Villa holiday rentals in La Mesa

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.

4.93 out of 5 average rating, 30 reviews

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

Enjoy a stylish experience at this centrally-located place. Great place to stay for those seeking an experience close to the beach and mountains and anywhere in San Diego you'd like to visit. 5 min from trails and Cowles Mountain. 15 min to Sea World, Animal Park, beaches, parks, downtown, Balboa park, the Midway museum, Coronado, Torrey Pines, La Jolla Cove, and much more! 2 min to a kid playground. Nice Villa in a really nice and Quiet Neighborhood, but will also accommodate your best party!

4.92 out of 5 average rating, 13 reviews

Villa in Kensington

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.

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.

Villa in El Cajon

4.69 out of 5 average rating, 70 reviews

*Huge HelixCastle-PanoramicView/20+guests welcome

Welcome to our exquisite 5-bedroom (3 stories) home in the desirable neighborhood of Mount Helix in San Diego! This stunning residence is the perfect blend of modern elegance and exceptional comfort, making it an ideal choice for your stay in America's Finest City. Whether you're visiting San Diego for a family vacation, a romantic getaway, or a business trip, our Mount Helix castle, provides the perfect setting for an unforgettable stay. Book your stay with us today to create lasting memories!

A private rooftop deck features a hot tub, seating area with lounge chairs, and a dining table. Scenic views of the harbor and city skyline are visible at dusk, with warm lights creating a peaceful ambiance. The space is surrounded by terracotta roof tiles.

4.94 out of 5 average rating, 119 reviews

☆🏘 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

4.96 out of 5 average rating, 164 reviews

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

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.

4.92 out of 5 average rating, 108 reviews

5-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.

4.98 out of 5 average rating, 104 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, 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

Villa in Mira Mesa

4.85 out of 5 average rating, 71 reviews

LUX VACA | Solar-Heated Pool • Firepit • Games

If you’re looking for a place where everyone can relax and have fun, this is it. Designed for memorable stays, enjoy pool days with our solar-heated pool, hot tub nights, games, and mini golf in the spacious backyard. Inside, bright, modern interiors offer comfort and space to unwind. Located in one of San Diego’s safest and most family-friendly neighborhoods, this home delivers resort-style vibes in a private setting made for enjoying time together. Ideal for families, friends, and groups!

Villa in El Cajon

5 out of 5 average rating, 3 reviews

East County San Diego Dream Luxury Estate

Welcome to this luxurious experience in the heart of Granite Hills. This spacious Rancho Santa Fe-inspired estate combines timeless design with modern comfort. With 4 bedrooms, 4 bathrooms, and thoughtful custom features throughout. High ceilings, natural stone flooring and a gourmet kitchen that brings everyone together. Views of city lights and mountain sunsets. A dreamy outdoor space with an oversized hot tub, sparkling pool, built in BBQ and cozy fire pit with views from room to room.

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.

4.81 out of 5 average rating, 57 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

Villa in Rancho San Diego

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.

4.92 out of 5 average rating, 206 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!

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.