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.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Price was CA $1,146, price is now CA $722 per person
CA $722
per person
Sep 6 - Sep 13
found 1 day ago
Roundtrip non-stop flight included
Hamilton (YHM) 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 Disney Springs™ and Disney's Typhoon Lagoon Water Park are located nearby.
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 CA $1,211, price is now CA $797 per person
CA $797
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
Stay at this hotel in Orlando. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the clean rooms in our reviews. Popular attractions Universal’s Volcano Bay and Universal’s Islands of Adventure are located nearby.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Price was CA $2,868, price is now CA $1,916 per person
CA $1,916
per person
Sep 2 - Sep 9
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
WorldQuest Orlando Resort

WorldQuest Orlando Resort

4 out of 5
Price was CA $1,621, price is now CA $1,083 per person
CA $1,083
per person
Sep 13 - Sep 20
found 1 day ago
Roundtrip flight included
Toronto (YTO) to Orlando (MCO)
Book a stay at this family-friendly aparthotel in Orlando. Enjoy free WiFi, free parking, and a free theme park shuttle. Our guests praise the helpful staff in our reviews. Popular attractions Disney Springs™ and Disney's Typhoon Lagoon Water Park are located nearby.
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Davis
Price was CA $1,140, price is now CA $768 per person
CA $768
per person
Aug 27 - Aug 31
found 1 day ago
Roundtrip non-stop flight included
Calgary (YYC) to Orlando (MCO)
Book a stay at this beach hotel in Daytona Beach. Enjoy free WiFi, free parking, and a beach locale. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Daytona Beach Boardwalk and Beach at Daytona Beach are located nearby.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was CA $1,256, price is now CA $854 per person
CA $854
per person
Sep 17 - Sep 21
found 1 day ago
Roundtrip non-stop flight included
Toronto (YTO) to Orlando (MCO)
Book a stay at this 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 Orlando International Premium Outlets 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 $722 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

The Waterfront Inn

3 out of 5
1105 Lake Shore Drive The Villages FL
The price is CA $142 per night
CA $142
CA $152 total
Jul 8 - Jul 9
includes taxes & fees
Book a stay at this 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.
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
Book a stay at this golf villa in The Villages. Enjoy a fitness center, a garden, and laundry facilities. Popular attractions The Villages Market Square and Cane Garden Country Club are located nearby.
Pool
Kitchen
Location! Walk to Lake Sumter Landing! 3/2 Villa w/ Gas Golf Cart, BBQ & WiFi

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

The Villages FL
Stay at this vacation home in The Villages. Enjoy free WiFi, laundry facilities, and a pool table. Popular attractions The Villages Market Square and Cane Garden Country Club are located nearby.
Kitchen
Washer
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.

Explore More Ways to Travel with Travelocity