Lady Lake Vacation Packages 2025/2026 from $353

Lady Lake flight + hotel vacation packages

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

Bryan’s Spanish Cove

Save 100% on your flight

$353

per person

Dec 8 - Dec 15

found 14 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A garden, a picnic area, and concierge services are also on offer.

Westgate Cocoa Beach Resort

$1,493

per person

Dec 25 - Jan 1

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 Town Center Resort

Save 100% on your flight

$571

per person

Dec 25 - Dec 30

found 1 day ago

Roundtrip non-stop 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.

The Delaney Hotel

South Orange

Save 100% on your flight

$681

per person

Dec 23 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

This hotel features a restaurant, a 24-hour gym, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Self parking, a terrace, and a snack bar/deli are also offered.

Beautiful 5bed 3 bath house-Disney Parks

Davenport Lakes

$1,475

per person

Dec 25 - Dec 30

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) to Orlando (MCO)

This vacation home doesn't skimp on freebies - guests receive free WiFi and free self parking. Business travelers can take advantage of the laundry service. An outdoor pool is also provided.

Top Lady Lake hotels deals

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 17 - Nov 18

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

$87 nightly

$96 total

Nov 17 - Nov 18

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

SureStay Plus Hotel by Best Western The Villages

1201 Avenida Central, Lady Lake, FL

$94 nightly

$104 total

Oct 19 - Oct 20

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

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

Oct 21 - Oct 22

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.

Pool

Breakfast included

Holiday Inn Express Hotel & Suites The Villages by IHG

1205 Avenida Central North, Lady Lake, FL

Free Cancellation

$97 nightly

$108 total

Oct 23 - Oct 24

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

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

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

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 $353, 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.