
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.

Oceanfront Beach House Views at Moonlight Beach
Ocean Blue at Moonlight Beach. 2 master suites. Steps to the sand & incredible views from almost every room. Multiple decks, spacious outdoor areas, and game room w/ pool & ping pong table. Perfect for 2 couples who want king beds and their own private king bed suites and a quiet and private sanctuary located at Moonlight State Beach. Saltwater jacuzzi & EV Charger! The upstairs living room has a well-equipped wet bar & stunning beach and ocean views! Sale - 20% off stays of 7 nights or 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.

Villa nel Cielo, Hilltop Estate with Views! Pool.
- 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. Encinitas Permit RNTL-008166-2019

Mountain View! Solar Heated Pool•Spa•2 Game rooms
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! 📸

Sunset Lounge | Pool •HotTub •Outdoor TV•GameRoom
☀️Welcome to your luxurious San Diego getaway! ☀️ This spacious 5-bedroom, 2-bathroom 2-level home is perfect for groups and families. Dive into the sparkling blue pool, unwind in the 6-person hot tub, or relax in the cozy outdoor seating areas. Enjoy stunning views from the balcony overlooking the pool, perfect for sunsets. With a central location, plenty of space to relax, and a mix of comfort and elegance, this home is ideal for exploring or unwinding on your San Diego adventure!

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.

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.

The Crown Jewel Villa with AC!Bikes,Kayak and SUP!
Escape to the peaceful and coveted beach community of Crown Point in San Diego! This highly sought after neighborhood boasts mostly permanent residents, creating a serene and tranquil environment for our guests. Right across the street from the home, you can find Ski Beach and Park, a favorite spot for families and kids. Explore the variety of local eateries and coffee shops, or take a short walk to popular Sail Bay and the ocean.

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.
Popular amenities for villa rentals in Lakeside
Private villa rentals

Luxury Beachfront Villa - Villa H

The Bonita Bungalow

Luxury Villa - Studio I

Luxury Beachfront Villa - Penthouse B

Cheerful 4-bedroom villa with free parking.

Italian Villa Getaway • Wine • Views • Tranquility

Hidden Villa with Beautiful Furnished Garden Patio

Luxury Beachfront Villa- Villa C
Luxury villa rentals

Beautiful house in mira mesa

Luxury Beachfront Villa -Villa E

Large house with beautiful bay views

Luxury Beachfront Villa - Villa D

NEW! Mediterranean-Style Villa in Point Loma

Gorgeous Beach Villa | Ocean Views + Sleeps 12!

Luxury Beachfront Villa - Penthouse A

Luxury Beachfront Villa - Villa G
Villa rentals with a pool

Four Seasons Luxurious 2 Bdrm Villa

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

Aviara Resort Villa 2 Bdrm Sleeps 6

Villa L'Auberge - 5 star hotel

Private oasis

Apartment in hilltop villa: Torrey Pines Suite

Premier Top Floor View Villa - Four Seasons Aviara

10AcreVilla,Heated*SaltPool,MtnView,Mini-Golf,BBQ
Quick stats about villa rentals in Lakeside

Nightly prices starting at
Lakeside holiday rentals start at $790 SGD per night before taxes and fees

Verified guest reviews
Over 180 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!
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- Rentals with a patio Lakeside
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- Rentals with a hot tub Lakeside
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- Rosarito Beach
- LEGOLAND California
- SeaWorld San Diego
- San Diego Convention Center E Ent
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