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.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

CA $576
per person
Oct 20 - Oct 25
found 9 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.2/10 Very good! (2,032 reviews)
Clean.

Reviewed on Aug 6, 2026

Westgate Towers Resort

Westgate Towers Resort

CA $576
per person
Oct 20 - Oct 25
found 9 hours ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
8.6/10 Excellent! (1,006 reviews)
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

International Drive District
CA $833
per person
Oct 16 - Oct 23
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
7.8/10 Good! (564 reviews)
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

CA $1,284
per person
Nov 1 - Nov 6
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) to Orlando (MCO)
9.2/10 Wonderful! (1,012 reviews)
Friendly and helpful staff.

Reviewed on Aug 6, 2026

Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

CA $1,066
per person
Oct 13 - Oct 17
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
8.6/10 Excellent! (556 reviews)
It is a time share property not a resort. It has very little amenities and does not offer day to day room cleaning. We had to take our own trash out order fresh towels and go to store to buy shower items. None of this was listed in the details. The place is old and tired, it needs a fresh coat of everything. Kids are un supervised in the pool area and you cannot relax. If you are hoping for a refreshing time this is not the place it’s very expensive and not worth the money. The beach walk is very hard to find. The map they offer does not depict the most accurate information. There is no room service and the “restaurant” on property is very limited Not worth the money at all

Reviewed on Jul 31, 2026

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
A calm lake with a lighthouse, trees, and a clear sky.

Santo Domingo

When in Santo Domingo, you can plan a visit to Spanish Springs Town Square and Orange Blossom Hills Golf & Country Club, some noteworthy sights in the nearby area.

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Del Mar

While there might not be top attractions in Del Mar, you can explore the larger area and discover places like Spanish Springs Town Square and Spanish Springs Lanes.

A swampy forest with tall trees and dense vegetation.

Silver Lake

While Silver Lake isn't home to many top sights, Spanish Springs Town Square and Orange Blossom Hills Golf & Country Club are some notable places to visit nearby.

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De La Vista

If you're looking for some top things to see and do in De La Vista and surrounding area, you can visit Spanish Springs Town Square and The Villages Market Square.

An aerial view of a lake surrounded by residential areas and dense forests.

Mira Mesa

While Mira Mesa might not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Spanish Springs Town Square and Orange Blossom Hills Golf & Country Club.

Ready to book your vacation to Lady Lake?

Choose your dates

Lady Lake Hotel Deals

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

850 South US Hwy 27/441 Lady Lake FL
Fully refundableReserve now, pay when you stay
CA $101
CA $112 total
Aug 11 - Aug 12
includes taxes & fees
Microtel Inn & Suites by Wyndham Lady Lake/The Villages
Comfort Suites Lady Lake - The Villages

Comfort Suites Lady Lake - The Villages

1202 Avenida Central Lady Lake FL
Fully refundable
CA $111
CA $123 total
Aug 24 - Aug 25
includes taxes & fees
9/10 Wonderful! (1,001 reviews)
"I would just lake to say many Horels such as this one are generally not so great . So I normally do not stay at one . This property has mostly exceeded my expectations !"

Reviewed on Aug 6, 2026

Comfort Suites Lady Lake - The Villages
TownePlace Suites by Marriott at The Villages

TownePlace Suites by Marriott at The Villages

1141 Alonzo Ave Lady Lake FL
Fully refundableReserve now, pay when you stay
CA $110
CA $122 total
Aug 26 - Aug 27
includes taxes & fees
8.6/10 Excellent! (1,008 reviews)
"N/A"

Reviewed on Aug 5, 2026

TownePlace Suites by Marriott at The Villages
See all 2,745 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.

Stay near popular Lady Lake attractions

A park with a large tree, a gazebo, and a cannon.

Spanish Springs Town Square

9.0/10 (539 reviews)
You can find the perfect gifts to bring home at Spanish Springs Town Square during your trip to Lady Lake. Wander the lakeside in this quaint area.
See properties
An aerial view of a small, lush island with dense vegetation and a dock extending into the turquoise waters.

Big Pine Island

Commune with nature and explore the great outdoors at Big Pine Island during your travels in Lady Lake. Stroll along this family-friendly area's lakeside, or simply enjoy its restaurants.
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Orange Blossom Hills Golf & Country Club

8.8/10 (60 reviews)
Enjoy a round of golf in Lady Lake at Orange Blossom Hills Golf & Country Club. Stroll along the lakeside or experience the entertainment venues in this quaint area.
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Harbor Hills Country Club

8.0/10 (26 reviews)
Enjoy a round of golf in Lady Lake at Harbor Hills Country Club. While you're in the area, stroll along the lakeside.
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Little Pine Island

Commune with nature and explore the great outdoors at Little Pine Island during your travels in Lady Lake. Stroll along this family-friendly area's lakeside, or simply enjoy its restaurants.
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Spanish Springs Lanes

You can take time to visit Spanish Springs Lanes during your travels to Lady Lake. Visit the shops in this family-friendly area, or simply enjoy its restaurants.
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Uncle Donald's Farm

8.6/10 (14 reviews)
Enjoy a stop at Uncle Donald's Farm, an entertaining place to visit in Lady Lake. Wander the lakeside in this quaint area.
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Lakes Of Lady Lake Golf Club

8.2/10 (16 reviews)
Enjoy a round of golf in Lady Lake at Lakes Of Lady Lake Golf Club. Wander the lakeside in this quaint area.
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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 $576 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.