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

The Villages Market Square vacation package deals

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

Westgate Towers Resort

Save 100% on your flight

per person

Oct 1 - Oct 5

found 1 day ago

Roundtrip flight included

New York (NYC) to Orlando (MCO)

This hotel features an outdoor pool and a gym. Bring the family and enjoy the children's pool, playground, and arcade/game room. Enjoy the hot tub and perks like free self parking.

Westgate River Ranch Resort & Rodeo

Save 100% on your flight

per person

Aug 28 - Sep 2

found 1 day ago

Roundtrip flight included

Chicago (ORD) to Orlando (MCO)

This smoke-free resort features free water park access, a marina, and 2 restaurants. There's fun for all ages with mini golf and a playground, and barbecue grills are available on site. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.

ette hotel

per person

Oct 12 - Oct 17

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

A full-service spa, 2 restaurants, and an outdoor pool are all featured at this smoke-free hotel. Traveling on business? Take advantage of the 24-hour business center, free WiFi in public areas, and free valet parking. Enjoy the gym and perks like free self parking.

Westgate Palace Hotel / Universal / I-Drive

International Drive District

Save 100% on your flight

per person

Oct 10 - Oct 14

found 1 day ago

Roundtrip non-stop flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Westgate Vacation Villas Resort

Save 100% on your flight

per person

Sep 29 - Oct 5

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) 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 a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.

Westgate Blue Tree Resort in Lake Buena Vista

Save 100% on your flight

per person

Aug 31 - Sep 6

found 1 day ago

Roundtrip flight included

Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the hot tub and perks like free self parking.

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 $233 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 1,000,000 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.

Top The Villages Market Square hotel deals

The Waterfront Inn

1105 Lake Shore Drive, The Villages, FL

$139 nightly

$149 total

Aug 3 - Aug 4

Total includes taxes and fees

This hotel features a restaurant, an outdoor pool, and a bar/lounge. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Enjoy the 24-hour gym and perks like free self parking.

Pool

Hot Tub

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

This vacation home features free WiFi in public areas, a garden, and laundry facilities. Barbecue grills are provided for your convenience.

Pool

Kitchen

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

This villa features a garden, laundry facilities, and barbecue grills.

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.