Holiday rentals with a pool in Temecula

4.91 out of 5 average rating, 150 reviews

$149 Taco Chef For 10*, Free Wilson Creek Tickets*

Private Taco Chef special: feed 10 guests for just $149* (three tacos each + a non-alcoholic drink), then à la carte. Price subject to change so book & lock your savings today. Subject to availability. Our property is also perfect for birthdays, girls getaways, and family gatherings. 5 min to Temecula wineries and Galway Downs, this Country Living Magazine-featured 4-acre estate offers modern farmhouse luxury with 5 bedrooms, 4 baths, serene outdoor space, and room to gather. (Permit #000458)

A resort-style pool with a rock waterfall and grotto is surrounded by lush landscaping. The water reflects the vibrant colors of the sunset sky, creating a serene atmosphere. Areas for seating are visible around the pool, contributing to the outdoor relaxation space.

4.89 out of 5 average rating, 220 reviews

Resort pool w/waterfall slide,steps from wineries!

The Cabernet Franc House is the perfect home to enjoy with your family & friends for a Temecula wine getaway! Located in the heart of highly desirable wine country, you'll enjoy a ranch style home which includes a 15-foot Granite island, stainless-steel appliances and pristine hardwood floors! The front of the home is lined with vines of Cabernet Franc great for pictures and the backyard opens to a sizable rock pool with a waterfall/grotto and ample room for endless outdoor games and relaxing!

A serene outdoor space is highlighted by a stone patio featuring two woven chairs beside a small lantern. An expansive backyard showcases a swimming pool with rock formations and lush greenery, set against a backdrop of a two-story house with balconies under a clear blue sky.

4.94 out of 5 average rating, 142 reviews

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.

The pool area is surrounded by a landscaped yard featuring palm trees and shrubs. Several lounge chairs and umbrellas are placed around the pool, which is shaped uniquely and offers clear blue water. A white fence and rolling hills can be seen in the background.

4.94 out of 5 average rating, 261 reviews

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

4.98 out of 5 average rating, 107 reviews

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.

4.87 out of 5 average rating, 131 reviews

A private backyard oasis is showcased, featuring a sparkling pool surrounded by palm trees and lush grass. Comfortable lounge chairs are positioned for relaxation. String lights illuminate the space, creating a cozy ambiance, while a mural reading 'Temecula Wine Country' adds a vibrant touch to the atmosphere.

Home in Winchester

Stunning Temecula Wine Country Oasis|Pool|Gameroom

Welcome to our exquisite Airbnb retreat in Temecula Wine Country. With a new pool, fully remodeled interior, all new mid-century modern furniture, including memory foam mattresses, exterior BBQ, pool table, and spa, Conveniently located minutes from wineries, Enjoy a glass of wine, or cook an exquisite meal in the backyard.Relax, unwind, and create unforgettable memories in your own slice of paradise. Book your stay with us today and embark on an extraordinary wine country adventure.

A cozy outdoor lanai is illuminated by soft lighting, featuring comfortable seating arranged around a rustic fireplace. Lush greenery and flowers are visible, enhancing the tranquil setting. The nearby pool can be seen, contributing to a welcoming outdoor atmosphere.

5 out of 5 average rating, 114 reviews

Serene pool home with outdoor fireplace

Come enjoy Casa Catalina, our private oasis lovingly created for the enjoyment of family and friends. Our home has been designed to optimize outdoor living and entertainment with several lounge areas surrounded by greenery and lush plants, tall palms and beautiful flowers. After a sunny day poolside, spend the evening chilling in front of a toasty fire in our cozy outdoor lanai. The house sits on a acre of land, fully fenced and secure with abundant fruit trees for your enjoyment.

A spacious outdoor pool area is visible, featuring a clear blue pool surrounded by a sun deck. Steps lead up to a large two-story structure showcasing expansive windows. Decorative vases sit along the edge of the pool, enhancing the serene atmosphere.

4.86 out of 5 average rating, 274 reviews

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 an open & bright floor plan, 5 private bedrooms with 4 full bathrooms. The home can sleep 10 guests and is large, spacious and comfortable with a unique floor plan! The house offers a pool, spa, barbecue and a fun game room!

