Family-friendly holiday rentals in Oceanside

Fun Family Home w/Yard Minutes to Beach & Legoland

Your perfect home away from home to enjoy all that sunny Oceanside has to offer! Only 4 miles to beach, harbor & downtown w/restaurants, shops & cafes and 9 miles to Legoland. Spacious cozy home with central AC in a quiet neighborhood. Open concept living and a beautiful backyard are ideal for a group or family vacation. The stunning kitchen is stocked with all you need to enjoy a meal together. Family friendly amenities: highchair, pack-n-play, baby bath, toys, arcade, ping pong and playground.

Resort Style Home with Hot Jacuzzi & Relaxing Pool

Resort style family friendly home close to beach (only 3-5 miles away!) with salt water pool and large hot Jacuzzi. Spacious backyard and patio with gas BBQ for grilling. Open concept living areas, stocked kitchen with everything you need and spacious bedrooms. Beach gear provided for your beach days. Central AC/Heat to keep you comfortable, board games ready to be played and a fantastic family size couch to watch TV. Desk area for remote working. Your family & friends getaway is ready for you!

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

3mi to Beach&Pier |A/C| Surfboards| Chefs Kitchen

Welcome to my comfy house in Oside! For years I've enjoyed the hospitality from other hosts around the world, and want to pay if forward with my own home. Five minutes from the beach, you will wake up to birds chirping and peacefulness. The house gets beautiful sunlight, ideal for enjoying the spacious backyard oasis and soaking up the California sunshine. Ideal for families, beach lovers and adventurers alike and sleeps 8 guests with an air mattress. Oceanside STR Permit #: 076720

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.

Tropical Oasis w/ Great Yard, Kid/Dog Friendly!

Enjoy this Oceanside DREAM HOME--perfectly situated for groups of friends or families! This just-remodeled tropical oasis in the heart of Oceanside was custom designed with high end finishes to create the dream getaway in San Diego. Located close to the beach, shopping, restaurants, bars, and the 5 freeway. Home boasts 3 bedrooms, 2 bathrooms, laundry, open floor plan, jacuzzi, GAME ROOM and so much more! This house will be your sanctuary during your stay in San Diego.

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.

Beach Bungalow on the Sand & Sea - Cottage 20

PLEASE NOTE neighboring cottage is under construction. I’ve dropped weekday prices down because of noise. Wake up to the sound of waves. Fall asleep to the sun setting over the Pacific. Steps to the sand and sea! Right in the heart of the action on The Strand while being set back from the hustle & bustle in your private oasis. Walk to the pier, harbor, downtown, restaurants, shops, etc. No service/support animals as the owner has severe allergies.

Bungalow 5 - Deluxe Queen Studio + Patio

Newly remodeled with a modern design, Bungalow 5 – Deluxe Queen Studio offers a comfortable queen bed, a kitchenette equipped with a mini fridge, microwave, toaster oven/air fryer, and Keurig. Step outside to a semi-private patio with a table and umbrella, perfect for relaxing outdoors. Onsite parking is available for one vehicle. Located in South Oceanside, you’re just minutes from the beach, Carlsbad, and local hotspots. TOT126022

10 mins to beach, Hot Tub, Cowboy Pool, and Games

Your stylish Southern California retreat awaits! This remodeled 4-bedroom home comfortably sleeps 8, perfect for families. Enjoy a private backyard with a hot tub, cowboy pool, and fire pit. Located just under 10 minutes from Oceanside Pier and a short drive to LEGOLAND and San Diego attractions. Features a fully stocked kitchen, dedicated workspace, and family-friendly amenities. A perfect base to explore So-Cal!