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.

Price found within the past 48 hours. Click for updated prices.
  • Reception
    Aug 5 - Aug 10

    Seasons Florida Resort + Flight

    Kissimmee
    5 nights
    2.0 star property
    9.0/10 - Wonderful (3,586 reviews)
    "I had a really nice time there"
    Reviewed May 27, 2026
    Return • Melbourne (MEL) - Orlando (MCO)
    MEL - MCO • 1 stop MCO - MEL • 1 stop
    AU$2,266
    AU$1,865
    per traveller
    found 1 day ago
    Seasons Florida Resort
  • Superior House, Resort View | Children’s area
    Aug 5 - Aug 10

    Mission to Mars + Flight

    Loughman
    5 nights
    4.0 star property
    Return • Melbourne (MEL) - Orlando (MCO)
    MEL - MCO • 1 stop MCO - MEL • 1 stop
    Save 100% on your flight
    AU$16,551
    AU$9,710
    per traveller
    found 1 day ago
    Mission to Mars
  • Outdoor pool, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)
    Aug 5 - Aug 10

    Meliá Orlando Celebration + Flight

    Celebration
    5 nights
    4.0 star property
    8.8/10 - Excellent (1,591 reviews)
    "Room was clean. The pool manager Juan was very nice and friendly to our kids. They had a blast! Definitely coming back to this hotel."
    Reviewed May 26, 2026
    Return • Melbourne (MEL) - Orlando (MCO)
    MEL - MCO • 1 stop MCO - MEL • 1 stop
    AU$2,310
    AU$1,973
    per traveller
    found 1 day ago
    Meliá Orlando Celebration
  • 4 outdoor pools, pool cabanas (surcharge), pool loungers
    Aug 5 - Aug 10

    Club Wyndham Bonnet Creek + Flight

    Orlando
    5 nights
    3.5 star property
    9.2/10 - Wonderful (1,004 reviews)
    "Un excelente lugar."
    Reviewed May 27, 2026
    Return • Melbourne (MEL) - Orlando (MCO)
    MEL - MCO • 1 stop MCO - MEL • 1 stop
    AU$2,551
    AU$2,190
    per traveller
    found 1 day ago
    Club Wyndham Bonnet Creek
  • View from room
    Aug 5 - Aug 10

    Waldorf Astoria Orlando - An Official Walt Disney World® Hotel + Flight

    Orlando
    5 nights
    5.0 star property
    9.4/10 - Exceptional (523 reviews)
    "Staff was extremely helpful. New hotel. Nice to have cafe etc. -best meal of trip was teriyaki salmon at bar!!! Great for a Disney vacay( free transfer to parks) with LESS little kids. Eventually may be nice to have sundries shop, another restaurant but great hotel. Also suggest a few suites with washer dryer would be helpful."
    Reviewed May 25, 2026
    Return • Melbourne (MEL) - Orlando (MCO)
    MEL - MCO • 1 stop MCO - MEL • 1 stop
    AU$3,073
    AU$2,648
    per traveller
    found 1 day ago
    Waldorf Astoria Orlando - An Official Walt Disney World® Hotel

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

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

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

Get rates
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 AU$181 per night from 24 June to 25 June
AU$181
24 June - 25 June
includes taxes & fees
9.8/10 Exceptional! (1,199 reviews)
"Great room, plush bedding, extremely clean. Room (and hotel) was beautifully decorated."

Reviewed on 26 May 2026

Brownwood Hotel & Spa
The Waterfront Inn

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is AU$169 per night from 31 May to 1 June
AU$169
31 May - 1 June
includes taxes & fees
9.2/10 Wonderful! (1,406 reviews)
"We love this hotel! The staff is so friendly and helpful."

Reviewed on 27 May 2026

The Waterfront Inn
See all 2,209 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

Gypsy Gold Horse Farm Tour

Gypsy Gold Horse Farm Tour

AU$76
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.