Villa holiday rentals in East County, San Diego

4.97 out of 5 average rating, 35 reviews

The backyard pool is surrounded by stone walls, featuring a gentle waterfall and illuminated by string lights. Floating toys rest on the water's surface, and tropical greenery is visible in the background, enhancing the outdoor relaxation space.

Villa in Lakeside

Lux•6BR•7BA•Pool/SPA/Golf/Grill/Games/Sleep 40+

Make dreams come true w/ this luxurious resort-style home, packed w/amenities. From mini golf, pool, spa, playground, game room & arcades, relaxation & entertainment comes easy. 4,000 sq ft of living space on quarter acre, plenty of room for the whole family. Over 100 amenities Book Now 😊 19 min - San Diego Airport🛬/Downtown San Diego🏟️ 18 min - Balboa Park/Zoo🦁 23 min - Mission Beach/Pacific Beach 🏖️ 28 min - Mexico 🇲🇽 border 10 min - Barona Casino 🎰 5 min - Lake Jennings🎣 22 min - Sea World 🐳

5 out of 5 average rating, 66 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, 104 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 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, 144 reviews

A spacious living area features large floor-to-ceiling windows showcasing panoramic views of the outdoor pool and surrounding landscape. A pool table is positioned in the center with comfortable seating nearby. Natural light floods the room, highlighting the modern decor and open layout.

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

5 out of 5 average rating, 17 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.

4.88 out of 5 average rating, 195 reviews

The outdoor space features a private pool surrounded by lounge chairs. A small jacuzzi is visible beside the pool. A covered seating area is present, with a table and chairs for relaxation. String lights are draped overhead, enhancing the garden atmosphere.

Villa in Tijuana

Beach House

Luxury vacation villa located on the beautiful Playas de Tijuana, just 15 minutes from the San Diego border and 20 minutes from Rosarito. Check-in 1 pm Check-out 11 A.M. Guest limit 13, you can book up to 16 guests but it would be your decision where and how they would sleep. Extra guests $10 USD We take care of and respect our neighbors' night, so if we receive noise complaints you will be fined $200 USD or you will be removed from the accommodation Quiet time starts at 11pm

5 out of 5 average rating, 55 reviews

A private pool is surrounded by a stone patio and lounge seating. The house features large windows and a covered dining area with a patio umbrella. Lush greenery complements the tranquil outdoor space, emphasizing the welcoming atmosphere of the backyard.

Villa in La Mesa

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.

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, 94 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, 151 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.

4.9 out of 5 average rating, 278 reviews

The villa is illuminated at night, showcasing a spacious outdoor area with a blue pool and stone patio. Surrounding seating arrangements create a welcoming atmosphere, while palm trees and distant city lights enhance the tranquil ambiance.

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

4.99 out of 5 average rating, 96 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

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.