Caroline Vacation Packages

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Top Holiday Package Deals in Caroline

Price found within the past 48 hours. Click for updated prices.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8/10 Very Good! (1,274 reviews)
The property was nice, lots of things to do for everyone. However the shipwreck water park wasn’t included you have to pay for that separately. Also, be prepared to pay additional resort fees at the property.

Reviewed on Jul. 11, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
per person
Sep 26 - Oct 3
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
8.6/10 Excellent! (1,002 reviews)
Good choice to stay, close to universal and not that far from disney. I would definetly recomend it. Excelent service.

Reviewed on Jul. 10, 2025

ette hotel

ette hotel

5 out of 5
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Halifax (YHZ) to Orlando (MCO)
9.8/10 Exceptional! (310 reviews)
very friendly helpful staff. nice area with many restaurants and grocery stores around. clean rooms. elegant hotel

Reviewed on Jul. 4, 2025

Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 22
found 9 hours ago
Roundtrip flight included
Montreal (YUL) to Orlando (MCO)
8.6/10 Excellent! (1,003 reviews)
Amicable staff and overall good experience

Reviewed on Jun. 15, 2025

Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
per person
Sep 15 - Sep 22
found 1 day ago
Roundtrip non-stop flight included
Halifax (YHZ) to Orlando (MCO)
7.8/10 Good! (1,644 reviews)
Every single thing is awesome ❤️

Reviewed on Jul. 6, 2025

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 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

The Waterfront Inn
The Waterfront Inn
3 out of 5
1105 Lake Shore Drive, The Villages, FL
The price is CA $171 per night from Jul 14 to Jul 15
CA $171
CA $183 total
Jul 14 - Jul 15
includes taxes & fees
9/10 Wonderful! (1,177 reviews)
"Our stay was just overnight but The Villages area is very nice. The Inn was very nice as well. Very quiet area where you felt safe taking a walk to go eat. Parking was super easy and plentiful. The A/C unit is top notch. I deducted 1* due to bed being a little to firm for me."

Reviewed on Jul. 12, 2025

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
The price is CA $177 per night from Jul 20 to Jul 21
CA $177
CA $190 total
Jul 20 - Jul 21
includes taxes & fees
9.6/10 Exceptional! (1,011 reviews)
"As always: this hotel was excellent. The people, rooms, facilities, pool, and restaurant are all fantastic."

Reviewed on Jul. 10, 2025

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 refundable
The price is CA $114 per night from Jul 20 to Jul 21
CA $114
CA $122 total
Jul 20 - Jul 21
includes taxes & fees
9.2/10 Wonderful! (998 reviews)
A Beautiful Stay I Wildwood
"I was greeted by a very nice person who made me feel welcome. The next evening when I came back from work she greeted me again and remembered me and asked how my day was. The room was clean."

Reviewed on Jul. 7, 2025

Holiday Inn Express & Suites Wildwood The Villages by IHG
See all 2,016 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 Vacations

All Inclusive Vacations

Beach Vacations

Beach Vacations

Family Vacations

Family Vacations

Frequently asked questions

How much does a Caroline vacation package cost?
The cheapest Caroline vacation package is CA $636, 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(2 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

CA $76
per adult
100% of travellers recommend
Gypsy Gold Horse Farm Tour
Gypsy Gold Horse Farm Walking Tour

Gypsy Gold Horse Farm Walking Tour

CA $41
per adult
Gypsy Gold Horse Farm Walking 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.