Lady Lake Vacation Packages 2025/2026 from $363

Lady Lake flight + hotel vacation packages

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

Westgate Lakes Resort & Spa Universal Studios Area

$363

per person

Jan 24 - Jan 31

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This smoke-free hotel features a full-service spa, a water park, and a marina. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and perks like free valet parking and a free theme park shuttle.

Residence Inn by Marriott Daytona Beach Oceanfront

$657

per person

Jan 27 - Feb 3

found 22 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and free buffet breakfast each morning.

Florida Hotel & Conference Center in the Florida Mall

$413

per person

Dec 14 - Dec 21

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This traditional aparthotel includes 3 restaurants, an outdoor pool, and a gym. Bring the family and enjoy the free theme park shuttle and kid-friendly dining. Enjoy the hot tub and perks like free WiFi.

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

$843

per person

Jan 24 - Jan 31

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.

Summerville Vacation Homes by Columbia Management

$936

per person

Dec 22 - Dec 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This vacation home features an outdoor pool and a gym. Bring the family and enjoy the free kid's club, playground, and arcade/game room. Enjoy the hot tub and 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

$75 nightly

$83 total

Nov 11 - Nov 12

Total with taxes and fees

This hotel doesn't skimp on freebies - guests receive free continental breakfast, free WiFi, and free self parking. Families will appreciate the playground and onsite laundry facilities. Traveling on business? Take advantage of the business center and onsite conference space.

Pool

Breakfast included

TownePlace Suites by Marriott at The Villages

1141 Alonzo Ave, Lady Lake, FL

Free Cancellation

Reserve now, pay when you stay

$87 nightly

$97 total

Nov 30 - Dec 1

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

Reserve now, pay when you stay

$90 nightly

$99 total

Nov 30 - Dec 1

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.

Pool

Breakfast included

Holiday Inn Express Hotel & Suites The Villages by IHG

1205 Avenida Central North, Lady Lake, FL

Free Cancellation

$87 nightly

$97 total

Dec 1 - Dec 2

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

SureStay Plus Hotel by Best Western The Villages

1201 Avenida Central, Lady Lake, FL

Free Cancellation

Reserve now, pay when you stay

$76 nightly

$84 total

Nov 10 - Nov 11

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

Private heated in-ground pool oasis with golf cart in Rio Grande!

Get rates

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.

Popular places to visit

Spanish Springs Town Square

4/5(147 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.

Harbor Hills Country Club

5/5(1 review)

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

Water Oak Country Club Estates

Enjoy a round of golf in Lady Lake at Water Oak Country Club Estates. Wander the lakeside in this quaint area.

Frequently asked questions

How much are vacation packages to Lady Lake?

With deals starting at just $363, 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.