Tall Trees Vacation Packages

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    Save up to CA $1,096 when you book a flight and hotel together*
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Top Holiday Package Deals in Tall Trees

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Sep 19 - Sep 25
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8/10 Very Good! (1,277 reviews)
I love the size of the room very spacious and enough for me and my family

Reviewed on Jul. 15, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)
Property needs some TLC, outside looks beautiful but the carpeting is old and needs replaced in the towers

Reviewed on Jul. 16, 2025

ette hotel

ette hotel

5 out of 5
per person
Oct 2 - Oct 7
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
9.8/10 Exceptional! (313 reviews)
very friendly helpful staff. nice area with many restaurants and grocery stores around. clean rooms. elegant hotel

Reviewed on Jul. 4, 2025

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8.6/10 Excellent! (1,003 reviews)
Amicable staff and overall good experience

Reviewed on Jun. 15, 2025

Hilton Daytona Beach Oceanfront Resort

Hilton Daytona Beach Oceanfront Resort

4 out of 5
Brush - Stewarts
Save 100% on your flight
per person
Sep 29 - Oct 6
found 1 day ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
7.4/10 Good! (4,845 reviews)
Great Service. Always someone available. Safe location and quick access to the beach. The first day we even saw dolphins in the water front our room.

Reviewed on Jul. 15, 2025

Where to stay in Tall Trees

Find the best Tall Trees areas and neighborhoods for the activities you enjoy most. Learn more about Tall Trees
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Lake Sumter Landing

1 out of top 10 points of interest in this area

Though Lake Sumter Landing might not have many top sights, you can venture to the surrounding area to see attractions like The Villages Market Square and Cane Garden Country Club.

Find hotels in Lake Sumter Landing

Tall Trees Hotel Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
The price is CA $172 per night from Jul 17 to Jul 18
CA $172
CA $184 total
Jul 17 - Jul 18
includes taxes & fees
9/10 Wonderful! (1,174 reviews)
"Great Lake view but could no longer fish or kayak due to HOA"

Reviewed on Jul. 13, 2025

The Waterfront Inn
Hilton Ocala

Hilton Ocala

3.5 out of 5
3600 Sw 36th Ave, Ocala, FL
Fully refundableReserve now, pay when you stay
The price is CA $165 per night from Aug 10 to Aug 11
CA $165
CA $184 total
Aug 10 - Aug 11
includes taxes & fees
8.4/10 Very Good! (1,003 reviews)
"Had a great time."

Reviewed on Jul. 14, 2025

Hilton Ocala
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 $178 per night from Aug 3 to Aug 4
CA $178
CA $190 total
Aug 3 - Aug 4
includes taxes & fees
9.6/10 Exceptional! (1,015 reviews)
"Awesome stay!"

Reviewed on Jul. 14, 2025

Brownwood Hotel & Spa
See all 2,055 properties in Tall Trees
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 Tall Trees vacation package cost?
We make it easy to see the world, with Tall Trees packages starting from as little as CA $527. You'll have the flexibility to combine your preferred hotels, airlines and car rental. For the ultimate escape, why not add a few tours and experiences to your travel itinerary?
How do I get a cheap travel package to Tall Trees?
One of the simplest ways to save cash (and time) is to combine your bookings with Expedia. Flights, hotels, activities and rental cars --- we've got it all. Select the combination that suits your style and see your savings grow. Of course, a travel package is never a one-size-fits-all. That's why we offer over 550 air carriers and 1,000,000 properties across the globe, which lets you customize your Tall Trees adventure.
Where should I stay in Tall Trees?
With so much to explore in Tall Trees, we recommend you book a room in a hotel near its attractions. The Villages Market Square, Cane Garden Country Club and Glenview Champions Country Club are some top ones to add to your itinerary.
What are the top hotels in Tall Trees?
Lock in a room at Charming 3/2 Home Close To Shopping W. It's one of the neighborhood's most sought-after properties. Another top-rated option in Tall Trees is Beautiful 3/2 Home Close To Shopping W.
How far in advance should I book my Tall Trees vacation?
Be rewarded with the widest variety at the cheapest prices by booking your vacation to Tall Trees nice and early. Airlines generally publish flight tickets anywhere up to a year before departure, so secure your spot as soon as you can. Having said that, Expedia is dedicated to providing you with the best bargains around, so there's never a bad time to book your dream vacation!
What does an Expedia Tall Trees travel package include?
Select from any combination of flights, rental cars and hotels. Once you've made your booking, you can add experiences and tours. Want to pick your fare class? That's easily done too. The choice is all yours when it comes to crafting your ideal Tall Trees escape.
What should I know before booking a Tall Trees travel package?
Bundling your bookings into a Tall Trees vacation package is the most convenient way to organize your trip. Not only that, you'll get great discounts when you combine your hotels, flights and car rentals. Once you've booked, why not add on a tour or an activity?
Can I choose my airline with a Tall Trees Expedia vacation package?
You can, and with more than 550 airlines to choose from worldwide, you have loads of choice. Search the available options and see which airline fits your budget and needs.
If I'm not able to travel, can I cancel my Tall Trees vacation package?
We get it --- life sometimes gets in the way of your plans. If you've locked in a Tall Trees vacation package and need to change or cancel it, we're here to help. We suggest browsing our Customer Service Portal first for information. But generally, if you've taken out your package in the last 24 hours, you may be able to cancel or amend your itinerary for free. If it's been longer than 24 hours, your hotel, airline or car rental company may impose a charge.

Discover the most popular places to visit in Tall Trees

The Villages Market Square

4.5/5(2 reviews)

You can enjoy retail therapy at The Villages Market Square during your visit to The Villages. Wander the lakeside in this quaint area.

The Villages Market Square

Things to do

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

CA $75
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
Gypsy Gold Horse Farm Walking Tour

Gypsy Gold Horse Farm Walking Tour

CA $41
per adult
Gypsy Gold Horse Farm Walking 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.