House holiday rentals in Ventura Keys

A moored boat at night features soft lighting that highlights its outline. Lounge seating is visible on the covered deck, with the surrounding harbor illuminated by nearby vessels. The boat is labeled with 'Ventura Boatel' and certified as a green business.

4.8 out of 5 average rating, 692 reviews

Ventura Boatel Stay on a boat in Ventura Harbor!

Best location in the Harbor- It is a 40' boat so more like a large Floating RV than a hotel! There is plenty of room to sleep and relax. The boat doesn't ever leave the dock. You will get to experience living on a boat, but since it is always attached to the dock you will never have to worry about sea sickness! It is less than 100 feet to all the action at Ventura Harbor Village with restaurants, live music, shops, wine tasting, famous ice cream shop, a gorgeous beach, Island Packers, and more!

4.88 out of 5 average rating, 281 reviews

Jacuzzi |1 Minute Walk to Beach|Games|BBQ|Fire Pit

Step in the realm of Calypso Breeze, where you'll discover an oasis boasting one of Ventura's best patios. Unwind stylish surroundings, just a heartbeat away from the beach with Mexican, & sushi delights nearby.Your experience reaches its peak as you bask in the sun-drenched patio. Fire up the BBQ, ignite the fire pit & luxuriate in the bubbling embrace of the jacuzzi. Engage in competition with Connect 4, Ping Pong, or Jenga. Unleash the adventurer in you and create great memories by the beach!

A charming bungalow with a light blue exterior is highlighted by white window frames and a welcoming yellow door. Lush greenery and white flowers border the walkway, leading to the entrance. The roof features standard shingles and a chimney, complementing the home's vintage appeal.

5.0 out of 5 average rating, 206 reviews

Yellow Door Bungalow

Charming and bright 1940 bungalow in sought-after Midtown Ventura. An ideal location within 10 minutes of Ventura beaches, local surf spots, Ventura Harbor, and Downtown Ventura. This sweet home boasts many vintage features such as original floors and Wedgewood stove while also providing modern updates including an on-demand hot water heater, quartz countertops, fresh gym space, and more. The backyard patio is the perfect place to enjoy your morning coffee or an outdoor meal. VTA STVR #2426

5.0 out of 5 average rating, 140 reviews

The modern retreat showcases a long, low-slung structure with large windows reflecting warm light. Surrounded by lush greenery, the exterior features a spacious lawn and elegant outdoor seating arrangements, set against the backdrop of rolling hills and a dusky sky.

Home in Malibu

Encinal Mountain Malibu - Gated Retreat EV charger

Located in Malibu, and unaffected by fires. Encinal Mountain is a private gated retreat featuring two King bedrooms, central A/C, spa bathrooms, and luxurious soaking tub. Fully fenced yard is safe for pets and children. Located 2 minutes up from the Pacific Coast Hwy and El Matador State Beach sits an architectural gem on 5 acres, designed by architects Buff & Hensman. Fully renovated down to the studs it has been restored to retain the midcentury history, yet upgraded with modern luxuries.

The exterior of a beach home is showcased, featuring warm lighting along the eaves. A wooden dining table with candles is positioned in the foreground, surrounded by comfortable chairs. Large windows illuminate the interior spaces, providing a glimpse into the inviting atmosphere.

4.96 out of 5 average rating, 118 reviews

Serenity by the Sea Ventura Beach Gem Sleeps 6

CITY OF VENTURA PERMIT #2289 SERENITY BY THE SEA is a single story beach home in Pierpont Bay just steps to the sand! Our luxurious yet cozy "Pottery Barn" beach home is perfectly located for that relaxing get-away you've been looking for! Pierpont Bay, Ventura is a quaint beach where you can relax and enjoy the sun, waves, walks, bike rides, great food, shopping and stunning sunsets! Our location is a nice drive to Santa Barbara, Solvang, Malibu and Ojai. From LAX 1 hr 10 min/BUR 1 hr

Superhost

4.78 out of 5 average rating, 422 reviews

Salty Kisses Beach House with an Ocean View

Luxury Oceanfront Retreat | Newly Renovated | Steps to the Beach, 3 bedroom, 2.5 bath On one of the most private beaches in California. Thoughtfully redesigned and refurnished during its 2026 renovation. Bright, open living spaces comfortable furnishings and high-end finishes. See and hear waves from the deck, prepare dinner in the remodeled kitchen, fall asleep to the surf. You deserve it! We look forward to hosting you and helping create memories you'll never forget!