A serene outdoor area features a sparkling saltwater pool surrounded by palm trees and tropical landscaping. The pool area is complemented by a spa and patio space, with the main house visible in the background against a vibrant sky.

4.98 out of 5 average rating, 235 reviews

♥ 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.

4.91 out of 5 average rating, 111 reviews

Temecula Wine Country Retreat • Pool, Spa, Views

Luxury Temecula Wine Country retreat with breathtaking 360° vineyard & sunset views. Relax by your private pool, spa, and waterfall, or enjoy stylish indoor spaces and a fully stocked kitchen. Minutes from top wineries, Old Town Temecula, Galway Downs, CRC Ranch and Pechanga. Perfect for wine tours, family trips, girls’ getaways, equestrian competition, soccer tournaments and group retreats. Stylish, peaceful, and unforgettable, book your perfect Temecula escape!

An aerial view reveals a spacious single-story home with terracotta roof tiles, surrounded by manicured landscaping and gentle hills. The property features a large driveway accommodating multiple vehicles, with lush trees and shrubs dotting the exterior, creating a serene and private atmosphere.

4.77 out of 5 average rating, 115 reviews

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

4.89 out of 5 average rating, 383 reviews

A colorful hot air balloon is seen floating above a gated entrance, adjacent to a charming two-story cottage. The bright blue balloon features yellow stars and contrasts against the clear blue sky, with the cozy cottage and its surrounding greenery visible below.

Guesthouse in Temecula

Temecula Wine Country Home So Cal

A small private, comfortable two (2) stories, Two(2) Bedrooms, One(1) Bath. (we have another one (1) full bathroom for your use outside of the main building, it is in the front of this home). We also have extra spaces with extra beds on the 2 lofts upstairs. Our home is situated in the middle of the Temecula Valley Wine Country. Quiet and serene with fantastic views of the valley, the mountains, and the vineyards from the front and back balconies.

Popular amenities for Temecula rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

4.89 out of 5 average rating, 230 reviews

A natural rock pool, surrounded by lush palm trees, is highlighted by a gentle waterfall. The clear blue water reflects sunlight, creating a serene environment. Large boulders and pebbled areas provide natural landscaping, enhancing the peacefulness of the outdoor space.

Home in Lake Elsinore

Secluded Large Country Ranch Estate

The backyard features a sparkling pool surrounded by lounge chairs and dining areas. The two-story home stands in the background, with large windows showcasing bright indoor spaces. Soft poolside lighting creates a relaxing ambiance under the evening sky.

4.94 out of 5 average rating, 121 reviews

Sunset Crest - Home with stunning views, Pool, BBQ

5 out of 5 average rating, 15 reviews

Home in Lake Elsinore

Resort-Style 3BR | Pool, Spa & Billiards

The outdoor area features a curved pool surrounded by natural stonework. A wooden structure, resembling an old Western shed, is visible nearby. Seating options include lounge chairs set around the pool, with desert landscaping in the background highlighted by rolling hills.

4.95 out of 5 average rating, 19 reviews

Mina Ranch Temecula Wine Country

4.93 out of 5 average rating, 136 reviews

An inviting outdoor area features a heated pool surrounded by colorful lounge chairs and umbrellas. Tropical plants add to the ambiance, while string lights create a warm glow against the evening sky. The setting is framed by a home and palm trees, enhancing the tranquil environment.

Home in Lake Elsinore

𝟜𝐵𝑅 /Pool & SPA ｜Pool Table｜Mini Golf｜Fire pit

4.79 out of 5 average rating, 62 reviews

Perfect 4 Families, 7 Beds, Stunning Pool/Hot Tub

The exterior of the villa features a spacious private pool surrounded by lounge chairs and an outdoor dining area with an umbrella. The two-story structure is framed by lush greenery and a beautiful sunset sky, highlighting the inviting atmosphere.

4.95 out of 5 average rating, 55 reviews

Fallbrook Estate - 3600sf on 5 Acre Retreat

5 out of 5 average rating, 29 reviews

Charming Fallbrook Oasis

Condo rentals with a pool

A private balcony features a small table and two woven chairs, offering views of palm trees and the ocean. Nearby, the pool area is visible, surrounded by lush greenery and the white structures of the complex against a clear blue sky.

