Lakeside Vacations

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Your Lakeside Vacation

Reserve a Lakeside vacation package and get ready to experience everything this city has to offer. Consider basing yourself in the neighborhood of Fruit Cove, which is great for fishing, families and views. If taking in the sights is a priority during your trip to Lakeside, be sure to stop by leading attractions like Orange Park Mall and bestbet Orange Park. Check out Expedia's extensive range of travel options and start planning your ultimate vacation to Lakeside now.

Price found within the past 48 hours. Click for updated prices.
  • Aug 18 - Aug 24

    Westgate Town Center Resort + Flight

    Kissimmee
    6 nights
    4.0 star property
    8.2/10 - Very Good (1,747 reviews)
    "En el hotel todo estaba bien , lo que no me gustó que cuando llegas te pasan para otro mostrador te dicen que eres cliente VIP y te tratar de alagar con regalos , para el siguiente día en un desayuno y una charla que duró 3 horas para intentar venderte . No fui por eso y nunca me habia pasado eso."
    Reviewed May 29, 2026
    Roundtrip New York (EWR) - Orlando (MCO)
    EWR - MCONonstop MCO - EWRNonstop
    Save 100% on your flight
    $885
    $464
    per traveler
    found 1 day ago
    Westgate Town Center Resort
  • Jul 6 - Jul 13

    Palazzo Lakeside Hotel + Flight

    Kissimmee
    7 nights
    3.0 star property
    8.2/10 - Very Good (5,164 reviews)
    "bReaskfast was awesome, there was a bee on hallways and bit my brothers"
    Reviewed May 29, 2026
    Roundtrip New York (EWR) - Orlando (MCO)
    EWR - MCONonstop MCO - EWRNonstop
    $1,648
    $487
    per traveler
    found 1 day ago
    Palazzo Lakeside Hotel
  • Jul 1 - Jul 8

    Westgate Vacation Villas Resort + Flight

    Kissimmee
    7 nights
    4.0 star property
    8.2/10 - Very Good (1,946 reviews)
    "This was a amazing resort with so many amenities and the Mexican restaurant was great and the ice cream was yummy - rooms are clean and it is very family friendly"
    Reviewed May 27, 2026
    Roundtrip New York (EWR) - Orlando (MCO)
    EWR - MCONonstop MCO - EWRNonstop
    Save 100% on your flight
    $1,081
    $545
    per traveler
    found 1 day ago
    Westgate Vacation Villas Resort
  • Jul 1 - Jul 8

    Westgate Towers Resort + Flight

    Kissimmee
    7 nights
    3.5 star property
    8.6/10 - Excellent (1,005 reviews)
    "The room was clean staff was nice.i was good for the weekend stay really enjoyed it."
    Reviewed May 24, 2026
    Roundtrip New York (EWR) - Orlando (MCO)
    EWR - MCONonstop MCO - EWRNonstop
    Save 100% on your flight
    $1,066
    $569
    per traveler
    found 1 day ago
    Westgate Towers Resort
  • Jul 10 - Jul 13

    Westgate Palace Hotel / Universal / I-Drive + Flight

    International Drive District
    3 nights
    4.0 star property
    8.8/10 - Excellent (1,257 reviews)
    "It was a very nice clean property just a bit smaller unit size than what we’re used to!"
    Reviewed May 25, 2026
    Roundtrip New York (EWR) - Orlando (MCO)
    EWR - MCO1 stop MCO - EWR1 stop
    Save 100% on your flight
    $906
    $512
    per traveler
    found 1 day ago
    Westgate Palace Hotel / Universal / I-Drive

Where to stay in Lakeside

Find the best Lakeside areas and neighborhoods for the activities you enjoy most. Learn more about Lakeside

Lakeside Hotel Deals

Hyatt Regency Jacksonville

Hyatt Regency Jacksonville

4 out of 5
225 E Coastline Dr Jacksonville FL
Fully refundableReserve now, pay when you stay
$168 nightly
The price is $190 total per night from Jun 7 to Jun 8
$190 total
Jun 7 - Jun 8
Total with taxes and fees
9/10 Wonderful! (1,618 reviews)
"The room was clean and comfortable. The front desk staff was friendly and helpful. A better reading light situation would have been nice, only one big lamp between the beds but directional lights would be better. Great visit, will go again."

Reviewed on May 29, 2026

Hyatt Regency Jacksonville
Wyndham Garden Jacksonville

Wyndham Garden Jacksonville

3 out of 5
4660 Salisbury Road Jacksonville FL
Fully refundableReserve now, pay when you stay
$78 nightly
The price is $88 total per night from Jun 11 to Jun 12
$88 total
Jun 11 - Jun 12
Total with taxes and fees
8/10 Very Good! (1,894 reviews)
"Nothing. The whole place smelled really bad and ppl screaming during the night"

Reviewed on May 28, 2026

Wyndham Garden Jacksonville
Embassy Suites by Hilton Jacksonville Baymeadows

Embassy Suites by Hilton Jacksonville Baymeadows

3.5 out of 5
9300 Baymeadows Road Jacksonville FL
Fully refundableReserve now, pay when you stay
$122 nightly
The price is $139 total per night from Jun 5 to Jun 6
$139 total
Jun 5 - Jun 6
Total with taxes and fees
8.4/10 Very Good! (1,419 reviews)
"I can overlook a certain amount of upgrades not being done, but our room literally smelled aweful. It was the worst every time the air clicked on. The room was mostly clean otherwise. The breakfast was a negative, too. The omlet line was long being a holiday weekend...wish we would have waited anyways ..."

Reviewed on May 25, 2026

Embassy Suites by Hilton Jacksonville Baymeadows
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.

Discover the most popular places to visit in Lakeside

Things to do

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.