Hemingway Vacations from ￥184,832

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The Latest Hemingway 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 ￥353,458, price is now ￥184,832 per person
￥184,832
per person
Mar 8 - Mar 11
found 17 hours ago
Roundtrip flight included
Osaka (KIX) to Orlando (MCO)
8.8/10 Excellent! (3,229 reviews)
The room was very clean.

Reviewed on Dec 30, 2025

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was ￥375,870, price is now ￥197,927 per person
￥197,927
per person
Mar 8 - Mar 11
found 17 hours ago
Roundtrip flight included
Osaka (KIX) to Orlando (MCO)
7.8/10 Good! (188 reviews)
Crowded breakfast area with no place to sit. Rooms were nice but AC was only good in one of our rooms the other wasn't working well. Staff was friendly.

Reviewed on Dec 30, 2025

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

3.5 out of 5
International Drive District
Price was ￥352,286, price is now ￥186,888 per person
￥186,888
per person
Mar 8 - Mar 11
found 17 hours ago
Roundtrip flight included
Osaka (KIX) to Orlando (MCO)
8/10 Very Good! (3,666 reviews)
It is a great place for families. I enjoyed having a room overlooking the waterpark. Staff was friendly.

Reviewed on Dec 30, 2025

B&B Hotel Orlando International Drive Near Universal

B&B Hotel Orlando International Drive Near Universal

2.5 out of 5
International Drive District
Price was ￥349,812, price is now ￥188,267 per person
￥188,267
per person
Mar 8 - Mar 11
found 17 hours ago
Roundtrip flight included
Osaka (KIX) to Orlando (MCO)
No reviews
Very nice clean hotel … bed clean and towels clean front desk helpful

Reviewed on Dec 29, 2025

Mi Casa Hotel

Mi Casa Hotel

2.5 out of 5
Price was ￥346,759, price is now ￥186,897 per person
￥186,897
per person
Mar 8 - Mar 11
found 17 hours ago
Roundtrip flight included
Osaka (KIX) to Orlando (MCO)
6/10 (1,003 reviews)
Room was very dirty, you could really tell in the bathroom where there were still tons of dirt in the floor, there were also a lot of black curly hairs all over the bathroom. Breakfast fell very short with watery scrambled eggs, undercooked sausage, mixed fruit melody out of a can, some cereal, toast and bagels which were both hard. Milk was out for the cereal, asked the ladies standing in little room for more they continued their conversation and got it when they were done chit chatting.

Reviewed on Dec 29, 2025

Where to stay in Hemingway

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

Hemingway Hotel Deals

The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
9/10 Wonderful! (1,298 reviews)
Everything was fantastic 👍

Reviewed on Dec 24, 2025

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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
9.6/10 Exceptional! (1,073 reviews)
Very nice staff! Comfortable bed. Great location.

Reviewed on Dec 25, 2025

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Brownwood Hotel & Spa
Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora

2 out of 5
9700 Us Highway 441 Leesburg FL
Fully refundableReserve now, pay when you stay
The price is ￥12,064 per night from Jan 11 to Jan 12
￥12,064
￥13,391 total
Jan 11 - Jan 12, 2026
includes taxes & fees
8.2/10 Very Good! (1,003 reviews)
Everything was great

Reviewed on Dec 26, 2025

Microtel Inn & Suites by Wyndham Leesburg/Mt Dora
See all 2,201 properties in Hemingway
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 Hemingway vacation package cost?
Go from wondering to wandering with our Hemingway vacation packages, which start from a low ￥184,832. Select the hotels and flights that suit your plans. Then, add on a couple of activities or tours for an amazing escape.
How do I get a cheap travel package to Hemingway?
Book everything in the one place with our Hemingway vacation packages. You'll find deals on flights, hotels and more that'll keep your pocket happy and your adventurous spirit alive. And, with more than 550 air carriers and 1,000,000 properties around the world to select from, you'll have endless opportunities to mix and match however you please.
Where should I stay in Hemingway?
An escape to Hemingway isn't complete without stopping by The Villages Market Square. Why not choose a hotel within walking distance of this fantastic attraction?
What are the top hotels in Hemingway?
If this will be your first visit to Hemingway, book a room at Welcome To The Life or Vacation Home With Golf Cart - 2 Bed 2 Bath. Both offer comfy beds and are popular options with lots of travelers.
How far in advance should I book my Hemingway vacation?
Reward yourself with the biggest variety and the lowest prices by booking your Hemingway adventure nice and early. Airlines generally publish flights anywhere up to 12 months before departure, so start your planning as soon as possible. That being said, Expedia is committed to giving you the best deals around, so it's always a good time to book your dream vacation!
What does an Expedia Hemingway travel package include?
From flights and hotels to rental cars, Expedia can help you shape a Hemingway package that's ideal for you. Vacationing for a few weeks? Check out a rental car, hotel and flight bundle. If you're taking a quick break, a flight and hotel deal could be more your style. Experiences can also be added once you've made your booking. Our packages make it easy to plan and save.
What should I know before booking a Hemingway travel package?
Our prices are always low. However, you'll pick up even more savings when you book your hotels, flights and car rentals together. With an Expedia package, you'll get transparent pricing and lots of choice.
Can I choose my airline with a Hemingway Expedia vacation package?
Expedia has access to more than 550 airline partners worldwide, so you certainly can. Just choose your preferred air carrier and create the perfect Hemingway trip.
If I'm not able to travel, can I cancel my Hemingway vacation package?
Whether it's your hotel or flight, you can cancel or change it. Booked your Hemingway vacation package in the last 24 hours? You may be able to make any changes for free. If it's been longer than that, you may be charged a fee by your hotel, airline or car rental company. For further information, head to our Customer Service Portal. We'll help you every step of the way.

Discover the most popular places to visit in Hemingway

The Villages Market Square

4.5/5(174 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

￥7,713
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.