The Villages Vacation Packages
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Top The Villages vacation deals
- Seasons Florida Resort
Sept 24 - Sept 30Seasons Florida Resort + Flight
Kissimmee6 nights2.0 star property9.0/10 - Wonderful (3,728 reviews)"The AC worked very well. The parking area and surrounding property gave a good sense of security."Reviewed July 20, 2026Roundtrip • Toronto (YTO) - Orlando (MCO)YYZ - MCO • 1 stop MCO - YYZ • 1 stopCA $973CA $591found 1 day agoper traveller - Palazzo Lakeside Hotel
Aug 26 - Aug 31Palazzo Lakeside Hotel + Flight
Kissimmee5 nights3.0 star property8.4/10 - Very good (5,239 reviews)"👍"Reviewed July 20, 2026Roundtrip • Toronto (YTO) - Orlando (MCO)YYZ - MCO • 1 stop MCO - YYZ • 1 stopCA $1,550CA $617found 12 hours agoper traveller - Westgate Cocoa Beach Resort
Sept 1 - Sept 6Westgate Cocoa Beach Resort + Flight
Cocoa Beach5 nights4.0 star property8.6/10 - Excellent (555 reviews)Roundtrip • Toronto (YYZ) - Orlando (MCO)YYZ - MCO • Nonstop MCO - YYZ • 2 stopsCA $2,756CA $1,551found 1 day agoper traveller - Westgate Palace Hotel / Universal / I-Drive
Oct 13 - Oct 17Westgate Palace Hotel / Universal / I-Drive + Flight
International Drive District4 nights4.0 star property9.0/10 - Wonderful (1,294 reviews)"Located in a central location that is very close to most theme parks. Staff was friendly, the resort was very clean and comfortable. Highly recommended!"Reviewed July 20, 2026Roundtrip • Toronto (YTO) - Orlando (MCO)YYZ - MCO • 1 stop MCO - YYZ • 1 stopCA $1,303CA $748found 1 day agoper traveller - Westgate Vacation Villas Resort
Sept 23 - Sept 27Westgate Vacation Villas Resort + Flight
Kissimmee4 nights4.0 star property8.2/10 - Very good (2,008 reviews)Roundtrip • Toronto (YYZ) - Orlando (MCO)YYZ - MCO • Nonstop MCO - YYZ • NonstopCA $940CA $610found 0 hours agoper traveller
Where to stay in The Villages
Lake Sumter Landing
Virginia Trace
Duval
Sunset Pointe
Bonita
Discover the most popular places to visit in The Villages
What to do in The Villages
The Villages Hotel Deals
Hampton Inn & Suites Lady Lake/The Villages
Hampton Inn & Suites Lady Lake/The Villages
2 Mi to Lake Sumter Landing: Home in The Villages
2 Mi to Lake Sumter Landing: Home in The Villages
Comfort Suites Lady Lake - The Villages
Comfort Suites Lady Lake - The Villages
Holiday Inn Express & Suites Wildwood The Villages by IHG
Holiday Inn Express & Suites Wildwood The Villages by IHG
Home2 Suites by Hilton Wildwood the Villages
Home2 Suites by Hilton Wildwood the Villages
Comfort Inn & Suites Wildwood - The Villages
Comfort Inn & Suites Wildwood - The VillagesFrequently Asked Questions
How much does a The Villages vacation package cost?
You'll find cheap prices from CA $591 on Expedia for your The Villages getaway. However, factors like the season, length of stay and your choice of hotel will determine how much your vacation to The Villages costs.
What are the cheapest months to go to The Villages?
You can generally find lower prices and greater availability in July, August and September. Check out our cheap The Villages vacation packages and you could get some excellent off-season deals.
How many days is enough for The Villages?
The Villages vacations can be short or long, but to get a true feel for this place, we'd suggest 3 days is a good ballpark. In this timeframe, you can visit top attractions like Stonecrest Country Club and Orange Blossom Hills Golf & Country Club and track down some lesser-known gems. Don't miss out on cool areas such as Lake Sumter Landing and Woodbury either. If you plan wisely, you can even schedule a day trip or two from The Villages too.
Is it worth booking a vacation package to The Villages?
Boasting a host of highlights starting with its top-notch golfing, The Villages is a good vacation destination. Whether you'd like to visit sights such as Glenview Champions Country Club and The Villages Market Square or take the path less travelled, you'll find loads to see and do on your The Villages vacation.
How to find the best The Villages package deals?
Landing a cheap The Villages package deal is easy with Expedia. Once you've entered your destination and preferred dates under our "Packages" tab, set your maximum budget, add a few filters and browse what's available. You can tailor your search by "Amenities," "Property type," "Traveller experience" and more. Order the results by "Price: low to high" to view the most pocket-friendly The Villages package deals. Want a simple trick to get even more savings? Have some flexibility with your departure dates and consider going away on a weekday, when prices are generally lower.
