Compare Lakeside Villas

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Featured Villas in Lakeside

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

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

Jamul CA
$428 nightly
The price is $470 total per night
$470 total
Jan 15 - Jan 16, 2026
Total with taxes and fees
This villa features a hot tub, an arcade/game room, and laundry facilities. Other amenities at this golf villa include barbecue grills and a garden.
Point Loma 3 bedroom/2bath

Point Loma 3 bedroom/2bath

San Diego CA
Guests of this villa enjoy access to a water park, laundry facilities, and barbecue grills. This smoke-free villa also has a garden.
SPACIOUS OCEANFRONT HOME W/ PRIVATE HEATED POOL & HOT TUB-Ping Pong, Big Yard

SPACIOUS OCEANFRONT HOME W/ PRIVATE HEATED POOL & HOT TUB-Ping Pong, Big Yard

San Diego California
Guests staying at this villa enjoy a water park, a hot tub, and laundry facilities. Other amenities at this family-friendly villa include a garden and barbecue grills.
Newly Listed: Tuscan Villa in the Village, 5 minute walk to Beach!

Newly Listed: Tuscan Villa in the Village, 5 minute walk to Beach!

San Diego CA
Guests staying at this villa have access to laundry facilities, a garden, and barbecue grills.
Mindful Cottage with peek Ocean Views

Mindful Cottage with peek Ocean Views

Del Mar CA
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has a garden.
Blue Sea Villa, Centered in La Jolla Shores!

Blue Sea Villa, Centered in La Jolla Shores!

San Diego CA
Guests staying at this villa enjoy a water park, a hot tub, and laundry facilities. Other amenities at this beach villa include barbecue grills and a garden.
Villa Vista de Rancho Santa Fe w/Pool, Views!

Villa Vista de Rancho Santa Fe w/Pool, Views!

Escondido CA
Guests staying at this villa enjoy a water park, a hot tub, and laundry facilities. Other amenities at this family-friendly villa include a garden and barbecue grills.
Mediterranean-Style Villa in Point Loma

Mediterranean-Style Villa in Point Loma

San Diego CA
Guests of this villa enjoy access to a water park, laundry facilities, and a garden. This smoke-free villa also has barbecue grills.
Gorgeous Beach Villa -- Ocean Views + Sleeps 12!

Gorgeous Beach Villa -- Ocean Views + Sleeps 12!

San Diego CA
At this villa, guests have access to features like laundry facilities. This smoke-free villa also has a garden.
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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.

Hotel Options in Lakeside

    Sheraton San Diego Resort

    Sheraton San Diego Resort

    1380 Harbor Island Dr San Diego CA
    $143 nightly
    The price is $165 total per night from Jan 6 to Jan 7
    $165 total
    Jan 6 - Jan 7, 2026
    Total with taxes and fees
    8.2/10 Very Good! (3,155 reviews)
    Lafayette Hotel & Club

    Lafayette Hotel & Club

    2223 El Cajon Blvd San Diego CA
    $229 nightly
    The price is $263 total per night from Dec 29 to Dec 30
    $263 total
    Dec 29 - Dec 30
    Total with taxes and fees
    9.2/10 Wonderful! (1,332 reviews)
    The DEXTRO Little Italy, BW Premier Collection

    The DEXTRO Little Italy, BW Premier Collection

    1617 1st Avenue San Diego CA
    $107 nightly
    The price is $124 total per night from Dec 22 to Dec 23
    $124 total
    Dec 22 - Dec 23
    Total with taxes and fees
    8.8/10 Excellent! (727 reviews)

Luxury Villas

Book luxury villas in Lakeside
There are plenty of ways to up your vacation game, but one of the best is by staying in a luxury villa in Lakeside. Villas, with their thoughtful layout and elegant décor, let you travel in style. They come in a variety of sizes and offer a great experience, whether you’re traveling on your own or with a group of friends. Orbitz has fantastic deals on villas in Lakeside, so book one now. You’ll feel like a million bucks before you even check in.

Spacious luxury villas in Lakeside
You won’t have a problem finding your own space in Lakeside. If you’re traveling in a group, go for a three-bedroom or larger villa; separate bedrooms can make it that much easier to keep the peace, especially when you’re all staying in one house. You can also explore Lakeside on your own and use a one-bedroom villa as your home base.

A top-end villa experience in Lakeside rivals that of a luxury resort. Float in a swimming pool with an elaborate mosaic bottom, work out in your own gym, and let the daily housekeeping staff clean up after you while a private chef whips up one delicious meal after another. This is the life!

Lakeside Villas essential information

Accommodation
102 Villas
Lowest Price
$124
Highest Price
$470
Popular accommodation
Jamul's Jewel: 10ACRES,Hilltop,Heated*Salt Pool,Spa*,City & Mtn.Views,B-Ball Court*,Grill,Horseshoes, Point Loma 3 bedroom/2bath, SPACIOUS OCEANFRONT HOME W/ PRIVATE HEATED POOL & HOT TUB-Ping Pong, Big Yard, Newly Listed: Tuscan Villa in the Village, 5 minute walk to Beach!, Mindful Cottage with peek Ocean Views, Blue Sea Villa, Centered in La Jolla Shores!, Villa Vista de Rancho Santa Fe w/Pool, Views!, Mediterranean-Style Villa in Point Loma, Gorgeous Beach Villa -- Ocean Views + Sleeps 12!