Villa vacation rentals in Lakeside

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.

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!

@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

Resort Villa w/ Waterslide, Pool, Spa, Pickleball!

Escape to your own private San Diego resort, where every day feels like vacation. Whether you're racing down the waterslide, relaxing in the spa, playing pickleball, grilling by the pool, or gathering with family in the game room, there's something for everyone to enjoy. Tucked away in a peaceful hillside setting just minutes from San Diego's top attractions, this spacious five-bedroom retreat offers the perfect balance of resort-style amenities, comfort, and privacy for an unforgettable stay.

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

Private oasis

Enjoy this gorgeous farmhouse style two story home with 2 master suites and your own private getaway oasis with amazing views from every window, no neighbors around, pool, spa, a large brand new kitchen with a huge entertainment island and pretty much everything you need for your next getaway. Despite being super secluded, it’s located a block away from a taco shop, 2 blocks from 7 Eleven, 3 minutes drive from main shopping areas with grocery stores, and restaurants as well as the 94 and 8

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

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 saltwater pool and new outdoor kitchen. Don't miss out!

Oceanview Luxury Hilltop Villa w/ Private Pool

Conveniently located and within walking distance to the horse track & fair grounds with views of the track and beach. This spacious, luxury home is nestled in a gated hilltop neighborhood. It's the perfect getaway and staging point for a family vacation. The pool may be heated if needed (for a small extra). Plan for fun with countless nearby activities and relax by the private pool and spa, while your designated master chef operates the patio grill.

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!

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.

Villa on Hills with Pool. Guest House Included

Welcome to our Spanish Villa Retreat, an exclusive, private sanctuary nestled in the hills of West Ramona. This beautiful property offers two separate living spaces, making it perfect for family vacations, friends getaways, couples retreats, or wedding parties. Enjoy the privacy and flexibility of the unique spaces while gathering in the communal courtyard for memorable moments.