Condo vacation rentals in Harbor Island

Mission Beach Surf 2b/2b - Office, Rooftop Deck!

Surfer's paradise and business travelers' dream. Steps from the sand in Mission Beach, great surf out front on a good beach break. Custom surf & Mexican inspired art. Good restaurants, bars, & shopping in walking distance. Two bedroom and two bath with a pretty comfy pull-out couch. Sleeps 6. Tons of kitchen amenities and fully stocked like a home. Fully functional office w/ premium wifi , 27" monitor, keyboard/mouse. Sorry, no late night parties or very loud groups - owner lives downstairs.

☀️BEST LOCATION IN PB☀️Walk 3 blocks to the Beach!

Welcome to your perfect Pacific Beach escape! This beautifully 2-bedroom, 1-bath upstairs unit is just 3 blocks (a 7-minute walk) from the beach, boardwalk, and iconic Crystal Pier—so you can truly ditch the car and live like a local. It’s hard to beat this location! The space sleeps up to 6 guests with two queen beds and a full-size sofa bed. You’ll enjoy an updated kitchen with brand-new appliances, thoughtfully designed living areas, and beachy-chic decor that makes you feel right at home.

Boho By The Bay

Welcome to our newly renovated 2 bedroom, 1.5 bathroom Boho condo located just 1 block away from Sail Bay in the stunning Crown Point neighborhood of Pacific Beach, San Diego. With walking access to Sail bay (1 block), Pacific Beach (7 blocks), local restaurants, bars, and attractions, this is the perfect vacation rental for families, couples, remote workers, or groups of friends. Within a 15min drive you'll find Sea World, San Diego Zoo, Downtown San Diego, La Jolla, Old Town, and more!

Modern Mission Beach w/ Sweeping Ocean & Bay Views

Experience Mission Beach like only the birds can in this coastal two-bedroom modern condo with sweeping views of the beach, park and Belmont Park's famous "Big Dipper" roller coaster. This highly upgraded space allows the unique opportunity to witness the action of San Diego's most popular beach from the peace of your home. One block to the beach, bay, and park and walking distance to coffee shops, restaurants and bars. You will love how close you are to everything San Diego has to offer!

NEW Stylish❤️ of Downtown Little Italy w Parking/AC

Located in the heart of Little Italy San Diego, this street level condo has been completely remodeled and re-imagined to make your stay unforgettable. Designed with the eye toward comfort and entertainment. *AC w/ independent temp control in each room *Voice Controlled Sound System, 4K TVs in every room *Beautiful bathroom w/ dual showers *Walk to coffee, yoga & gyms, dining, entertainment, shopping! 6 min to Zoo 5 min Airport 9 min to SeaWorld 6 min Petco Park 8 min to Coronado

Serene Escape at Windansea: Oceanview 2-Bedroom

Wake up to waves crashing beneath your window in this oceanfront La Jolla retreat. Floor‑to‑ceiling windows, a private balcony, and panoramic coastline views make the living room the heart of the home. Two comfortable bedrooms, two full baths, in‑unit laundry, and garage parking add ease to your stay. Step outside to beaches, tide pools, cafes, and coastal walks just moments away. Perfect for couples, friends, or families seeking a laid‑back, unforgettable seaside escape.

Dream Penthouse! The Most Amazing Bath & Views

Stunning Zen Penthouse with The Most Amazing Bathroom you have ever seen. Located right by Little Italy, Balboa Park, the Bay, the Convention Center, within walking distance to amazing restaurants, coffee shops, bars and within minutes of all San Diego Beaches and attractions. The Zen Penthouse has a total European feel to it, it's like being in London with amazing weather and the best part, the breathtaking views of the Skyline and unreal Sunsets!

Hilltop Harbor View- 2 Primary Suites-2 Balconies

Centrally located 2-private primary suite bedrooms condo with free street parking—perfect for your San Diego stay. Minutes from the airport, Little Italy, Old Town, the Harbor, Gaslamp Quarter, and Convention Center. Enjoy easy access to top dining, nightlife, and attractions. After exploring the city, relax with coffee or tea on one of two private balconies with city views. A peaceful retreat that keeps you close to everything San Diego has to offer.

Ocean, Ocean, Ocean! Sunset Cliffs Spectacular!

You can't get any closer to the ocean than this without getting wet! Set on top of Sunset Cliffs, this unit has spectacular views of the Pacific. Watch the sun set from your private balcony! Situated in Ocean Beach, a quintessential beach town, there are numerous shops and places to eat within walking distance. Ocean Beach Park and Pier are close by, and local attractions such as the San Diego Zoo, SeaWorld and Balboa Park are only minutes away.

Walk 2 Gaslamp & Petco; King bed, Parking/Patio!

Enjoy San Diego's vibrant Gaslamp Quarter! Set in the IDEAL location, this unique loft home is just STEPS to Convention Center & Petco Park, all the hot restaurants, shops & bars! Comfy King Bed upstairs opens to GARDEN PATIO with city view to relax! All necessities included, full kitchen w/ built in WINE fridge! FREE PARKING AVAILABLE Perfect for couples, solo adventurers, & business travelers. No parties or loud music allowed!

Bay Front, On the Sand, with garage

BAY FRONT - BEACH LEVEL - 2 CAR GARAGE. Upscale and beautifully furnished bay front condominium with 3 bedrooms and 2 baths. Master suite with walk-in closet, dual sinks, shower and separate bathtub. Large comfortable bedrooms, well furnished, with TV in each room. Private 2 car garage with remote opener, private outside patio with fire table, dining table and BBQ. Secured wifi, washer/dryer, bicycles, beach chairs, and more.

Stylish/Modern/Gaslamp/Spacious 1BR/1BA

Historic (800 sqft) building with 15ft ceilings. In the heart of downtown San Diego, located within the Gaslamp District. Perfect place to stay with your colleagues or friends. Minutes away from Petco Park, Little Italy, & Convention Center. Walking distance to a variety of restaurants, bars, nightlife, & coffee shops. Central location, close to the airport, SD Zoo, and Coronado beach.