Waterfront holiday rentals in Chula Vista

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.

Beachfront + Hot Tub + Exclusive Rooftop + Parking

You'll Enjoy - Beachfront condo directly on the Mission Beach boardwalk - Exclusive rooftop patio with sweeping ocean views - 2 bedrooms / 2 bathrooms - Ocean views from the living room, kitchen, primary bedroom, rooftop - Shared saltwater hot tub - Shared oceanfront patio with lounge seating - BBQ grills - Second-floor unit - In unit washer/dryer - Portable A/C in the primary bedroom - 1 covered, reserved parking spot - Beach toys & towels - Walkable to restaurants & bars, cafes, attractions

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.

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

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.

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!

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.

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.

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.

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!

Fabulous Cottage at the Beach

Newly remodeled 1940's cottage just 50 steps to the sand with fabulous beach and ocean views. Enjoy the ocean breeze from your front porch and watch people walk by. Go sunbathing and swimming, take a bike ride or a stroll on the beach, have a glass of wine and witness the most beautiful sunsets. We are located in a quiet residential neighborhood of Ocean Beach. This bright and cozy cottage has everything you'll need to feel at home.