
Villa vacation rentals in Lakeside
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Quick stats about villa rentals in Lakeside

Nightly prices starting at
Lakeside vacation rentals start at €1,410 per night before taxes and fees

Verified guest reviews
Over 230 verified reviews to help you choose

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Lakeside rentals

4.8 Average rating
Lakeside stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated villa rentals in Lakeside
Guests agree: these villas are highly rated for location, cleanliness, and more.

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!

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.

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.

@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

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

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.

Bella Vita, Majestic Gated Resort
North San Diego, Eco-friendly, Perfect for family getaways or intimate gatherings, Dinners, Small Weddings. 3 spacious en-suites bedrms open to the stunning private pool area and hardscape surrounding the Villa. Relax by the solar heated in-ground pool & propane heated in-ground spa. Create an inspired meal in the large open kitchen featuring Viking appliances.
Popular amenities for Lakeside villa rentals
Private villa rentals

Mountain View Haven•Solar Heated Pool•Spa•2 Game R

Hidden Villa with Beautiful Furnished Garden Patio

@ Paradise villa, Top view, 4600sqrt on 10 acres

*NEW* Resort Style Home•Views•Pool•Spa•Game Room

Enchanted Paradise! ♨ Pool+Spa+Outdoor Kitchen ☀

5-bed Paradise Villa Pool, hot-tub massage chair

@Fantastic villa, giant pool, guest house, golf !

Villa Solana Beach Retreat + Walk 2 Beach!
Luxury villa rentals

Luxury Beachfront Villa - Villa H

Luxury Villa - Studio I

Cheerful 4-bedroom villa with free parking.

Large house with beautiful bay views

Luxury Beachfront Villa - Villa D

Gorgeous Beach Villa | Ocean Views + Sleeps 12!

Luxury Beachfront Villa - Villa G

3680 Bayside Walk, A Bayside Marina
Villa rentals with a pool

Breathtaking Hillside Estate w/ Luxury Amenities

Four Seasons Luxurious 2 Bdrm Villa

1 PRIVATE OCEAN VIEW ROOM IN LUXURY COASTAL HOUSE

Mountain View Haven•Solar Heated Pool•Spa•2 Game R

San Diego 4BR family home| Pool| Deck| RV Parking|

@ Paradise villa, Top view, 4600sqrt on 10 acres

Premier Top Floor View Villa - Four Seasons Aviara

10AcreVilla,Heated*SaltPool,MtnView,Mini-Golf,BBQ
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