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.
Alhambra Villas

Alhambra Villas

3 out of 5
Solivita
Save 100% on your flight
Price was $567, price is now $275 per person
$275
per person
Dec 5 - Dec 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
This hotel features an outdoor pool and an outdoor tennis court. There's fun for all ages with a children's pool and a playground, and families will appreciate the onsite laundry facilities. WiFi in public areas is free.
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 $864, price is now $391 per person
$391
per person
Jan 8 - Jan 14
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
The private beach and full-service spa are among the highlights at this hotel. Relax with beach cabanas, sun loungers, and beach umbrellas. Enjoy the outdoor pool and free perks like buffet breakfast and WiFi in public areas.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $3,135, price is now $1,493 per person
$1,493
per person
Dec 25 - Jan 1
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free water park access and an outdoor pool are featured at this smoke-free condo resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.
Bryan’s Spanish Cove

Bryan’s Spanish Cove

3 out of 5
Save 100% on your flight
Price was $714, price is now $353 per person
$353
per person
Dec 8 - Dec 15
found 10 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. A garden, a picnic area, and concierge services are also on offer.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $1,150, price is now $571 per person
$571
per person
Dec 25 - Dec 30
found 1 day ago
Roundtrip non-stop 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.
Summerville Vacation Homes by Columbia Management

Summerville Vacation Homes by Columbia Management

4 out of 5
Price was $2,061, price is now $1,046 per person
$1,046
per person
Dec 20 - Dec 27
found 23 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This vacation home features an outdoor pool and a gym. Bring the family and enjoy the free kid's club, playground, and arcade/game room. Enjoy the hot tub and perks like free self parking and 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 $275 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
$123 nightly
The price is $132 total per night
$132 total
Nov 16 - Nov 17
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
Charming cottage w/a wrap-around porch & golf cart—perfect for relaxation!

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

This vacation home featured laundry facilities and barbecue grills.
Pool
Kitchen
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+

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.