Holiday rentals with a pool in Temecula

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, 143 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, 262 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

4.94 out of 5 average rating, 213 reviews

A clear blue pool is surrounded by lush palm trees and large umbrellas, providing shade. The home's exterior, with arched windows and a tile roof, creates a welcoming backdrop. Smooth stones line the pool's edge, enhancing the tranquil outdoor setting.

Guest house in Murrieta

The Retreat - Wine Country Pool House Bungalow

Stretch out & relax in the spacious 800 sq ft Pool House Bungalow on a 1/2 acre property just 3 miles from Temecula Wine Country. Enjoy a laid-back easy-going vibe plus access to pool, spa, fire pit, pool table, basketball & more. Spend warm days relaxing by the pool & cool nights with a glass of wine in the spa or s'mores by the fire pit. Located in the heart of Temecula Valley & close to EVERYTHING including Temecula Wine Country, historic Old Town Temecula, Pechanga Resort & Casino & more.

4.98 out of 5 average rating, 108 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.

An aerial view captures a spacious single-story home surrounded by lush greenery on three acres. A well-maintained pool glistens in the sunlight, and a solar panel system is visible on the roof. Fenced outdoor areas and a red barn complement the serene landscape.

4.86 out of 5 average rating, 172 reviews

Beautiful Wine Country 4 Bdrm with Pool/Spa/Views!

Welcome to Lynell Ridge! This is a beautiful, spacious single story home on 3 acres that gives you a calming sense of being away from it all but really just 10 minutes to anything you want! Located in Temecula Wine Country close to Temecula Top Wineries and only a mile to wedding venues Peltzer Farms & Villa de Amore! This home has 4 bedrooms, 3.5 baths and is very comfortable for family & friends to enjoy together when away on vacation with a beautiful pool, a spa and beautiful views!

A tranquil backyard scene features a luxurious swimming pool accompanied by loungers with cushioned seating. Umbrellas provide shaded areas, while soft sunlight casts a warm glow over the water, creating a serene atmosphere. A dining setup is visible in the background, ideal for outdoor meals.

5 out of 5 average rating, 145 reviews

6 Bedroom Luxury Vineyard Estate with Pool and Spa

Step into this luxurious and spacious 6BR 3Bath getaway nestled on a picturesque 3.5-acre vineyard. Explore the breathtaking wine country of Temecula Valley or lounge the day away by soaking up the sun next to the swimming pool in the private backyard. ✔ 6 Comfortable Bedrooms ✔ Living and Game Rooms ✔ West Elm and Pottery Barn Furniture ✔ Fully Equipped Kitchen ✔ Backyard (Pool, Hot Tub, Games, BBQ, Dining ✔ Pool Table ✔ High-Speed Wi-Fi ✔ Concierge Services ✔ Free Parking

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!

4.85 out of 5 average rating, 129 reviews

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.

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 outdoor seating area is positioned by the private pool, featuring woven chairs surrounding a fire pit. Palm trees and lush greenery provide a tropical backdrop against a vibrant sunset sky.

4.84 out of 5 average rating, 488 reviews

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

4.96 out of 5 average rating, 256 reviews

A spacious living area features a light-colored couch and a cozy daybed, enhancing comfort. Natural light floods the room through large glass doors, which open to the outside. A wooden coffee table sits in the center, and inviting artwork adds a touch of character.

Guest house in Temecula

Cozy Studio Near Temecula Wineries!

Come get away from it all at this private and cozy retreat in the heart of the gorgeous Temecula Wine County. This is a one bedroom, one bath guest studio detached from the main house with a private entrance. Wake up to the sound of birds chirping with an amazing view of the sunrise. Enjoy a hot cup of coffee and watch as the hot air balloons fill the backyard above. Shared pool area in backyard, no hot tub use. PERMIT #003430

Popular amenities for Temecula rentals with a pool

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with a pool

A spacious estate is set against a blue sky, featuring warm-toned exteriors. Lush greenery and trees line the driveway, leading to a multi-car garage. The property is nestled within sprawling landscaped grounds, emphasizing a sense of privacy and tranquility.

4.82 out of 5 average rating, 105 reviews

Hidden Vineyard Estate

4.94 out of 5 average rating, 122 reviews

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.

Home in Fallbrook

Sunset Crest - Home with stunning views, Pool, BBQ

4.96 out of 5 average rating, 217 reviews

Home in Fallbrook

Nature lovers wellness home

5 out of 5 average rating, 15 reviews

Home in Lake Elsinore

Resort-Style 3BR | Pool, Spa & Billiards

Superhost

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

4.93 out of 5 average rating, 136 reviews

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

An aerial view of a spacious home nestled in the rolling hills. The structure features an illuminated patio area, a swimming pool, and surrounding palm trees. The distant mountains and valley create a serene backdrop during twilight, enhancing the natural beauty of the location.

4.94 out of 5 average rating, 36 reviews

Mountaintop Adobe

5 out of 5 average rating, 11 reviews

Home in Bonsall

Private San Diego Estate w/ Pool and Epic Sunsets

5 out of 5 average rating, 29 reviews

Home in Fallbrook

Charming Fallbrook Oasis

Apartment rentals with a pool

An ocean view from the balcony reveals sandy beaches and gentle waves lapping at the shore. Coastal vegetation frames the scene, with the iconic Oceanside Pier visible in the distance against a clear blue sky.

4.94 out of 5 average rating, 227 reviews

*Beach Break* Oceanfront/Balcony/Walk Everywhere

An outdoor dining area is depicted with two wooden chairs positioned near a railing. A clear view of the ocean and palm trees is visible in the background under a partly cloudy sky. Glassware is set on a table nearby, suggesting a serene dining experience.

4.93 out of 5 average rating, 112 reviews

Ocean view, recent upgrades, 2 story condo!

A cozy living area features stylish woven seating arranged around a coffee table. A large flat-screen TV is mounted on the wall opposite. Natural light streams in through large glass doors leading to the patio, with a decorative fireplace adding a touch of warmth.

4.93 out of 5 average rating, 119 reviews

A-15 Ocean Chic Condo | Steps to the Sand|Pool Spa

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, 245 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, 181 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

Other holiday rentals with a pool

Superhost

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.

Flat in Murrieta

4.83 out of 5 average rating, 830 reviews

Clear your mind in the country /minutes 2 the city

5 out of 5 average rating, 27 reviews

Villa in Fallbrook

"NEW" Luxury Hacienda Retreat in Wine Country

5 out of 5 average rating, 132 reviews

Aerial view of the Hilltop Villa showcases its expansive structure surrounded by lush avocado trees. The inviting pool glimmers, with scenic vineyard valleys and hills visible in the background under a vibrant blue sky adorned with fluffy clouds.

Villa in Fallbrook

Hilltop Villa, Pool Oasis, Pickleball, Avo Grove

The villa is situated on a gentle slope, surrounded by landscaping and palm trees. A winding driveway leads to the entrance, which is framed by colorful plants. A vibrant sunset casts warm hues across the sky, enhancing the tranquil setting.

4.94 out of 5 average rating, 54 reviews

Villa Artemis

4.99 out of 5 average rating, 242 reviews

Guest suite in Fallbrook

Fallbrook-Mountain Rim Retreat-Endless Views

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, 20 reviews

Mina Ranch Temecula Wine Country

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, 89 reviews

Peacock Ridge 11 Queen bed 3 baths Villa Pool, Spa