
Holiday rentals in Anacapa Island
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Anacapa Island
Guests agree: these stays are highly rated for location, cleanliness and more.

Ventura Pierpont Beach Bungalow Footsteps to Ocean
Welcome to “Twin Palms Surf Shack” in beautiful Ventura, CA. We offer an upscale laid back beach bungalow with all of the amenities. Our Ventura Pierpont Beach beach house is family friendly and just footsteps away from the sand. Our newly renovated beach house is cute + cozy and the perfect getaway! Sleeps 6 people easily within the home. 2 bedrooms each with queen beds and a rollout couch in the living room. 2 Bicycles, beach toys, beach chairs, umbrella, cornhole, foosball, and basketball.
4.97 out of 5 average rating, 170 reviews
Casa by the Sea
Welcome to Casa by the Sea. The home is about 1/2 block to the sand with direct access right down the street. The home has a wide open floor plan that makes being with friends and family fun and enjoyable. The home provides games, corn hole, beach toys and beach towels for recreation. There is a gas grill on the back patio that is hooked up to natural gas so you never have to worry about changing a tank. You are going to love sliding in the lifestyle here at the beach. We hope to host you soon.
4.86 out of 5 average rating, 155 reviews
Newer Villa ON THE SAND 7 Beds 6 Baths, Elevator!
Impeccable, custom ocean front home located in Hollywood Beach. This stunningly beautiful house on the sand was just finished in December of 2018. It has an Elevator, four 70' inch smart tv's throughout the house and all the latest technology to go with it! The location is the best on the beach with the master bedroom sitting high on the 3rd floor with unobstructed and panoramic sunset views! Everything in the house is custom including the art! If you want Luxury look no further, This is it!!!
4.92 out of 5 average rating, 185 reviews
Clear Ocean/Island Views 40 Short Steps to Beach
1440 sq ft modified a-frame: • seen on HBO Beach Cottage Chronicles • 10-minute walk to Harbor activities/dining • 1-block walk to local diner • 2 minutes to bike trail, park/playground • near Ventura, Ojai, Santa Barbara & Malibu •“jaw-droppingly gorgeous”-Coastal Living •“Design-forward abode”-Architectural D. • featured online on domino mag, etc. •Level 1: 2car Garage, Laundry+driveway •Level 2: 3 BR/1 Bath + balcony •Level 3: LR/DR/Kitchen+1 Bath+2 balconies •Outdoor LR, DR & sand area
4.96 out of 5 average rating, 472 reviews
NiDOMARE - Channel Islands Beach Retreat
Beautiful, stylish, & romantic 3bd/2 ba cottage just a 5 minute walk from the beach! Step through the gate into a lush & serene bamboo sanctuary…the sounds of water flowing into a small koi pond, a fire pit, a bright & comfortable open concept living area, a fully equipped kitchen & dining area, spacious bedrooms with luxurious bedding & chic bathrooms, wide screen TV’s for perfect movie nights, & a magical backyard with outdoor shower, lounge area, and jacuzzi under the stars. A dream getaway!
4.99 out of 5 average rating, 167 reviews
"Casa Valentino" On the Sand at Hollywood Beach
Experience a breathtaking ocean-front stay at Casa Valentino, where you'll enjoy a 4 bedroom, 3 bathroom home inspired by romantic icon Rudolph Valentino. This rare Spanish Casa is rumored to be one of the locations of Valentino's classic silent films and features a secluded beach cove & dramatic sand dunes for you and your family to enjoy all day. As evening nears, get cozy next to either the indoor or outdoor fireplace, surrounded by the enchanting garden & listen to the sounds of the ocean.
4.95 out of 5 average rating, 144 reviews
Deer Creek Cottage
Nestled in Malibu’s Deer Creek Canyon, this modern home offers stunning ocean views, surrounded by protected National Park land and breathtaking mountain vistas. Unwind in the outdoor soaking tub, play bocce ball, or yoga on the deck. Enjoy sunsets from the shaded farm table or one of many cozy spots around the property. Inside, natural light pours in from every angle. Hiking trails + beach access are just minutes away for the ultimate outdoor escape. Completely private + 24 hour security.
4.99 out of 5 average rating, 75 reviews
Beachmont Luxurious Beach Escape-Stylish 5BR Haven
Welcome to The Beachmont House – a HUGE 3,300 sf designer-curated, chic coastal retreat in sunny California! With 5 bedrooms, multiple living areas, a gourmet kitchen, spa-like amenities, and a dreamy backyard oasis, it’s designed for families, friend groups, or retreats seeking comfort, connection, and California charm. Whether you're relaxing in the hot tub, mixing drinks at the wet bar, or cruising to the waves on a beach cruiser, this is the California coastal lifestyle done right.
