Tall Trees Vacations from ￥255,237

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The Latest Tall Trees Vacation Packages

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

Westgate Town Center Resort

4 out of 5
Price was ￥351,492, price is now ￥255,237 per person
￥255,237
per person
May 2 - May 6
found 10 hours ago
Roundtrip flight included
Osaka (OSA) to Orlando (MCO)
8/10 Very Good! (1,510 reviews)
Not impress with the staff regarding them trying to sell me one of there timeshares however since I don't have a husband I didn't qualify for the gifts. Single mothers are very successful on there own and don't always need a man. So being judged by that did not sit well.

Reviewed on Mar 26, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was ￥482,258, price is now ￥327,390 per person
￥327,390
per person
May 2 - May 6
found 10 hours ago
Roundtrip flight included
Osaka (OSA) to Orlando (MCO)
9.2/10 Wonderful! (1,008 reviews)
So many great activities! No need to leave the large campus! Loved the foam party most!

Reviewed on Mar 23, 2026

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Price was ￥613,316, price is now ￥417,952 per person
￥417,952
per person
Apr 30 - May 6
found 1 hour ago
Roundtrip flight included
Tokyo (TYO) to Orlando (MCO)
8.6/10 Excellent! (1,004 reviews)
Hotel rooms are spacious. Right in a rear location. Walmart is 3 min drive, CVS across the street. Hot tbs ar lean, pool is clean. For people who don’t read, there is no room service, have to ask for any extra items.

Reviewed on Mar 25, 2026

Orbit One Vacation Villas

Orbit One Vacation Villas

3 out of 5
Price was ￥609,550, price is now ￥438,169 per person
￥438,169
per person
Apr 30 - May 6
found 1 hour ago
Roundtrip flight included
Tokyo (TYO) to Orlando (MCO)
9.4/10 Exceptional! (1,487 reviews)
Yes... we enjoyed the pool.

Reviewed on Mar 23, 2026

Destiny Palms Hotel Maingate West

Destiny Palms Hotel Maingate West

2.5 out of 5
Price was ￥564,279, price is now ￥413,393 per person
￥413,393
per person
Apr 30 - May 6
found 1 hour ago
Roundtrip flight included
Tokyo (TYO) to Orlando (MCO)
8.4/10 Very Good! (2,298 reviews)
For the price, it is very good. The AC was fairly quiet and effective.Let me tell you, this place was impressively clean — spotless in a way you don’t see very often. You walk in and immediately notice how well everything is taken care of. The staff? Fantastic people, incredibly attentive, and they make you feel like you’re the most important guest in the building. The rooms were a very solid size, plenty of space to relax without feeling cramped. And the bed — unbelievably soft. The kind of soft where you lie down “just for a minute” and suddenly it’s morning. Truly excellent. Overall, a strong stay. Clean place, great people, comfortable rooms. Hard to beat.

Reviewed on Mar 27, 2026

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
Lake Sumter Landing

Lake Sumter Landing

1 out of top 10 points of interest in this area
4.5/5(30 area reviews)

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 ￥21,412 per night from Apr 26 to Apr 27
￥21,412
￥22,911 total
Apr 26 - Apr 27
includes taxes & fees
9.2/10 Wonderful! (1,346 reviews)
Wonderful place wonderful atmosphere

Reviewed on Mar 25, 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 ￥22,075 per night from Apr 26 to Apr 27
￥22,075
￥23,620 total
Apr 26 - Apr 27
includes taxes & fees
9.8/10 Exceptional! (1,132 reviews)
Very clean and well run property

Reviewed on Mar 26, 2026

Brownwood Hotel & Spa
Hotel Eastport

Hotel Eastport

2 out of 5
7065 Beebe Court Wildwood FL
Fully refundableReserve now, pay when you stay
The price is ￥22,601 per night from Apr 27 to Apr 28
￥22,601
￥24,183 total
Apr 27 - Apr 28
includes taxes & fees
9.6/10 Exceptional! (82 reviews)
Beautiful hotel, very clean, friendly staff.

Reviewed on Mar 25, 2026

Hotel Eastport
See all 2,294 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.

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 ￥255,237. 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

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

￥8,575
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.