a quiet culdesac with 3 dedicated parking spaces whether you wish to enjoy a family getaway or executive retreat you will love the central location with the peaceful and tranquil views

Top guest favorite
Home in San Diego
5.0 out of 5 average rating, 306 reviews

New Luxury 3BR/3.5BA Point Loma Coastal One Story

*3BR 3.5BA*1,600 Sq Ft Single Story Living*Indoor Outdoor Living & Entertaining ** Three En Suite Bathrooms***3 Blocks To SD Bay***2 Sets Of W/D***6 TVS***High Speed Fiber Internet***Forced Air HVAC***Heated Outdoor Entertaining Area w BBQ***2 Assigned Parking Spots**EV Charger****10 Ft Ceilings**Italian Marble Counter Tops**8' Solid Core Mahogany Doors**Italian Porcelain Floors**Vaulted Ceilings**Kohler Black Hardware*Village Living***

Popular amenities for Harbor Island vacation rentals