Lady Lake Vacation Packages 2026 from $208

Lady Lake flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.

Westgate Town Center Resort

Save 100% on your flight

$208

per person

Apr 12 - Apr 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.

Extended Stay America Suites Orlando Conv Ctr Universal Blvd

International Drive District

$264

per person

May 8 - May 10

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features an outdoor pool and a 24-hour gym. Business travelers can take advantage of the free WiFi in public areas. Guests will appreciate freebies like on-the-go breakfast and free self parking.

Westgate Vacation Villas Resort

$250

per person

May 7 - May 12

found 7 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This smoke-free resort features a water park, a marina, and 2 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.

Westgate Cocoa Beach Resort

$506

per person

Apr 12 - Apr 15

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Free water park access and an outdoor pool are featured at this smoke-free condo resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.

Westgate Towers Resort

Save 100% on your flight

$369

per person

Mar 23 - Mar 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Top Lady Lake hotels deals

Microtel Inn & Suites by Wyndham Lady Lake/The Villages

850 South US Hwy 27/441 Lady Lake FL

Free Cancellation

Reserve now, pay when you stay

$93 nightly

$103 total

Feb 22 - Feb 23

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Traveling on business? Take advantage of the business center and onsite conference space. There's an outdoor pool on site, and a 24-hour front desk and a garden are also provided.

Charming 2-bedroom Patio Villa in The Villages

The Villages FL

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This villa features laundry facilities.

SureStay Plus Hotel by Best Western The Villages

1201 Avenida Central Lady Lake FL

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$97 total

Mar 15 - Mar 16

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free full breakfast, free WiFi, and free self parking. Business travelers can take advantage of the business center. Enjoy the outdoor pool and conveniences like a 24-hour front desk and laundry facilities.

Comfort Suites Lady Lake - The Villages

1202 Avenida Central Lady Lake FL

Free Cancellation

Reserve now, pay when you stay

$148 nightly

$164 total

Mar 16 - Mar 17

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the free WiFi in public areas and free internet in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

TownePlace Suites by Marriott at The Villages

1141 Alonzo Ave Lady Lake FL

Free Cancellation

Reserve now, pay when you stay

$142 nightly

$158 total

Mar 22 - Mar 23

Total with taxes and fees

This hotel features an outdoor pool and a gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the hot tub and free perks like continental breakfast and free self parking.

Pool

Hot Tub

Courtyard Villa with gas golf cart located between two Town Squares!

The Villages FL

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This vacation home features a garden, laundry facilities, and barbecue grills.

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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.

Popular places to visit

ST AUGUSTINE, FL - APRIL 8, 2018: City streets at sunset in spring season

Spanish Springs Town Square

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.

Bird's-Eye View Of Big Pine Key In Florida, Usa

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.

Harbor Hills Country Club

Enjoy a round of golf in Lady Lake at Harbor Hills Country Club. While you're in the area, stroll along the lakeside.

Frequently asked questions

How much are vacation packages to Lady Lake?

With deals starting at just $208, flight and hotel packages are a great way to make your vacation budget stretch further. Lady Lake, here you come!

How long should my Lady Lake vacation be?

Around 3 nights is what many visitors book for their Lady Lake trip. That's a great guide, but there's so much more to uncover if you allow yourself a little more time.

Where can I get the best vacation package deals for Lady Lake?

You can pick up amazing Lady Lake package deals with Travelocity. Pick and choose from 400 partner airlines and 1,000,000 properties worldwide and turn those vacation dreams into a reality.

Why should I purchase my Lady Lake vacation package via Travelocity?

With our Price Match Guarantee, we'll match any cheaper price you find. Add to that our 24/7 support and high-quality service and your perfect vacation is closer than ever before.

Will I save money on my Lady Lake car rental if I combine it with my hotel or flight?

Combining your hotel, car and flight into a Lady Lake vacation package is the easiest way to land the best deal. Plus, having your own wheels gives you freedom to find your way to all those amazing sights you want to check out. Sitting 40 mi away from Lady Lake, Universal Studios Florida is one place that should be on your must-do list. Fill up the tank and make a day trip of it.

Which airport is best for Lady Lake?

Orlando Intl. Airport (MCO) is 50 mi from the downtown area and is the starting point for many unforgettable experiences. Alternatively, Gainesville Regional Airport (GNV) is 55 mi away from central Lady Lake and Daytona Beach Intl. Airport (DAB) is 55 mi away from central Lady Lake.

What is there to do in Lady Lake?

Lady Lake has plenty of sights to discover, such as Water Oak Country Club Estates and Harbor Hills Country Club. These two fantastic attractions are at the top of most travelers' travel itineraries.

Where should I stay when visiting Lady Lake?

Many travelers spend their nights at the Microtel Inn & Suites by Wyndham Lady Lake/The Villages. It's the perfect base for your Lady Lake getaway.