Villa holiday rentals in San Diego County

4.93 out of 5 average rating, 225 reviews

An aerial view of the property reveals a large swimming pool surrounded by lounge chairs and umbrellas. Nearby, recreational courts for tennis and volleyball are visible, alongside a well-maintained green lawn and communal gathering areas with shaded seating.

Villa in Vista

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.

A private rooftop deck features a hot tub, seating area with lounge chairs, and a dining table. Scenic views of the harbor and city skyline are visible at dusk, with warm lights creating a peaceful ambiance. The space is surrounded by terracotta roof tiles.

4.94 out of 5 average rating, 117 reviews

☆🏘 Breathtaking 180º Views 🏝Hot Tub🏝 5☆ Reviews

🏝Welcome to the Harbor View Villa! 🏘A 3,500sqft villa with 6 bedrooms, 4 bathrooms and a 800 sqft walk-out deck. Complete with private rooftop hot tub, backyard, outdoor & indoor living.  With 180º private day & night views from almost anywhere in the house! Make yourself at home in our Mission-Style Villa with stunning views of the boats in the Harbor, Downtown lights, and Coronado Island! 🗺Ideal for kids Perfect for MCRD & PLNU graduations (5min). Ask about early checkin / late checkout

4.92 out of 5 average rating, 158 reviews

An outdoor area features a hot tub and a spacious pool surrounded by lounge chairs. The setting is illuminated by soft lighting, with the desert landscape visible in the background under a twilight sky.

Villa in Borrego Springs

Rams Hill Golf Retreat - Hot Tub, Stargazing

Escape to Casa Estrella, your private Borrego Springs sanctuary with the largest pool in the area—80 feet of sparkling paradise. Perched in the prestigious Rams Hill Golf community, this modern Spanish villa offers 3 bedrooms, 3 baths, hot tub, fire pit, and unforgettable stargazing under certified Dark Sky protection. Golf on your doorstep, hike Anza-Borrego State Park trails, or simply float in your massive pool watching the sun set over desert mountains. Your ultimate desert retreat awaits.

A spacious outdoor area features a clear swimming pool surrounded by a patio. Lush palm trees and other greenery create a private atmosphere. A gazebo and dining seating area are visible, providing a relaxing space for gatherings and leisure.

4.92 out of 5 average rating, 107 reviews

5-bed Paradise Villa Pool, hot-tub massage chair

*EV charging available Welcome to Casa Cerro-my incredible chic high-tech modern villa in San Diego! This stylish place to stay is perfect for families and group trips. Its open and airy layout can accommodate up to 14 people. This completely remodeled home is furnished with all the luxuries of home and more that is powered by an iPad for you to use. I love technology. But don't worry you don't have to use it to power up the house, everything has traditional switches/remotes if you choose.

4.96 out of 5 average rating, 158 reviews

Villa in El Cajon

@Fantastic villa, giant pool, guest house, golf !

This unique fantastic villa with a separate pool house sitting on 1 acre with a spacious living space with large windows. Main house has 4 bedrooms with 2 baths, and a guest house has 1 bedroom with 1 bath. +8 car parking, nice privacy and a fantastic view! Brand new giant size SALT pool with huge size jacuzzi, pool toys, golf zone, a huge grass event field, game field, pool table, foosball, ping pong, Nitendo,2 fire pits and more! Truly one-of-a-kind property don’t miss out! ToT:COSD-00749

A living area features a mix of seating options, including a blue sofa and a red chair. A wooden coffee table is positioned centrally. Floor-to-ceiling shelving holds a variety of books and DVDs. A dining area is visible, accompanied by natural light from nearby windows.

