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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.
Magic Moment Resort and Kids Club

Magic Moment Resort and Kids Club

3 out of 5
Save 100% on your flight
per person
Jan 6 - Jan 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Orlando (MCO)
Stay at this 3-star family-friendly hotel in Kissimmee. Enjoy free breakfast, free parking, and a free theme park shuttle. Our guests praise the breakfast and the pool in our reviews. Popular attractions Old Town and Disney Springs™ are located nearby.
WorldMark Orlando - Kingstown Reef

WorldMark Orlando - Kingstown Reef

3.5 out of 5
per person
Jan 12 - Jan 19
found 12 hours ago
Roundtrip flight included
Raleigh (RDU) to Orlando (MCO)
Stay at this 3.5-star hotel in Orlando. Enjoy free parking, 2 outdoor pools, and 2 spa tubs. Our guests praise the helpful staff and the clean rooms in our reviews. Popular attractions Disney Springs™ and The Wheel at ICON Park™ are located nearby.
Orlando Renters

Orlando Renters

3.5 out of 5
per person
Jan 12 - Jan 19
found 12 hours ago
Roundtrip flight included
Raleigh (RDU) to Orlando (MCO)
Stay at this 3.5-star golf vacation home in Kissimmee. Enjoy free WiFi, free parking, and private pools. Popular attractions ChampionsGate Golf Club and Reunion Resort Golf Course are located nearby.
Conrad Orlando

Conrad Orlando

5 out of 5
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Orlando (MCO)
Stay at this 5-star luxury hotel 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.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
Save 100% on your flight
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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 Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Orlando (MCO)
Stay at this 4-star spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. Popular attractions The Wheel at ICON Park™ and Universal’s Volcano Bay are located nearby.
The Shores Resort & Spa

The Shores Resort & Spa

4 out of 5
Save 100% on your flight
per person
Dec 26 - Jan 2
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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.
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
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
Save 100% on your flight
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Orlando (MCO)
Stay at this 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.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
per person
Jan 1 - Jan 6
found 5 hours ago
Roundtrip non-stop flight included
Dallas (DFW) 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.
Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

Ocean Sands Beach Boutique Inn - 1 Acre Private Beach

3.5 out of 5
Save 100% on your flight
per person
Dec 26 - Dec 31
found 23 hours ago
Roundtrip flight included
Dallas (DFW) to Orlando (MCO)
Stay at this 3.5-star beach hotel in St. Augustine. Enjoy free breakfast, free WiFi, and a private beach. Our guests praise the breakfast and the helpful staff in our reviews. Popular attractions Castillo de San Marcos National Monument and St. George Street are located nearby.
Meliá Orlando Celebration

Meliá Orlando Celebration

4 out of 5
Save 100% on your flight
per person
Dec 31 - Jan 4
found 1 day ago
Roundtrip non-stop flight included
Dallas (DFW) 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 and Old Town are located nearby.

3-4 Night Vacations in The Villages Market Square

Price found within the past 48 hours. Click for updated prices.
Magic Moment Resort and Kids Club

Magic Moment Resort and Kids Club

3 out of 5
per person
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Orlando (MCO)
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
per person
Jan 8 - Jan 12
found 1 day ago
Roundtrip flight included
Chicago (ORD) 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
Jan 9 - Jan 12
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
Dec 26 - Dec 29
found 1 day ago
Roundtrip non-stop flight included
Chicago (ORD) 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
per person
Jan 6 - Jan 13
found 1 day ago
Roundtrip flight included
New York (LGA) to Orlando (MCO)
Conrad Orlando

Conrad Orlando

5 out of 5
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) to Orlando (MCO)
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
Save 100% on your flight
per person
Dec 26 - Dec 31
found 1 day ago
Roundtrip flight included
Dallas (DFW) 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, The Villages, 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 1,569 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.

Book the perfect getaway to The Villages Market Square

With Hotwire, booking your next trip to Lake Sumter Landing is a breeze. When it comes to planning a show-stopping vacay, you’re the reigning champion of doing it on a dime. You love to plan exciting destination adventures while saving money on a budget.

Hotwire is here to help you plan a smooth sailing trip to The Villages Market Square while saving some major cash. Doubling up on vacation expenses like hotel and car rentals and fun-filled excursions can save you money—especially when you book one of Hotwire’s vacation packages.

If your trip to is spur-of-the-moment and you’re leaving soon, Hotwire can save you up to 60% off your rentals with Hotwire Hot Rate deals. Book with Hotwire to grab a stellar The Villages Market Square flight and hotel package for as low as $211.

Living it up in Lake Sumter Landing means getting there in style and staying in a hotel that matches your mood. Book one of Hotwire’s The Villages Market Square, Lake Sumter Landing vacation packages to enjoy the best of both worlds. Flight and hotel packages typically include roundtrip non-stop flights and multi-day hotel stays. Packages are priced per person and are perfect for flying solo or traveling with a group of friends or family. Conveniently choose from Hotwire’s inventory of hotels in The Villages Market Square for some of the best accommodations and flight deals.

FAQs about cheap The Villages Market Square packages:

How to get cheap vacation deals to The Villages Market Square?

Save up to 60% off vacation deals with Hotwire Hot Rates. Just plug in your general preferences and let Hotwire choose matching hotels for as low as $147.

How much are The Villages Market Square packages?

Vacation packages to The Villages Market Square vary in price. They are priced per person and include discounted hotel and flight costs. With Hotwire, you can score a vacation package for as low as $211.

How to find cheap car rentals near The Villages Market Square?

Hotwire partners with some of the most reliable car rental companies in Lake Sumter Landing to bring you the best car rental deals in The Villages Market Square for as low as . Select a rental from Hotwire’s extensive inventory of cars for every travel style. If you plan on bringing friends or family along, opt for a spacious SUV. If you’re visiting on business but still plan to make time for off-the-clock adventures, Hotwire offers sleek luxury and convertible rentals.

Is it safe to travel to The Villages Market Square now?

With recent COVID-19 closures and reopenings, many people are wondering, “Is it safe to travel to The Villages Market Square right now?” When it’s time to book your vacation, check out the most up-to-date information on all safety measures, any restrictions, and guidance on traveling during the coronavirus pandemic.

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