Exclusive The Villages Market Square Vacation Deals

The Villages Market Square vacation package deals

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

Westgate Towers Resort

3.5 out of 5
Price was $781, price is now $361 per person
$361
per person
May 29 - Jun 5
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive

3 out of 5
International Drive District
Price was $1,177, price is now $546 per person
$546
per person
Jun 6 - Jun 13
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool and a rooftop terrace. Enjoy the hot tub and free perks like continental breakfast and free self parking. A business center, free WiFi in public areas, and a terrace are also on offer.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $798, price is now $377 per person
$377
per person
May 30 - Jun 6
found 1 day 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 Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was $1,459, price is now $703 per person
$703
per person
Jul 5 - Jul 11
found 24 hours ago
Roundtrip 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.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was $1,834, price is now $910 per person
$910
per person
Jul 5 - Jul 11
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, and snack bar/deli.
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 out of 5
Price was $1,403, price is now $697 per person
$697
per person
Jul 11 - Jul 18
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This traditional hotel includes 3 restaurants, an outdoor pool, and a gym. Bring the family and enjoy the free theme park shuttle and kid-friendly dining. Enjoy the hot tub and perks like free WiFi.

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 $361 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

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
$129 nightly
The price is $138 total per night
$138 total
May 3 - May 4
Total with 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
Sunshine Stay a Creekside Villa at Lake Sumter Landing with Nature & Water Views

Sunshine Stay a Creekside Villa at Lake Sumter Landing with Nature & Water Views

The Villages FL
A gym is featured at this villa, along with a garden and laundry facilities. Barbecue grills are provided for your convenience.
Pool
Kitchen
Walk to Lake Sumter Landing! Our Village Gem - 10 Star - w/ Golf Cart

Walk to Lake Sumter Landing! Our Village Gem - 10 Star - w/ Golf Cart

The Villages FL
This vacation home features a garden, laundry facilities, and barbecue grills.
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.