The Villages Market Square Vacation Deals: The Villages Market Square, Lake Sumter Landing Holidays

The Villages Market Square vacation package deals

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

Palazzo Lakeside Hotel

CA $427

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Orlando (MCO)

Stay at this 3-star hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.

Westgate Palace Hotel / Universal / I-Drive

International Drive District

CA $615

per person

Dec 14 - Dec 18

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Orlando (MCO)

Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and The Orlando Eye are located nearby.

Westgate Town Center Resort

CA $688

per person

Nov 8 - Nov 15

found 1 day ago

Roundtrip flight included

Toronto (YYZ) to Orlando (MCO)

Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.

The Shores Resort & Spa

CA $762

per person

Nov 23 - Nov 30

found 19 hours ago

Roundtrip flight included

Montreal (YUL) to Orlando (MCO)

Stay at this 4-star beach hotel in Daytona Beach Shores. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Daytona International Speedway and Beach at Daytona Beach are located nearby.

Reunion Resort & Golf Club

Reunion

CA $1,019

per person

Dec 6 - Dec 13

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Orlando (MCO)

Stay at this 5-star luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. Popular attractions Old Town and Reunion Resort Golf Course are located nearby.

Boardwalk Inn and Suites

Davis

CA $701

per person

Nov 23 - Nov 30

found 19 hours ago

Roundtrip flight included

Montreal (YUL) to Orlando (MCO)

Book a stay at this beach hotel in Daytona Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Daytona International Speedway and Daytona Beach Boardwalk are located nearby.

Frequently asked questions

How much are vacation packages to The Villages Market Square?

Save a bundle on your The Villages Market Square adventure by combining your hotel and return flights into a CA $427 package. With all that extra cash jangling around in your pocket, why not extend your stay and explore even more?

Where can I get the best vacation package deals for The Villages Market Square?

Head straight to Travelocity. With access to 400 air carriers and at least 665,000 worldwide properties, creating the ultimate The Villages Market Square package deal couldn't be simpler.

Why should I book my The Villages Market Square vacation bundle with Travelocity?

From our 24/7 customer support to our range of enticing destinations, we are dedicated to fulfilling your travel dreams. All you have to do is to click and book — our Price Match Guarantee will make sure you score the best price.

Can I go on vacation to The Villages Market Square at this time?

Find out all the info you need to know about quarantine policies and travel restrictions ahead of your journey to The Villages Market Square. Our Covid-19 Travel Advisor is full of useful advice to help make your vacation relaxed and hassle-free.

Top The Villages Market Square hotel deals

The Waterfront Inn

1105 Lake Shore Drive, The Villages, FL

Stay at this 3-star business-friendly hotel in The Villages. Enjoy free WiFi, free parking, and room service. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions The Villages Market Square and Cane Garden Country Club are located nearby.

Pool

Hot tub

Charming cottage w/a wrap-around porch & golf cart—perfect for relaxation!

Stay at this vacation home in The Villages. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions The Villages Market Square and Cane Garden Country Club are located nearby.

WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

Stay at this villa in The Villages. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions The Villages Market Square and Cane Garden Country Club are located nearby.

Kitchen

Washer

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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.