Holiday houses in Ventura Keys

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Top-rated holiday rentals in Ventura Keys

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top Guest favourite
Bungalow in Ventura
4.97 out of 5 average rating, 162 reviews

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.

Guest favourite
Home in Ventura
4.88 out of 5 average rating, 277 reviews

Hot Tub |Walk to Beach|Games|BBQ|Fire Pit|Parkings

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!

Guest favourite
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.
Home in Ventura
4.8 out of 5 average rating, 688 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!

Top Guest favourite
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.
Home in Ventura
5 out of 5 average rating, 204 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

Top Guest favourite
The exterior of a modern home is illuminated at night, featuring expansive glass walls that showcase the bright interior. A serene outdoor area is visible, including seating along the patio and a nearby oak tree, all under soft landscape lighting.
Home in Santa Paula
4.96 out of 5 average rating, 126 reviews

Relaxing Mid-Century Modern under the oaks

Enjoy our restored mid century gem with high ceilings and walls of glass opening to a private garden under heritage oaks. Peaceful and serene, modern stocked kitchen, birch floors and designer finishes. Cal King and Queen beds plus large couch if needed, also a pack and play. Venture to nearby beaches from Ventura (20 min away) to Santa Barbara, discovery Old California in citrus and avocado groves of Heritage Valley and Ojai, explore historic Santa Paula. yet only aprx 1 hour from LA.

Top Guest favourite
A large covered deck features wooden beams and a spacious wooden floor. Cozy seating arrangements are present along with a rustic table. Surrounding the area are various plants and rocks, while the silver Airstream reflects natural light from the garden.
Campervan/RV in Carpinteria
5 out of 5 average rating, 406 reviews

Kick Back in an Iconic 1974 Airstream on an Organic Ranch

You can check out the Tiny Home Airbnb Tour of my Airstream by searching “Beautifully Renovated 1974 Airstream.” Condé Nest Traveler Magazine Top 40 AirBnBs in SoCal! Your own private area Start California dreaming in a restored 33-foot Airstream a short drive from Carpinteria. Rincon Point, known as the Queen of the Coast in the surfing world, and Summerland are both a short drive away. No public transportation. Car necessary There will be a welcome manual and various brochures on hand.

Guest favourite
Tiny home in Malibu
4.98 out of 5 average rating, 58 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.

Top Guest favourite
A serene outdoor space is dominated by a wooden hot tub, complemented by smooth stone paths and lush greenery. Soft lighting from string lights illuminates the area, while a gentle fountain adds a soothing water feature. Lounge seating is arranged for relaxation among the natural elements.
Home in Ventura
4.98 out of 5 average rating, 104 reviews

Ventura Beachtown Getaway

Summer is here! Time to plan your getaway at our beautiful Beachtown Casita! You will enjoy a bright, open living and dining area, connected to beautifully modern kitchen, front bedroom with a queen bed, shared "Jack and Jill" bathroom, large master bedroom, king bed and French door access to the backyard with a hot tub for 6. Additionally, a unique studio above the garage we feel is like your own private treehouse. This includes a third bedroom, queen bed, bathroom, and shower.

Top Guest favourite
An open and modern kitchen designed with rich wood cabinetry and stainless steel appliances. A large island with seating for two is positioned in front of a window, providing views of the outdoors. Soft lighting enhances the contemporary ambiance.
Townhouse in Ventura
5 out of 5 average rating, 169 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.

Top Guest favourite
The bungalow's charming exterior features a turquoise door and a tiled staircase, framed by vibrant plants and decorative pots. A shaded outdoor seating area is visible on the right, complemented by a turquoise umbrella, creating a welcoming entrance to the home.
Townhouse in Ventura
4.96 out of 5 average rating, 162 reviews

“Ventura vibes” Stylish Midtown Bungalow #1

Clean and updated 2 bdrm 1 bath Spanish bungalow about 1/2 mile from the sand. A relaxing space in midtown Ventura, close to the beach and Main street with an outdoor space perfect for morning coffee or tea. All the amenities and plush beds to make your stay as comfy as possible. Sweet neighborhood centrally located near the beach, restaurants, shops, the pier and the harbor! STVR Permit #2356 Airbnb fees are now included in total amount. Host pays fees directly to Airbnb

Top Guest favourite
A charming bungalow exterior showcases a red door and an American flag. A sandy path leads to a landscaped front yard with decorative plants and a seating area featuring red Adirondack chairs. Bright sunlight highlights the clean lines and inviting atmosphere of the house.
Bungalow in Ventura
4.98 out of 5 average rating, 161 reviews

The Moroccan at The Birdbath Bungalows

Your beautifully curated haven in the heart of Ventura's beachside community. Two bedrooms, one bathroom. Sip your morning espresso on the front porch swing, fire up the BBQ for dinner, and spend your evenings gathered around the gas fire pit in your own lush secret garden. Fully renovated in 2023 with care and quality throughout. A short walk to the beach, the pier, and Ventura's vibrant Main Street restaurant and bar scene. STVR Permit #2474

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.
Home in Ventura
4.87 out of 5 average rating, 128 reviews

Ventura Coastal Hideaway

Welcome to our Coastal Hideaway! Nestled in the middle of Ventura, our cozy haven invites you to unwind in a blend of bohemian charm and coastal tranquility. Picture yourself sipping morning coffee on the sun-drenched patio, or a glass of wine under the lights at night. Whether you’re a beachcomber, a sunset admirer, or simply seeking a peaceful escape, this is your perfect coastal sanctuary. Ventura Permit No.2520

Popular amenities for Ventura Keys holiday rentals

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