Vacation rentals in Ventura Keys

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Top-rated vacation rentals in Ventura Keys

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Top guest favorite
Bungalow in Ventura
4.97 out of 5 average rating, 159 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.

Top guest favorite
The cabin is nestled among boulders and bushes, surrounded by lightly wooded terrain. Mountains rise in the background, with soft sunlight illuminating the scene, highlighting the natural beauty of the area.
Guesthouse in Ojai
4.95 out of 5 average rating, 188 reviews

Nature meets Luxury

If you're looking for the ultimate escape, you have found your special place. Nestled in a peaceful canyon just west of downtown Ojai, our one-bedroom cabin brings together nature and luxury. Feel yourself unwind as you take in the stunning views of the surrounding mountains and river basin, and relax in a modern custom-built cabin that offers everything you need. UPDATE JANUARY 2025: We have installed a new Starlink internet system at the unit, ensuring reliable, uninterrupted high-speed Wifi.

Guest favorite
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, 681 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 favorite
The living room features a large L-shaped couch facing a smart TV on the wall. A coffee table is positioned in front of the couch, with decor displayed. Natural light enters through multiple windows, highlighting the wooden floor and inviting atmosphere.
Bungalow in Ventura
4.94 out of 5 average rating, 164 reviews

Remodeled bungalow 5 min. from beach

Enjoy a stylish experience at this centrally-located Ventura Bungalow . Only 5 min. Drive To the beautiful Ventura beach, pier, downtown, and shopping centers. 2021 remodeled through out, here you’ll enjoy a peaceful stay on a quite neighborhood, this house offers a 2 bedroom 1 bath with a larga back yard, lounge area, dining area, and gas bbq grill, sleeps up to 4 people, wifi, washer/dryer, Netflix included, large driveway for parking . No parties, loud music, events or inside smoking allowed.

Top guest favorite
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, 201 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. #19146 or 2426

Top guest favorite
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
5 out of 5 average rating, 134 reviews

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.

Top guest favorite
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.
Camper/RV in Carpinteria
5 out of 5 average rating, 401 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.

Top guest favorite
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.
Home in Ventura
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

Guest favorite
The living area features a comfortable seating arrangement with a leather armchair and a dark sofa. Large glass doors open to the outdoor patio, allowing natural light to fill the space. A flat-screen TV is mounted on the wall, and plants add a touch of greenery.
Guesthouse in Ventura
4.98 out of 5 average rating, 231 reviews

Cozy 1 bedroom guest house private entrance.

Keep it simple at this peaceful and centrally-located beach casa. 15 miles Ojai. 28 miles to Santa Barbara. 1 mile to the beach. Quick boat ride to the Channel Islands National Park. Walking distance to downtown/restaurants. Located in the Ventura taco district. Blocks away from first Friday art walk. Private entrance and patio. Street parking only. Well lit entrance with security cameras. Lots of activities to do including: surfing, biking, hiking, boating, fishing, sightseeing, etc.

Top guest favorite
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, 167 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 favorite
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
4.97 out of 5 average rating, 154 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

Guest favorite
A light blue bungalow is positioned next to a gravel path, framed by lush green plants, including banana trees. A wooden table with an umbrella and two chairs is set in a small outdoor seating area. Sunlight brightens the space, creating a welcoming atmosphere.
Bungalow in Ventura
4.85 out of 5 average rating, 131 reviews

Beach Bungalow Getaway

Welcome to our Beach Bungalow! We are centrally located within ½ mile of the beach and ½ mile of the restaurants, tasting rooms, and stores on Main Street. Walk or use our complementary bikes to explore the best of Ventura. Close to everything, our bungalow is 1 of 3 rentals tucked away in a quiet, friendly neighborhood. Before you start your day or after a busy day out, relax and sip some coffee / wine and grill out in our large yard.

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