Holiday rentals in Harbor Island

Vintage Spanish Revival Home - Balboa Park - Alcazar Court

• 1924 Spanish Revival Bungalows - Alcazar Court - Nestled in the heart of the city in historic Hillcrest - with cafes, bars, and shops • Fully equipped 1 bd 1 ba bungalows complement shady olive tree-lined patios - guests can enjoy coffee in the morning - a glass of wine in the afternoon. Enjoy the charm and tranquility of a bygone era and convenience of modern amenities, • Explore nearby Balboa Park, home to 16 museums and performing arts venues, as well as the world-famous San Diego Zoo.

Location · Family · Quiet

Hidden Spa w/ Sauna and Hot Tub near Balboa Park

Welcome to your private spa in central San Diego! Relax and recharge in our peaceful guest suite, featuring: *sauna *steam shower *soaking bathtub *outdoor hot tub and private patio You’ll be in North Park, a walkable neighborhood with restaurants, coffee shops, and local boutiques. It's a short drive to Balboa Park, the San Diego Zoo, downtown, and the beaches. After a day of exploring, sink into the king-size bed. Perfect for romantic getaways, relaxing solo escapes, and wellness retreats.

Location · Value · Hot tub

5 Min > Convoy | King Bed | Parking | Private Yard

Experience the beauty of San Diego at prime location, and inviting home 5 min → All freeways 9 mins → Balboa Park 13 mins → Petco Park / Gaslamp Quarter 14 mins → Airport 15 mins → La Jolla Shores Park 16 mins → USS Midway Museum 18 mins → Beach / Coronado 25 mins → Lagoon Trails ⭐️ "One of the best stays in SD" ⭐️ • Extreme Privacy & Fully Fenced • 2 Vehicles Private Parking • Large Patio + BBQ • Stocked Kitchen • Washer + Dryer Add to your wishlist - click ❤️ in the upper-right corner

Value · Family · Beach

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.

Family · Location · Hiking

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.

Location · Value · Quiet

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.

Value · Family · Bathroom

Cozy 2 Bedroom Point Loma Beach Cottage Near Bay

*Point Loma*2 BR/1BA***Beachy Cottage*Great Backyard**2023 Freshly Remodeled* 751 Sq. Ft.**Single Story Living*Side By Side Parking For 2 Cars* Brand New Appliances* Refrigerator* Gas Stove Top Oven w 4 Burners*Microwave*Dishwasher*Stacked Washer Dryers***Mini Split AC/ Heating *Outdoor BBQ* Starbucks*Ralphs 2 Blocks***SD Bay*Shelter Island 10 to 15 Min Walk** Downtown***Airport**Balboa Park ***Zoo*Sea World*Petco Park 10 -15 Minutes Without Having To Get On A Freeway*

Family · Value · Condition

Mission Hills Craftsman; walkable, free parking

Welcome to your perfect family home in the desirable Mission Hills village of San Diego. This charming 3-bedroom residence features a state-of-the-art kitchen perfect for entertaining and a stunning lush backyard patio for relaxation. Nestled in one of San Diego's most coveted neighborhoods, this home offers the ideal blend of serene village living (walkable to tons of cafes and restaurants!) with modern comfort and style. Your dream family retreat awaits!

Location · Family · Indoor spaces

Serene Love Shack with Amazing Views

Escape to Love Shack, a cozy tiny home with sweeping panoramic views. Wake to golden sunrises and unwind with vibrant sunsets. Designed for romance and relaxation, it’s perfect for couples or solo getaways. Enjoy a private yard, patio, and entrance for total privacy. Peaceful and secluded, yet close to beaches, dining, and local attractions for the perfect balance of escape and convenience. If you are going to do any smoking, please do it outside only

Location · Value · Quiet

On The Beach Casa- with private bay access.

On The Beach Casa This beautiful Spanish style adobe, 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 1-bedroom, 1-bath home next to it - which might be perfect for grandparents or grown adult children. Please see Sandy Pointe Beach Club if you might be interested in this configuration.

Value · Location · View

The California

Welcome to your dream vacation home in the heart of San Diego, perched high atop the hills of Mission Hills on California St! This beautifully remodeled home has breathtaking panoramic views of downtown San Diego, the sparkling bay, the airport, Point Loma, and even South Coronado Island off the coast of Baja on clear days. Come experience the best of San Diego from the comfort of your own private abode! 🌅

Location · Value · Outdoor spaces

At Mine | Spacious Suite in the Gaslamp Quarter

This meticulously renovated historical hotel suite, designed by Pininfarina, is located in Downtown San Diego’s vibrant Gaslamp Quarter, surrounded by restaurants and nightlife. It offers private, spacious accommodations for both business and leisure travelers, featuring a king bed, smart TV, central AC, and mini-fridge. Please note: an adjoining bar operates until midnight, and some noise is expected.

Family · Value · Pool