Historic Downtown Clermont Vacations from $256

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The Latest Historic Downtown Clermont Vacation Packages

Price found within the past 48 hours. Click for updated prices.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was $599, price is now $256 per person
$256
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
17.6/10 Exceptional! (3,229 reviews)
Staff was great. The room was clean

Reviewed on Nov 19, 2025

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was $761, price is now $317 per person
$317
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
16/10 Exceptional! (1,367 reviews)
from the staff to the clean rooms and all the fun things in the resort... WAS GREAT!!!!

Reviewed on Nov 18, 2025

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was $1,631, price is now $696 per person
$696
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
18.4/10 Exceptional! (1,001 reviews)
The place is exceptional and met all of our needs and then some

Reviewed on Nov 12, 2025

WorldQuest Orlando Resort

WorldQuest Orlando Resort

4 out of 5
Price was $1,043, price is now $448 per person
$448
per person
Jan 24 - Jan 31
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
16.8/10 Exceptional! (4,017 reviews)
Amazing place. Completely surprised but it was awesome.

Reviewed on Nov 17, 2025

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

3.5 out of 5
International Drive District
Save 100% on your flight
Price was $651, price is now $288 per person
$288
per person
Jan 27 - Feb 3
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
16/10 Exceptional! (3,666 reviews)
The breakfast was disgusting. I would not feed it to my kids let alone my dogs I found a diarrhea stain on my sheets when we got there had to move rooms at 12:30 at night with three kids toilet clogged in our room three times from a four year-old just using it normally Found at least four small roaches in the room whole place just felt dirty. The alarm was set to go off at 1230 at night so that woke up all the kids definitely not a good experience at all! On top of it I had to argue with staff just so my kid could use a slide at the water park we paid to use 1 star feels to high

Reviewed on Nov 19, 2025

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Where to stay in Historic Downtown Clermont

Find the best Historic Downtown Clermont areas and neighborhoods for the activities you enjoy most. Learn more about Historic Downtown Clermont
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Vacation Village

While Vacation Village might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Kings Ridge Golf Club and Lake Louisa State Park.

Find hotels in Vacation Village
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Kid Friendly Vacations
Kid Friendly Vacations

Discover the most popular places to visit in Historic Downtown Clermont

Lake Louisa park in Clermont Fl

Lake Louisa State Park

4.5/5(3 reviews)

Enjoy a trip to Lake Louisa State Park and popular activities like boating in Clermont. Amble around this family-friendly area's lakeside or experience its entertainment choices.

Lake Louisa State Park
Orlando featuring farmland

Lakeridge Winery

4.5/5(20 reviews)

Sample some of Florida’s award-winning wines at this beautiful winery, and learn about the techniques that go into creating them on a winery tour.

Lakeridge Winery

Clermont Historic Village Museum

2.5/5(2 reviews)

You can study the exhibits at Clermont Historic Village Museum, a museum with a story of its own, during your travels to Clermont. Amble around the area's lakeside or attend a sporting event.

Clermont Historic Village Museum

Things to do

Private Orlando Italian Cooking Class with David

Private Orlando Italian Cooking Class with David

$229
per adult
Private Orlando Italian Cooking Class with David
Luxe Jet Ski Rental Orlando - Things to do in Orlando

Orlando: Jet Ski Rental

$140
per traveler
Orlando: Jet Ski Rental
Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner

Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner

$15
per adult
Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner
See all activities in Clermont
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.