Lady Lake Vacation Packages 2026 from $285

Lady Lake flight + hotel vacation packages

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

Westgate Vacation Villas Resort

Save 100% on your flight

$285

per person

Sep 12 - Sep 16

found 9 hours ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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 Palace Hotel / Universal / I-Drive

International Drive District

Save 100% on your flight

$582

per person

Oct 11 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

$1,002

per person

Oct 11 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, and snack bar/deli.

Reunion Resort & Golf Club

Reunion

Save 100% on your flight

$780

per person

Oct 17 - Oct 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This luxury aparthotel features a golf course, free water park access, and 7 restaurants. Bring the family and enjoy the lazy river, mini golf, and kid-friendly dining. Relax with a drink at one of the 2 poolside bars and enjoy the 11 outdoor pools and gym.

WorldQuest Orlando Resort

Save 100% on your flight

$627

per person

Oct 10 - Oct 17

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This aparthotel features an outdoor pool and a 24-hour gym. Families will appreciate the free theme park shuttle and onsite laundry facilities. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi.

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

$72 nightly

$80 total

Aug 23 - Aug 24

Total with taxes and fees

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

Pool

Breakfast included

TownePlace Suites by Marriott at The Villages

1141 Alonzo Ave Lady Lake FL

Free Cancellation

Reserve now, pay when you stay

$79 nightly

$88 total

Aug 25 - Aug 26

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

Comfort Suites Lady Lake - The Villages

1202 Avenida Central Lady Lake FL

Free Cancellation

$79 nightly

$88 total

Aug 24 - Aug 25

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour 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.

Pool

Breakfast included

SureStay Plus Hotel by Best Western The Villages

1201 Avenida Central Lady Lake FL

Free Cancellation

Reserve now, pay when you stay

$63 nightly

$70 total

Aug 23 - Aug 24

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.

Pool

Breakfast included

Holiday Inn Express Hotel & Suites The Villages by IHG

1205 Avenida Central North Lady Lake FL

Free Cancellation

$83 nightly

$92 total

Sep 6 - Sep 7

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, free WiFi in public areas, and airport shuttle. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Beautifully updated and close to everything! Yamaha gas cart included!

The Villages FL

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An outdoor pool is featured at this vacation home, along with laundry facilities and barbecue grills.

Pool

Kitchen

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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.

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.

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Frequently asked questions

How much are vacation packages to Lady Lake?

With deals starting at just $285, 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.