Caroline Holidays

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  • Better together

    Save up to €900 when you book a flight and hotel together*

  • Find the right fit

    With over 300,000 hotels worldwide, it's easy to create a perfect package

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    Plan, book, and manage your trip all in one place

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

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

Top hotels in Caroline

Walk to Lake Sumter Landing! Our Village Gem - 10 Star - w/ Golf Cart

Walk to Lake Sumter Landing! Our Village Gem - 10 Star - w/ Golf Cart

The Villages FL
10/10 Exceptional! (123 reviews)
"My husband and I went to The Villages for a much needed break from the Michigan snow. Yes, there was still snow at home when we left on April 18th. We had booked this home a month ahead of time. Commuinication with the hosts was great and we were given the added bonus of a printout of tips for our ..."

Reviewed on 29 Apr 2026

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Walk to Lake Sumter Landing! Our Village Gem - 10 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 €95 per night from 7 Jun to 8 Jun
€95
7 Jun - 8 Jun
includes taxes & fees
9.8/10 Exceptional! (1,209 reviews)
"Class operation, comp coffee AM in the lobby"

Reviewed on 3 Jun 2026

Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is €94 per night from 7 Jun to 8 Jun
€94
7 Jun - 8 Jun
includes taxes & fees
9.2/10 Wonderful! (1,409 reviews)
"All just OK......but I was booked & confirmed & charged for a Lake View room & was staring at parking lot. Neither Waterfront Hotel or Hotels.com did nothing about it except apologize.....Don't stay here or book with Hotels.com horrible experience"

Reviewed on 2 Jun 2026

The Waterfront Inn
See all 2,203 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 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.

Things to do

Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

€47
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.