Caroline Holidays
Book a Hotel + Flight or Car together to unlock savings
- Plan, book, travel with confidence
- Better togetherSave up to NZ$2,400 when you book a flight and hotel together*
- Find the right fitWith over 300,000 hotels worldwide, it's easy to create a perfect package
- Rest easyPlan, book, and manage your trip all in one place
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
Lake Sumter Landing
1 out of top 10 points of interest in this area
If you're spending some time in Lake Sumter Landing, The Villages Market Square and Lake Sumter are top sights worth seeing.
Virginia Trace
Virginia Trace might not have many top sights, but The Villages Market Square and Lake Sumter are two attractions nearby that you can check out.
Sunset Pointe
Though Sunset Pointe may not have many top sights, you can venture to the surrounding area to see attractions like Cane Garden Country Club and The Villages Market Square.
Duval
When in Duval, you can plan a visit to Cane Garden Country Club and The Villages Market Square, some noteworthy sights in the nearby area.
Pennecamp
When in Pennecamp, you can plan a visit to Cane Garden Country Club and The Villages Market Square, some noteworthy sights in the nearby area.
Our pick of the best Caroline Hotel Deals
Walk to Lake Sumter Landing! Our Village Gem - 10 Star - w/ Golf Cart
The Villages FL
10/10 Exceptional! (127 reviews)
"A wonderful stay!! A beautiful home with plenty of room to relax & unwind"
Reviewed on 24 July 2026
The Waterfront Inn
1105 Lake Shore Drive The Villages FL
NZ$197
21 Sept - 22 Sept
includes taxes & fees
9.2/10 Wonderful! (1,475 reviews)
"Good location and beautiful setting."
Reviewed on 21 Aug 2026
Brownwood Hotel & Spa
3003 Brownwood Blvd Wildwood FL
Fully refundableReserve now, pay when you stay
NZ$198
1 Sept - 2 Sept
includes taxes & fees
9.8/10 Exceptional! (1,368 reviews)
"Great space in the room, everything was nice and clean. Staff was very helpful and friendly, they allowed me to do a very late check in due to my arrival time and I highly appreciate that."
Reviewed on 21 Aug 2026
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.
Activities
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.