Family-friendly holiday rentals in Dana Point

Modern Ritz Pointe Beach Escape STR 23-0009

This is a quiet top-floor 2bed/2bath condo that comfortably sleeps 5 (2 king and 1 roll-away bed). The kitchen is immaculate and fully stocked with brand new appliances and everything you'll need to cook. In the living room, enjoy lots of comfortable seating, a cozy gas burning fireplace, a large flat screen TV, or relax with a glass of wine on the private patio. If you prefer to be outside, soak up the sun at our impressive pool or enjoy any of community 2 Jacuzzi's. STR permit 23-009

Cottage by the Harbor

This cottage is located in the heart of Dana Point, a beautiful and uncongested beach community! A 5 minute walk finds you at the nearby town center and new downtown area where you can find restaurants, nightclubs and shopping. Down the street is Dana Point Harbor/marina and the famous Doheny Beach surfing and park or get-away to Catalina Island or whale watching! The Cottage is a great pet friendly with enclosed front and rear yards, a great alternative to the over priced resorts.

Coastal Studio Apartment, 1.5 miles from beach!

This coastal-getaway is centrally located and perfect for families! It is a 2 mile drive to Doheny beach where you can go whale watching, rent jet skis and kayaks, or learn how to surf. Or head over to the historic town of San Juan Capistrano. Only an 8 minute drive to the Mission San Juan Capistrano. Keep heading south about 5 miles and be sure to spend some time in San Clemente, where the view of the pier never gets old! There are so many family friendy activities for all ages!

Castle By The Sea - Dana Point - Permit #16-0537

Castle By The Sea is a highly rated vacation home rental in beautiful Dana Point, CA at the southern terminus of Pacific Coast Hwy. between Los Angeles and San Diego. A mile South of Laguna Beach and close to Mission San Juan Capistrano. It’s close to the beach has great views, dining, parks, arts and festivals, the harbor, resorts and many wedding venues. My place is good for couples, business travel, and families. Many stay for weddings held at the many close wedding venues.

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.

Old Town SJC Back Cottage

1 queen bed in studio. Experience San Juan in a guest cottage in the heart of old town. Walking distance from downtown shops and restaurants. Bright and clean newly finished studio with Queen bed, kitchenette that includes sink, microwave, and mini-fridge. Perfect for Ohana Festival (5-10 mins), in town weddings or SJC Mission visits. Close to freeway and beaches. I live in the front house (with our two small children) and the cottage sits through driveway behind a gate.

Whale Rock House (1st FL) - 10 MAX

STR Permit #02-7170 | Minimum Age: 25 🌊 Beachfront Retro Escape | Sleeps Groups 2 -10| Capistrano Beach Dana Point Step into a true Southern California beachfront experience—where vintage charm meets unbeatable oceanfront access. This one-of-a-kind retreat sits directly on the sand in Capistrano Beach, delivering the kind of stay guests remember for years. Designed with a nostalgic 1970s beach vibe, the home blends retro character, comfort, and wide-open ocean views.

Dana Point by PCH 2 bedroom Cottage STR15-0388

STR15-0388 Small beach cottage 1/2 block from Pacific Coast Highway! Walk to everything. 10 min to San Clemente,15 min to Laguna. Best location in Dana Point ( in the heart of Lantern District!) My place is small but it flows really well. Perfect for a couple with a kid, and or any business traveler who prefers a comfortable home, rather than a hotel stay. Super fast internet speed: Download speed 150mbps-175 mbps; upload speed: 10 mbps

Charming Cozy Coastal Dana Point Condo

This charming beach close condo is in the quiet spot of Monarch Beach, nestled right between Dana Point and Laguna Beach. Stroll to the beach through the Waldorf Astoria Resort golf course, stopping for brunch at Club19 and then on down to enjoy your afternoon in the sun. New Update: The city of Dana Point is requiring a 10% occupancy tax on your stay and it will be collected separately after your booking. 6 night minimum

Two Bedroom Condo Steps Away from Doheny Beach

Come and visit Capistrano Surfside Inn located directly across from Doheny State Beach and only minutes from Dana Point Harbor in beautiful Southern California. Our resort offers access to all the fun attractions in Southern California! From Legoland and Disneyland to the San Diego Zoo and Sea World- Capistrano Surfside Inn offers comfortable accommodations convenient to fun for the whole family.

Betty's Beach Villa STR15-0264

Escape to our bright, private upper duplex on the Dana Point/San Clemente border. This coastal retreat comfortably fits 4, featuring a king bed, queen sofa bed, ocean-view balcony, and a large private patio. Enjoy a cozy fireplace, full kitchen, and a 3-min walk to Pines Park for stunning sunsets. Perfect for a serene beach getaway with ample street parking. STR15-0264

Relax at The Bitchin' Beach House! (STR#14-0231)

As seen on the front page of OC Weekly’s "10 Coolest Airbnbs in Orange County," at The BBH & Bitchin' Digs, we want share the most Bitchin’ vacation rental in So Cal! Can't leave your place? Book for later or hire us for a distance design consult! (Designed/owned/managed by LA Times featured cover story design team sisters, Bitchin' Digs!) Permit #STR14-0231