Waterfront holiday rentals in Dana Point

Beach Bungalow on the Sand & Sea - Cottage 20

PLEASE NOTE neighboring cottage is under construction. I’ve dropped weekday prices down because of noise. It will be under construction through April+. 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.

Large, patio, grill, AC, dock, garage, linens

Sunny and spacious home on the water with linens, AC, EV Charger, dock and roof patio. Home has modern appliances, bbq, fire pit, washer and dryer, as well as cookware, and dinnerware. Each bedroom includes private bath with shower and 2 have tubs. Master BR has private patio with great views. "Elderly friendly" with easy access. Beds are very comfortable and outdoor patio is great for breakfast on the water. We have much experience and many positive reviews. Thanks for viewing! License SL10139

Lakeview Tiny House w/hillside pool

Tucked into the hillside by Lake Hodges, the tiny house is a romantic retreat or a place to unwind surrounded by nature, w/plenty of amenities so you don't have to sacrifice comfort. Lake & mountain views from inside & out-- private, large covered deck, dining patio, outdoor shower (& indoor), beautiful saltwater pool, & fire bowl. Though it feels like you're in a secluded retreat, urban amenities are just a few miles away. SD Zoo Safari Park, wineries, breweries & beaches all w/in easy reach.

Ollie’s Kitchen Bed & Breakfast II

Private Apartment Includes: - Two spacious bedrooms - A full bathroom - A charming, fully-equipped kitchen - A large living room with a queen-sized pull-out bed for extra guests - Coffee (French press and drip), tea & accoutrements. - A private patio Enjoy a complimentary breakfast delivered to your door each morning, featuring fresh-baked goods, seasonal fruit, and cold-pressed juice. For extra, place a paid order 72 hours in advance, subject to Ollie's availability. Link shared upon request.

Rooftop Sunsets & Sailboats | 2-Min to Sand · A/C

Sip wine from your private rooftop deck as sailboats catch the light at sunset — stroll to the sand, Newport Pier, Mom's Beach, Marina Park, cafes & waterfront dining. Harbor Lookout is a 3BR designed for laid-back luxury with rare A/C. Prime location—no car needed. Guest Favorite highlights: ✓ Rooftop harbor view ✓ Rare A/C ✓ Garage + EV⚡ ✓ Beach essentials ✓ King + 2 Queens ✓ Pro kitchen, wine & coffee bar ✓ Warm beach shower ✓ 75" TV + Sonos + fast Wi-Fi ✓ Cozy gas fireplace Dates go fast.

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.

Starfish | SC Pier, Ocean Views, Parking & AC

Welcome to your perfect coastal getaway! This top-floor retreat offers unbeatable pier & ocean views with breathtaking sunsets from your sofa, dining area or lounging deck. The airy open floor plan creates a relaxed coastal vibe, while the spacious deck is perfect for a morning cup of coffee or an evening glass of wine. Designed for coastal living, this beach retreat is the perfect place to relax & soak in the best of San Clemente. Ask about our other units.

Modern & Gorgeous Views

If you like beachy, yet modern, then you are in for a treat! Completely remodeled with a large private patio overlooking the entire downtown Laguna, tugged on the hillside and a 5-8minute walk to the “Main” Beach, Pageant of the Masters, Galleries, Cafe's, Whole Foods, Restaurants and “Sat” Farmers Market. Amenities include a large patio, double hanging chair, high end appliances, in-unit Dishwasher, washer/dryer, all essentials & your own dedicated parking

Guest Favorite! Fire Ring on Sand Walk to Village

This 3 bedroom beachfront townhome is the ultimate way to enjoy the beach while sitting next to your own bon fire ring! Watch dolphins and surfers while you BBQ. This is the sand level unit so you are assured unobstructed ocean views and enjoyment! There is no street or sidewalk between you and the water! This 3-bedroom, 3 bath townhome is perfect for a family get-together. Located right on the water with its own sandy backyard

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.

Fresh 2BR Canal Home w/ Gym + Bikes | Walkable

At this gorgeous 2‑bedroom hideaway on charming Naples Island, you can walk to beaches, boutiques, cafés, and paths along the bay. With nearby gym access included with your stay (sauna, classes, and more) and a private patio steps from the water, this is the perfect home base for wellness‑minded guests and remote workers looking for a touch of laid‑back SoCal living.

Designed for modern enthusiasts

Mid-century creekside guest house in peaceful Harmony Grove. A romantic, private nature retreat with Starlink Wi-Fi, king bed, fireplace, vaulted ceilings, full kitchen, streaming TV, records, washer/dryer, gated parking, and year-round Escondido Creek. Surrounded by oaks, sycamores, birds, wildlife, hiking, wineries, breweries, beaches, and stargazing.