Lady Lake Vacation Packages

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Your Lady Lake Vacation

Put together a custom vacation package to Lady Lake and prepare to experience this city however you like. Think about spending time in the neighborhood of De La Vista, which is good for golfing and tons more. A trip to Lady Lake is an ideal opportunity to do some sightseeing. Be sure to stop by well-known attractions like The Villages Market Square, Grand Oaks Resort and Carriage Musuem and The Orange Blossom Opry. Don't delay visiting this destination any longer. The ultimate Lady Lake vacation is a few clicks away with Expedia.

Top Lady Lake Vacation Deals

Price found within the past 48 hours. Click for updated prices.
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Davis
per person
Oct 4 - Oct 11
found 21 hours ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.4/10 Very Good! (1,341 reviews)
Need black out blinds for light

Reviewed on Aug. 3, 2025

Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
per person
Oct 25 - Oct 31
found 18 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)
We found a cockroach in the room. Some linen was dirty.

Reviewed on Aug. 3, 2025

Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
per person
Sep 11 - Sep 16
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.2/10 Very Good! (5,097 reviews)
Property was great only reason it wasn’t a 5 star review is they have early closings of waterpark and bars. The place could really be better about providing times for all amenities without having to go to them. That being said the staff is friendly room was very nice and family friendly things to do. We will definitely be back!

Reviewed on Aug. 3, 2025

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
per person
Sep 5 - Sep 12
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
8.8/10 Excellent! (479 reviews)
Decent place. Spacious 2/2 with full kitchen and living room. A bit dated but clean. No room service and food stops at 830. Drinks are overpriced, overall a decent experience. Walking distance to the beach. Great location! Great for kids!

Reviewed on Jul. 29, 2025

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
per person
Oct 11 - Oct 18
found 24 hours ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
8.8/10 Excellent! (1,331 reviews)
Great place if you are a big family or group. Tons of room. Full kitchen. Loved the shuttle service to the amenities.

Reviewed on Aug. 3, 2025

Where to stay in Lady Lake

Find the best Lady Lake areas and neighborhoods for the activities you enjoy most. Learn more about Lady Lake
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Santo Domingo

When in Santo Domingo, you can plan a visit to Spanish Springs Town Square and Spanish Springs Lanes, some noteworthy sights in the nearby area.

Find hotels in Santo Domingo

Ready to book your vacation to Lady Lake?

 

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Lady Lake Hotel Deals

SureStay Plus Hotel by Best Western The Villages

SureStay Plus Hotel by Best Western The Villages

2.5 out of 5
1201 Avenida Central, Lady Lake, FL
Fully refundableReserve now, pay when you stay
The price is CA $98 per night from Aug 5 to Aug 6
CA $98
CA $109 total
Aug 5 - Aug 6
includes taxes & fees
8.2/10 Very Good! (579 reviews)
"I enjoy everything including the breakfast"

Reviewed on Aug. 1, 2025

SureStay Plus Hotel by Best Western The Villages
TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages

3 out of 5
1141 Alonzo Ave, Lady Lake, FL
Fully refundableReserve now, pay when you stay
The price is CA $109 per night from Aug 21 to Aug 22
CA $109
CA $121 total
Aug 21 - Aug 22
includes taxes & fees
8.4/10 Very Good! (846 reviews)
"Outstanding"

Reviewed on Jul. 20, 2025

TownePlace Suites by Marriott at The Villages
Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

3 out of 5
850 South US Hwy 27/441, Lady Lake, FL
Fully refundableReserve now, pay when you stay
The price is CA $100 per night from Aug 10 to Aug 11
CA $100
CA $111 total
Aug 10 - Aug 11
includes taxes & fees
7.8/10 Good! (1,000 reviews)
"Very nice and clean. Staff was friendly and does a great job making the guest feel at home."

Reviewed on Jul. 26, 2025

Microtel Inn & Suites by Wyndham Lady Lake/The Villages
See all 2,466 properties in Lady Lake
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.
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Frequently asked questions

How much does a Lady Lake vacation package cost?
You can grab a vacation package to this popular destination from CA $459 on Expedia. But how much your vacation to Lady Lake costs will depend on the length of stay, season and hotel choice.
What are the cheapest months to go to Lady Lake?
July, August and September are the best times to look for cheap Lady Lake vacation packages. Choosing to travel in less busy months means you can generally find lower prices on hotels and flights.
How many days is enough for Lady Lake?
We'd suggest booking a Lady Lake vacation for a minimum of 3 days. This will give you enough time to visit popular sights such as Water Oak Country Club Estates and Stonecrest Country Club, and also explore neighbourhoods like Lake Sumter Landing and Woodbury. You could even make time for a day trip (or two) beyond Lady Lake.
Is it worth booking a vacation package to Lady Lake?
Boasting a host of highlights starting with its amazing golfing, Lady Lake is a good vacation destination. Whether you want to check out sights like Orange Blossom Hills Golf & Country Club and Lakes Of Lady Lake Golf Club or venture off the beaten track, you'll have loads to see and do on your Lady Lake vacation.
How to find the best Lady Lake package deals?
Use Expedia's filter tool to find some terrific Lady Lake package deals. When you start your search, simply set your maximum budget and then order the results by "Price: low to high." If you're looking to save, plan your adventure for midweek, or search for Lady Lake package deals in the off-peak season. Switch up your travel dates and you may score even bigger discounts. As a rule of thumb, it's typically best to book your vacation package well in advance.
Is it cheaper to book a Lady Lake vacation as a package?
An Expedia vacation package could score you significant savings when compared to arranging accommodations and flights separately. Better still, you can tailor your Lady Lake getaway to fit your exact style. Choose your preferred flight time, select the hotel type and add a rental car. Browse our bundle deals and find out how much you can save.
When to book a vacation package to Lady Lake?
Secure fantastic discounts by reserving your flights ahead of time with Expedia. If being spontaneous is more your thing, snap up one of our last-minute deals for an impromptu Lady Lake break.
How to plan a trip to Lady Lake?

  1. Choose when to go: Check your schedule and get packing. Your favourite season and the activities on offer will also help you decide when to escape to Lady Lake.
  2. Budget wisely: On top of the cost of your stay, you should consider other expenses. These include food, flights and transportation. Also, put aside some extra funds for unexpected costs that could crop up during your trip to Lady Lake.
  3. Decide how long to go away for: Now that you know more about Lady Lake, you can work out the ideal length of your vacation. Create a rough itinerary and give yourself enough time to cover everything you want to do.
  4. Bundle your airfare and accommodations: Once you've nailed down your trip dates and duration, lock in the right Lady Lake vacation package for you.

* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.