Vacation rentals in Harbor Island

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Top-rated vacation rentals in Harbor Island

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Top guest favorite
A bright living room features a gray sofa and a chaise lounge with floral accents. A round table with two stools is situated near a window. Soft natural light illuminates the space, highlighting the neutral tones and contemporary design.
Apartment in San Diego
4.97 out of 5 average rating, 156 reviews

Go Fishing and Boating from an Apartment with a Marina View

See marina views from the living room and front entry deck! Just steps to the San Diego Bay. Fully furnished kitchen: Refrigerator Gas range Dishwasher Microwave Toaster Oven and much More! Bedroom: Fully furnished with all linens Sleeps up to 2 people Living Room has a queen sized sofa bed, is light and bright with flexible seating for your comfort. Host is not onsite. Host may be reached by phone/text message during your stay. The apartment is walking distance to San Diego Bay's Shelter Island and Point Loma Marinas. Sport fishing, boat charters, a concert venue, restaurants, shops, and beauty salons are just outside the door. In addition to the local amenities that are in walking distance, this apartment is also an easy bike ride to the Embarcadero, Seaport Village, Little Italy and downtown San Diego. Quarters B is just 2.3 miles from San Diego International Airport and in close proximity to many popular San Diego attractions such as: The Gaslamp Quarter - 5.25 miles Sunset Cliffs - 2.4 miles Cabrillo National Monument/Fort Rosecrans National Cemetery - 4 miles Seaport Village -5 mil Petco Park - 7 miles San Diego Convention Center - 5 miles Balboa Park & San Diego Zoo - 6.5 miles Sea World - 4.4 miles Central to all San Diego's Universities, this makes a perfect location for families in town to visit university students. Point Loma Nazarene University -1.7 miles University of San Diego - 6 miles UCSD - 12 miles SDSU - 14 miles Quarters B is up one flight of stairs. There is no elevator. Parking for maximum of 1 car on property. Please park additional cars on the street.

Top guest favorite
An open floor plan connects the living area to the kitchen, with a dining table set for four. A large window allows natural light to illuminate the space, while a modern TV is mounted on the wall. Comfortable seating is arranged nearby.
Home in San Diego
4.94 out of 5 average rating, 102 reviews

1stResorts.com WATERVIEW FAMILY VILLA HOT TUB YARD

Brand New FAMILY Villa: Full kitchen, Private back deck off living space & Private yard! Private Hot tub/fire pit & outdoor furniture! Near Sea World, the Zoo, other great activities for children & great restaurants! Near Little Italy, Balboa Park, Liberty Station, Seaport Village! 2 bedrooms w/king beds, 1 full bathroom w/shower & double sinks. Powder room, free private washer/dryer. Private Barbecue grill. Beach towels, queen pullout sofa bed. Back deck connected to living area & private yard!

Top guest favorite
The exterior of a modern cottage is displayed, showcasing a welcoming entrance with a white railing and a spacious front porch. The porch is furnished with wooden chairs and surrounded by neatly landscaped greenery and flower beds.
Home in Ocean Beach
4.98 out of 5 average rating, 135 reviews

New! Stunning Retreat Steps from Sunset Cliffs

Experience the epitome of relaxation & luxury at our splendid seaside retreat, The Carter Cottage in beautiful San Diego. Indulge in the finer things as you step into our immaculate, brand new home, meticulously crafted with a keen eye for detail. Sip coffee on our sunset deck looking towards the pacific and wind down in the evening around the natural gas fire pit. Our Cottage is equipped with luxury bedding, chefs kitchen and plenty of indoor and outdoor living spaces, you won't want to leave!

Top guest favorite
The view from the open French doors showcases a spacious outdoor deck with comfortable seating, framed by lush greenery. San Diego Bay, the downtown skyline, and distant mountains are visible against a clear blue sky, inviting relaxation and enjoyment of the scenic landscape.
Home in San Diego
4.9 out of 5 average rating, 192 reviews

Gorgeous Bay Views, Private Comfy Deck & Much More

Relax on your large, private deck with beautiful views of San Diego Bay, downtown skyline, Coronado, nearby mountains, and the Pacific ocean. Watch the fighter jets take off from North Island and the Navy & cruise ships. You have lovely sunrises and can watch the sunset reflected off the skyline from the same deck chair! Our home is located less than 10 minutes from the airport, Shelter Island, and VERY EASY walking distance to restaurants, shops, yoga, the bay, and FREE pickleball/tennis.

Top guest favorite
A spacious living area features a large sectional sofa adorned with decorative pillows, complemented by a wooden coffee table. A vibrant wall art piece with colorful surfboards is displayed above the couch, while natural light fills the room through expansive windows.
Guesthouse in Mission Hills
4.97 out of 5 average rating, 299 reviews

Beautiful Historic Home and Gardens Near Downtown!

