Vacation rentals in Harbor Island

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.

5 out of 5 average rating, 213 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!

4.86 out of 5 average rating, 762 reviews

A spacious living area is presented with a light grey sofa adorned with decorative cushions. A wood coffee table sits in front, accompanied by a cozy area rug. An open kitchen area is visible in the background, featuring a mix of cabinetry and colorful backsplash tiles.

Loft in San Diego

Sunny, Open 2 Story Apt Downtown w/ Parking

Our Spacious 2 Story, Beautifully Decorated Apt is the Perfect Home Away From Home for Families, Couples, Digital Nomad, or Solo Traveler Looking for a Comfortable & Convenient Place to Stay. Located in One of the Most Vibrant Neighborhoods in SD Little Italy is Known For its Restaurants, Cafes, & Local Shops. So Many Attractions! the Waterfront Park, CRSSD Festival, USS Midway Museum., Balboa Park, Petco Park, The Convention Center, Running/Bike Paths, The County Building. 1 Free Parking Spot

A metal fence marked with 'OCEAN BEACH' stands against a sunset backdrop, where the sun is dipping below the horizon. The ocean waves gently lap at the shore, and a bird can be seen soaring in the sky.

4.93 out of 5 average rating, 398 reviews

Cozy Ocean Beach Casita

*Remodeled January 2025! This cozy, clean casita is 4 blocks to the beach, pier, surfing, restaurants, bars, shopping, and Sunset Cliffs. You’ll love it for its walkability to everything you need. The casita is 120 square feet, a very small space (small studio with everything in one room including the bathroom), for single occupancy only, but with everything needed to enjoy a San Diego getaway. It is great for solo travelers who want to be near the heart of Ocean Beach, San Diego, California.

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.

4.94 out of 5 average rating, 681 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.

A charming cottage is set within a lush garden, featuring a variety of tropical plants and vibrant flowers. The pathway leads to the entrance, framed by palm and cacti, inviting guests to explore the serene outdoor space.

4.98 out of 5 average rating, 796 reviews

MIKE'S PLACE - A PRIVATE COTTAGE

The cottage features full amenities that include: Tempurpedic™ queen-size bed. Wi-Fi . Cable HDTV, air conditioning, refrigerator, microwave, wet bar, coffee maker, toaster, and iron. Window seat for sitting, reading or lounging. Private entrance and patio connecting to a courtyard and Japanese garden. Spacious bathroom with 12 foot high tiled shower. French doors open to a private sitting area. If the days are booked in the cottage we might have an opening at, Mikes House and Garden.

Vacation home in San Diego

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.

4.93 out of 5 average rating, 182 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.

A spacious bedroom is showcased with a large bed adorned in white bedding, complemented by an orange decorative pillow. Two bedside tables hold lamps, and natural light floods in through multiple windows, illuminating the neutral-toned walls and soft carpet.

4.9 out of 5 average rating, 615 reviews

Guest Suite with Balcony, Views, and Close to Ocean

This quiet beautiful studio-style space is bright and welcoming. It features a soaker tub, walk-in shower, a comfortable king bed and balcony with bay views. Located in Point Loma, it is less than a mile from the beach and within 15-20 minutes of the most visited San Diego attractions. Rental is above our home. No smoking, parties or loud music. Please note the kitchenette only has a mini fridge, microwave, toaster, and coffee maker. No washer and dryer on sight. Above flight path.

Superhost

A light-filled living area features a spacious beige sectional couch, complemented by a wooden coffee table with decorative accents. A ladder-style shelf and potted plant add a touch of greenery, while doorways lead to other rooms, enhancing the homey atmosphere.

4.9 out of 5 average rating, 174 reviews

Adorable place in Point Loma

You will be close to everything when you stay at this centrally-located place. The place is recently renovated with brand new appliances, countertops, and kitchen cabinets. The space is light and airy with private entrance and small fenced in side yard perfect for pets. Bedroom has a queen sized bed and futon. There are 2 queen size mattresses and a queen air mattress and pack n play as well. **Must be comfortable with stairs, there are two sets of stairs when accessing unit

The room includes a cozy seating area with a patterned sofa and a coffee table. A spacious bed is positioned against a wall adorned with art, complemented by a ceiling fan above. A work desk and storage cabinet are also present, offering functionality in the space.

4.89 out of 5 average rating, 47 reviews

Walk to Bay|Steps to Grocery, Transit, Restaurants

Keep it simple at this peaceful and centrally-located place. Full kitchen and a half block from a Ralph’s grocery store. Save tons of money by doing your own cooking! Residential area with easy parking. There is a bus stop at the grocery store as well for those who are traveling car-free. If you are looking for spacious, this is not your place. But, if you are looking for something adorable, sparking clean, efficient, and private, you found the perfect place!

4.98 out of 5 average rating, 146 reviews

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

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.

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.

4.92 out of 5 average rating, 441 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.