Holiday rentals with a pool in Ojai

Pool House on the Ranch/ seasonal heated pool

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.

Plant Lover's Paradise: Jacuzzi/Pool, 420 Welcome

Unwind in our studio guesthouse, tucked away in a peaceful backyard retreat with a large private pool, cabana, massage chair, and hot tub. Immerse yourself in paradise, surrounded by tropical fruit trees, an organic garden, and an aquaponics system. Outdoor bliss awaits for 420 enthusiasts (outdoors only). Mention '420 friendly' while booking to receive a gift of our homegrown, pesticide-free cannabis. Max 2 guests, no exceptions. Kindly review our description and house rules before booking.

Topanga Canyon Oasis by Colby & Conrad

Be WOW-ed by nature's beauty on this superbly curated, effortlessly magnificent property at the edge of an enchanting forest. Plunge into the infinite pool & warm up in the spillover hot spa as you take in the pristine canyon view. Sip coffee under the oaks listening to the hum of birds & bees. Explore the winding paths thru the crystal forest & cactus garden. Enjoy concierge wellness services on-site. A perfect respite for any retreat. Join us to renew. Featured in Better Homes & Gardens.

Charming 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.

Romance in the Pines

Romance in the Pines is a cozy, hidden gem located 6200 ft high, surrounded by 100 ft pine trees and over 300 year old oak trees. This magical 2-story cabin sits on a half-acre lot with pines growing right through the large deck. The interior features raw cedar walls, *NEW high speed Internet*, the comfiest fireplace, carpeted bedrooms and large spectacular view windows. You can have your morning coffee in the enchanted garden and enjoy sunset on the huge deck.

Topanga Pool House

The Topanga Pool House is a resort like property located at the edge of the State Park, with canyon views & ocean breezes. The infrared sauna, cedar plunge pool, hot tub, outdoor bed and yoga deck provide an escape from the hustle of the city. Guests have said it's "as if you have a resort to yourselves" "spa like" "magical and healing" and that's the experience we strive to provide. We live in the upstairs unit but prioritize guest's privacy at all times.

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.