Villa holiday rentals in San Diego Bay

4.97 out of 5 average rating, 33 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 🐳

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.

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

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 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.

5 out of 5 average rating, 77 reviews

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.

Villa in El Cajon

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.

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.

4.75 out of 5 average rating, 44 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

4.91 out of 5 average rating, 184 reviews

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

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!

4.88 out of 5 average rating, 194 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 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.

4.95 out of 5 average rating, 56 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!

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.

Superhost

A sparkling pool is framed by a charming patio area, complemented by string lights above. A whimsical mural featuring cacti decorates one wall, enhancing the relaxed ambiance. The pool is inviting, with a unicorn float positioned in the water, set against a tranquil sunset sky.

Villa in La Mesa

4.82 out of 5 average rating, 56 reviews

TooHotTooSettle • HotTub • Pool • GameRoom • Spacious

Comfort Getaway in Mount Helix | Pool • Hot Tub • Games Welcome to your private oasis in beautiful Mount Helix! This stylish 4-bedroom home is designed for relaxation and entertainment, featuring a sparkling pool, a soothing hot tub, and a game area for endless fun. With spacious living areas, modern decor, and a fully equipped kitchen, this home is perfect for families, friends, or a weekend getaway. Book now and experience the best of San Diego in style!

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.