Holiday rentals with a pool in Temecula

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.

Value · Location · Laundry

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

Location · Value · Hospitality

Temecula Wine Country Retreat w/ Saltwater Pool

Escape to the picturesque wine country and enjoy luxury living in our stunning vacation home, just minutes from Old-Town & Temecula wineries Features: Saltwater pool & spa - ask about pool heating! Pool table, shuffleboard, poker table, ping pong, giant jenga, corn-hole, Arcade… 4 TVs Rainfall showers in all bathrooms Roman tub in master bath Spacious layout for large groups Outdoor lounge area, BBQ island, fire pit Workspace Make unforgettable memories in this beautiful setting

Location · Value · Back garden

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.

Value · Location · Nearby

Cozy Studio Near Temecula Wineries!

Come relax at this cozy private studio in beautiful Temecula Wine Country. This detached 1-bedroom, 1-bath guest studio has its own private entrance. Wake to birds chirping, enjoy sunrise views, sip coffee, and watch hot air balloons drift overhead. Shared backyard pool (no hot tub). Due to HOA rules, only registered guests are allowed on the property. No visitors, parties, or events. Our Airbnb permit depends on following these rules. Thank you for understanding! PERMIT #003430

Value · Location · Quiet

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.

Value · Family · Sleep quality

♥ 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.

Location · Value · Hot tub

4BR Wine Country Retreat | Pool, Spa, Views

Experience luxury in the heart of Temecula Wine Country. This private hilltop retreat offers panoramic vviews, breathtaking sunsets, a resort-style pool and spa, and everything you need for a relaxing getaway. Just minutes from award-winning wineries, Old Town Temecula, Galway Downs, CRC Ranch, and Pechanga Resort Casino. Perfect for wine weekends, family vacations, wedding guests, girls' getaways, equestrian events, soccer tournaments, and group retreats.

Value · Location · Laundry

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 · Family · Layout

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.

Family · Value · Layout

Temecula Wine Country Studio - Perfect Getaway!

Located in the heart of Temecula wine country, the Rosé Suite is ideal for relaxing and enjoying wine tasting! This cozy studio apartment is located less than 1/2 mile from Villa de Amore & 7+ wineries within 2 miles. Full kitchen. private entrance, high quality linens & comfortable queen bed. Large California closet with drawers. Perfect for long stays. Enjoy the use of our pool area, palapa and BBQ (shared). Permit #RVC-881

Location · Value · Walkability

Wine Country with the Best Sunset/Sunrise in Town!

Located in the heart of wine country at one of the highest peaks in Temecula you will enjoy a 360 degree view from every room in the house! We also have a private pool/jacuzzi for your pleasure overlooking the balloons and beautiful scenery with over five acres to yourself you really feel like your away from it all. The interior is remodeled with new wood floors and all new appliances. Pool is an extra $600 to heat. Permit #RVC853

Location · Value · Getting around