Caroline Holidays

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Your Caroline Holiday

Make planning your travels easier by snapping up a holiday package to Caroline. We'll look after the finer points, so you can focus on discovering everything this neighbourhood can offer. Free up some time for sightseeing during your trip to Caroline. Nearby The Villages Market Square and Cane Garden Country Club are on the must-visit lists of most travellers. Whatever your dream Caroline holiday may look like, you can make it a reality with Expedia.

Our guide on where to stay in Caroline

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

1 out of top 10 points of interest in this area

Though Lake Sumter Landing may 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

Our pick of the best Caroline Hotel Deals

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! (1,003 reviews)
"Absolutely one of the best hotels in Orlando without all the commercialized stuff being constantly thrown at you! Very nice classy hotel with fabulous conscientious staff in ALL area! Will definitely stay here again!"

Reviewed on 7 Aug. 2025

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Brownwood Hotel & Spa
Holiday Inn Express & Suites Wildwood The Villages by IHG

Holiday Inn Express & Suites Wildwood The Villages by IHG

3.5 out of 5
928 East State Road 44, Wildwood, FL
Fully refundableReserve now, pay when you stay
The price is AU$145 per night from 8 Sept to 9 Sept
AU$145
8 Sept - 9 Sept
includes taxes & fees
9.2/10 Wonderful! (1,001 reviews)
"Good location friendly and helpful staff. We definitely would stay here again."

Reviewed on 7 Aug. 2025

Holiday Inn Express & Suites Wildwood The Villages by IHG
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive, The Villages, FL
9/10 Wonderful! (1,188 reviews)
"Friendly, helpful staff. Pleasant views,"

Reviewed on 5 Aug. 2025

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The Waterfront Inn
See all 2,049 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.
All Inclusive Holidays
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Frequently asked questions

How much does a Caroline holiday package cost?
The cheapest Caroline holiday package is , 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 travelling style.
How do I get a cheap travel package to Caroline?
Book everything all in one place with our Caroline holiday 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 holiday?
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 holiday 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 holiday 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.

Activities

King William, a Gypsy Vanner Horse Stallion

Gypsy Gold Horse Farm Tour

AU$84
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.