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.
The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was CA $672, price is now CA $361 per person
CA $361
per person
Jan 30 - Feb 1
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 Florida Mall are located nearby.
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

3.5 out of 5
Vilano Beach
Price was CA $1,343, price is now CA $713 per person
CA $713
per person
Dec 28 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Detroit (DTW) to Orlando (MCO)
Stay at this 3.5-star beach hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a full-service spa. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Vilano Beach and Castillo de San Marcos National Monument are located nearby.
Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was CA $1,523, price is now CA $831 per person
CA $831
per person
Jan 4 - Jan 8
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Stay at this 4-star 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.
Summerville Vacation Homes by Columbia Management

Summerville Vacation Homes by Columbia Management

4 out of 5
Price was CA $2,051, price is now CA $1,132 per person
CA $1,132
per person
Jan 16 - Jan 23
found 1 day ago
Roundtrip flight included
Toronto (YYZ) to Orlando (MCO)
Stay at this 4-star family-friendly vacation home in Kissimmee. Enjoy free WiFi, free parking, and a fitness center. Our guests praise the property condition in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4 out of 5
Price was CA $2,755, price is now CA $1,521 per person
CA $1,521
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Stay at this 4-star business-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Conrad Orlando at Evermore

Conrad Orlando at Evermore

5 out of 5
Price was CA $3,490, price is now CA $1,950 per person
CA $1,950
per person
Jan 4 - Jan 11
found 1 day ago
Roundtrip flight included
Detroit (DTW) to Orlando (MCO)
Stay at this 5-star luxury resort in Orlando. Enjoy a full-service spa, 5 restaurants, and a private beach. Our guests praise the helpful staff in our reviews. Popular attractions Disney Springs™ and Epcot® 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 $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 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
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.
Pool
Hot tub
WOW.. ELEGANT Courtyard Villa, GOLF CART, Walk to Sumter Square & pool, sleep 6+

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.
Kitchen
Washer
Charming cottage w/a wrap-around porch & golf cart—perfect for relaxation!

Charming cottage w/a wrap-around porch & golf cart—perfect for relaxation!

Stay at this vacation home in The Villages. Enjoy free WiFi, laundry facilities, and tennis courts. Popular attractions The Villages Market Square and Cane Garden Country Club are located nearby.
Pool
Kitchen
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.

Best Lodging Options Near The Villages Market Square