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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
A modern kitchen features sleek wooden cabinets and white countertops, with a central island that provides additional seating. Stainless steel appliances are present, and a wall of glass allows natural light to fill the space. Cookware hangs elegantly above the island.
Home in Hillcrest
4.95 out of 5 average rating, 363 reviews

Walk to Balboa Park and Hillcrest from an Immaculate Home

Take a stroll through the park, then unwind with a leisurely dinner under the festoon lights. Classic crown molding, hardwood floors, and pared-back tones of gray and taupe create an air of calm at this elegant haven spread out over 1500 square feet. You will find the space charming & spacious with over 1500 sq. feet. This single level property is the lower level of a historic duplex. Hardwood floors, crown molding, gas fireplace and laundry room. Street parking is usually readily available. This A+ location of Banker's Hill is NOT impacted by air plane noise. Enjoy the entire lower level duplex and use of the back yard with patio set for dining. Please note the upper tenant may also want to use this space so this area could be shared. We would love to greet you but are also fine with allowing you to access with a code on the front door. We live nearby and are happy to make suggestions for dining or things to do. Located near numerous restaurants, and Balboa Park, Hillcrest, the zoo, Downtown, Little Italy, and the Convention Center are all within 10 minutes. Be at the beach in less than 15 minutes. The bus line runs up First Ave for easy access to Downtown and Uptown. Near trolley and train station. We are within 10 minutes to the San Diego International Airport and a quick Uber ride to Downtown, Little Italy. Walk to the heart of Hillcrest, Balboa Park and the Zoo. Be at the beach in less then 15 minutes. Central location near the I-5, I-163 & I-8. Because of the hardwood floors, you will hear the footsteps above. The kitchen is well stocked if your a cook and we have an area where you can set up your laptop. wireless available and 3 smart TV's for your enjoyment. Small market less than 1 block away.

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, 99 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, 438 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 favorite
An outdoor dining area is set under a bright red umbrella, featuring a table surrounded by four chairs. A BBQ grill is visible nearby, with a spacious yard green and well-maintained, punctuated by blooming flowers and shrubs in the background.
Home in San Diego
4.97 out of 5 average rating, 242 reviews

1940's Beach Cottage with Big Yard, Parking, AC

Welcome to our petite beach retreat! Purchased in '14, we've slowly renovated it to provide a bright and stylish place to stay. A small front yard and large back yard provide multiple places to relax outdoors. The kitchen is fully outfitted for cooking and there's a BBQ grill outside. The house is located in Ocean Beach, about 10 minutes' drive to the airport and 15-20 minutes' walk to the beach, including several bars, breweries and restaurants. Bike paths connect you to Mission Bay and beyond

Guest favorite
Guest suite in La Jolla
4.95 out of 5 average rating, 133 reviews

La Jolla Oceanfront Serenity Suite

Perfectly positioned 50' from waves, in one of La Jolla's most coveted coastal enclaves, this Suite offers tide pools just feet away from 500' patio & spa, with small 234 sq. ft interior with en suite king bed inside, private & joyful. Dining table & some cooking outside but absolutely NO FOOD SCRAPS down the drains nor coffee grounds. Stony beach access from next door park, sandy beach close by, egrets & pelicans fly overhead. Espresso and microwave, frig/freezer, electric fry pan, Netflix.

Guest favorite
Home in Serra Mesa
4.98 out of 5 average rating, 112 reviews

5 Min > Convoy | King Bed | Parking | Private Yard

Experience the beauty of San Diego at prime location, and inviting home 5 min → All freeways 9 mins → Balboa Park 13 mins → Petco Park / Gaslamp Quarter 14 mins → Airport 15 mins → La Jolla Shores Park 16 mins → USS Midway Museum 18 mins → Beach / Coronado 25 mins → Lagoon Trails ⭐️ "One of the best stays in SD" ⭐️ • Extreme Privacy & Fully Fenced • 2 Vehicles Private Parking • Large Patio + BBQ • Stocked Kitchen • Washer + Dryer Add to your wishlist - click ❤️ in the upper-right corner

Top guest favorite
Home in San Diego
4.94 out of 5 average rating, 193 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 favorite
Guest suite in San Diego
4.9 out of 5 average rating, 106 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
An airy living area features a light-colored sofa positioned against a wall adorned with abstract art. A small dining table with two chairs occupies a corner, while recessed lighting illuminates the space. The flooring showcases a neutral tone, enhancing the overall openness.
Home in San Diego
4.98 out of 5 average rating, 173 reviews

Cozy 2 Bedroom Point Loma Beach Cottage Near Bay

*Point Loma*2 BR/1BA***Beachy Cottage*Great Backyard**2023 Freshly Remodeled* 751 Sq. Ft.**Single Story Living*Side By Side Parking For 2 Cars* Brand New Appliances* Refrigerator* Gas Stove Top Oven w 4 Burners*Microwave*Dishwasher*Stacked Washer Dryers***Mini Split AC/ Heating *Outdoor BBQ* Starbucks*Ralphs 2 Blocks***SD Bay*Shelter Island 10 to 15 Min Walk** Downtown***Airport**Balboa Park ***Zoo*Sea World*Petco Park 10 -15 Minutes Without Having To Get On A Freeway*

Guest favorite
The living room features a comfortable sofa and inviting chairs arranged around a low coffee table. A large TV is positioned against a white wall, complementing the artistic decor. Natural light enters through the windows, creating a welcoming ambiance in the cozy space.
Cottage in Ocean Beach
4.94 out of 5 average rating, 447 reviews

Fabulous Cottage at the Beach

Newly remodeled 1940's cottage just 50 steps to the sand with fabulous beach and ocean views. Enjoy the ocean breeze from your front porch and watch people walk by. Go sunbathing and swimming, take a bike ride or a stroll on the beach, have a glass of wine and witness the most beautiful sunsets. We are located in a quiet residential neighborhood of Ocean Beach. This bright and cozy cottage has everything you'll need to feel at home.

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, 121 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!

Guest favorite
A private hot tub is positioned on the outdoor terrace, with a panoramic view of the city at dusk. Soft lighting from the surrounding area creates a relaxing atmosphere, while patio furniture and an umbrella are visible nearby. Large sliding doors provide access to the indoor living space.
Home in Mission Hills
4.97 out of 5 average rating, 139 reviews

The California

Welcome to your dream vacation home in the heart of San Diego, perched high atop the hills of Mission Hills on California St! This beautifully remodeled home has breathtaking panoramic views of downtown San Diego, the sparkling bay, the airport, Point Loma, and even South Coronado Island off the coast of Baja on clear days. Come experience the best of San Diego from the comfort of your own private abode! 🌅

Popular amenities for Harbor Island vacation rentals

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