Villa holiday rentals in Oceanside

Vineyard Retreat—Free Hot tub & EV Charger—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.

The Villa Serena Luxury Home

A recreational paradise, this Spanish beauty resides on a private 1 acre parcel with countless outdoor amenities including tropical pool, sunken outdoor fireplace, pizza oven, vineyard, and a pickle ball/tennis/basketball lighted court. A serene location for families, relaxation, and small gatherings, this entire home includes a gourmet kitchen with Ilve stove, wood burning pizza oven, chilled wine storage, and well-equipped kitchen. Come, unwind, and enjoy beautiful views of scenic Fallbrook.

Fallbrook Estate - 3600sf on 5 Acre Retreat

For Wedding Guests, Mini Getaways, Couples’ Retreats, and Family Time—perfect for anyone craving a peaceful country escape. >>>>Book now! Time for a family holiday gathering! Breathtaking views with unusual peace and a transportive atmosphere. Escape day‑to‑day stress at this country villa on 5 acres in Fallbrook, CA. Enjoy a private pool, stunning views of 280 avocado trees from French doors, and entertain in custom bar and game rooms. Convenient to wineries, golf courses, and wedding venues.

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 Descanso: 15 min to beach, heated pool, 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!

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

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

Backyard Oasis • Pool • Hot Tub • Games • MiniGolf

If you’re looking for a place where everyone can relax and have fun, this is it. Designed for memorable stays, enjoy pool days, hot tub nights, games, and mini golf in the spacious backyard. Inside, bright, modern interiors offer comfort and space to unwind. Located in one of San Diego’s safest and most family-friendly neighborhoods, this home delivers resort-style vibes in a private setting made for enjoying time together. Ideal for families, friends, and groups!

Heated Pool Oasis Hilltop Villa, Avo Grove, Views

UPDATE: PICKLEBALL COURT WILL BE AVAILABLE STARTING FEBRUARY 1, 2026 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.

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.

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

Bella Vita, Majestic Gated Resort

North San Diego, Eco-friendly, Perfect for family getaways or intimate gatherings, Dinners, Small Weddings. 3 spacious en-suites bedrms open to the stunning private pool area and hardscape surrounding the Villa. Relax by the solar heated in-ground pool & propane heated in-ground spa. Create an inspired meal in the large open kitchen featuring Viking appliances.