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The Villages Market Square Vacation Packages

The Villages Market Square Flight + Hotel Packages

Price found within the past 48 hours. Click for updated prices.
Alhambra Villas

Alhambra Villas

3 out of 5
Save 100% on your flight
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free WiFi, a business center, and laundry facilities. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Johnson Island and London Island are located nearby.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
per person
Feb 19 - Feb 24
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star beach condo in Cocoa Beach. Enjoy free parking, a beach locale, and free water park access. Our guests praise the helpful staff in our reviews. Popular attractions Port Canaveral and Cocoa Beach Pier are located nearby.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
per person
Feb 6 - Feb 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Orlando. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Universal Orlando Resort and Universal Studios Florida are located nearby.
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
Feb 7 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this hotel in Kissimmee. Enjoy free breakfast, free WiFi, and a fitness center. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Kissimmee. Enjoy free WiFi, free parking, and breakfast (surcharge). Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free parking, 14 outdoor pools, and 4 restaurants. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World of Sports are located nearby.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star family-friendly resort in Kissimmee. Enjoy free WiFi, free parking, and 14 outdoor pools. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney's Animal Kingdom® Theme Park and Disney's Hollywood Studios® are located nearby.
Bryan’s Spanish Cove

Bryan’s Spanish Cove

3 out of 5
per person
Feb 7 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3-star hotel in Orlando. Enjoy free WiFi, free parking, and a garden. Our guests praise the helpful staff in our reviews. Popular attractions Disney Springs™ and Old Town are located nearby.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
Save 100% on your flight
per person
Feb 13 - Feb 20
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star family-friendly hotel in Orlando. Enjoy free parking, room service, and a fitness center. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.
Villas At Regal Palms

Villas At Regal Palms

4 out of 5
Save 100% on your flight
per person
Feb 7 - Feb 15
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star spa aparthotel in Davenport. Enjoy free WiFi, free parking, and a full-service spa. Popular attractions Disney's Animal Kingdom® Theme Park and Mystic Dunes Golf Club are located nearby.
Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
Save 100% on your flight
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3.5-star hotel in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the helpful staff in our reviews. Popular attractions Disney Springs™ and Epcot® are located nearby.
Barsala at Deseo Grande

Barsala at Deseo Grande

4 out of 5
Save 100% on your flight
per person
Feb 4 - Feb 11
found 13 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star aparthotel in Orlando. Enjoy free WiFi, in-room washers/dryers, and an in-room coffeemaker. Popular attractions Orlando International Premium Outlets and Universal Orlando Resort are located nearby.

3-4 Night Vacations in The Villages Market Square

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

Westgate Towers Resort

3.5 out of 5
per person
Feb 16 - Feb 20
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Save 100% on your flight
per person
Feb 14 - Feb 17
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
Save 100% on your flight
per person
Feb 7 - Feb 10
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Feb 5 - Feb 9
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)

5-7 Night Vacations in The Villages Market Square

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

Westgate Towers Resort

3.5 out of 5
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
per person
Feb 19 - Feb 24
found 21 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Florida Center
per person
Feb 6 - Feb 11
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
Feb 11 - Feb 17
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)

The Villages Market Square Last Minute 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 ...
The Waterfront Inn
Hampton Inn & Suites Lady Lake/The Villages
Hampton Inn & Suites Lady Lake/The Villages
3 out of 5
11727 Ne 63 Rd Dr, Lady Lake, FL
Stay at this 3-star business-friendly hotel in The Villages. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the helpful ...
Hampton Inn & Suites Lady Lake/The Villages
See all 1,604 properties in The Villages Market Square
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.

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