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

per person

Jul. 7 - Jul. 13

found 2 days ago

Roundtrip flight included

Montreal (YUL) to Orlando (MCO)

Stay at this 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

Florida Center

per person

Jun. 27 - Jul. 2

found 17 hours ago

Roundtrip non-stop flight included

Montreal (YUL) 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 at ICON Park are located nearby.

Seasons Florida Resort

Save 100% on your flight

per person

Jul. 7 - Jul. 13

found 2 days ago

Roundtrip flight included

Montreal (YUL) to Orlando (MCO)

Book a stay at this business-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and laundry facilities. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.

Westgate Town Center Resort

Save 100% on your flight

per person

Jun. 27 - Jul. 2

found 17 hours ago

Roundtrip non-stop flight included

Montreal (YUL) 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 ESPN Wide World of Sports are located nearby.

Meliá Orlando Celebration

Save 100% on your flight

per person

Jul. 13 - Jul. 19

found 1 day ago

Roundtrip flight included

Montreal (YUL) to Orlando (MCO)

Stay at this 4-star spa hotel in Celebration. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the pool and the restaurant in our reviews. Popular attractions ESPN Wide World of Sports Complex and Old Town are located nearby.

Westgate Towers Resort

Save 100% on your flight

per person

Jul. 11 - Jul. 17

found 1 day ago

Roundtrip non-stop flight included

Montreal (YUL) to Orlando (MCO)

Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports 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 $476 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

CA $213

CA $228 total

includes taxes & fees

May 5 - May 6

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 Spanish Springs Town Square and The Villages Market Square are located nearby.

Pool

Hot tub

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 patios. Popular attractions Spanish Springs Town Square and The Villages Market Square are located nearby.

Pool

Kitchen

Location! Walk to Lake Sumter Landing! 3/2 Villa w/ Gas Golf Cart, BBQ & WiFi

Stay at this vacation home in The Villages. Enjoy free WiFi, tennis courts, and a pool table. Popular attractions Spanish Springs Town Square and The Villages Market Square are located nearby.

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.