4.9 out of 5 average rating, 244 reviews

Beachfront 1BR Condo | Pool | Hot Tub | Sleeps 4

Two outdoor chairs are positioned around a glass table on a balcony, offering ocean views. A bottle of wine and glasses are set on the table. Palm trees sway in the breeze, framing the scenery of the beach and ocean in the background.

4.94 out of 5 average rating, 174 reviews

FABULOUS White Water Ocean & Pier View Condo!

A serene view of the ocean stretches out under a clear blue sky, framed by tall palm trees. The beach and waves are visible, along with colorful beach houses dotting the shoreline, creating a lively coastal scene.

4.96 out of 5 average rating, 180 reviews

Oceanside Beach & Oceanview condo newly remodeled

A balcony with a round table and two chairs offers views of palm trees and the ocean in the distance. The clear blue sky complements the lush greenery below, creating a serene outdoor space for relaxation.

4.88 out of 5 average rating, 145 reviews

Ocean Views from Patio on the Pacific!

A view from the balcony showcases a sandy beach dotted with umbrellas and people enjoying the sun. Palm trees line the shore, while gentle waves roll towards the beach. The iconic pier stretches into the ocean, framed by a clear blue sky.

4.93 out of 5 average rating, 219 reviews

Couples Retreat Beachside Studio, King Bed

4.94 out of 5 average rating, 141 reviews

The living area features a comfortable sectional sofa, complemented by a decorative coffee table. A large television is mounted on the wall, while natural light pours in through expansive windows, casting a bright ambiance. A surfboard hangs casually, adding a beachy touch.

Condo in South Oceanside

Jacuzzi, Pool, 8 min drive 2 Legoland, EV Charger

The inviting pool area features a bright blue swimming pool surrounded by lush greenery and vibrant flower beds. Umbrellas provide shade for the seating area, with patio furniture arranged for relaxation. Decorative tiles adorn the edge of the pool, enhancing the tranquil atmosphere.

4.95 out of 5 average rating, 262 reviews

✻Beautiful & Spacious Oside Oasis Family Retreat✻

4.95 out of 5 average rating, 174 reviews

Condo in Carlsbad

🌴La Costa Resort Château🌴 Luxury Suite for 2

Other holiday rentals with a pool

4.83 out of 5 average rating, 828 reviews

A private balcony is showcased, featuring a round table with two coordinating chairs. A blue and white patterned umbrella offers shade, surrounded by vibrant greenery and views of rolling hills beneath a clear blue sky.

Apartment in Murrieta

Clear your mind in the country /minutes 2 the city

A spacious outdoor pool area features a resort-style swimming pool with an adjacent heated spa. Sun loungers are positioned nearby, complemented by a shaded seating arrangement against large, panoramic windows that provide views of the surrounding hills.

4.79 out of 5 average rating, 38 reviews

Mediterranean Estate in De Luz

5 out of 5 average rating, 10 reviews

Pool•Spa•Views•Wineries• Zen Path•EV| Sunset Ridge

A tranquil infinity pool reflects the vibrant colors of sunrise, bordered by a spacious patio. The villa's elegant architecture is framed by palm trees, while mountains rise majestically in the background, creating a serene and picturesque setting.

4.9 out of 5 average rating, 118 reviews

Temecula Villa Pool 2 king beds walk to winery

4.99 out of 5 average rating, 242 reviews

Guest suite in Fallbrook

Fallbrook-Mountain Rim Retreat-Endless Views

A serene pool setting features a shimmering surface reflecting the vibrant colors of a sunset. Plush seating areas surround the pool, and a striped umbrella provides shade. Lush palm trees are positioned around the space, enhancing the picturesque views of the surrounding landscape.

4.94 out of 5 average rating, 88 reviews

Peacock Ridge 11 Queen bed 3 baths Villa Pool, Spa

4.95 out of 5 average rating, 318 reviews

The image presents a collage of the studio apartment and shared pool area. The full kitchen features wooden cabinets and essential appliances. The sleeping area contains a spacious bed and a TV. The pool area showcases lounge chairs and a palapa, surrounded by greenery.

Guest suite in Temecula

Temecula Wine Country Studio - Perfect Getaway!