Caroline Vacations from ￥257,803

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The Latest Caroline 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 ￥334,762, price is now ￥257,803 per person
￥257,803
per person
May 27 - Jun 3
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8/10 Very Good! (1,510 reviews)
The best. Will be coming again!

Reviewed on Apr 7, 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was ￥538,320, price is now ￥372,534 per person
￥372,534
per person
May 27 - Jun 3
found 6 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
9.2/10 Wonderful! (1,005 reviews)
Clean condo, staff and as super friendly lovely anemities parking was great

Reviewed on Apr 6, 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Price was ￥347,438, price is now ￥268,390 per person
￥268,390
per person
May 27 - Jun 3
found 1 hour ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8.4/10 Very Good! (6,071 reviews)
Rooms were big as described & clean. Would book again

Reviewed on Apr 7, 2026

Pinnacle Apartments by Heavenly Homes

Pinnacle Apartments by Heavenly Homes

2.5 out of 5
Price was ￥325,779, price is now ￥284,292 per person
￥284,292
per person
Jun 8 - Jun 13
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
No reviews
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
Price was ￥348,649, price is now ￥307,246 per person
￥307,246
per person
Jun 8 - Jun 13
found 4 hours ago
Roundtrip non-stop flight included
Tokyo (TYO) to Orlando (MCO)
8/10 Very Good! (9,336 reviews)
Great experience. I am very pleased overall.

Reviewed on Apr 6, 2026

Where to stay in Caroline

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

Caroline Hotel Deals

Walk to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart

Walk to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart

The Villages FL
10/10 Exceptional! (120 reviews)
We had a lovely week House was immaculate and had lots of nice towels Kitchen had everything we needed to cook and grill worked out fine We used the gold cart to get to local pools and rec center Enjoyed our evening at the square at lake Sumter landing

Reviewed on Mar 23, 2026

Get rates
Walk to Lake Sumter Landing! Our Village Gem - 5 Star - w/ Golf Cart
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 ￥21,774 per night from Apr 26 to Apr 27
￥21,774
￥23,298 total
Apr 26 - Apr 27
includes taxes & fees
9.8/10 Exceptional! (1,150 reviews)
Front desk staff had an attitude on check-in

Reviewed on Apr 6, 2026

Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is ￥18,537 per night from May 3 to May 4
￥18,537
￥19,835 total
May 3 - May 4
includes taxes & fees
9.2/10 Wonderful! (1,366 reviews)
Room was clean. Pool, bar, and restaurant. Check in was very friendly!

Reviewed on Apr 7, 2026

The Waterfront Inn
See all 2,257 properties in Caroline
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 Caroline vacation package cost?
The cheapest Caroline vacation package is ￥257,803, so the trip of your dreams can become a reality — without spending an arm and a leg. Bundle flights, hotels and car rentals to custom build a package suited to your traveling style.
How do I get a cheap travel package to Caroline?
Book everything all in one place with our Caroline vacation packages. You'll discover bargains on flights, hotels and more that'll keep your travel budget happy and your spirit of adventure alive. And, with more than 550 airlines and 1,000,000 hotel options throughout the world to select from, you'll have the flexibility to mix and match as you want.
Where should I stay in Caroline?
There's loads to do in Caroline, so spend your nights near its best attractions and treat yourself to more time sightseeing. The Villages Market Square is one place to put on your must-see list.
What are the top hotels in Caroline?
Family Fun, , Nr Pool And Ice Cream And Town and Great 3 Bedroom With Complimentary Use Of Golf Cart are among the most popular hotels in Caroline. Why not look up the amenities and rates at each and then decide?
How far in advance should I book my Caroline vacation?
Search Expedia to compare international airfares as soon as you've got your travel dates. You can generally purchase a ticket up to 12 months in advance. If you don't see your preferred carrier, or you've left things to the last moment, don't despair. Cheap tickets to Caroline sometimes occur within weeks of departure.
What does an Expedia Caroline travel package include?
Travel packages include hotels, rental cars and flights, but you can combine any of them to create your dream Caroline trip. You can also add on activities and tours once you've made your booking. You're in the driver's seat! When you combine your bookings with Expedia, you'll get access to discounts you won't find anywhere else.
What should I know before booking a Caroline travel package?
You'll save big with an Expedia travel package. Combine your airfares, rental cars and hotels and score fantastic discounts. Hotels aren't your only choice, though. Book with us and take your pick of island resorts, mountain cabins and even castles and houseboats!
Can I choose my airline with a Caroline Expedia vacation package?
You can. We offer more than 550 partner airlines across the globe, so pick the carrier that's a good fit for your budget and travel needs.
If I'm not able to travel, can I cancel my Caroline vacation package?
You can cancel your Caroline booking if your travel plans have changed. Whether you'll incur a penalty or not depends on your hotel, airline or car rental company. It may be possible to change or cancel your booking free of charge if you booked in the last 24 hours. Visit our Customer Service Portal to learn more.

Discover the most popular places to visit in Caroline

The Villages Market Square

4.5/5(175 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

Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

￥8,728
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.