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A bridge over a calm river with autumn-colored trees reflecting in the water, surrounded by hills.

Villas in Lakeside

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    Check prices for these dates

    Check prices for these dates, December 15 – 16, 2026

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    Our top choices for Lakeside villas

    1. Sleeps 50+ NEW Luxury Private Resort with Pool Golf Arcade Spa Playground Poker

    A two-story house with a garage, surrounded by palm trees and other vegetation.

    2. Luxury•PickleBall•Golf•Pool•HotTub•Grill•Arcades•6 TV’s•Playground• .5 Acre

    A swimming pool with inflatable flamingos and a covered area with string lights.

    3. Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes

    A landscaped garden with a central fountain, stone benches, and a paved walkway leading to a green lawn.

    4. Resort-Style Villa with Pool & Spa

    An outdoor pool area with a slide, seating, and umbrellas.

    5. Leyla| Pool/Spa|Downtown|Freeways|Beaches

    An outdoor patio with a seating area, a grill, and a green wall.

    6. Bridge|Pool/Spa |Downtown|Freeways|Airport

    An outdoor patio area with seating, a grill, and a decorative fence.

    7. 5-Units/26 guests/Heated Pool Option/Spa

    A modern house with a front entrance, a number '2552' on the wall, and a staircase leading up to the door.

    Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

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    Learn more about Lakeside

    Nestled in the hills, this charming town offers a blend of natural beauty and entertainment. Visitors can explore the Barona Casino complex, then unwind with fishing or hiking at scenic Lake Jennings.

    See all hotels in Lakeside

    A bridge over a calm river with autumn-colored trees reflecting in the water, surrounded by hills.

    Top reviews in Lakeside

    Ayres Lodge Alpine

    A hotel with a stone facade, a covered entrance, and a sign that reads "AYRES."

    Riviera Oaks Resort by Coolvacay

    A building with a red-tiled roof, large windows, and a landscaped garden.

    Hampton Inn San Diego-Kearny Mesa

    A Hampton Inn hotel with a covered entrance, parking lot, and surrounding greenery.

    Julian Lodge

    A two-story building with a porch and a flag.

    The Beach Cottages

    Terrace/patio

    The Sands of La Jolla

    A balcony with a metal table and chair, a wooden panel wall, and a view of a parking area with a sign reading "Sands of Jolla".

    Lamplighter Inn & Suites at SDSU

    A hotel with a pool, outdoor seating, and palm trees.

    Boardwalk Hotel: Bikes, Boards & Beach Gear Included

    A modern building with a sign reading "BOARDSWALK HOTEL" and a patio area with string lights.

    Embassy Suites by Hilton San Diego La Jolla

    A multi-story building with the sign "EMBASSY SUITES" at the top.

    Loews Coronado Bay Resort

    An outdoor seating area with fire pits, lounge chairs, and string lights against a sunset backdrop.

    Ayres Hotel San Diego South - Chula Vista

    A modern hotel with a prominent sign reading "AYRES HOTEL".

    Kings Inn San Diego

    A Kings Inn building with a stone facade, a blue awning, and a sign welcoming visitors to Sunny San Diego.

    Hilton Garden Inn San Diego Old Town/SeaWorld Area

    A hotel with a central courtyard, palm trees, and a fountain.

    The Wayfarer San Diego

    A pool area with lounge chairs and a hot tub, overlooking the ocean.

    Country Inn & Suites by Radisson, San Diego North, CA

    A multi-story hotel with a central entrance, palm trees, and a clear blue sky.

    Inn By The Sea La Jolla

    A balcony with two chairs and a small table, overlooking a coastal area with buildings and a clear sky.

    Crowne Plaza San Diego - Mission Valley by IHG

    A hotel with a large pool area, outdoor seating, and a well-maintained garden.

    Hampton Inn Cardiff Beach Encinitas, CA Near Del Mar

    A hotel entrance with a covered area, a parking lot, and a building with multiple windows.

    Frequently Asked Questions

    Why book your villa in Lakeside with Expedia?

    Use Expedia to find your ideal villa in Lakeside. Vacationing with the kids? Use our handy filters to search for stays with perks like a pool. If you need to stick to a budget, decide on how much you're willing to spend and your preferred star rating. We'll help you find the right place in tune with your style and taste.

    How can I find cheap villas in Lakeside?

    Expedia can help you easily source cheap villas in Lakeside. Use the filter tool to choose star rating, amenities and budget to refine your search and find the best place to stay in a couple of quick clicks.

    What is there to do near my villa in Lakeside?

    The best travel accessory is a well-planned itinerary. Barona Casino is a good spot to begin your adventures in Lakeside.

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