Location, Location, Location...Welcome to Union Street Gardens. We are dedicated to providing a peaceful, serene atmosphere in which our guests can relax after a long day of exploring beautiful, sunny San Diego. This unique historic craftsman bungalow is just minutes from downtown, Balboa Park, the Zoo, beaches, and includes a Chef's kitchen, outdoor deck, gardens, fire pit and spa! Perfect for a family of 4 or two couples. Sorry no parties or large groups and no external guests please.

Top guest favorite
An inviting outdoor area features a modern infinity pool, surrounded by lush greenery. Comfortable seating in blue upholstery invites relaxation, while sun loungers provide additional spaces for sunbathing. The serene atmosphere is enhanced by the tranquility of nature in the background.
Home in Hillcrest
4.92 out of 5 average rating, 182 reviews

Pool Oasis in Central Hillcrest by Park/Zoo

The enormous infinite edge pool floats above the jungle floor. Perched on a private canyon, this modern house is conveniently located in the heart of Hillcrest, walking distance to restaurants, bars, Balboa Park, the San Diego Zoo. Private paradise in walking neighborhood! Multiple private work spaces with treetop views. Cinema room with surround sound! NOTE: Not suitable for young children (heights, noise restrictions, breakables). NO PETS! NO PARTIES! (STRICT!). TOT# 641946.

Top guest favorite
Home in Bankers Hill - Park West
4.98 out of 5 average rating, 131 reviews

The Island View Penthouse

⸻ Welcome to our sophisticated three-bedroom, three-bath retreat in historic Bankers Hill. Enjoy sweeping views, a full modern kitchen, and spacious living areas perfect for relaxing or entertaining. Located just minutes from Balboa Park, downtown, and San Diego’s best dining, this home blends comfort, convenience, and classic neighborhood charm. All rooms feature luxury beds from Davenport Collection. We require minimum 2-night minimum per City code, and a $299 cleaning fee.

Top guest favorite
Guest suite in San Diego
4.9 out of 5 average rating, 110 reviews

Upgraded Pt Loma Panoramic Views - 1 Bedroom Suite

Brand new full kitchen installed November 2025. Enjoy your home away from home and beautiful Pt Loma. With an expansive view of the gorgeous San Diego Bay & Shelter Island you can enjoy a comfortable space with luxury amenities. A spacious oasis to escape the hustle and bustle of the city, but close enough for a night out on the town. If you’d rather stay in and enjoy the views, relax on the patio, soak in the hot tub, or have a drink by the fire pit with your fur baby.

Superhost
A spacious living area is highlighted by vaulted ceilings and floor-to-ceiling windows offering expansive city views. Modern seating includes a light grey sofa, orange armchairs, and a round white coffee table. The open kitchen is visible in the background, featuring bar seating and contemporary finishes.
Home in Mission Hills
4.89 out of 5 average rating, 169 reviews

Heated Pool|Jacuzzi|King Bed|City Views|Chic Decor

⚜ Stunning wrap-around balcony with panoramic city views ⚜ Heated pool with jacuzzi ($125/day to heat — request in advance) ⚜ 2,500 sq-ft of interior space with vaulted ceilings & open floor plan ⚜ Chic modern décor throughout ⚜ Two fully stocked kitchens ⚜ 4 king beds, 1 sofa bed & 1 couch ⚜ Poolside sun loungers & outdoor lounge areas ⚜ Complimentary washer & dryer ⚜ Attached studio suite with private access (included) ⚜ Located in Historic Mission Hills, San Diego

Top guest favorite
Guesthouse in Mission Hills
4.92 out of 5 average rating, 499 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.

Guest favorite
Loft in Downtown San Diego
4.94 out of 5 average rating, 515 reviews

Downtown San Diego Loft | Best Walkable Location

Stay steps from Petco Park in a thoughtfully designed two-story loft in the heart of downtown San Diego. Designed by award-winning architect Jonathan Segal, this modern space features high ceilings, a calm open layout, and a private balcony with city views. Enjoy a queen bed upstairs and a sofa bed in the living room, plus a full kitchen, washer/dryer, and easy self check-in. A more spacious, private, and relaxed alternative to typical downtown hotel stays.

Top guest favorite
Home in San Diego
5.0 out of 5 average rating, 303 reviews

New Luxury 3BR/3.5BA Point Loma Coastal One Story

*3BR 3.5BA*1,600 Sq Ft Single Story Living*Indoor Outdoor Living & Entertaining ** Three 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***

Popular amenities for Harbor Island vacation rentals