Pennecamp Vacation Packages

Book a Hotel + Flight or Car together to unlock savings

  • Plan, book, travel with confidence

  • Better together

    Save up to CA $4,200 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

  • Rest easy

    Plan, book, and manage your trip all in one place

Top Holiday Package Deals in Pennecamp

Price found within the past 48 hours. Click for updated prices.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Price was CA $1,067, price is now CA $575 per person
CA $575
per person
Jan 9 - Jan 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.2/10 Very good! (2,105 reviews)
Good place

Reviewed on Nov 9, 2026

Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
Price was CA $2,217, price is now CA $850 per person
CA $850
per person
Dec 10 - Dec 17
found 6 hours ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very good! (604 reviews)
Verygood

Reviewed on Nov 9, 2026

Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Price was CA $1,121, price is now CA $589 per person
CA $589
per person
Jan 9 - Jan 15
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.2/10 Very good! (2,033 reviews)
I always stay at this resort when I travel to Orlando with my family. I highly recommend!

Reviewed on Nov 9, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was CA $3,112, price is now CA $1,690 per person
CA $1,690
per person
Jan 23 - Jan 30
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Orlando (MCO)
9.2/10 Wonderful! (1,002 reviews)

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was CA $1,392, price is now CA $780 per person
CA $780
per person
Jan 2 - Jan 9
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (1,001 reviews)
Es espacioso y cómodo, la verdad está 100% recomendado

Reviewed on Nov 7, 2026

Where to stay in Pennecamp

Find the best Pennecamp areas and neighborhoods for the activities you enjoy most. Learn more about Pennecamp
A yellow golf cart on a paved road with palm trees and a body of water in the background.

Lake Sumter Landing

1 out of top 10 points of interest in this area

While visiting Lake Sumter Landing, you might make a stop by sights like The Villages Market Square and Lake Sumter.

Find hotels in Lake Sumter Landing

Pennecamp Hotel Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is CA $154 per night from Dec 2 to Dec 3
CA $154
CA $165 total
Dec 2 - Dec 3
includes taxes & fees
9.4/10 Exceptional! (1,583 reviews)
"Front desk agent was extremely helpful, courteous, and very efficient. Hot spa and pool were good. But the bedding was fabulous. I slept very well. Parking was right on."

Reviewed on Nov 9, 2026

The Waterfront Inn
Brownwood Hotel & Spa

Brownwood Hotel & Spa

3 out of 5
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
The price is CA $195 per night from Dec 2 to Dec 3
CA $195
CA $209 total
Dec 2 - Dec 3
includes taxes & fees
Brownwood Hotel & Spa
The Citrus on the Lake

The Citrus on the Lake

3 out of 5
199 W Ruby Street Tavares FL
Fully refundableReserve now, pay when you stay
The price is CA $189 per night from Nov 10 to Nov 11
CA $189
CA $210 total
Nov 10 - Nov 11
includes taxes & fees
The Citrus on the Lake
See all 2,307 properties in Pennecamp
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.
All Inclusive Vacations
All Inclusive Vacations
Beach Vacations
Beach Vacations
Family Vacations
Family Vacations

Frequently asked questions

How much does a Pennecamp vacation package cost?
From just CA $575. Yes, you read that right. Our Pennecamp vacation packages are a simple way to stretch your budget further. Combine your favorite flights, hotels and rental car and explore this destination your way.
How do I get a cheap travel package to Pennecamp?
Combining your flight and hotel with Expedia won't just save valuable time — it'll save you a pretty penny too. A Pennecamp vacation package makes it a cinch to create your ideal trip. With more than 550 airlines all over the world to pick from, finding flights that fit your busy schedule won't be an issue. On top of that, we've got over 1,000,000 properties globally to select from. Now that's choice! Whatever your budget, Expedia can show you the world.
Where should I stay in Pennecamp?
If you'll be visiting The Villages Market Square, maximize your time sightseeing and book a hotel room nearby. It's one of the most popular attractions in this neighborhood.
What are the top hotels in Pennecamp?
Book a stay at Convenient Location Beautiful 3 Bedroom Villa W. It's one of this neighborhood's most sought-after hotels. Another reputable option in Pennecamp is Great Location 3 Bedroom 2 Ba Villa W.
How far in advance should I book my Pennecamp vacation?
It's tricky picking the perfect time for airfares, but we normally say the earlier, the better. Most international journeys on Expedia become available up to a year in advance. If you're booking late, don't stress. Cheap prices appear from time to time within a few weeks of departure dates.
What does an Expedia Pennecamp travel package include?
That depends on what sort of getaway you're planning. Pennecamp travel deals can include hotels, flights and car rentals. You can mix and match to create the package that fits your needs. You can also add on activities and experiences after you've booked to get even bigger discounts.
What should I know before booking a Pennecamp travel package?
Bundling your bookings into a Pennecamp vacation package is the most convenient way to organize your trip. Not only that, you'll get great discounts just for combining your hotels, flights and car rentals. Once you've booked, why not add on an activity or a tour?
Can I choose my airline with a Pennecamp Expedia vacation package?
Expedia offers access to more than 550 partner airlines worldwide, so you definitely can. Simply pick the airline you want and put together your ideal Pennecamp vacation.
If I'm not able to travel, can I cancel my Pennecamp vacation package?
We get it — life can throw you the odd curveball. If you've booked a Pennecamp vacation package and need to change or cancel it, we're here to help. We recommend visiting our Customer Service Portal first for information. But generally speaking, if you've taken out your package within 24 hours, you may be able to cancel or change your itinerary for free. If it's been more than 24 hours, your hotel, airline or car rental company may impose a fee.

Things to do

Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

CA $78
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
See all activities in The Villages
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.