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.

Westgate Town Center Resort

per person

Oct 1 - Oct 6

found 1 day 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 Complex are located nearby.

Westgate Palace Hotel / Universal / I-Drive

International Drive District

per person

Oct 1 - Oct 6

found 1 day 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

Oct 1 - Oct 6

found 1 day 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 Orlando Eye at ICON Park and Aquatica are located nearby.

ette hotel

per person

Oct 1 - Oct 6

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Orlando (MCO)

Stay at this 5-star luxury hotel in Kissimmee. Enjoy free WiFi, free parking, and a full-service spa. Our guests praise the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports Complex are located nearby.

Westgate Blue Tree Resort in Lake Buena Vista

per person

Oct 1 - Oct 6

found 19 hours ago

Roundtrip flight included

Detroit (DTW) to Orlando (MCO)

Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free parking, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.

The Delaney Hotel

South Orange

per person

Oct 1 - Oct 6

found 1 day ago

Roundtrip flight included

Detroit (DTW) to Orlando (MCO)

Stay at this 3.5-star business-friendly hotel in Orlando. Enjoy free WiFi, room service, and a 24-hour fitness center. Our guests praise the restaurant and the bar in our reviews. Popular attractions Kia Center and Camping World Stadium 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 $395 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.

Our Village Gem-5 Star- Elegant & Comfortable- Very Close to Sumter Squ.

Stay at this vacation home in The Villages. Enjoy a garden, laundry facilities, and meeting facilities. 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.

Don't see what you're looking for?

See all available properties in The Villages Market Square

View all properties

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.