
Vacation rentals in Harbor Island
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Top-rated vacation rentals in Harbor Island
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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!
4.94 out of 5 average rating, 103 reviews
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.
4.97 out of 5 average rating, 450 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!
4.98 out of 5 average rating, 136 reviews
Bayview Paradise
Known as the Huguette House, this luxury private single-family two bedrooms two bathrooms home in La Playa the heart of Point Loma, San Diego offers 180-degree panoramic views of the world-famous San Diego Bay and Downtown Skyline. views of the San Diego bay, marina, and Coronado Island during the day and spectacular views of the Downtown San Diego skyline at night, fully equipped kitchen, and laundry room, 2 bedroom suites with queen beds .2 luxury bathrooms, HDTV, computer desk and WFI
4.99 out of 5 average rating, 155 reviews
Beautiful New 2BR/2.5BA Coastal Home In Point Loma
*** Point Loma***Each Bedroom Has Its Own Bathroom**First Floor Patio & Second Story Balcony**10 ' Vaulted Ceilings***Washer/Dryer ***BBQ***Fountain***Kohler Black Matte Finished Hardware***Italian Marble Counter Tops***High End Luxury Finishes***European Porcelain Floors**8' Mahogany Solid Core Doors***Assigned Tandem Parking For Two Cars***Walk to Humphries By The Bay Concerts*** The Home Is In A Quiet Neighborhood With A Respectful 10:00 PM Quiet Hours In Place Policy. Not A Party Home.
4.97 out of 5 average rating, 309 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.
4.93 out of 5 average rating, 233 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.
4.92 out of 5 average rating, 185 reviews
The Cozy Craftsman
Bright • Walkable • Charming 2BR Craftsman retreat in San Diego's University Heights neighborhood, perfectly located between Hillcrest and North Park. Skylights and large windows fill the home with natural light, while the thoughtfully updated interior offers comfort and style. Enjoy a private fenced yard with outdoor seating, and walk to restaurants, cafes, and a grocery store just two blocks away. Perfect for couples, small groups, or business travelers exploring San Diego.
4.96 out of 5 average rating, 186 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.
4.9 out of 5 average rating, 110 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.
4.92 out of 5 average rating, 501 reviews
Coast Escape: Walk to Beach, Eats&Docks|2M Airport
Simple studio w/ private entry. Here's what is walkable: Ralphs (~2–3 min) – grocery store Better Buzz (~5 min) – coffee shop H & M Landing (~10 min) – sportfishing, watersport rentals Kellogg Beach (~15 min) – beach on San Diego Bay Sunset Cliffs (~25–30 min) –ocean cliff walks; sunset views OTHER ATTRACTIONS: 1.5 MI to airport, 4 MI to Convention Center, 2.5 MI to Sea World, 4.5 MI to Zoo, 4 MI to Gaslamp Quarter, 2 MI to Pt. Loma Naval base
4.85 out of 5 average rating, 233 reviews
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!
4.98 out of 5 average rating, 131 reviewsPopular amenities for Harbor Island vacation rentals
Other great vacation rentals in Harbor Island

Mission Hills Studio with Office - Great Location
4.92 out of 5 average rating, 100 reviews
Central Lux Pool Estate •Views•Fireworks•Sleeps 14
4.95 out of 5 average rating, 66 reviews
Peaceful Jungle Retreat In The Heart of San Diego
5.0 out of 5 average rating, 46 reviews
On The Beach Casa- with private bay access.
4.79 out of 5 average rating, 48 reviews
Villa Point Loma
4.93 out of 5 average rating, 96 reviews
Serene Love Shack with Amazing Views
5.0 out of 5 average rating, 36 reviews
Chic 1Bd/1Bath Oasis| Steps away from Little Italy
4.91 out of 5 average rating, 81 reviews
Bay View Guesthouse San Diego - Mission Hills
5.0 out of 5 average rating, 69 reviewsDestinations to explore
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