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.

Palazzo Lakeside Hotel

Save 100% on your flight

per person

Jul 19 - Jul 26

just found

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Meliá Orlando Celebration

per person

Jul 19 - Jul 26

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

A full-service spa, an outdoor pool, and a restaurant are all featured at this traditional hotel. There's fun for all ages with a free kid's club and mini golf, and families will appreciate the onsite laundry facilities. Unwind with a drink at one of the 2 bars/lounges and enjoy freebies like WiFi in public areas and a theme park shuttle.

Westgate Palace Hotel / Universal / I-Drive

Florida Center

per person

Jul 31 - Aug 4

found 1 day ago

Roundtrip non-stop flight included

Boston (BOS) 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

per person

Jul 19 - Jul 26

found 1 hour ago

Roundtrip flight included

Boston (BOS) 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 Town Center Resort

per person

Jul 19 - Jul 26

found 1 hour ago

Roundtrip flight included

Boston (BOS) 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 mini golf, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and perks like free self parking and free WiFi.

Westgate Towers Resort

per person

Jul 19 - Jul 26

found 1 day ago

Roundtrip flight included

Boston (BOS) 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.

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 $200 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

Jun 1 - Jun 2

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

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

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

This vacation home features free WiFi in public areas, laundry facilities, and barbecue grills.

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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.