Villa holiday rentals in Oceanside

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.

luxury modern chateau, heated salt pool,wine&beach

An architectural masterpiece in San Diego north county for a detached luxury getaway. Privately set on 4 acres in the rolling hills of wine and avocado country, the home offers a chef's kitchen and panoramic views from every room. Immaculate landscaped grounds, heated lap pool and spa, outdoor kitchen and dining. Enjoy sweeping sunrises and sunsets and fresh citrus fruit. Golf and hiking in Fallbrook, 20 minutes to Temecula, 30 to Oceanside and 45 to La Jolla or San Diego. Small events allowed.

Vineyard Retreat—Hot tub—Free EV Charger—Views!

Welcome to your private, gated oasis in the hills of Vista! —Soak in the new hot tub while the sun sets into the ocean, recharge your EV (at no charge) overnight, 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 with epic backdrops. This space is crafted for unforgettable stays.

Villa Descanso: Your Luxe haven w pool, SPA, BBQ!

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!

Pool Oasis Villa & Guesthouse, Views, Avo Grove

This rental features a big modern, spacious Villa and separate luxurious guest house. Relax, unwind and create special memories with loved ones in this little slice of paradise. Feel the gentle breeze, pleasant sun rays, rustling avocado leaves and amazing vineyard valley views (Monserate Winery is just below us) on this climate sweet spot hilltop sanctuary. Many guests forgo their planned activities and rather chill by the pool paradise to enjoy unmatched tranquility.

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

Oceanview Luxury Hilltop Villa w/ Private Pool

Conveniently located and within walking distance to the horse track & fair grounds with views of the track and beach. This spacious, luxury home is nestled in a gated hilltop neighborhood. It's the perfect getaway and staging point for a family vacation. The pool may be heated if needed (for a small extra). Plan for fun with countless nearby activities and relax by the private pool and spa, while your designated master chef operates the patio grill.

Premier Top Floor View Villa - Four Seasons Aviara

This 1,330 sqft luxury "Premier Resort Residence" is uniquely positioned on the top floor, providing the best views, privacy & tranquility. $520/night before fees. This villa is the individual "Stand Alone" Premier Plan within the Four Seasons, world renowned for 5 star resorts worldwide, and retails for $1,200/night! Located next to The Park Hyatt Aviara Resort, Golf Club. In 2025, Jul 25-Aug 1 / Aug 31-Sep 7 / Dec 21-27 / Dec 27-Jan 4, 2026

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. Our villa is a beautiful getaway year-round, and a place to escape harsh winters.