Villa holiday rentals in Oceanside

Tuscan Vineyard Retreat • Hot Tub • Views

Welcome to your private, gated oasis in the hills of Vista! Soak in the jetted hot tub while the sun sets into the ocean, recharge your EV overnight—at no charge, and wake up to breathtaking panoramic views. Immerse yourself in the peace of the natural surroundings, enjoying changing views—and a sunset terrace you’ll never want to leave. Whether you need to unwind from the hustle and bustle of daily life, or to work remotely in a peaceful setting. This space is crafted for unforgettable stays.

Massive 4-Acre Private Getaway With Majestic Views

Experience Ultimate Privacy at Our Secluded 4-Acre Retreat in Vista. Escape to this hilltop sanctuary, where tranquility & stunning valley views await. Perfect for families, large groups, & retreat-style getaways, offering a rare blend of comfort & adventure. Unwind with an array of amenities with pool, hot tub, tennis court, volleyball court, basketball hoop, horseshoe pit, corn hole, pool table, darts & games. Gather around the large fire pit area for unforgettable evenings under the stars.

Oceanside Tropical Resort with HEATED POOL & SPA!

Enjoy your family vacation at this tropical paradise, an indoor/outdoor lover’s dream featuring a heated pool and relaxing spa - all included: • 🌊 Heated Pool & Spa • 🎯 Private Game Room • 🎱 Pool Table • 📺 3 Large Smart TVs • 🧒 Playground • 🔥 Outdoor Gas Fire Pit • ⛳ Two-Hole Putting Green • 🚣 2 Kayaks Surrounded by dozens of tropical fruit 🍏 trees, this home feels like you’re on a permanent vacation — whether you’re swimming under the sun 🌞, relaxing by the fire 🔥 at night.

Villa Serena | Pool, Pickleball & Luxury Retreat

Experience unparalleled tranquility in this stunning Spanish-inspired sanctuary nestled within a lush, private one-acre oasis. Mesmerizing tropical pool, a bespoke sunken outdoor fireplace, a traditional wood-burning pizza oven, pickleball court and your very own vineyard. This retreat perfectly caters to families, relaxation seekers, and intimate gatherings. Surrender to the serene comforts of this dwelling, unwind, and soak in the entrancing scenic views that Fallbrook has to offer.

Villa Descanso: your luxe retreat with pool

Are you seeking for your own private enclave only 15 minutes from Oceanside beach? “Villa Descanso” as featured on HGTV's "House Hunters" is a vacation destination in itself featuring high end luxury finishes, relaxing crystal clear pool and spa, ultra comfortable beds, large indoor and outdoor dining spaces fully equipped for the perfect getaway. Once you arrive you won't want to leave! But if you do, you are just 6.5 miles away from the beach! Book NOW! You're going to love it!

Casa Nera | Movie Theater · Pool · Hot Tub · Sauna

Couples, Families, & Countryside Peace Seekers only, please. Casa Nera (“Black House” ~ Italiano) is truly a one-of-one. It is where contemporary mid-century inspired architecture, unparalleled design, stunning vistas, and the finest amenities converge. Overlooking a 5-acre avocado grove, Casa Nera presents a pool & spa, private cinema, outdoor cedar barrel sauna, and over 7,000 ft² of indoor/outdoor living, gaming, & playing. Brilliantly designed by SoCalSTR® | IG: @socalstr

"NEW" Luxury Hacienda Retreat in Wine Country

Welcome to your private wine country Hacienda. This spacious Fallbrook estate offers multiple indoor living areas, two gourmet kitchens, 5 bedrooms with a private casita and kitchen. 3.5 designer bathrooms, and a speakeasy-style bar lounge. Enjoy a panoramic mountain view, multiple patios, a built in BBQ, firepit, and beautifully landscaped. We are one mile from Monserratte Winery. Now offering off-site weddings, and a Speak Easy Lounge bar/ Poker room that's open until 2am.

Via Viento Farms

Via Viento Farms is more than a destination; it's an escape from the ordinary. Whether you seek a weekend retreat or a Family vacation. Via Viento Farms welcomes you with open arms. Immerse yourself in the beauty of the orchards, indulge in the luxurious amenities, and let the spirit of the farm rejuvenate your senses. A 5 ensuite bedroom in an expansive 4000 sq foot Villa. Featuring an expansive pool, a Swedish sauna, and an 8-person hot tub, and Private Pickle Ball court

Vita Bella a poolside resort estate

A resort villa where country atmosphere meets luxury. Our 4 bedroom 3 bath home is spacious and all on one level. It is wheel chair accessible. The 4th bedroom has a private entrance and salon facilities. It is perfect for guests to get ready for a big event as we are close to multiple wedding venues and wineries, as we are in close proximity to the award winning Monserate Winery. Our villa is a beautiful getaway year-round, and a place to escape harsh winters.

Lilac Country Villa on 20 Acre Avocado FARM Stay

Escape to your own private 20-acre sanctuary in the hills of Escondido. Reminiscent of the Tuscan countryside, this sprawling avocado estate offers absolute privacy, panoramic valley views, and resort-style amenities just 45 minutes from San Diego Airport. Designed for multi-generational families, executive retreats, and intimate lifestyle gatherings, the estate combines the rustic charm of a working ranch with the luxury of a 5,500 sq. ft. villa.

Bright Ocean View Luxury Getaway

Sit back and relax in this charming, panoramic Ocean View stunner. Wake up to the sunrise view from bed. Complete with plenty of luxury amenities. Gourmet kitchen, nespresso machine, french press, two plasma tvs, fiber wifi, al fresco dining, spacious walk in shower with bench, and plush robes. 1 mile away from downtown Encinitas and Encinitas beaches. Easy 5 minute bike ride or 20 minute walk. Nearby Freeway Access

Villa on Hills with Pool. Guest House Included

Welcome to our Spanish Villa Retreat, an exclusive, private sanctuary nestled in the hills of West Ramona. This beautiful property offers two separate living spaces, making it perfect for family vacations, friends getaways, couples retreats, or wedding parties. Enjoy the privacy and flexibility of the unique spaces while gathering in the communal courtyard for memorable moments.