4.92 out of 5 average rating, 183 reviews

An outdoor kitchen area is highlighted by a large rock formation, featuring two stainless steel grills and a mounted TV. Stylish seating with turquoise cushions surrounds a curved bar, complemented by landscaped greenery and palm trees in the background.

Home in Moorpark

Island Style Oasis Home- Island in the Sky

Welcome to Island Style Oasis– your very own private paradise! Our luxurious retreat is the perfect place to escape the hustle and bustle of everyday life and indulge in some much-needed relaxation. Nestled in a peaceful and serene valley our stunning property offers everything you need to rejuvenate your body and mind. Whether you want to take a dip in our sparkling pool, soak in one of our Jacuzzi tubs, or unwind in our steam showers and dry sauna, we've got you covered.

4.95 out of 5 average rating, 169 reviews

A stone wall features the letters 'OAI' prominently displayed. The surrounding garden is lush with greenery, including vibrant plants and trees, while a pathway of smooth stones leads further into the serene yard.

Home in Ojai

Ojai Oasis

🌿 Ojai Oasis – A Serene Retreat with Pool & Lush Garden 🌿 This home-share offers two comfortable bedrooms within the main residence, along with a den and pull-out couch. Perfect for a relaxing stay. The House offering is private. The guest has complete use of bedrooms, bathrooms, kitchen, dining room and living area, along with shared use of all outdoor amenities including the pool. During your stay, there is no interaction with the owner who resides on property.

A sunny balcony is displayed with a round table set for breakfast, featuring two mugs and a plate of croissants. The ocean is visible in the background, along with a clear blue sky. Comfortable seating enhances the dining experience.

4.94 out of 5 average rating, 103 reviews

Nearly Beachfront Family Home, No Guest Fee!

*We pay your 15% Guest Fee!* Welcome to Written in the Sand, a breezy, updated beachfront townhouse designed for easy coastal living Just steps from the ocean - literally one house - this light-filled, multi-story home offers water views from the balconies, a relaxed open living area, and a private fenced backyard that’s perfect for grilling, unwinding by the fire pit. Comfortable, walkable, and thoughtfully stocked, it’s an ideal beach escape for families and friends.

An open-concept dining area features a large wooden table surrounded by black and yellow chairs. A modern kitchen is seen in the background, complete with a sleek island and bar stools. The living space is enhanced by a wall-mounted television above a contemporary fireplace, providing warmth and comfort.

4.88 out of 5 average rating, 100 reviews

Beautiful home close to beach and shops

Indulge in confort at this fully renovated mid town home in Ventura. Every detail of this stunning property has been planned for a 5-star private resort experience. Enjoy the back yard that features a swimming spa, build in bbq , two fire pits and more. Ventura has lots to offer with surf spots, local breweries, coffee hubs and restaurants,your tranquil oasis awaits in this best-of-the-best getaway! STVR PERMIT NO: 2509

A cozy living area features a combination of rattan and brown upholstered seating. Natural light brightens the space, which includes a wooden coffee table and a decorative shelf displaying beach-themed decor. Textiles add texture, enhancing the inviting atmosphere.

4.96 out of 5 average rating, 247 reviews

Newly Remodeled Surf Cottage Footsteps to Ocean

More updated pictures coming, the home is brand new from top to bottom. Absolutely gorgeous beach bungalow that is perfect for your family vacation. Brand new renovated two bedroom, one bathroom home in Pierpont Beach at Ventura, CA just footsteps from the ocean. Apple TV, internet, full appliance suite that is brand new from kitchen stove, dishwasher, and fridge. Welcome to luxury with a boho vibe at the beach!

Superhost

A cozy living area features a brown leather sofa with orange cushions positioned against a wall. A round woven table sits in front, accompanied by a small wooden side table with a potted plant. Natural light filters through large windows, illuminating the space.