Condo holiday rentals in Harbor Island

Oceanfront Oasis + Million Dollar Views

Private parking, a relaxing pool & jacuzzi, and direct beachfront living—all in one stunning retreat. Wake up to waves and breathtaking ocean views. Enjoy coffee with a sunrise over Crystal Pier, then walk to the sand in seconds. Lounge by the pool, grill outdoors, or unwind on the rooftop terrace with a golden sunset. Newly renovated kitchen & bathrooms. No cleaning fees—just a stress-free, luxury stay. Fall asleep to the sound of waves and wake up in paradise. Your beachfront escape awaits.

☀️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.

Beautifully remodeled 10th floor oceanfront condo

Located on the 10th floor of the beautiful Capri by the Sea in Pacific Beach, this beautifully remodeled one bedroom condo has unbelievable views through its floor to ceiling windows. All kitchen amenities, beach toys, big screen TV, Cable, WiFi, one parking spot in gated lot with option for more. Steps to beach, short walk to lots of restaurants and bars. Resort style complex offering 360 degree view roof deck, gas BBQ, secure private pool and spa, hot water beach shower, and 24-hr security.

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.

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.

King Size Luxury Loft Petco-Park-Downtown SD

This gorgeous loft is situated in the heart of Downtown San Diego. Adjacent to East Village-Petco Park. This ground-level unit offers easy access and central location within walking distance to restaurants, bars, cafes, and the convention center. Because the property is located in a lively downtown area at street level, guests may occasionally experience typical city Noice or activity

50ft to Beach | Walk Everywhere | Stylish Condo

Beachside stay just 50 ft from the sand—wake up to ocean breezes and walk everywhere in Pacific Beach. This Bali-inspired condo blends comfort and style with a cozy bed, updated kitchen, fast WiFi, and smart TV. Steps to ocean & bay, restaurants, cafés, and nightlife. Professionally cleaned and well stocked. Perfect for a relaxing getaway or enjoying the energy of the beach.