Villa holiday rentals in San Diego County

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.

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.

Dream Home! Pool Jacuzzi Game Room Mountain View!

Kickback and enjoy this dreamy 6-bedroom, 4.5 bath getaway with mountain and sunset views!🤩 HUGE 50 feet long solar thermal 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! 📸

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.

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.

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.

Villa Descanso: 15 min to beach, heated pool, BBQ!

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!

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

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!

Heated Pool Oasis Hilltop Villa, Avo Grove, Views

Relax, unwind and create special memories with loved ones in this little slice of paradise. Feel the gentle breeze, pleasant sun rays, rustling avocado leaves and amazing vineyard valley views (Monserate Winery is just below us) on this climate sweet spot hilltop sanctuary. Many guests forgo their planned activities and rather chill by the pool paradise to enjoy unmatched tranquility. PICKLEBALL COURT WILL BE AVAILABLE STARTING FEBRUARY 1, 2026

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.

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