
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.

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!

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

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.

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.

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***

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.

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.

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.

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.

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.

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.

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
Other great vacation rentals in Harbor Island

Sunset Cliffs Ocean View-Queen

Private bed & bath near beach, airport & downtown

Welcome To Your SD Home!

Private master suite with dedicated entry

Sailing-themed private bedroom is perfect retreat!

Central and Cozy room with a private bathroom

Big Bay Views, San Diego Bay

Welcoming stay with thoughtful touches
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