Villa vacation rentals in Lakeside

A vibrant pool area features a shimmering turquoise pool with inflatable flamingo floats. Surrounding the pool, modern lighting enhances the evening ambiance. A covered outdoor lounge with seating is visible, creating a relaxed space for enjoying time by the water.

5 out of 5 average rating, 36 reviews

1/2ACRE•Lux•Pool•SPA•FIREPIT•ARCADE•Grill•Sleep 44

Make dreams come true w/ this Upgraded Luxury Oasis, packed w/ 100+ amenities. From the stunning pool/spa, to the playground & arcades, a memorable vacation is waiting for you. A double master suite house, 2 kitchens, 2 laundry rooms on a half acre for the whole family to enjoy. Book Now 😊 18 min - San Diego Airport🛬/Downtown San Diego🏟️ 17 min - Balboa Park/Zoo🦁 22 min - Mission Beach/Pacific Beach 🏖️ 20 min - Mexico 🇲🇽 border 10 min - Berona Casino🎰 5 min - Lake Jennings🎣 22 min - Sea World🐳

4.78 out of 5 average rating, 50 reviews

A charming exterior view of the house is framed by lush greenery and vibrant flowers. A winding stone pathway leads to the front entrance, where a few steps are visible. The natural landscaping includes various plants, creating a welcoming and serene atmosphere.

Villa in Hillcrest

Vintage Home on the Canyon’s Edge

We’re excited to offer our beautiful home in University Heights- just 5 mins from downtown SD. Perched on the edge of a peaceful canyon, the house is surrounded by nature, offering a serene escape while keeping you close to the city’s best attractions. Home features: • 2 comfortable bedrooms • A dedicated study that can double as a third bedroom • 2 full bathrooms • Fully equipped kitchen • Smart TV, WiFi, washer & dryer • A private balcony overlooking the canyon and our inviting hot tub

Villa in Rancho Penasquitos

4.96 out of 5 average rating, 26 reviews

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! 📸

4.91 out of 5 average rating, 104 reviews

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.

Villa in Allied Gardens

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.

A serene infinity pool is pictured, with a cascading waterfall creating a soothing sound. The water reflects shades of blue, merging with a vibrant sunset in the background. The landscape stretches out, providing breathtaking views of the distant horizon.

5 out of 5 average rating, 77 reviews

Zen Hilltop Estate Infty pool 360°views Event Deck

Relax, rejuvenate, & revive at your own hilltop paradise with no nearby neighbors and a private gated driveway. This hacienda offers a year round temp controlled Infinity edge pool & Spa complete with 360° views, outdoor fire-pit, custom tiki hut and a seamless indoor outdoor flow. Accommodation includes the main house, a charming casita, and an optional Airstream-sleeping 20+ guests in comfort. A perfect blend of seclusion, and resort-level amenities & just 15 min. from Downtown San Diego.

5 out of 5 average rating, 15 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.

4.92 out of 5 average rating, 53 reviews

Villa in Rolando

Stay&Play SDSU- Pool •HotTub •GameRoom •SunsetView

☀️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!

4.98 out of 5 average rating, 94 reviews

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.

Villa in Mission Hills

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.

4.93 out of 5 average rating, 150 reviews

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.

Villa in Pacific Beach

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, 93 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

5 out of 5 average rating, 95 reviews

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.

Villa in Mission Hills

1stResorts.com WATER VIEW FAMILY VILLA A w/ HOTTUB

Brand New FAMILY Villa with Water Views from the kitchen / living area! Special reduction for week long stay!! Two level Villa. Large deck attached. Hot Tub, Barbecue Grill, Fire pit! Beautiful sunsets!! Come stay with us and enjoy all of San Diego's finest. We are located close to Balboa Park, Coronado and so many great venues and experiences or just stay on site and enjoy your very own Oasis!

4.96 out of 5 average rating, 93 reviews

Villa in Spring Valley

Modern 3-Bedroom Villa, Luxurious Outdoor Oasis

Welcome to Your Perfect Spring Valley Villa! Nestled in the heart of Spring Valley, our charming spacious 3-bedroom, 2-bath home offers the perfect blend of comfort, style, and modern amenities. Whatever your planning, our home provides an ideal setting for a memorable stay. Need a rental car? We have a fleet of cars available right outside ready for use. Link to book available upon request.

Popular amenities for Lakeside villa rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Private villa rentals

4.94 out of 5 average rating, 17 reviews

A bungalow exterior is surrounded by vibrant orange flowers and manicured landscaping. A wooden fence partially encloses the property, with a seating area visible under the shade of trees. Steps lead to the entrance, while a pathway provides access to the surroundings.

Villa in Bonita

The Bonita Bungalow

4.85 out of 5 average rating, 53 reviews

A modern living area is highlighted by a spacious sectional sofa adorned with cushions, alongside a round black coffee table. Natural light floods the room through multiple windows, illuminating the elegant marble flooring and the dining space with a table in the background.

Villa in Mira Mesa

Beautiful house in mira mesa

4.82 out of 5 average rating, 28 reviews

A covered porch area features a swing seat and charcoal grill, providing a comfortable outdoor space. The entrance is accessed through concrete steps, with a railing along the landing. The building's design showcases large windows, offering views of the surroundings.

