Villa holiday rentals in El Cajon

The Kensington Canyon Estate

Beautifully restored Kensington retreat blending historic charm with modern luxury. Approaching its 100th anniversary, this home has undergone a complete $250,000 renovation, offering the comforts of brand-new construction while preserving its timeless character. Located on quiet Hart Drive in one of San Diego’s most beloved historic neighborhoods, guests can enjoy tree-lined streets and walkable cafés, restaurants, and shops—just minutes from beaches, Balboa Park, downtown, and top attractions.

Villa nel Cielo, Hilltop Estate with Views! Pool.

- World-Class Beaches. - Sparkling Heated Pool and Spa. - Excellent Sun Exposure and Privacy. - View Hot Air Balloons at Sunset. - Game Room with Billiards and Big Screen. - Huge Villa for Family Vacation. This custom Italian beauty is a vacation dream! Enjoy your own private resort getaway in the heart of Olivenhain/Encinitas. Close to shopping, restaurants, trails. 3 miles to beach. All bedrooms have en suite bath. Professional kitchen. Designer amenities. Encinitas Permit RNTL-008166-2019

☆🏘 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

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 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.

@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

Sunset Lounge | Pool •HotTub •Outdoor TV•GameRoom

☀️Welcome to your luxurious San Diego getaway! ☀️ This spacious 5-bedroom, 2-bathroom 2-level home is perfect for groups and families. Dive into the sparkling blue pool, unwind in the 6-person hot tub, or relax in the cozy outdoor seating areas. Enjoy stunning views from the balcony overlooking the pool, perfect for sunsets. With a central location, plenty of space to relax, and a mix of comfort and elegance, this home is ideal for exploring or unwinding on your San Diego adventure!

Enchanted Paradise! ♨ Pool+Spa+Outdoor Kitchen ☀

Brand New Property! Massive garden of Eden style resort home with sprawling outdoor entertainment area and spacious open concept inside, perfect for large families with kids and responsible adults. Updated top to bottom with all new outdoor and indoor furniture, modern upgrades in all bedrooms and common areas. Centrally located and 20 minutes from the beach and all of SD's top attractions! 8 person hot tub, sparkling gas heated saltwater pool and new outdoor kitchen. Don't miss out!

Casa Charles, Tropical backyard, Pool & Pizza oven

This beautiful family home is a entertainment paradise with a large gourmet kitchen with plenty of pots and pans, dished and kitchen ware, even the spices to cook up a delicious family dinner. but you'll be sure to enjoy the tropical backyard with a bocce court, that includes a pool, a hot tub, an outdoor wood fireplace, a gas fire pit and even a wood fire pizza oven - You're freeway close to everything San Diego has to offer when you stay at this centrally-located retreat.

Oceanview Luxury Hilltop Villa w/ Private Pool

Conveniently located and within walking distance to the horse track & fair grounds with views of the track and beach. This spacious, luxury home is nestled in a gated hilltop neighborhood. It's the perfect getaway and staging point for a family vacation. The pool may be heated if needed (for a small extra). Plan for fun with countless nearby activities and relax by the private pool and spa, while your designated master chef operates the patio grill.

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.

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

Beautiful house in mira mesa

Get ready to enjoy a bright and spacious home right in the heart of Mira Mesa! Just 20 minutes from downtown, the airport, top attractions, and plenty of shopping, it’s the perfect spot for large families or groups of friends eager to experience the best of San Diego. Here, you’ll feel right at home while soaking up all that sunny San Diego has to offer For your safety,security camera in the front door