Holiday rentals in Harbor Island

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!

1stResorts.com AMAZING WATER VIEW PENTHOUSE HOTTUB

GORGEOUS NEW BREATHTAKING WATER VIEW VILLA! Great for quiet EXECUTIVES FOR LONGER TERM STAYS, COUPLES, FAMILIES, FRIENDS & INDIVIDUALS! Beautiful sparkling water of San Diego Bay to Pacific Ocean from ENTIRE IMMACULATE EXCLUSIVE PENTHOUSE! DESIGNER DECOR/PRIVATE Hot tub/very own Oasis! No need to venture out, everything you need/want on property! All comforts of home & more w/5 star LUXURY RESORT experience! PRIVATE DECK BarBQ & FirePit! Close to everything/BEST AREA/DEEP DISCOUNTS LOWEST RATES!

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.

At Mine | Gaslamp suite in San Diego

This unit is a meticulously renovated historical hotel suite, designed by the renowned Italian firm Pininfarina, located in Downtown San Diego. Nestled in the vibrant Gaslamp Quarter, you'll find yourself in the midst of nightlife with an array of restaurants and bars in close proximity. The suite provides private and spacious accommodations catering to both vacationers and business travelers. Its features include a comfortable king-sized bed, a smart TV, central AC, and a mini-fridge

GROVE CASITA/ Amiable Room, Private Enrty, Bath

Quaint Guest Space - 2 easy, fast access ways to Freeway - Keypad entry - Parking - AIR CONDITIONING, - Wired internet, Wi-Fi - Laundry - 10 to 15 minutes to downtown San Diego, the Convention Center, Little Italy, and 32nd Naval Base, San Diego Zoo/ Balboa Park, Coronado Island beach - 15 to 20 minutes to Sea World, Tijuana Mexico, La Jolla, Imperial Beach, Ocean Beach - 1.6 miles to Trolley - 0.6 miles to bus Bus lines - Close to Grocery Stores , fast food, and restaurants

NEW DT San Diego Stay Queen Bed, Pool & Sauna

Unwind in this modern and sophisticated one-bedroom located in the heart of downtown San Diego. Featuring a plush queen bed, a fully equipped kitchen, and stylish furnishings, this space is perfect for both business travelers and vacationers. Enjoy exclusive access to on-site amenities, including a pool and a relaxing sauna. Step outside and find yourself just moments from the Gaslamp Quarter, top restaurants, nightlife, shopping, and the city’s best attractions.

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.

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.

On The Beach Casita - Bay front access

On The Beach Casita This beautifully modernized Spanish 1-bedroom, 1-bath, 1000 sq. ft. 1-story casita, with private front row bay access - combined with city and harbor views - is a great place to call “home” for your seaside vacation in San Diego. This home can also be rented with a 2-bedroom, 1.5-bath home that is right next to it. Please see "On The Beach Clubhouse" if you are interested in renting both homes.

Sweet Private Suite near the Beach

Beautiful private guest suite less than a mile from San Diego’s beautiful Ocean Beach. Perfect for business, travel or a new remote work location! Minutes away from great surf, restaurants and bars or a quick hop to the freeway for easy access to downtown, La Jolla or other parts of San Diego. Close proximity to the airport - minutes away by car via highway or side street.