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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.
Mi Casa Hotel

Mi Casa Hotel

2.5 out of 5
Save 100% on your flight
per person
May 1 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Book a stay at this family-friendly hotel in Orlando. Enjoy free breakfast, free parking, and a free theme park shuttle. Our guests praise the pool and the bar in our reviews. Popular attractions Universal Orlando Resort and Universal Studios Florida are located nearby.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
Apr 13 - Apr 19
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 ESPN Wide World of Sports are located nearby.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
per person
Apr 13 - Apr 19
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 Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
per person
Apr 19 - Apr 25
found 1 day ago
Roundtrip non-stop 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’s Volcano Bay and The Wheel at ICON Park™ are located nearby.
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
per person
Apr 30 - May 7
found 20 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 Cocoa Beach and Port Canaveral are located nearby.
Harbor Island Beach Club by Villatel

Harbor Island Beach Club by Villatel

4 out of 5
per person
Apr 15 - Apr 21
found 3 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star beach vacation home in Melbourne Beach. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Spessard Holland Golf Course and Melbourne Beach are located nearby.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
per person
Apr 13 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) 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 Old Town and Disney Springs™ are located nearby.
Coco Sands Beachside Cottages

Coco Sands Beachside Cottages

4 out of 5
Save 100% on your flight
per person
Apr 30 - May 7
found 20 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star apartment in Cocoa Beach. Enjoy free WiFi, free parking, and laundry facilities. Popular attractions Cocoa Beach Pier and Cocoa Beach are located nearby.
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4 out of 5
Save 100% on your flight
per person
Apr 13 - Apr 19
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 4-star golf resort in Kissimmee. Enjoy free parking, 7 outdoor pools, and 8 restaurants. 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.
Opal Hotel & Suites

Opal Hotel & Suites

2.5 out of 5
Save 100% on your flight
per person
May 1 - May 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this hotel in Altamonte Springs. Enjoy free WiFi, a fitness center, and a 24-hour front desk. Our guests praise the pool and the helpful staff in our reviews. Popular attractions Cranes Roost Park and Altamonte Mall are located nearby.
Bryan’s Spanish Cove

Bryan’s Spanish Cove

3 out of 5
Save 100% on your flight
per person
May 2 - May 6
found 12 hours 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.
Coco Sands Villas

Coco Sands Villas

3 out of 5
Save 100% on your flight
per person
Apr 30 - May 7
found 24 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Stay at this 3-star apartment in Cape Canaveral. Enjoy free WiFi, free parking, and a garden. Popular attractions Port Canaveral and Cocoa Beach are located nearby.

3-4 Night Vacations in The Villages Market Square

Price found within the past 48 hours. Click for updated prices.
Westgate River Ranch Resort & Rodeo

Westgate River Ranch Resort & Rodeo

3.5 out of 5
per person
Apr 29 - May 2
found 4 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
Save 100% on your flight
per person
Apr 18 - Apr 22
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Westgate Towers Resort

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
per person
Apr 10 - Apr 14
found 11 hours ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
per person
Apr 11 - Apr 14
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 Town Center Resort

Westgate Town Center Resort

4 out of 5
per person
Apr 13 - Apr 19
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
Apr 13 - Apr 19
found 1 day 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
Apr 19 - Apr 25
found 1 day ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
Westgate Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
per person
Apr 30 - May 7
found 20 hours 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
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 1,646 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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