Villa in Mission Beach

3680 Bayside Walk, A Bayside Marina

The outdoor dining area is covered and features a large grill, seating for multiple guests, and a stylish lounge chair. Surrounding greenery adds to the serene atmosphere, while the space is well-lit with recessed lighting, creating an inviting spot for gatherings.

Villa in National City

4.77 out of 5 average rating, 108 reviews

Cheerful 4-bedroom villa with free parking.

A spacious balcony extends along the home, providing sweeping views of the surrounding landscape. The railing casts shadows on the floor, while lush greenery and distant hills are visible in the background under a clear blue sky.

4.66 out of 5 average rating, 61 reviews

*Huge HelixCastle-PanoramicView/20+guests welcome

Luxury villa rentals

Villa in La Jolla

5 out of 5 average rating, 4 reviews

Spacious 4BD | La Jolla • Ocean Views • Jacuzzi

A spacious bedroom features a comfortable bed with soft linens and a decorative throw. Floor-to-ceiling windows provide natural light and access to a balcony. Two bedside lamps and a TV are positioned near a stylish armchair, enhancing the room's inviting ambiance.

Villa in Aviara

5 out of 5 average rating, 3 reviews

Four Seasons Luxurious 2 Bdrm Villa

4.94 out of 5 average rating, 71 reviews

The outdoor area features a private pool with clear blue water surrounded by a spacious patio. Comfortable lounge chairs are placed along the poolside, while dining tables can be seen under the shaded balcony above, providing a welcoming space for relaxation and gatherings.

Villa in Otay Mesa

Grand 5-Bedroom San Diego Home w/ Pool & Views!

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

4.92 out of 5 average rating, 25 reviews

A modern kitchen features dark cabinetry and a large island with seating. Stainless steel appliances are integrated seamlessly, while natural light pours through multiple windows. A stylish chandelier hangs above the island, and artistic decor is arranged on the walls, adding character to the space.

Villa in Allied Gardens

Fun Get Away, Vaulted Ceiling, Pool, Hot Tub, New.

An expansive outdoor space is showcased at twilight, featuring a glimmering infinity-style pool and a separate hot tub. Surrounding areas include lounge chairs, vibrant lighting, and shaded seating under canopies. Lush green grass enhances the relaxing vibe of this serene backyard retreat.

Villa in Emerald Hills

4.77 out of 5 average rating, 124 reviews

🦄Paradise View SD (Private Escape) 🌄 86'' TV

A serene outdoor area is highlighted by a clear blue pool surrounded by palm trees. The two-story house stands in the background, capturing sunlight and showcasing a spacious deck area. Stone accents and lush landscaping complement the private retreat.

5 out of 5 average rating, 4 reviews

Private oasis

4.91 out of 5 average rating, 22 reviews

The inviting backyard features a well-lit swimming pool and hot tub, surrounded by palm trees. The architecture showcases large arched windows reflecting soft evening light, with charming string lights overhead, enhancing the tranquil outdoor setting.

Villa in Poway

Luxe & Spacious Oasis: Pool/Spa, Tennis, Mini Golf

Villa rentals with a pool

4.9 out of 5 average rating, 77 reviews

A spacious backyard features a large private pool, inviting sun loungers with striped cushions, and a shaded gazebo. The colorful sunset reflects in the water, creating a serene atmosphere, while a playful float adorns the pool, adding a touch of whimsy.

Villa in Mira Mesa

LUX STAY•Spacious Pool•GameRoom•Jaccuzi•Sleep16

A welcoming entrance features a gated driveway lined with palm trees and lush landscaping. The warm hues of a sunset sky are visible above, creating a serene atmosphere. The paved pathway is framed by low planting beds, enhancing the inviting appeal of the property.

5 out of 5 average rating, 19 reviews

King Bedroom w/pool and views

A private entrance features a gated driveway lined with palm trees and landscaped gardens. The twilight sky presents a soft gradient of pink and purple hues, complementing the serene setting of the villa. The expansive pavered area offers a welcoming approach to the property.

5 out of 5 average rating, 8 reviews

Two King Rooms + private bathroom w/ pool n view

A modern villa is presented against a vibrant sunset sky, featuring white stucco walls and a distinctive archway entrance. Lush greenery and palms are visible along the driveway, creating a welcoming approach to the private residence.

4.67 out of 5 average rating, 3 reviews

Modern Villa (3 BD) Stunning Views

The villa exterior is highlighted by a smooth driveway leading to an arched carport, framed by tall palm trees. Lush greenery and colorful plants are arranged along the borders, creating a tranquil feel against a vibrant sunset sky.

4.9 out of 5 average rating, 10 reviews

Private Queen Bedroom/Bathroom w/Pool and Views

The image showcases the villa's entrance, framed by lush greenery and featuring tall palm trees. A textured brick driveway leads to a gated entry, complemented by a colorful sunset sky that adds warmth to the serene rural setting.

5 out of 5 average rating, 7 reviews

King Room + Futon Room, private Patio, pool &views