4.98 out of 5 average rating, 102 reviews

Hidden Villa with Beautiful Furnished Garden Patio

Close to everything, quiet and private. This beautiful 2 Bd Villa seems to be loved by all who stay here. The outdoor private patio feels like your in the forest. Gorgeous custom bath with large marble shower. Full size laundry. Great entertainment system, Roku, Amazon Prime. The home has open beam ceilings, lots of light and a fabulous patio fully furnished for guests, outdoor dining and barbecuing. The home is private, fenced, furry friends are welcome. 2 gig internet w/high speed router

4.94 out of 5 average rating, 48 reviews

Mountain View Haven•Solar Heated Pool•Spa•2 Game R

Kickback and enjoy this dreamy 6-bedroom, 4.5 bath getaway with mountain and sunset views!🤩 HUGE 50 feet long solar panel heated salt water pool!😎 No jacuzzi fees!😁 Spacious bedrooms, skylights and upstairs laundry. Perfect for family reunions, retreats, or any crew that loves traveling together. ✈️ FULL HOME ACCESS. Whether you're splashing in the oversized pool, or just chilling in the breezy living spaces, this home is built for fun, comfort, and unforgettable memories! 📸

4.97 out of 5 average rating, 121 reviews

A sparkling blue pool is surrounded by a spacious patio featuring lounge chairs and umbrellas. Two pink flamingo floaties rest in the water, complemented by palm trees and sunny skies. The area is designed for relaxation and enjoyment, with a small jacuzzi nearby.

Villa in Oceanside

Villa Descanso: your luxe retreat with pool

Are you seeking for your own private enclave only 15 minutes from Oceanside beach? “Villa Descanso” as featured on HGTV's "House Hunters" is a vacation destination in itself featuring high end luxury finishes, relaxing crystal clear pool and spa, ultra comfortable beds, large indoor and outdoor dining spaces fully equipped for the perfect getaway. Once you arrive you won't want to leave! But if you do, you are just 6.5 miles away from the beach! Book NOW! You're going to love it!

4.99 out of 5 average rating, 115 reviews

An open-concept living space features a modern kitchen with white cabinetry, a large island, and pendant lighting. A comfortable seating area is arranged with a sectional couch, wicker tables, and decorative accents. Sliding glass doors lead to an outdoor view, enhancing the bright atmosphere.

Villa in Encinitas

Bright Ocean View Luxury Getaway

Sit back and relax in this charming, panoramic Ocean View stunner. Wake up to the sunrise view from bed. Complete with plenty of luxury amenities. King size bed in bedroom with luxury linens. Pull out queen sofa in living room. Gourmet kitchen, nespresso machine, two plasma tvs, fiber wifi, al fresco dining, spacious walk in shower with bench, and plush robes. 1 mile away from downtown Encinitas and Encinitas beaches. Easy 5 minute bike ride or 20 minute walk. Nearby Freeway Access

4.96 out of 5 average rating, 213 reviews

An aerial view of the expansive villa is presented, revealing its terracotta roof and surrounding orchards. The clear pool area is visible, bordered by palm trees, with a circular driveway leading into the property. The landscape includes various green patches and dirt pathways.

Villa in Fallbrook

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

4.9 out of 5 average rating, 288 reviews

A serene outdoor area features a hot tub surrounded by stone elements and a waterfall feature. Sunlight filters through the overhead pergola, creating a play of light and shadow. Lush greenery and a glimpse of a spacious pool can be seen in the background.

Villa in La Mesa

Private Villa: Pool, Slide & Hot Tub

Summary: * Spacious: 5,000 SF indoor living space & 10,000+ SF outdoor living space * Fantastic Pool: Complete with waterslide, cave /grotto & multiple fountains / waterfalls * Relaxing Hot Tub: 5 hours of free heating daily from 5pm-10pm * Event Policy: No weddings, events, or parties with 16 or more guests * Accommodates: This home can accommodate up to 16 guests /see “more things to note" for more info on beds/air mattresses

The open kitchen and living area feature modern finishes and large windows, providing views of the water. A dining table is set with plates and glasses, while colorful flowers add a touch of decor. Comfortable seating is arranged for relaxation.