Holiday rentals with a pool in Sage

Hilltop Wine Estate- Pickleball - Pool - 360 views

Come experience life in the hills of wine country. Private vineyard estate boasts 4800sq feet of living on 5acres. Come hot tub under the stars and wake up to breathtaking mountain views. Sip coffee on the front porch and watch the hot airballoons out the window. Spend the day wine tasting or soaking in the custom rock pool with waterfall. Host friends or family out back with space to bbq and then later watch the big game on the projection movie theater. Rec room has arcade, pool, ping pong -gam

Location · Family · Back garden

Wine Country Retreat-Pickleball, Expansive Acres

Welcome to Temecula Wine Country Retreat. Tucked away in the hills of wine country, this five-acre retreat is a one-of-a-kind property and the perfect escape for all families, wine-goers, golfers, and those searching for peace and serenity. Our custom home offers seven bedrooms*, an in-ground spa, a pool slide, and a custom pavilion with three TVs. We also have a pickleball court, horseshoe pit, soccer goals, dart board, Bocce Ball court, and ping pong table! Let us cater to you and your family!

Family · Value · Getting around

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 · Value · Parking

The Wine Country Ranch Retreat with Pool & Spa

Welcome to The Wine Country Ranch Retreat. Our gated and private fully fenced 3 acre countryside estate is located in the rolling hills and heart of Temecula wine country. Right next to the famous De Portola Wine Trail. All of the best 50+ award winning wineries and vineyards are within a few short minutes from the retreat. Close to everything Temecula has to offer yet feeling like your in the middle of nowhere is The Wine Country Ranch Retreat! Come and enjoy the peace and quietness. #000544

Family · Value · Condition

Mil $Views+10bd|Friends TV Show Theme Gameroom

Surround yourself with style in this standout space and incredible views all around. This well appointed brand new Villa has open plan living room, dining room and a bar, large chefs kitchen and oversized bedrooms with higher end finishes in the bathrooms with all new higher end furniture. Location is less than 25 mins drive to PS downtown and 45 mins to Joshua Tree Park Entrance. Your ultimate desert gateway starts here! Please note that this is a single level home with steps in & outside.

Value · Location · Heating

Vineyard Vista | Modern • Renovated • Private

Follow us @vineyardvistavibes on i n s t a g r a m for a closer look at Vineyard Vista & Temecula Wine Country. Set atop a hillside overlooking the vineyards and mountains with a private pool, hot tub, multiple outdoor lounging spaces, and no immediate neighbors. Premium finishes and a modern Mediterranean aesthetic, you’ll enjoy a fully renovated, luxury home. 5 minutes to town in one direction and over 30 wineries in the other, with breathtaking views including our own private vineyards.

Location · Family · Getting around

September Wine Country Special!

Cozy charming home in Temecula. Early check in and 6 pm checkout. Based on availability. Located near: Pachanga Casino Downtown Temecula Wineries Just moments from “TOP”local Wineries. Located in the heart of the Temecula Wine Country, this home is perfect for retreats, large families, intimate rehearsal dinners, girls' weekend, lots of concerts at the wineries. Only 15-20 from Downtown Temecula. Great restaurants like 1909. Nearest airports - San Diego Ontario

Location · Family · Bathroom

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 · Value · Comfort

♥ Of Wine Country | Privacy+, Gazebo, BBQ, Jacuzzi

Private, 3-BR, single-level home on 5 acres in the heart of Wine Country is a resort-style paradise. Self check-in. If you're looking for a party or large gathering this home is NOT for you. • Grill + Seasonal Pool (saltwater) + Jacuzzi. Pool toys on site. • Gazebo • Smart TVs • Work stations in two bedrooms • Fully equipped + stocked kitchen • On-site washer + dryer • 5 min drive to most wineries • Ping pong table • Pets allowed, with notice and additional fee.

Family · Location · Amenities

Wine Country Retreat | Pool, Spa, Views

Escape to your private retreat in the heart of Temecula Wine Country. Perched on a peaceful hilltop, this elegant getaway features sweeping wine country views, unforgettable sunsets, a resort-style pool and spa, and four beautifully appointed king bedrooms. Just minutes from award-winning wineries, Old Town Temecula, Pechanga, and premier wedding venues. Perfect for wine country escapes, family getaways, girls' weekends, wedding stays, and relaxing retreats.

Location · Value · Check-in

De Portola Vineyard and Retreat House-39950S

- Located on De Portola Wine Trail in the heart of Temecula Wine Country with 8 acres of Italian varietal mature grape. - adjacent to Cougar Winery & Frangipani Estate Winery - Pool and Spa with vineyard view. - Gentle slope upward creating the most amazing views from the hilltop estate built in 2015 - 3,800 square feet of living space and an additional 1,573 square feet of covered outdoor living and entertaining space - 5 Bedrooms 4.5 Bath & 7 beds

Location · Value · Check-in

Caballos Manor - Beautiful Wine Country View Home

Welcome to the Caballos Manor located in the heart of Temecula Wine Country, minutes away from all the most popular wineries! This wonderful Vacation Estate offers exceptional outdoor area with the most amazing views of the Wine Country! The house has 5 bedrooms with 4 bathrooms and can sleep 10 guests The house offers a pool, spa, barbecue and a fun game room! Please note that there is security monitoring the exterior of the properties only.

Value · Family · Pets