Villa holiday rentals in Fallbrook

*Sky High Lux Villa*PRIVATE Hilltop

Up in the clouds on its own private 5 acre hilltop located in the countryside amidst rolling hills & hundred year old oak trees. BEST VIEWS in the area from every room of this stunning villa. Accommodating 10 guests comfortably, with space for up to 18. Featuring 2 bdrms downstairs, 2 bdrms & a loft upstairs, & 3 luxurious bthrms. Near HIKING TRAILS & renowned TEMECULA WINERIES. Surrounded by NATURE, yet close to restaurants/stores. Offering a blend of nature & convenience with fresh ocean air.

Value · Family · Accuracy

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.

Family · Value · Kitchen

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.

Location · Value · Decor

Olive Manor - Luxury in the Heart of Wine Country

Romantic, English elegance in the heart of the Temecula Wine Country. Enjoy European ambiance in this beautiful, Tudor manor with lush gardens and a 70 tree olive grove. Olive Manor is the quintessential wine country getaway. This captivating estate features European architecture and provides perfect privacy and tranquility in southern California's Tuscany. Escape the city for a week or weekend and lounge poolside in Olive Manor's backyard oasis with waterfalls, birds of paradise and hot tub.

Location · Family · Getting around

Hillside Retreat • Pool + Hot Tub + Mountain Views

Welcome to Colina by AvantStay, a Mediterranean-style hilltop retreat on 10 acres made for private Wine Country lounging, poolside entertaining, and big-view sunsets. Sunlit interiors, floor-to-ceiling windows, and luxe game spaces set the tone for a stay that feels secluded, polished, and fun. 🏊 Heated pool, hot tub, firepit, putting green + alfresco dining 🔊 9-speaker Sonance Bluetooth system by the pool 🎱 Game room with pool table, bar, 150” screen, DJ lights, air hockey + ping pong

Family · Value · Check-in

Modern Château - Lap Pool, Weddings, Wine & Beach

A contemporary villa blending French architecture with California dreaming. For wine getaways, intimate weddings, special celebrations, creative and professional retreats. Set on 4 private acres with mountain and vineyard views, the estate features a half-Olympic heated saltwater lap pool, oversized spa, and chef's kitchen. Up to 15 overnight / 60 daytime guests. 20 minutes to Temecula wine country, 30 minutes to Oceanside beaches, and easy day trips to Legoland, La Jolla, and San Diego.

Family · Location · Check-in

Wine Country Hacienda with Pool/Jacuzzi, Views

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 all night long!

Family · Value · View

Gorgeous Wine Country Home with 4 Master Suites

Welcome to Belle Volte Estate, a stunning 5,000 sq ft luxury estate set on 5 private acres in the heart of Temecula Wine Country. Ideally located just minutes from Temecula’s renowned wineries and Galway Downs, this expansive property offers breathtaking rolling views, resort-style amenities, and flexible sleeping accommodations for large groups. This Estate includes 4 Primary Suites all with own private bathroom and TV. Pool, Spa, & Fire Pit. Great for 4 to 8 to 17 guests.

Location · Family · Quiet

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

Value · Location · Quiet

Villa with indoor pool in Temecula wine country

- Located on De Portola Wine Trail in the heart of Temecula Wine Country with an in-house pool and sauna. - walking distance to Leoness Cellars, Oak Mountain Winery, and Mogan Estate Weddings - Gentle slope upward creating the most amazing views from the hilltop estate - 4,200 square feet of living space, outdoor BBQ, and entertaining space - 4 Bedrooms + Office and Bonus room , see pictures for bed arrangement detail. Riverside county STR permit #000258

Location · Value · Quiet

Villa Toscana | 2.4-Acre Wine Country Estate

✨ PRIVATE WINE COUNTRY ESTATE ✨ Escape to a gated 2.4-acre villa near 40+ wineries, Galway Downs, Old Town & Pechanga. Three king ensuites open to private verandas, plus 2 more bedrooms and separate wings—ideal for families & friends to gather while enjoying privacy. Unwind in the hot tub, cook in the gourmet kitchen, or enjoy the game lounge, fitness area & bridal suite. Fast Wi-Fi + EV charging. Your spacious Temecula escape awaits!

Family · Location · Getting around

Peacock Ridge 11 Queen bed 3 baths Villa Pool, Spa

Imagine a Ridge, Vineyards below. Hot Air Balloons as the Sun comes up. Hear the wind whispering. Birds flying above. including Peacocks 100-year-old oak trees. Impeccable views everywhere. Paths to nowhere yet they lead everywhere. On the land is a 1900 French country inspired cottage called the Enchanted Cottage. Rustic Italian inspired Villa. The property has 2 dwellings for rent. The Villa, The Enchanted Cottage.

Location · Value · Grill