Waterfront holiday rentals in Chula Vista

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

Oceanfront Merman Suite, 1400 ft with spa & bar

Our La Jolla 1400 ft oceanfront suite with floor to ceiling sliding doors opens to a private spa, dining table, bar area and kitchen facilities. A king bed, 85" TV and fireplace with a 260 sq. ft bathroom. Flaming sunsets and moonlight silvering the ocean are yours. Pristine tide pools are accessed from the park next door. Blocks away, Garnet nightlife is wild. Walk to Wayfarers bakery or Paradisea restaurant. Make pizza here. Watch the ospreys! No blinds yet, but no one can ever see you.

Bay View Suite • Rooftop Deck + Indoor Jacuzzi

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. Ideal for romantic getaways or peaceful stays with a view.

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.

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!

Oceanfront Penthouse with Private Deck & Grill

Enjoy breathtaking 360-degree views from your private rooftop deck, complete with a firepit and built-in grill, all right on the beach! This beautiful condo features two bedrooms, two bathrooms, a rooftop deck, and an additional private balcony at the front. Located within walking distance to restaurants and nightlife, it's perfectly positioned to be close to the action yet still tucked away for a peaceful retreat. Don’t forget to check water quality online before swimming.

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.

Spacious 3B/3B | Ocean+City Views @PlayasdeTijuana

🌟 Prime Location – Oceanfront Living! 🌟 Stay in Tijuana’s best neighborhood, just steps from the beach, boardwalk, cafés, shops, and top restaurants—plus, stunning ocean views from the 11th floor! 🏡 Brand-new, ultra-clean, and stylish 🛏 3 Spacious Bedrooms – 1 Cal King & 2 Queen beds 🛁 3 Full Spa-Like Bathrooms 🍽 Gourmet Kitchen – Fully equipped for your inner chef Enjoy luxury, comfort, and the perfect location for a relaxing or adventure-filled stay! 🌊✨

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.

BeachBreak #6 Spacious+Luxurious Beachfront Suite

BeachBreak #6 is just steps away from the sand in Southern San Diego. Enjoy our brand new, upscale, “Build it Green” contemporary townhome-- complete with all the comforts of home. Located on Seacoast Drive, directly across from the iconic Imperial Beach Pier. Come and watch the waves, check out the Coronado Islands, and create photographic memories of the San Diego skyline. BeachBreak #6 is where the city meets the beach. Come out and relax in style!