Vacation rentals in Harbor Island

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Harbor Island

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

1 of 1 pages1 / 1
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
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
The kitchen features modern appliances, including a stainless steel refrigerator and gas stove. White cabinetry and a marble countertop enhance the sleek design. Ample storage options are visible, complemented by natural light entering through a window. A coffee maker and utensils are neatly arranged.
Home in San Diego
4.98 out of 5 average rating, 133 reviews

Dune’s Desert Oasis

Enjoy access to everything in San Diego from this centrally located home. Located in the midway district only four blocks from Sports Arena. This brand new unit is equipped with everything you need and more. It has a fully equipped kitchen with tons of storage, large living area, large bedroom, super fast Wi-Fi, filtered shower, backlit vanity mirror, full-size washer and dryer in closet, dimmable lighting throughout, cozy bedding, thick towels, parking, and tons of natural light.

Top guest favorite
An inviting outdoor area features a modern infinity pool, surrounded by lush greenery. Comfortable seating in blue upholstery invites relaxation, while sun loungers provide additional spaces for sunbathing. The serene atmosphere is enhanced by the tranquility of nature in the background.
Home in Hillcrest
4.92 out of 5 average rating, 183 reviews

Pool Oasis in Central Hillcrest by Park/Zoo

The enormous infinite edge pool floats above the jungle floor. Perched on a private canyon, this modern house is conveniently located in the heart of Hillcrest, walking distance to restaurants, bars, Balboa Park, the San Diego Zoo. Private paradise in walking neighborhood! Multiple private work spaces with treetop views. Cinema room with surround sound! NOTE: Not suitable for young children (heights, noise restrictions, breakables). NO PETS! NO PARTIES! (STRICT!). TOT# 641946.

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.

Top guest favorite
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 Bankers Hill - Park West
4.98 out of 5 average rating, 219 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!

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***

Top guest favorite
A modern home entrance is framed by vibrant landscaping, featuring colorful flowers and lush greenery. The clean lines of the architecture are highlighted by a contemporary front door design and a driveway leading up to the house.
Home in Ocean Beach
4.99 out of 5 average rating, 104 reviews

Oceanview Luxury Home| 5 Bedrooms| Walk to Beach

Nestled atop a hill in Point Loma Heights, 4 blocks from historic Ocean Beach, SunsetDecks offers panoramic views of the Pacific from every room & jaw dropping views from each of the 3 decks which provide another 1900 sq. ft. of outside dining & entertaining space. You get the best of both worlds-the relaxing feel of coastal neighborhood living, while the beach, restaurants, breweries, and shopping are 3 blocks away.

Top guest favorite
A modern, two-story beach house is displayed, featuring a light-colored exterior and a welcoming front porch. Two white chairs sit on a small patio, surrounded by landscaped gardens with green shrubs and flowering plants. The blue front door adds a vibrant touch.
Home in Ocean Beach
4.98 out of 5 average rating, 130 reviews

Bright & Modern OB Getaway

This newly built, 2 bedroom/2 bath, is the bright & airy, modern & stylish beach getaway you've been looking for! You'll be located 2 blocks from the beach, and are walking distance to a variety of different restaurants, coffee shops, yoga studios, and nightlife options. The rooftop deck provides an amazing panoramic view for catching sunsets, and even the Sea World fireworks show. Bikes and beach gear ready for use!

Popular amenities for Harbor Island vacation rentals