Villa holiday rentals in San Diego County

5 out of 5 average rating, 6 reviews

Amazing WaterView Penthouse w/AC

AMAZING WATER VIEW PENTHOUSE!! Over 300 5 star reviews from our listings! Perfect for Executives, Quiet mature couples, Healthcare Professionals, Physicians/Traveling Nurses. Immaculate Luxury/Centrally-located. Peaceful, family friendly, every amenity. Private hot tub/private deck/patio furniture/private bbq grill/private fire pit/5 Star Resort Experience/robes/slippers, hot tub towels, fully stocked kitchen/pots/pans/spices/cookware/stemware/dishes/flatware/WiFi/Smart TVs/cable/Netflix/YouTube

5 out of 5 average rating, 62 reviews

A gated villa is set against a hillside backdrop, featuring a blend of stone and stucco exteriors. A covered terrace with seating offers views of the surrounding landscape, while grapevines and trees add greenery. A vibrant sunset illuminates the sky, enhancing the serene ambiance.

Villa in Vista

Vineyard Retreat—Free Hot tub & EV Charger—Views!

Welcome to your private, gated oasis in the hills of Vista! Soak in the jetted hot tub while the sun sets into the ocean, recharge your EV overnight—at no charge, and wake up to breathtaking panoramic views. Immerse yourself in the peace of the natural surroundings, enjoying changing views—and a sunset terrace you’ll never want to leave. Whether you need to unwind from the hustle and bustle of daily life, or to work remotely in a peaceful setting. This space is crafted for unforgettable stays.

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.

4.91 out of 5 average rating, 103 reviews

6-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 11 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.

4.97 out of 5 average rating, 150 reviews

Villa in Fallbrook

luxury chateau - free heated pool, wine/hike/beach

An architectural masterpiece in San Diego north county offers a detached luxury getaway for a couple, friends and families. Privately set on 4 acres in wine country, we propose immaculate landscaped grounds, a free heated lap pool and hot spa, indoor and outdoor gourmet kitchens and dining, and panoramic sunrise and sunset views. Golf, hiking, weddings and ecotours in Fallbrook, easy trips to wineries in Temecula, beaches in Oceanside, La Jolla, and San Diego. Events up to 60 people allowed.

4.91 out of 5 average rating, 94 reviews

A private balcony offers stunning ocean views, furnished with wicker lounge chairs and tables. Bright blue umbrellas provide shade, while decorative cushions add comfort. The space is designed for relaxation, with a fire pit at the center, inviting guests to enjoy the coastal breeze.

Villa in Oceanside

Beachfront and Oceanfront, Walk to Restaurants

This property is professionally managed by Oceanside Beach Rental. Unwind at the Pelican Villa in Oceanside, CA. Perfect for romantic getaways or family vacations alike, this 3-bedroom, 3-bathroom home features stunning ocean views, a spacious living area, and a fully equipped kitchen. Enjoy sunrises from the private patio or stroll along the boardwalk into downtown. Ideal for families or couples, this serene retreat comfortably accommodates up to 8 guests. Book your special getaway today!

5 out of 5 average rating, 13 reviews

An aerial view of a rectangular pool surrounded by lounge chairs and a shaded pergola. Natural rocks and landscaping enhance the outdoor space, while a spacious deck offers additional seating areas. The tranquil setting features trees and gravel pathways, contributing to a peaceful ambiance.

Villa in Alpine

Luxury San Diego Estate w/spa, sauna & pickleball!

Luxury Alpine Estate - Escape to 3 serene acres in Alpine, CA. Sleeps 21 in 6 bedrooms w/5.5 baths. Features include a saltwater pool (heating optional), year-round hot tub, sauna, game room, tennis/pickleball court, and gourmet kitchen. Enjoy cowboy chic interiors, mountain views, and peaceful surroundings perfect for stargazing or relaxation. Conveniently located 10 minutes from local amenities and 30 minutes from San Diego attractions. Ideal for family gatherings or relaxing getaways.

4.96 out of 5 average rating, 204 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

Superhost

4.91 out of 5 average rating, 57 reviews

Backyard Oasis • Pool • Hot Tub • Games • MiniGolf

If you’re looking for a place where everyone can relax and have fun, this is it. Designed for memorable stays, enjoy pool days, hot tub nights, games, and mini golf in the spacious backyard. Inside, bright, modern interiors offer comfort and space to unwind. Located in one of San Diego’s safest and most family-friendly neighborhoods, this home delivers resort-style vibes in a private setting made for enjoying time together. Ideal for families, friends, and groups!

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, 93 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,DVD's, 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.

The property displays a charming two-story building with arched balconies and a red-tiled roof. A spacious patio features vibrant outdoor furniture, including a large umbrella, providing shaded seating. The modern garage blends seamlessly with the structure, further enhancing the property's appeal.

4.93 out of 5 average rating, 148 reviews

The Crown Jewel Villa with AC!Bikes,Kayak and SUP!

Escape to the peaceful and coveted beach community of Crown Point in San Diego! This highly sought after neighborhood boasts mostly permanent residents, creating a serene and tranquil environment for our guests. Right across the street from the home, you can find Ski Beach and Park, a favorite spot for families and kids. Explore the variety of local eateries and coffee shops, or take a short walk to popular Sail Bay and the ocean.

4.99 out of 5 average rating, 90 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. Gourmet kitchen, nespresso machine, french press, 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