Is it cheaper to book a The Villages vacation as a package?
Expedia vacation packages are designed to help you keep more money in your pocket. Bundle your car rental, flight and hotel into one great-value price and enjoy significant savings. You'll typically score a better deal than booking each component separately. And you'll still have the flexibility to create a personalized The Villages vacation by choosing your favourite type of stay, airline and car class.
When to book a vacation package to The Villages?
If you're considering a spontaneous The Villages trip, browse our last-minute deals that can be booked up to one week before you take off. Don't want to leave things to the last minute? You can land sensational deals on your hotels and flights by booking well in advance.
How to plan a trip to The Villages?
- Choose when to travel: Check your schedule and get your bags packed. Your favourite season and the activities available will also help you decide when to vacation in The Villages.
- Work out your budget: Make sure you have enough money to pay for everything from meals and transportation to activities and flights. Your accommodations will probably be the largest expense during your trip to The Villages.
- Determine how many days away: Start by making a list of all the activities and sights you want to get to in The Villages. Then, estimate how long you'll need for each, along with any travel time.
- Bundle your airfare and accommodations: After you've settled on your dates and duration, lock in the perfect The Villages vacation package for you.
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Things to do in and around The Villages
The Villages in Florida offers a delightful blend of activities for families and business travellers alike. Enjoy a vibrant shopping centre, numerous shopping areas, and world-class golf courses. Outdoor experiences abound, and free tours are available to explore nearby attractions. Don't miss the seasonal festivals that add to the charm of this unique destination, ensuring a memorable vacation for all visitors.
Shopping
In The Villages, enjoy shopping at Spanish Springs Town Square, a lively area just 4.8km away, and Brownwood Paddock Square, 9.7km away, both offering a variety of shops. If you're up for a drive, visit Lake Square Mall, 24.1km away, for more options and entertainment.
Recreation
Experience the serene greens at Stonecrest Country Club, a short drive from The Villages, perfect for golf enthusiasts. Indulge in luxury at Glenview Champions Country Club, offering exclusive amenities. Enjoy lively performances at The Orange Blossom Opry, where music and entertainment come together for an unforgettable evening.
Adventure
At Paradise Springs, 20.9km from The Villages, dive into an exhilarating underwater sports experience amidst vibrant marine life. Hike the scenic 49th Ave Trailhead, located 22.5km away, where adventure and breathtaking views await. Enjoy family fun at Easy Street Family Fun Center, 30.6km away, packed with arcade excitement.
Nightlife
The Villages offers a vibrant nightlife with live music at venues like The Savannah Center and nightly entertainment at the Town Squares. Enjoy dancing, cocktails, and friendly gatherings while exploring diverse dining options. The lively atmosphere ensures a memorable evening filled with fun and social connections.
Find the best attractions in and around The Villages
The Villages, Florida, offers a fantastic vacation experience for families and business travelers alike. With its picturesque lakes, islands, and parks, visitors can enjoy a range of outdoor activities and scenic views. Explore local attractions, discover charming villas, and capture stunning photos as you immerse yourself in the vibrant tourism of The Villages. Whether seeking relaxation or adventure, there's something for everyone in this delightful destination.
- The Villages Market Square: Experience vibrant city vibes in this modern square, where you can shop, dine, and enjoy live entertainment. It's a perfect spot to soak in the local culture and meet fellow visitors.
- Carney Island Recreation and Conservation Area: Located 11.3km away, this family-friendly reserve offers budget-friendly excursions amidst beautiful nature. Enjoy friendly people and various outdoor activities such as hiking, picnicking, and birdwatching.
- Venetian Gardens: Just 17.7km from The Villages, this eco-friendly park is great for families. Explore its lush landscapes, walking paths, and serene lakes, making it an ideal spot for relaxation and outdoor fun.
Best time to go to The Villages
The best time to visit The Villages is dependent on what kind of holiday you are seeking. July and August are its hottest month on average. At the time of August, visitor numbers are average and weather is mostly sunny. January is its coolest month on average. At this time, visitor numbers are average and weather is mostly sunny with light rain.
Tips to save on your trip to The Villages
- Take advantage of package deals on Expedia and combine flights, hotels, or car rentals for a convenient and cost-effective trip to The Villages.
- Consider traveling to The Villages during the low season (August to September and November) for more affordable options.
- Use the Price per traveler filter on Expedia to find a package deal that suits your budget.
- Check the VIP Access properties filter to discover outstanding hotels with added member perks at select properties.