Vacation rentals in Harbor Island

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Top-rated vacation rentals in Harbor Island

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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, 219 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 favourite
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, 370 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 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, 687 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 sleeping area features a spacious bed dressed in muted bedding and accented by decorative pillows. Two bedside tables with lamps provide soft lighting. An armchair with a throw blanket is positioned nearby, accompanied by artworks on the wall that complement the exposed brick backdrop.
Apartment in San Diego
4.91 out of 5 average rating, 197 reviews

State & Fir (Little Italy Loft, Free Parking)

Minimal Downtown Bi Level Loft In The Heart Little Italy. Experience What It's Like to Live In One Of The Most Popular Neighborhoods In San Diego For A Few Days. Exposed Brick, High Ceilings, Beautiful Art & Open Floor Plan. Walking Distance To Everything That The Neighborhood Has To Offer. Close To The Convention Center! Loads Of Amazing Restaurants, Cafes, Bars, Farmers Markets, 5 Min Walk To Trolley, Waterfront Park, Concerts. 1 Free On Site Parking Spot, Free Laundry. Live Like a Local!

Top guest favourite
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, 189 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.

Guest favourite
The exterior showcases a modern home adjacent to a serene pool, featuring a waterfall feature. Sun loungers and chairs are positioned around the pool area, with landscaped gardens providing a backdrop of greenery and colorful succulents.
Home in San Diego
4.93 out of 5 average rating, 168 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.

Guest favourite
A charming two-story casita is shown surrounded by lush greenery and palm trees. A large outdoor deck is visible, featuring an umbrella and comfortable seating. The terracotta roof complements the white exterior, while the inviting balcony windows provide a welcoming touch.
Guesthouse in San Diego
4.94 out of 5 average rating, 126 reviews

Charming Casita with City and Bay Views

This Private Casita is ideal for those wishing to be close to everything when visiting San Diego. From the outdoor deck enjoy expansive views reaching the tip of Point Loma and bay, to the Downtown skyline. Views of the City continue as you relax inside the living area watching your favorite shows, in a serene and comfortable setting. We are located within 4 miles of many great places to visit, including beautiful beaches, restaurants, Sea World, and the famous San Diego Zoo.

Top guest favourite
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, 154 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 favourite
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, 448 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.

Superhost
A spacious studio is illuminated by natural light, featuring a fold-out couch and a Cal King bed adorned with soft linens. A wooden coffee table sits centrally, complementing the neutral color scheme and wood-like flooring. Air conditioning unit and sliding door to the private patio are visible.
Guesthouse in San Diego
4.85 out of 5 average rating, 202 reviews

Coast Escape: Walk to Beach, Eats&Docks|2M Airport

Simple studio w/ private entry. Here's what is walkable: Ralphs (~2–3 min) – grocery store Better Buzz (~5 min) – coffee shop H & M Landing (~10 min) – sportfishing, watersport rentals Kellogg Beach (~15 min) – beach on San Diego Bay Sunset Cliffs (~25–30 min) –ocean cliff walks; sunset views OTHER ATTRACTIONS: 1.5 MI to airport, 4 MI to Convention Center, 2.5 MI to Sea World, 4.5 MI to Zoo, 4 MI to Gaslamp Quarter, 2 MI to Pt. Loma Naval base

Top guest favourite
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 San Diego
4.94 out of 5 average rating, 401 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 favourite
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, 752 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.

Popular amenities for Harbor Island vacation rentals

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