Caroline Holidays from £751

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Your Caroline Holiday

Planning your next travel adventure just got a whole lot simpler with a holiday package to Caroline. Take in the best this neighbourhood has to offer while creating precious memories that'll stay with you for years. No trip to Caroline is complete without swinging by some of its nearby attractions. The Villages Market Square and Cane Garden Country Club are great places to start. Stop daydreaming and start doing. When it's time to lock in your ideal holiday to Caroline, Expedia is here to help.

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 £1,198, price is now £751 per person
£751
per person
13 Jun - 20 Jun
found 19 hours ago
Return flight included
London (LON) to Orlando (MCO)
8.2/10 Very Good! (1,554 reviews)
Clean room, lots of amenities, quick response when needed! Stress free check in

Reviewed on 10 Apr 2026

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was £1,613, price is now £878 per person
£878
per person
21 May - 28 May
found 1 day ago
Return direct flight included
London (LGW) to Orlando (MCO)
8.8/10 Excellent! (1,233 reviews)
I enjoyed how comfortable my room was. Spacious and modern and clean. Thank you

Reviewed on 10 Apr 2026

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
Price was £1,508, price is now £845 per person
£845
per person
13 Jun - 20 Jun
found 19 hours ago
Return flight included
London (LON) to Orlando (MCO)
8.4/10 Very Good! (6,071 reviews)
First time staying here and would definitly book again. Only problem was that parking near the room was a challenge at times.

Reviewed on 11 Apr 2026

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was £2,006, price is now £1,155 per person
£1,155
per person
12 Jun - 19 Jun
found 1 day ago
Return flight included
London (LON) to Orlando (MCO)
9.2/10 Wonderful! (1,005 reviews)
Clean condo, staff and as super friendly lovely anemities parking was great

Reviewed on 6 Apr 2026

Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was £1,466, price is now £945 per person
£945
per person
23 Jun - 30 Jun
found 10 hours ago
Return direct flight included
Manchester (MAN) to Orlando (MCO)
9.2/10 Wonderful! (1,336 reviews)
I love that hotel I will be staying there again. Very convenient and close to everything

Reviewed on 5 Apr 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

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 - 5 Star - w/ Golf Cart

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

The Villages FL
10/10 Exceptional! (121 reviews)
Enjoyed our time. Great location.

Reviewed on 25 Mar 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 £109 per night from 26 Apr to 27 Apr
£109
26 Apr - 27 Apr
includes taxes & fees
9.8/10 Exceptional! (1,154 reviews)
Expected windows to at least open with the pool view. Loved the dimmers on the light switches. Made great night lights.

Reviewed on 9 Apr 2026

Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is £92 per night from 3 May to 4 May
£92
3 May - 4 May
includes taxes & fees
9.2/10 Wonderful! (1,367 reviews)
The room was clean, Staff was helpful did not use any of amenities or bar

Reviewed on 11 Apr 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.
All Inclusive Holidays
All Inclusive Holidays
Beach Holidays
Beach Holidays
Family Friendly Holidays
Family Friendly Holidays

Frequently asked questions

How much does a Caroline travel package cost?
Starting from a low £751, a travel package is your portal to affordable travel. Build your own Caroline trip by selecting from our wide range of hotels, flights and rental cars.
If I'm not able to travel, can I cancel my Caroline travel package?
If your holiday plans in Caroline have changed, it's a relief to know that it's possible to cancel your booking. If your booking was made in the last 24 hours, you may be able to get a refund. If your booking is older than that, your airline, hotel or car rental company may charge a cancellation fee. To learn more, check our Customer Service Portal.
How do I get a cheap travel package to Caroline?
Book everything in the one place with our Caroline travel packages. You'll find deals on hotels, flights and more that'll keep your wallet happy and your sense of adventure alive. And, with more than 550 partner airlines and 1,000,000 properties all over the world to pick from, you have countless opportunities to mix and match your own way.
Does Expedia offer Book Now, Pay Later Caroline holidays?
Your bank balance shouldn't prevent you from taking a holiday, so Expedia has worked out a solution to help. Now that we've joined forces with online lender Klarna, it's easier than ever to book a terrific getaway without hurting your hip pocket. Klarna offers flexible payment options at checkout that take the stress out of budgeting for your break. Check out these flexible payment options:

  • Pay monthly holidays: Klarna offers manageable monthly payment plans that work for all types of budgets, so you can take that well-deserved holiday now.
  • Pay in instalments holidays: If you want to pay off your escape in multiple transactions, holidays paid in instalments might be right for your Book Now, Pay Later holiday through Klarna.
  • Low deposit holidays: If paying a small percentage of your getaway (rather than all of it upfront) makes it easier to hit that "book now" button, opt for a low deposit holiday payment plan with Klarna.

Where should I stay in Caroline?
Caroline boasts numerous wonderful places to see, including The Villages Market Square. Secure a room in a hotel close by and make sightseeing hassle-free.
What are the top hotels in Caroline?
Book a stay at The Waterfront Inn. It's one of this neighbourhood's most sought-after hotels. Another top option in Caroline is Hampton Inn & Suites Lady Lake/The Villages.
How far in advance should I book my Caroline holiday?
Search Expedia to compare flights as early as possible. In many cases, you can purchase a seat up to 12 months prior to departure. If it's too early for your preferred carrier, or you have to book last minute, don't despair. Cheap fares to Caroline sometimes emerge a few weeks before departure.
What does an Expedia Caroline travel package include?
That depends on what kind of trip you have in mind. Caroline holiday deals can include car rentals, hotels and flights. You can mix and match to create the bundle that suits your needs. You can also add on experiences and activities after you've booked to score even bigger discounts.
What should I know before booking a Caroline travel package?
You'll save big with an Expedia travel package. Combine your flights, rental cars and hotels and land great discounts. Hotels aren't your only option, though. We have oceanfront condos, city apartments and everything in between!
Can I choose my airline with a Caroline Expedia travel package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines worldwide. Our packages give you the flexibility to pick from available flight, hotel or activity options that fit your needs.

Things to do

Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

£41
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. Flight-inclusive packages are ATOL protected.