Holiday rentals in Oceanside

Casa Grotto, Romantic Stone Cottage w/ Ocean Views

Perched 800ft above sea level with panoramic ocean views from La Jolla to Catalina Island, Casa Grotto is a unique stone studio carved into the ocean view hillside of Lake San Marcos . Built in the 80's using stone from the mountain, the space was updated in 2025 with modern touches—featuring a rock shower, full kitchen, AC, and gym. Just 20 minutes from the beach, it’s a dreamy escape for surfers, hikers, and couples looking for a romantic getaway. No pets—our two friendly boxers live on-site

Seaview Sunset - Close to beaches & restaurants!

The Seaview Sunset is a cute, stylish, and clean apartment located in the heart of the neighborhood known by locals as South O. Our sea-side neighborhood is Oceanside’s most beloved area due to it’s relaxing and laid back vibe and it’s countless local restaurants, breweries, and cafes, many of which are within walking distance of our apartment. Come stay at the Seaview Sunset and enjoy the beach, amazing weather, beautiful sunsets from our private deck, local foods and drinks, and much more!

South O Retreat - Steps to Beach & Local Vibes

Mornings in South Oceanside begin with ocean air & locally roasted coffee, as surfers paddle out & early risers stroll the beach. By midday, bikes cruise past murals, sandy feet wander into local shops, & the scent of tacos & wood-fired pizza drifts from favorite spots. As the sun dips low, evening beach walks capture the easy rhythm of South O life, where the day winds down with good food, good company & a craft beer or two — all part of the effortless charm this neighborhood is known for.

Hot Tub/ Sauna/ Garage/ Safe/ Deck/ Cold Plunge

Experience the Finnish barrel steam sauna, soothing hot tub, and invigorating cold plunge, all within the tranquil embrace of this beautifully designed condo. It's perfectly suited for various occasions and travel needs. This quiet retreat is a 5-10 minute stroll to the Beach, Pier, and Downtown. Coffee and breakfast bites are just outside your door. The kitchenette features a single-burner cooktop and an 8-in-1 bake/air-fryer, ideal for small meals. A signed release waiver is required.

*3 Blocks to Beach w/ Beach Gear, Private Backyard

3 Blocks to: -The Beach -Downtown Oceanside (coffee shops, bars, restaurants, breweries) -Oceanside Pier -Bike & surf Rentals ***7 Miles from Legoland*** -Private fully fenced yard with kids play structure (maximum 100 pounds) - Beach Gear -Pack & Play, Baby Gate, portable feeding chair Walk the boardwalk, rent surfboards, paddle boards, and kayak. walk to breweries, bars & unique restaurants. There is a fantastic "sunset market" on Thursday evenings (food trucks, live music

Castle by the Sea-Heart of Downtown Oceanside

Fantastic beach house located just above Tyson Park at the beach in Oceanside. Beautiful finishes and furnishings make for a wonderful stay in this 3 bedroom 2.5 bath twin-home! Enjoy sunrise and sunsets from the spacious roof top deck with bbq and ocean view lounging area. Walk to all coastal Oceanside has to offer-beaches, pier, the strand, breweries, wineries, coffee shops. Two twin units next door to each other, perfect to rent both if larger group. NO PARTIES OR EVENTS ALLOWED.

Modern New Home •Quiet Escape with Panoramic Views

Discover a modern retreat set on Bonsall’s rolling hills, offering sweeping views, glowing city lights, and vivid fall/winter sunsets. This newly built open-concept home features floor-to-ceiling windows and a spacious deck ideal for taking in the breeze, sunbathing, or stargazing. Private, peaceful, and thoughtfully designed for families and friends. Secluded in feel yet minutes from freeways, Oceanside beaches, dining, shops, wineries, wedding venues, and Frontwave Arena.

The Little Blue Whale

A two story beach guest house located just a short walk away from the ocean in the beautiful South Oceanside. This beautiful residence is a short walk from local coffee shops, restaurants, breweries, parks, and a quiet beach area. Carlsbad Village is also located within a mile of the property. It has easy access to both the 5 freeway and highway 78. The Coaster train station is also nearby which provides transportation to areas from Oceanside to San Diego and much more.

Family-Friendly Oasis Close to Beach & Legoland

Located 1.2 miles from beach and a quick 12-mins drive to LEGOLAND, this unit in a duplex is minutes away from Oceanside Pier, restaurants, and grocery stores. Enjoy the convenience of backing up to a kid-friendly park, A/C, books and games, smart TV, fully-equipped kitchen, king-size bed, blackout curtains, laundry room, onsite parking and EV charging. Beach towels, chairs, and umbrella are provided! SeaWorld, SD downtown and Zoo/Safari are about a 35-mins drive.

Oceanside Ocean-View Guest Studio

Welcome to our newly constructed, Ocean-view guest suite. The studio is fresh as of summer 2021 and is located on the second story with a private walkway and entrance, plush queen-size bed, sleeper sofa, kitchenette, TV +Wifi, and all of the amenities you need to feel at home during your stay. Guests can relax and unwind in South Oceanside, with excellent restaurants near by and the beach located less than a 5 minute drive or a 15 minute walk from your door.

The Pier House | A Luxury Oceanfront Penthouse

Wake up to the Pacific from your penthouse above Oceanside City Beach -- one of Oceanside's best stretches of sand, right below your balcony. Step outside and you're on The Strand. Walk north 10 minutes to the Oceanside Pier, the harbor breweries, and downtown's surf shops and restaurants. Walk back and watch the sunset from your private balcony with a glass of wine. That's the Pier House rhythm.

Oceanfront Home w/ Panoramic Views & Private Beach

Welcome to your ultimate beachfront escape! This stunning 3-bedroom, 3-bath, two-story owner’s unit offers sweeping ocean vistas, unmatched comfort, and exclusive access to the private beach below. Perfect for families or groups, this meticulously maintained property combines clean, modern design with a subtle coastal influence, creating an inviting and tranquil retreat.