Highland Meadows Holidays

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Where to stay in Highland Meadows

Find the best Highland Meadows areas and neighborhoods for the activities you enjoy most. Learn more about Highland Meadows
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Watersong

Though Watersong may not have many top sights, you can venture to the surrounding area to see attractions like Providence Golf Club and Reunion Resort Golf Course.

Find hotels in Watersong

Top hotels in Highland Meadows

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
Fully refundableReserve now, pay when you stay
The price is S$308 per night from 12 Jan to 13 Jan
S$308
12 Jan - 13 Jan
includes taxes & fees
8/10 Very Good! (8,921 reviews)
Room was big enough for a family of six and very clean

Reviewed on 8 Jan, 2026

The Grove Resort & Water Park Orlando
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
Fully refundableReserve now, pay when you stay
The price is S$160 per night from 28 Jan to 29 Jan
S$160
28 Jan - 29 Jan
includes taxes & fees
9.2/10 Wonderful! (4,268 reviews)
The room was fantastic. Very clean and had a fully stocked kitchen. The facilities were super fun. Kids loved the mini-golf (extra cost) and thyw could have made friendship bracelets (extra cost), but decided against it. Proximity to Disney was great. And there was a walgree. around the corner for ...

Reviewed on 8 Jan, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

4 out of 5
12401 International Dr Orlando FL
The price is S$172 per night from 1 Feb to 2 Feb
S$172
1 Feb - 2 Feb
includes taxes & fees
9/10 Wonderful! (2,842 reviews)
We love staying at Sheraton vistana

Reviewed on 3 Jan, 2026

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
See all 49,193 properties in Highland Meadows
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 Highland Meadows holiday package cost?
Get ready to book, because a getaway to Highland Meadows starts from a tempting . When you bundle your flights, hotels and car rentals into a package, you'll enjoy the best bargains.
How do I get a cheap travel package to Highland Meadows?
Find flights that fit your schedule, add a hotel to your booking and watch the savings stack up with a Highland Meadows holiday package. It's that simple! From flights and hotels to activities and rental cars, Expedia is your gateway to cheap travel. And with more than 550 airlines and 1,000,000 hotel options globally to pick from, you won't be short of choice.
Where should I stay in Highland Meadows?
A getaway to Highland Meadows isn't complete without stopping by Ridgewood Lakes Golf and Country Club, Lewis W Mathews Memorial Sports Complex and True Blue Winery. Stay close to these top attractions and make sightseeing simple.
What are the top hotels in Highland Meadows?
If it's comfort and convenience you'd like, you can't beat Beautiful And Spacious 5 Bed 4 Bath Home. Spend your nights relaxing here and your days discovering Highland Meadows's best attractions.
How far in advance should I book my Highland Meadows holiday?
It can be difficult to know when is the ideal time to book your holiday to Highland Meadows. But generally the earlier you book, the better the prices. Sometimes, you can lock in your flights and hotels up to 12 months before departure. If you're considering a last-minute getaway, no need to panic! There are plenty of fantastic bargains popping up on Expedia every single day.
What does an Expedia Highland Meadows travel package include?
It comes down to what you want. If you're travelling by yourself, you might decide to bundle hotels and flights. Bringing the entire family to Highland Meadows? A travel package including hotels, rental cars and flights might suit you better. Expedia gives you the freedom and flexibility to tailor-make your travel package.
What should I know before booking a Highland Meadows travel package?
Discover deals to suit your budget with an Expedia package. Flights, hotels, rental cars — we have everything you need to plan your break. You'll save a packet just by bundling your bookings. Whether you're embarking on a skiing adventure or sunning yourself on a warm beach, your dream getaway is only a few clicks away.
Can I choose my airline with a Highland Meadows Expedia holiday package?
Yes — and it's simple too. Expedia has access to more than 550 partner airlines around the world. Our packages give you the freedom to take your pick of available flight, hotel or activity options that fit your needs.
If I'm not able to travel, can I cancel my Highland Meadows holiday package?
Because we know life can be unpredictable, the answer is yes. For further information, visit our Customer Service Portal. But generally speaking, if you've booked your Highland Meadows holiday package in the last 24 hours, you may be able to change or cancel it for no charge. Your hotel, airline or car rental company may impose a fee if you made your booking a while ago.

Things to do

Florida: 90 Minute Everglades Cruise

Florida: 90 Minute Everglades Cruise

S$71
per adult
100% of travellers recommend
Florida: 90 Minute Everglades Cruise
Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner

Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner

S$19
per adult
80% of travellers recommend
Kissimmee: Old Town Ferris Wheel, Attractions, and Dinner
Scenic 30 Minute Airboat Tour

Scenic 30 Minute Airboat Tour

S$49
per adult
100% of travellers recommend
Scenic 30 Minute Airboat Tour
See all activities in Davenport

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages. Book Flight + Lodging, save up to 100% of flight price - Savings based on flight + lodging package prices as compared to the price of the same components available for booking separately before all discounts and rewards applied. Your bundled savings cover up to 100% of your flight. Savings vary based on origin/destination, length of trip, stay dates and travel suppliers. Savings not available on all flight + lodging package bookings.