Villa holiday rentals in Lakeside

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Top-rated villa rentals in Lakeside

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Top guest favourite
A rooftop deck features striped lounge chairs facing a spacious sandy beach and the ocean. Lush palm trees and tropical plants frame the view, which includes beach umbrellas and people enjoying the sun. The clear blue sky complements the serene beach setting.
Villa in Encinitas
4.97 out of 5 average rating, 60 reviews

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!

Superhost
Villa in Kensington
4.9 out of 5 average rating, 10 reviews

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.

Guest favourite
Villa in Encinitas
4.95 out of 5 average rating, 39 reviews

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

Top guest favourite
Villa in Rancho Penasquitos
4.98 out of 5 average rating, 41 reviews

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! 📸

Superhost
A sparkling blue pool is surrounded by lounge chairs, with colorful floats gently drifting in the water. Lush greenery and tall cypress trees provide privacy, while the sky is painted in soft pink hues, indicating the time of sunset.
Villa in Rolando
4.93 out of 5 average rating, 60 reviews

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!

Top guest favourite
A private pool is surrounded by a stone patio and lounge seating. The house features large windows and a covered dining area with a patio umbrella. Lush greenery complements the tranquil outdoor space, emphasizing the welcoming atmosphere of the backyard.
Villa in La Mesa
5 out of 5 average rating, 56 reviews

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.

Guest favourite
A private outdoor area features a spacious pool surrounded by sun loungers and tropical trees. A hot tub is integrated within the pool area. The two-story house has large glass doors that open to the poolside, providing a blend of indoor and outdoor living.
Villa in Solana Beach
4.91 out of 5 average rating, 45 reviews

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.

Top guest favourite
The property displays a charming two-story building with arched balconies and a red-tiled roof. A spacious patio features vibrant outdoor furniture, including a large umbrella, providing shaded seating. The modern garage blends seamlessly with the structure, further enhancing the property's appeal.
Villa in Pacific Beach
4.94 out of 5 average rating, 156 reviews

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.

Top guest favourite
The villa is illuminated at night, showcasing a spacious outdoor area with a blue pool and stone patio. Surrounding seating arrangements create a welcoming atmosphere, while palm trees and distant city lights enhance the tranquil ambiance.
Villa in La Mesa
4.9 out of 5 average rating, 281 reviews

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

Top guest favourite
An open-concept living space features a modern kitchen with white cabinetry, a large island, and pendant lighting. A comfortable seating area is arranged with a sectional couch, wicker tables, and decorative accents. Sliding glass doors lead to an outdoor view, enhancing the bright atmosphere.
Villa in Encinitas
4.99 out of 5 average rating, 107 reviews

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

Top guest favourite
The open kitchen and living area feature modern finishes and large windows, providing views of the water. A dining table is set with plates and glasses, while colorful flowers add a touch of decor. Comfortable seating is arranged for relaxation.
Villa in Mission Hills
5 out of 5 average rating, 104 reviews

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!

Guest favourite
Villa in Spring Valley
4.96 out of 5 average rating, 105 reviews

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

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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