Waterfront vacation rentals in San Diego Bay

Contemporary, Fully Renovated Loft in Little Italy

Book this spectacular contemporary loft with 25 foot ceilings & views! The loft is in an area with a 9.8/10 walk score & known for having the best restaurants, bars &shops. The unit is newly renovated & meticulously designed with bright windows, contemporary high-end furnishings & an everyday spa inspired bathroom. Only steps from the waterfront, you decide if you want to enjoy cocktails & cuisine in the night scene or relax all day walking along the harbor. Free parking spot with access to all.

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

Point Loma Sunset Oasis - Ocean Views, Fire Pit

Sunset Cliffs Cabana Suite: Your Private Coastal Retreat with Ocean Views & Seamless Indoor/Outdoor Living Key features 🌅 10-min walk to Sunset Cliffs 🚪 Roll-up garage door for seamless indoor/outdoor living 🌿 2 private ocean/sunset view patios 🛏️ Spacious queen bedroom 💻 Portable desk, chair & fast fiber internet for work or streaming 🔥 Fire pit for unwinding under the stars 🏆 Top 5% of homes globally on Airbnb Perfect for couples, remote work, Thurs Club events, & PLNU visits

Ocean View 3BR Condo Steps from the Beach & Sunset

Is there such a thing as being too close to the beach? Spectacular beachfront getaway, you can decide for yourself. It is perfectly located just steps from the sands of historic Imperial Beach — one of the last authentic small beach towns that helped make San Diego famous. This spacious 3-bedroom, 3-bath ocean-view condo places the Pacific Ocean just outside your door, with floor-to-ceiling patio doors showcasing sweeping views of rolling waves, surfers, and unforgettable sunsets.

Modern House In The Hills | Killer Location!

Enjoy a stylish experience at this centrally-located, spacious 2 bedroom top floor retreat in lower Mission Hills, just 2 minutes north of Little Italy. Perched in one of the most prestigious & historic neighborhoods in San Diego. Be close to downtown, only 10 minutes to Mission Beach and centrally located for all the city has to offer. This is the perfect launching point to exploring San Diego, and coming home to this beautifully appointed home in this location is second to none.

Oceanfront Merman Suite, 1400 sq inside & outside

Our La Jolla 1400 ft oceanfront suite with 24' floor to ceiling sliding doors opens to a private spa, dining table, bar & spa, kitchen facilities. A king bed, 85" TV and fireplace with huge bathroom. Flaming sunsets and moonlight silvering the ocean, plus rocky tide pools accessed from the park next door. Blocks away, Garnet nightlife is wild. Walk to Wayfarers bakery or Paradisea restaurant. Grill & kitchen sink. Watch the ospreys! No blinds yet, but no one can ever see you.

Little Italy 2BR Loft Near Waterfront & Convention

Discover the heart of San Diego from our spacious loft in Little Italy, the culinary gem of downtown. Perfectly situated for both business and leisure travelers, you're steps away from the waterfront, convention center, and vibrant city life. Embrace the urban experience with convenience at your doorstep, including eclectic bars and restaurants. We provide a white noise machine and earplugs, though the lower floor offers a quieter retreat. Experience the best of city living!

Beach Jungalow • Walk to Beach • Parking • AC

Amazing location next to the beach. Recently updated property has lots of comforts and luxury amenities. The private 2 bedroom, 1 bath beach bungalow features one off-street parking space, has heat and air conditioning, and has a beautifully updated kitchen. Centrally located, a short walk from restaurants, shopping, nightlife, and the rest of downtown Ocean Beach (OB). You are far enough away from the heart of the action to have a relaxing time. Truly the best of both worlds!

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.

Romantic Bay View Suite • Rooftop deck & jacuzzi

Luxury Romantic Gateway Experience. Wake up to breathtaking views of the San Diego skyline and bay from your private rooftop deck. Relax in a stylish suite with a king-size adjustable bed, spa-style indoor Jacuzzi for two, and exclusive access to a rooftop fire pit and garden corner—perfect for a romantic night under the stars. Nestled in Point Loma, one of San Diego’s most exclusive and quiet neighborhoods, just minutes from Little Italy, the airport, and the beach.

Waterfront Loft | 1BR | Little Italy | Downtown

The local neighborhood is highly walk-able and perched along the San Diego Bay in Little Italy. Little Italy is the most vibrant neighborhood in downtown San Diego with a main street that abounds with restaurants, boutiques, craft beer, and wine bars all at your doorstep. This is a very urban location which brings a lot of urban noise. The unit sits adjacent the train and trolley line in the urban core. No parking provided, Ideal for guests without a car.

Bay View 2BR Penthouse | Parking | Little Italy

Bay-view 2BR/2BA penthouse, 800 sq ft, in Little Italy. 2 private sunset balconies, reserved garage parking, in-unit washer/dryer, A/C, fast WiFi, Keurig with free coffee. Walk 3 min to Waterfront Park, 2 blocks to the Saturday Mercato. Harbor, restaurants, and bars all walkable. Self check-in at 3pm, check-out at 12pm, both flexible. I’m local in San Diego and happy to book reservations for you into neighborhood spots – ask me for my happy hour list!