Villa holiday rentals in San Diego Bay

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Top-rated villa rentals in San Diego Bay

Guests agree: these villas are highly rated for location, cleanliness and more.

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Top guest favourite

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 San Diego

4.78 out of 5 average rating, 50 reviews

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

Guest favourite

Villa in El Cajon

4.96 out of 5 average rating, 144 reviews

@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

Guest favourite

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 San Diego

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.

Top guest favourite

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 San Diego

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, 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. 2 gig internet w/high speed router

Superhost

An aerial view captures a spacious villa with a unique architectural design. Surrounding the home, a well-maintained outdoor area includes a private swimming pool, lounge seating, and landscaped gardens. Solar panels are visible on the roof, emphasizing sustainable features in this inviting retreat.

Villa in San Diego

4.76 out of 5 average rating, 46 reviews

Historic Villa, Blocks from the Beach, Ocean Views

Built in 1923, this beach town retreat has tons of old world charm with all the modern amenities. Only 6 blocks to the beach, you couldn't ask for a better location. Dog Beach, Sunset Cliffs and some of the best bars, restaurants and vintage shops in all of San Diego are just outside your doorstep. ☞ 3 Bedrooms ☞ Private Hot Tub ☞ Private Swimming Pool ☞ Outdoor Dining ☞ Ocean Views (perfect for sunset cocktails) ☞ Outdoor Grill ☞ Bikes to enjoy the neighborhood ☞ Chef's Kitchen

Superhost

A sparkling blue pool is surrounded by lounge chairs, with colorful floats gently drifting in the water. Lush greenery and tall cypress trees provide privacy, while the sky is painted in soft pink hues, indicating the time of sunset.

Villa in San Diego

4.93 out of 5 average rating, 55 reviews

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!

Guest favourite

An inviting outdoor entertainment area features a heated saltwater pool surrounded by elegant lighting and stylish lounge furniture. Inflatable swan floats rest in the water, while vibrant umbrellas provide shade over seating. Lush landscaping enhances the serene environment, making it ideal for relaxation.

Villa in El Cajon

4.91 out of 5 average rating, 186 reviews

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!

Guest favourite

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

4.88 out of 5 average rating, 195 reviews

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

Top guest favourite

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

5 out of 5 average rating, 55 reviews

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.

Superhost

Villa in San Diego

4.83 out of 5 average rating, 6 reviews

The Kensington Canyon Estate

The Kensington Canyon Estate is a 5 bedroom 4 bath charming historic Tudor-style home located in Kensington, San Diego, an upscale enclave on the southeast rim of Mission Valley. Kensington is picturesque, with attractive (and upscale) traditional-styled homes. It's a peaceful pocket amid the San Diego urban crawl. Kensington offers a miniature "Main Street" along Adams Avenue, replete with coffee shops, upscale restaurants, a branch library and friendly neighborhood park

Guest favourite

A spacious living and dining area features a large grey sectional sofa facing a mounted TV, with natural light flooding in through the sliding glass doors. A dining table set for meals is visible, adding a homely touch to the ambiance.

Villa in San Diego

4.93 out of 5 average rating, 57 reviews

Gorgeous Beach Villa | Ocean Views + Sleeps 12!

Experience the ultimate family retreat in our spacious 6-bedroom, 4-bath home with breathtaking views of Mission Bay and the Pacific Ocean. Perfect for groups, it features two kitchens, multiple balconies, and a large backyard with a fire pit and grill. Walk to Ocean Beach and Sunset Cliffs or explore nearby attractions like SeaWorld and Balboa Park. Unwind with sea breezes, sunsets, and the sparkle of SeaWorld fireworks. Your unforgettable San Diego getaway starts here!

The exterior of the home is illuminated at night, showcasing a two-story structure with decorative lighting. Lush palm trees frame the entrance, and landscaped gardens lead to the front steps. A driveway is visible on the left, alongside a garage door.

Villa in San Diego

5 out of 5 average rating, 4 reviews

Spacious home w/ backyard oasis

Limited-Time Rental (only when we're away) Spacious, light-filled home ideal for family gatherings, quiet escapes, or remote work. Enjoy expansive indoor and outdoor living areas, just minutes from beaches, restaurants, hiking trails, shops, and freeway access—all in a peaceful, friendly neighborhood. This is our primary residence, available while we travel. We'll remove most belongings to ensure you have space to fully relax and feel at home.