Waterfront holiday rentals in Downtown San Diego

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.

View · Check-in · Value

Luxury Bay/Ocean view suite-San Diego/Mission Bay

Welcome to San Diego! The Bayview Roost awaits you - a newly built 465 sq. ft luxury studio with a breathtaking view overlooking Mission Bay and Sea World fireworks! Modern amenities include a full kitchen and bath with a rain shower, quartz counter tops, washer/dryer, central AC/heat, high speed Wifi, Smart TV and your own private entrance! Situated less than 10 minutes to Sea World, Little Italy, Old Town, Gaslamp, San Diego Zoo, Petco Park, La Jolla, beaches, local universities & SD trolley.

Beach · View · Amenities

La Jolla Oceanfront Serenity Suite

Perfectly positioned 50' from waves, in one of La Jolla's most coveted coastal enclaves, this Suite offers tide pools just feet away from 500' patio & spa, with small 234 sq. ft interior with en suite king bed inside, private & joyful. Dining table & some cooking outside but absolutely NO FOOD SCRAPS down the drains nor coffee grounds. Stony beach access from next door park, sandy beach close by, egrets & pelicans fly overhead. Espresso and microwave, frig/freezer, electric fry pan, Netflix.

Beach · View · Location

Amazing Mission Bay View

Enjoy your morning coffee while watching the sunrise from the master bedroom, or unwind with evening drinks on the front patio. Located in the quiet and safe neighborhood of Crown Point, we’re 3-minute drive or 10-minute bike ride from Pacific Beach. This location is perfect for vacationers exploring San Diego and its beaches while retreating to a laid-back area. Our two-story home is ideal for both couples and families with kids. Pets are welcome for a nightly fee, contact us for details.

Beach · View · Kitchen

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

Beach · View · Check-in

Ocean and Bay Views Private Rooftop Hot Tub

Featured on the Emmy-winning short term rental show Staycation! Our Mission Beach rental offers the perfect mix of luxury and location. Wake up to stunning sunrises over the bay and unwind with breathtaking ocean sunsets from your private rooftop hot tub. Steps from the beach and bay, enjoy nightly SeaWorld fireworks (spring-fall) and easy access to top San Diego attractions. Perfect for families, remote work, or special getaways, this pet-friendly home is the ultimate Mission Beach retreat.

Beach · View · Walkability

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!

Beach · View · Location

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 · View · Bathroom

New Luxury Condo on Ocean Cliff, 2 Bedroom Suites

Spectacular ocean condo top third floor midcentury completely renovated building with views of the waves and coastline from the master bedroom and living room. Open floor plan kitchen and living room plus 2 bedroom suites perfect for 1 or 2 couples. Comparable to a luxury hotel at a much lower cost in the trendy Ocean Beach showcasing its pier and downtown beach. Hear and feel the ocean from sunrise to sunset on Sunset Cliffs. 10 minute walk to downtown OB and a big beach.

Beach · View · Decor

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.

Beach · View · Amenities

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.

Beach · View · Kitchen

Little Italy 2BR Penthouse - Bay View + Garage

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!

View · Getting around · Location