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.

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.

Zen Hilltop Estate Infty pool 360°views, Pvt 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.

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

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

Kickback and enjoy this dreamy 6-bedroom, 4.5 bath getaway with mountain and sunset views!🤩 HUGE 50 feet long solar panel heated salt water pool!😎 No jacuzzi fees!😁 Spacious bedrooms, skylights and upstairs laundry. Perfect for family reunions, retreats, or any crew that loves traveling together. ✈️ FULL HOME ACCESS. Whether you're splashing in the oversized pool, or just chilling in the breezy living spaces, this home is built for fun, comfort, and unforgettable memories! 📸

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!

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.

Italian Villa - Hill top estate. Views. Privacy.

- World-Class Beaches. - Sparkling Heated Pool and Spa. - Excellent Sun Exposure and Privacy. - View Hot Air Balloons at Sunset. - Game Room with Billiards and Big Screen. - Huge Villa for Family Vacation. This custom Italian beauty is a vacation dream! Enjoy your own private resort getaway in the heart of Olivenhain/Encinitas. Close to shopping, restaurants, trails. 3 miles to beach. All bedrooms have en suite bath. Professional kitchen. Designer amenities.

Private Villa: Pool, Slide & Hot Tub

Summary: * Spacious: 5,000 SF indoor living space & 10,000+ SF outdoor living space * Fantastic Pool: Complete with waterslide, cave /grotto & multiple fountains / waterfalls * Relaxing Hot Tub: 5 hours of free heating daily from 5pm-10pm * Event Policy: No weddings, events, or parties with 16 or more guests * Accommodates: This home can accommodate up to 16 guests /see “more things to note" for more info on beds/air mattresses

Bright Ocean View Luxury Getaway

Sit back and relax in this charming, panoramic Ocean View stunner. Wake up to the sunrise view from bed. Complete with plenty of luxury amenities. Gourmet kitchen, nespresso machine, french press, two plasma tvs, fiber wifi, al fresco dining, spacious walk in shower with bench, and plush robes. 1 mile away from downtown Encinitas and Encinitas beaches. Easy 5 minute bike ride or 20 minute walk. Nearby Freeway Access

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.