4.95 out of 5 average rating, 148 reviews
Beach View Deluxe-Ventura
Custom home with ocean, surf & Channel Islands views. 3 bedroom, 2 bath newer home located on a cul-de-sac. Upscale furnishings, gourmet kitchen with center island, dining area, comfortable living room, gas stone fireplace, speedy WIFI, Entertainment system, outdoor fully furnished patio with barbeque, separate fenced yard professionally landscaped with firepit & seating area. Everyone is welcome here. Enjoy your vacation or workation in comfort. Host pays the TOT City Taxes.
5.0 out of 5 average rating, 175 reviews
Oceanfront 1938 Vintage Beach Bungalow
Welcome to The Hula Hut, a lovingly preserved 1938 oceanfront vintage beach bungalow on Silver Strand Beach, one of the last true original 1938 cottages on the sand. She is rustic, full of character, and proud of every single year of her history. If you love vintage charm, authentic beach vibes, and a beautifully imperfect simpler time, you have found your people. If you need modern finishes or luxury amenities, she is not your girl, and she is totally okay with that!
4.93 out of 5 average rating, 214 reviews
Studio by the Beach with Separate Entrance
Relax in this cozy one-bedroom coastal retreat with ocean breezes, a Smart TV, a dedicated workspace, and a secluded private outdoor space. Polished beeswax-finished concrete earthing floors connect you to the ground for a calm, restorative stay. Cleaned following CDC guidelines with added UVC sanitizing and a Dyson air purifier. Set on a quiet street near the harbor, beaches, surfing, sunsets, whale watching, and local yoga. One parking space included.
4.98 out of 5 average rating, 827 reviews
Historic "Spanish Jewel" at Hollywood Beach
Escape to our 1928 Spanish Revival just steps to Hollywood Beach and Channel Islands Harbor. With 4 bedrooms (two upstairs, two downstairs), cozy spaces, and thoughtful details, it’s perfect for families and groups. Breathe in ocean air on the master balcony, share meals indoors or by the BBQ patio, and let kids enjoy the “Harry Potter” nook. Unwind by the fireplace, stream your favorites, or grab bikes and beach toys for a day in the sand.
4.99 out of 5 average rating, 108 reviewsPopular amenities for Anacapa Island holiday rentals
Other great holiday rentals in Anacapa Island

Canyon & Vine | Malibu Haven Ocean & Canyon Views
5.0 out of 5 average rating, 12 reviews
1617O - California Dreamin' Beach House
5.0 out of 5 average rating, 13 reviews
THE GETAWAY - Beachfront retreat in Pierpont Bay.
5.0 out of 5 average rating, 92 reviews
5 beds 4 bd 5 bath new oasis pool table/ping pong
4.96 out of 5 average rating, 55 reviews
Malibu Mid Century Ocean Breeze Minutes to Beach
5.0 out of 5 average rating, 82 reviews
Ocean Sunsets on Malibu Bluff
4.96 out of 5 average rating, 68 reviews
Marina Village by the Port Condo
4.85 out of 5 average rating, 59 reviews
Luxury Water Views! The Iconic Pagoda Beach House
5.0 out of 5 average rating, 90 reviewsDestinations to explore
- San Diego Holiday rentals
- Los Angeles Holiday rentals
- Paradise Holiday rentals
- Las Vegas Holiday rentals
- Big Bear Lake Holiday rentals
- Palm Springs Holiday rentals
- Tijuana Holiday rentals
- San Jose Holiday rentals
- Joshua Tree Holiday rentals
- Mammoth Lakes Holiday rentals
- Long Beach Holiday rentals
- Santa Barbara Holiday rentals
- Carpinteria City Beach
- Topanga Beach
- Rincon Beach
- Butterfly Beach
- Hollywood Beach
- Leo Carrillo State Beach
- Silver Strand State Beach
- El Capitán State Beach
- Oxnard State Beach Park
- Ventura Harbor Village
- Pepperdine University-Malibu
- Hendrys Beach
- Mondo's Beach
- Port Hueneme Beach Park
- Santa Barbara Zoo
- La Conchita Beach
- Point Dume
- Santa Barbara Bowl
- Paradise Cove Beach
- Santa Cruz Island
- Shoreline Park, Santa Barbara
- Santa Barbara Harbor
- Santa Barbara Museum Of Natural History
- Paseo Nuevo





