
Villa holiday rentals in Lakeside
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Top-rated villa rentals in Lakeside
Guests agree: these villas are highly rated for location, cleanliness and more.

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.

☆🏘 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

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

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! 📸

Beach House
Villa vacacional de lujo localizada en la hermosa Playas de Tijuana, a tan solo 15 min de la frontera con San Diego y 20 min de Rosarito. Check in 1 pm Check out 11 am Límite de huéspedes 13, puedes reservar hasta 16 huéspedes pero sería tu decisión dónde y cómo dormirían. Invitados extras $10 usd Cuidamos y respetamos la noche de nuestros vecinos, por lo tanto si recibimos quejas de ruido serás multado con $200 usd o te retiras del alojamiento Hora de silencio comienza 11pm

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. King size bed in bedroom with luxury linens. Pull out queen sofa in living room. Gourmet kitchen, nespresso machine, 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

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

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.
Popular amenities for villa rentals in Lakeside
Private villa rentals

Luxury Beachfront Villa - Villa H

The Bonita Bungalow

Waterfront Villa with free Parking on premise

Luxury Villa - Studio I

Luxury Beachfront Villa - Penthouse B

Loft Timber haven 2BR Prime Tijuana

Luxury Beachfront Villa - Villa D

Luxury Beachfront Villa - Penthouse A
Luxury villa rentals

Spacious 4BD | La Jolla • Ocean Views • Jacuzzi

San Diego villa for quiet & calm relaxation.

East County San Diego Dream Luxury Estate

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

Cheerful 4-bedroom villa with free parking.

Large house with beautiful bay views

Premier Top Floor View Villa - Four Seasons Aviara

10AcreVilla,Heated*SaltPool,MtnView,Mini-Golf,BBQ
Villa rentals with a pool

Breathtaking Hillside Estate w/ Luxury Amenities

King Bedroom w/pool and views

Four Seasons Luxurious 2 Bdrm Villa

1 PRIVATE OCEAN VIEW ROOM IN LUXURY COASTAL HOUSE

Modern Villa (3 BD) Stunning Views

Hilton Grand Marbrisa Resort at Carlsbad 6/28-7/5

Private oasis

Apartment in hilltop villa: Torrey Pines Suite
Quick stats about villa rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at €746 per night before taxes and fees

Verified guest reviews
Over 210 verified reviews to help you choose

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

4.9 Average rating
Lakeside stays are highly rated by guests – averaging 4.9 out of 5!
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- Rentals with a patio Lakeside
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- Pet-friendly rentals Lakeside
- Rentals with a firepit Lakeside
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- Rentals with a hot tub Lakeside
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