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.

Seasons Florida Resort

per person

May 16 - May 21

found 23 hours ago

Roundtrip flight included

Detroit (DTW) 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 Vacation Villas Resort

per person

May 10 - May 16

found 1 day ago

Roundtrip non-stop flight included

Ottawa (YOW) to Orlando (MCO)

Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 4 restaurants. 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.

Westgate River Ranch Resort & Rodeo

Save 100% on your flight

per person

Jun. 11 - Jun. 16

found 11 hours ago

Roundtrip flight included

Toronto (YYZ) to Orlando (MCO)

Stay at this 3.5-star family-friendly resort in River Ranch. Enjoy free parking, 2 restaurants, and a marina. Our guests praise the helpful staff in our reviews.

Westgate Palace Hotel / Universal / I-Drive

Florida Center

per person

Jun. 20 - Jun. 23

found 16 hours ago

Roundtrip flight included

Detroit (DTW) 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.

Westgate Lakes Resort & Spa Universal Studios Area

per person

May 16 - May 21

found 23 hours ago

Roundtrip flight included

Detroit (DTW) to Orlando (MCO)

Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions The Wheel at ICON Park™ and Aquatica are located nearby.

Westgate Town Center Resort

Save 100% on your flight

per person

May 16 - May 21

found 23 hours ago

Roundtrip flight included

Detroit (DTW) 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.

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 $326 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 $269

CA $288 total

includes taxes & fees

Apr 7 - Apr 8

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.

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.

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.

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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.