
Holiday rentals with a pool in Ventura County
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Top-rated rentals with a pool in Ventura County
Guests agree: these homes with a pool are highly rated for location, cleanliness and more.

Beautiful Designer Treehouse, Treetop Views, Sauna
Nestled amongst the treetops, this designer retreat awaits you. Quiet and picturesque four bedroom house with unobstructed mountain views. Newly renovated with custom made furniture and stylish decor. Step outside into the fresh mountain air with two hikes walking distance from the property and a short 2min drive to the local bakery or pub. The house has 200Mbps wifi, 3 decks, a Japanese onsen inspired master bath with an infrared sauna, cinema room, pellet stoves and an in-floor heating system

Gorgeous grounds/pickleball/ hot tub
Experience Olive Hill Ranch! This 5 plus acre estate is an escape from daily life. Have a dreamy sleep in the double queen beds. Cook in the kitchenette, on the Traeger or dine at nearby delicious cuisine. Enjoy our resort-like amenities, including pool (heated summer months) hot tub, tennis, pickle ball, and putting green. We are local to multiple golf courses and a fantastic driving range. Underwood family farm and equestrian centers are within walking distance. Just 30 miles from Hollywood

Postmodern Treehouse-like Cabin by Charles Moore
Relax, reflect and create in this unique, treehouse-like cabin built by the father of postmodern architecture, Charles Moore. The home is built with a grand staircase that leads you into the tree tops of Pine Mountain. Take in the surrounding nature from the multi-level decks or warm up by the fireplace. You can also enjoy the short trail in the backyard, the clubhouse, golf course, pool & the many wonderful trails nearby. The cabin is great for a solo retreat, couple's getaway or a small group

Tuscan Villa Guest House
Lovely, private guest house in the middle of an avocado orchard with swimming pool & hot tub & spectacular views of the Channel Islands. Sunsets are unbelievable! Feels like you're in the Tuscan hills of Italy with an ocean view in the distance. Tranquil & secluded yet only 10 minutes from Camarillo Airport & the Camarillo Outlet stores, 20 minutes to beaches, 30 minutes to Malibu, 45 minutes to Santa Barbara, 1 hour North of Los Angeles. Cal State University Channel Islands is 15 minutes away.

Cozy Cabin Rental in Pine Mountain Club California
This rustic cabin in the woods is the perfect getaway for nature lovers. With beautiful views of the Pine Mountain Club's landscape, this cabin is great for a relaxing weekend alone or with family and friends. Plus, it's only 67 miles away from bustling Los Angeles! Floor to ceiling windows let you take in all the natural beauty around you, and there's plenty of space for everyone to relax. Whether you're looking for a serene escape or a fun-filled adventure. Book now and enjoy your stay!

Port Hueneme 2 Bd, 2BA w/ Ocean View Beach Living
Experience amazing beach living with Ocean views from condo or sunsets dining from the spacious balcony. This 2+2 condo is in immaculate condition newly remodeled with all the comforts of home. This gated community has a clubhouse, pool, sauna, fitness room, pool tables, outdoor cooking area, sand volleyball and basketball courts. Plenty of walking paths within community or walk to the beach, park, fish market and restaurant at the pier. Shopping and plenty of eateries to choose from.

Poolside Escape w/Curated Style
Zuni Tranquillo is a newly redecorated concept design retreat located just minutes from the beach and downtown of Ventura and just a short drive from Ojai, its hot springs, and Santa Barbara. A 15-minute ride down a beautiful bike path takes you to the sea and the stunning Seaside Wilderness Park where you’ll find hiking trails and coastal views. Zuni Tranquillo is a lush, aquatic oasis in balmy Ventura that invites you to let go of all your worldly concerns and be tranquillo.

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.

Quiet Beach Get-Away
A quiet, two-bedroom, two-bath beach-front condo with cozy decor and a serene patio overlooking the sand dunes. Port Hueneme offers great surfing and a warm-summer Mediterranean climate year-round. This peaceful beach city is close to Ventura Harbor (20 min), Malibu (35 min), Santa Barbara (50 min), and Santa Monica (1 hr). We’re happy to help you enjoy SoCal charm with suggestions—a phone call away. Dog friendly, with access to a pool and jacuzzi in the clubhouse.

Rancho Mesa Escondida adobe home on organic ranch
Rancho Mesa Escondida (Hidden Mesa) Adobe ranch house is a peaceful retreat on the bluffs overlooking the ocean, just above Rincon Point and minutes from the seaside town of Carpinteria. With 17 acres of certified organic avocado and citrus orchards, views of the ocean to the south and west, and to the Los Padres mountains on the east. The house, gardens, and pool provide a private, peaceful setting for writer, artist, family, those seeking a quiet retreat.

Eichler -Private- Oasis: Pool & Spa Escape
Welcome to the Eichler House in Thousand Oaks! This mid-century modern home features a pool, jacuzzi, fireplace, and built-in BBQ—perfect for entertaining or relaxing. Fully remodeled with modern amenities, it boasts an atrium, open floor plan, and floor-to-ceiling windows for seamless indoor-outdoor living. Nestled on a private lot backing to open space, it offers tranquility while being minutes from hiking trails, shopping, and 30 minutes from the beach.

A Happy Home w/Sparkling Pool
Celebrate your time off in our happy, family-friendly home. This four-bedroom single-story house boasts an AMAZING kitchen, an expansive pet-friendly backyard, a refreshing swimming pool, and beautifully decorated living room and bedroom spaces. The water pressure in both of the home's walk-in showers will blow your mind and everyone will want to try out the remote-controlled bidet in the Master Bathroom. We look forward to hosting you and yours!
Popular amenities for Ventura County rentals with a pool
House rentals with a pool

Our mountain retreat on Linden Drive

Spacious Home With Pool and Spa in Thousand Oaks

Casa Bonita pool house

Panoramic ocean & mountain views Malibu Villa!

MidCentury Modrn Coastal Retreat w/Hot Tub & views

Midnight Sun House - Serene Ojai Retreat

ThousandOaks Charming 3B /2 pool spa tennis & hike

Ventura East End Oasis
Apartment rentals with a pool

Spectacular Malibu Beach Front

Newly Remodeled Luxury Beach Condo

Surfside Zen Steps to the Beach!

Gym | King Bed | WD I Balcony | Walkable | Desk

Beautiful oceanfront Malibu condo

$279 May Special Sun-Wed with Private yard

Really cool 2 bedroom, close to the beach!

Ground floor condo with patio steps to the sand.
Other holiday rentals with a pool

Serenity Retreat--Modern Mountain Cabin!

Large Lower Suite in Mountain View Home

Pine Mountain Club Retreat

Classically Californian Mountain Cabin

Newer Tiny House Comfy Cozy/ Six Flags/CalArts

Chemical Free Cottage -3 Queen

THE MEMORABILIA GUEST RETREAT W/ PRIVATE ENTRANCE

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