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.

%{current} / %{total}1 / 1
Top guest favorite
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, 221 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!

Guest favorite
The modern kitchen features sleek stainless steel appliances, white cabinetry, and a spacious countertop. Four high-backed wooden bar stools are positioned around the counter, providing seating for guests. Large windows allow natural light to fill the space while offering views of the surrounding greenery.
Guest suite in San Diego
4.9 out of 5 average rating, 371 reviews

Romantic Getaway With Endless Pacific Ocean Views!

Bright and breezy 1 bd/ 1 ba casita with outdoor balcony. The perfect place for a romantic getaway. Home is 5-10 mins to many attractions including Sea World, SD Zoo, Petco Park Ocean Beach, Pacific Beach, Liberty Station and the airport. World class shopping at Fashion Valley Mall, take a fishing trip from Shelter Island, or go surfing at the famous Ocean Beach! We also strive to always use 100% Vegan and Cruelty - Free soaps and other products in our houses and we're 100% solar! *NO PARTIES

Guest favorite
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, 690 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.

Top guest favorite
A bright studio is showcased with a spacious bed and a cozy seating area featuring a blue couch. Large windows framed by yellow curtains allow natural light to fill the room. Colorful artwork adorns the walls, adding to the inviting décor.
Vacation home in San Diego
4.93 out of 5 average rating, 190 reviews

Bright Studio in Ocean Beach | Short Walk to Beach

Enjoy this newly remodeled stylish studio in the heart of Ocean Beach. Light and bright with a refreshing ocean breeze from its large central window. It’s just over a half a mile to Dog Beach and a quick ride to Sunset Cliffs, with some of the best surfing and beaches in San Diego. This studio has its own private entrance, full bathroom with shower, and kitchenette. In addition, the studio includes a standing desk with a large second monitor to accommodate your remote working needs.

Top guest favorite
The exterior of the single-story home showcases a simple white facade with large windows and a welcoming entrance. Soft lighting illuminates the porch area, while neatly trimmed greenery lines the property. A paved driveway with easy access leads to the main entrance.
Home in San Diego
5 out of 5 average rating, 242 reviews

2022 Brand New ! Single Story Coastal Farmhouse.

*2022*3BR 3.5BA*1,600 Sq Ft Single Story Living*Indoor Out Door Living & Entertaining ** Privacy To 2 Distinct Bedrooms With 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 kitchen area features sleek cabinetry and stainless-steel appliances. A spacious island with bar seating provides ample space for dining. Large windows allow natural light to fill the room, with greenery visible beyond the sliding glass doors.
Loft in San Diego
4.98 out of 5 average rating, 157 reviews

Waterfront Loft | 1BR | Little Italy | Downtown

The local neighborhood is highly walk-able and perched along the San Diego Bay in Little Italy. Little Italy is the most vibrant neighborhood in downtown San Diego with a main street that abounds with restaurants, boutiques, craft beer, and wine bars all at your doorstep. This is a very urban location which brings a lot of urban noise. The unit sits adjacent the train and trolley line in the urban core. No parking provided, Ideal for guests without a car.

Top guest favorite
A serene garden courtyard is depicted, featuring two wooden chairs adorned with floral cushions. A small table sits between the chairs on a grassy area, surrounded by lush greenery and climbing vines, creating a peaceful outdoor setting.
Guesthouse in San Diego
4.92 out of 5 average rating, 450 reviews

La Casita - Fully Updated Casita in Mission Hills

This well designed, fully updated detached studio casita is located in one of the most sought after neighborhoods in San Diego - Mission Hills. Surrounded by a serene garden courtyard with private entry and quiet patio. Close to great dining, grocery stores and shopping, and a mere 10 minutes or less to most of San Diego’s main attractions. If you are coming by car, there is plenty of free street parking - otherwise Ubers are plentiful and reasonably priced.

Top guest favorite
A panoramic view showcases the San Diego skyline against a clear blue sky. The waterfront is visible, along with buildings and palm trees dotting the landscape. A lone bird soars above, adding to the serene atmosphere.
Home in San Diego
5 out of 5 average rating, 53 reviews

Spectacular Views | Amazing Escape Point Loma

Unforgettable escape with breathtaking scenery from an endless terrace and delightful accommodation. The One & Only in San Diego. Unique one-bedroom home offers panoramic views with top notch comfort. Thoughtfully equipped with everything you could think and more. Perfect nest for honeymoon, work or travel jorney! Location is a cherry on the top. Steps to SeaWorld, Airport, Mission Beach, Downtown, Ocean Beach, Liberty Station and ALL other attractions.

Top guest favorite
A spacious bedroom features a light blue bedding set on a large bed, complemented by decorative pillows. Natural light filters through the window with bamboo shades, while a mirror reflects the room's bright, neutral tones. A bedside table and lamp add functionality.
Guest suite in San Diego
4.96 out of 5 average rating, 165 reviews

Sunset Cliffs Hideaway

Kick back and relax in this peaceful, stylish space. Spacious Bedroom in private residence with private entrance, easy parking, located 1.5 blocks from beautiful Sunset Cliffs. Less than 15 min drive to all of the best San Diego has to offer. Walking distance to Ocean Beach (~1 mi), a funky beach town with its own casual style. Room is "hotel style" with private entrance, small patio, bed, bath, fridge and microwave; no access to main house.

Top guest favorite
Home in San Diego
5 out of 5 average rating, 25 reviews

Garden Retreat in North Park.

Nestled behind a vine-covered gate in the North Park area, this serene 1BR/1BA home is the perfect retreat. Enjoy hardwood floors, a spacious eat-in kitchen, and a cozy front porch overlooking a rose-filled garden. Located on a quiet street just minutes from dining, shopping, and Balboa Park. Includes secure off-street parking and EV charging. Ideal for solo travelers or couples seeking charm, privacy, and convenience in the heart of San Diego.

Top guest favorite
A sunset is captured over the ocean, with shades of orange, pink, and yellow in the sky. Silhouettes of palm trees frame the scene, while the distant pier is visible along the coastline. The tranquil atmosphere reflects a peaceful end to the day.
Guest suite in San Diego
4.95 out of 5 average rating, 754 reviews

Place to Stay with Private Entrance near Beach

The room has a private entrance. It's ideally located in a residential area of Ocean Beach. 5 blocks to the beach, OB pier, and 2 blocks to village life, shops & restaurants. It has a queen bed, a small private bathroom with a shower, a fridge, TV, Wifi, microwave, etc. Guests will love the location and privacy! Beach chairs, towels, umbrellas, etc. are available for your enjoyment. Enjoy the great ocean view from the backyard.

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 San Diego
5 out of 5 average rating, 68 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

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