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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.
Boardwalk Inn and Suites

Boardwalk Inn and Suites

2.5 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 13
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 International Speedway and Daytona Beach Pier are located nearby.
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
per person
Jun 9 - Jun 16
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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 Orlando Vineland Premium Outlets and Disney Springs™ are located nearby.
Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 4-star spa hotel in Celebration. Enjoy free WiFi, a full-service spa, and 2 bars/lounges. Our guests praise the pool and the restaurant in our reviews. Popular attractions ESPN Wide World of Sports Complex and Old Town are located nearby.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
May 30 - Jun 5
found 3 hours ago
Roundtrip flight included
Denver (DEN) 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 ESPN Wide World of Sports are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
per person
May 30 - Jun 5
found 3 hours ago
Roundtrip flight included
Denver (DEN) 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 Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 22
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 13
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 4-star beach hotel in Daytona Beach Shores. Enjoy free WiFi, a full-service spa, and a beach locale. Our guests praise the pool and the restaurant in our reviews. Popular attractions Daytona International Speedway and Beach at Daytona Beach are located nearby.
Villas at Fortune Place

Villas at Fortune Place

3 out of 5
Save 100% on your flight
per person
May 30 - Jun 6
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3-star family-friendly aparthotel in Kissimmee. Enjoy free parking, 2 outdoor pools, and a fitness center. Popular attractions Osceola County Stadium and Houston Astros Spring Training are located nearby.
Bahama House

Bahama House

3 out of 5
Save 100% on your flight
per person
Jun 8 - Jun 13
found 16 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3-star beach hotel in Daytona Beach Shores. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the breakfast and the pool in our reviews. Popular attractions Daytona International Speedway and Beach at Daytona Beach are located nearby.
Alhambra Villas

Alhambra Villas

3 out of 5
Save 100% on your flight
per person
Jun 15 - Jun 22
found 15 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) 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.
American Homes Rental

American Homes Rental

3.5 out of 5
Save 100% on your flight
per person
May 30 - Jun 6
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3.5-star vacation home in Davenport. Enjoy free WiFi, free parking, and private pools. Popular attractions ChampionsGate Golf Club and Reunion Resort Golf Course are located nearby.
Floridays Resort Orlando

Floridays Resort Orlando

3.5 out of 5
Save 100% on your flight
per person
May 30 - Jun 6
found 5 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Stay at this 3.5-star family-friendly condo in Orlando. Enjoy free WiFi, free parking, and 2 outdoor pools. Our guests praise the pool and the bar in our reviews. Popular attractions Orlando Vineland Premium Outlets and Aquatica are located nearby.

3-4 Night Vacations in The Villages Market Square

Price found within the past 48 hours. Click for updated prices.
Liberty Garden Inn by OYO Kissimmee near Disney World

Liberty Garden Inn by OYO Kissimmee near Disney World

2.5 out of 5
per person
May 29 - Jun 2
found 1 day ago
Roundtrip flight included
Chicago (ORD) to Orlando (MCO)
Costa d'Este Beach Resort and Spa

Costa d'Este Beach Resort and Spa

4 out of 5
Central Beach
Save 100% on your flight
per person
Jun 4 - Jun 8
found 1 hour ago
Roundtrip non-stop flight included
Milwaukee (MKE) to Orlando (MCO)
Hilton Vacation Club Grand Beach Orlando

Hilton Vacation Club Grand Beach Orlando

3 out of 5
per person
Jun 7 - Jun 10
found 2 hours ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
Save 100% on your flight
per person
Jun 12 - Jun 15
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)

5-7 Night Vacations in The Villages Market Square

Price found within the past 48 hours. Click for updated prices.
Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Save 100% on your flight
per person
Jun 7 - Jun 12
found 1 day ago
Roundtrip flight included
Newark Liberty Intl. Airport (EWR) to Orlando (MCO)
Westgate Blue Tree Resort in Lake Buena Vista

Westgate Blue Tree Resort in Lake Buena Vista

3.5 out of 5
per person
Jun 9 - Jun 16
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
May 30 - Jun 5
found 3 hours ago
Roundtrip flight included
Denver (DEN) to Orlando (MCO)
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
per person
May 30 - Jun 5
found 3 hours ago
Roundtrip flight included
Denver (DEN) 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
Sunny Home w/ Golf Cart in The Villages!
Sunny Home w/ Golf Cart in The Villages!
3 out of 5
The Villages
Stay at this 3-star cottage in The Villages. Enjoy free parking, a business center, and air conditioning. Popular attractions Spanish Springs Town Square and ...
Sunny Home w/ Golf Cart in The Villages!
See all 1,648 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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