The Villages Vacation Packages 2026 from $249

The Villages flight + hotel vacation packages

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

Seasons Florida Resort

$249

per person

Jan 27 - Feb 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.

Palazzo Lakeside Hotel

$253

per person

Jan 27 - Feb 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features an outdoor pool, a gym, and a restaurant. Guests will appreciate free perks like continental breakfast and WiFi in public areas. A terrace, a garden, and a picnic area are also on offer.

Residence Inn by Marriott Daytona Beach Oceanfront

$570

per person

Jan 27 - Feb 3

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

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 free buffet breakfast each morning.

Florida Hotel & Conference Center in the Florida Mall

$331

per person

Jan 28 - Feb 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This traditional aparthotel includes 3 restaurants, an outdoor pool, and a gym. Bring the family and enjoy the free theme park shuttle and kid-friendly dining. Enjoy the hot tub and perks like free WiFi.

Westgate Town Center Resort

$257

per person

Feb 4 - Feb 9

found 1 day ago

Roundtrip 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.

Top The Villages hotels deals

The Waterfront Inn

1105 Lake Shore Drive The Villages FL

$149 nightly

$159 total

Dec 21 - Dec 22

Total with taxes and fees

Pool

Hot Tub

Hampton Inn & Suites Lady Lake/The Villages

11727 Ne 63 Rd Dr Lady Lake FL

Free Cancellation

Reserve now, pay when you stay

$111 nightly

$118 total

Dec 21 - Dec 22

Total with taxes and fees

This hotel features an outdoor pool and a 24-hour gym. Traveling on business? Take advantage of the 24-hour business center and free WiFi in public areas. Guests will appreciate freebies like buffet breakfast and free self parking.

Pool

Breakfast included

Comfortable Cottage With A Golf Cart - NOT LISTED ON FACEBOOK

The Villages FL

Get rates

This vacation home featured laundry facilities and barbecue grills.

Pool

Kitchen

BETTER THAN A 5 STAR HOTEL WITH GOLF CART WHOLE HOUSE TOTALLY REMODELED

The Villages FL

$273 nightly

$291 total

Jan 15 - Jan 16, 2026

Total with taxes and fees

An outdoor pool is featured at this vacation home, along with laundry facilities and barbecue grills.

Pool

Kitchen

The Villages FL Community w/ Elec. Golf Cart. Restaurants, Shopping & Hospitals.

The Villages FL

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This vacation home includes a garden and laundry facilities.

Kitchen

Washer

Beautiful 3/2 Designer Home, WiFi, golf cart and 40 executive golf courses

The Villages FL

Get rates

This vacation home includes a garden and laundry facilities.

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.

Popular places to visit

The Villages Market Square

You can enjoy retail therapy at The Villages Market Square during your visit to The Villages. Wander the lakeside in this quaint area.

Nancy Lopez Legacy Golf & Country Club

Enjoy a round of golf in The Villages at Nancy Lopez Legacy Golf & Country Club. While in this family-friendly area, you can savor the top-notch restaurants.

Glenview Champions Country Club

Enjoy a round of golf in The Villages at Glenview Champions Country Club. While in this family-friendly area, you can savor the top-notch restaurants.

Frequently asked questions

How much are vacation packages to The Villages?

Adventures are calling in The Villages, with Travelocity vacation packages from as low as $249. Including both hotels and flights, these amazing deals make it super simple to discover every corner of the globe.

How long should my The Villages vacation be?

Around 3 nights is what many visitors book for their The Villages trip. That's a great guide, but there's loads more to discover if you allow yourself a little more time.

Where can I get the best vacation package deals for The Villages?

There are sensational The Villages package deals to be gained with Travelocity. Did you know we partner with 400 airlines and 1,000,000 worldwide properties? Remember this the next time you're ready to cross another place off your travel bucket list.

Why should I purchase my The Villages vacation bundle via Travelocity?

By booking your hotel, flights, car rental and activities altogether, you'll save big bucks as well as precious time. We have an expert team of customer service specialists available 24/7, and you'll know that you'll always score the lowest price possible with our Price Match Guarantee. So, what's stopping you? Book that dream vacation today and get packing!

Will I save money on my The Villages car rental if I book it with a hotel or flight?

Bundling your hotel, car and flight into a The Villages vacation package is a great way to score an incredible deal. Plus, having your own car rental gives you freedom to get to all those landmarks you're itching to see. Located 45 mi from The Villages, Universal Studios Florida is one place that should feature on your itinerary. Buckle up and make a day trip of it.

Which airport is best for The Villages?

Many visitors fly into Orlando Intl. Airport (MCO), 55 mi southeast of downtown The Villages. Others prefer Gainesville Regional Airport (GNV) (55 mi away from central The Villages) or Daytona Beach Intl. Airport (DAB) (60 mi away from central The Villages).

What is there to do in The Villages?

You'll notice a certain kind of magic as you stroll the streets of The Villages. Nancy Lopez Legacy Golf & Country Club and Glenview Champions Country Club are just two landmarks that make this city so popular, so add them to your must-see list.

Where should I stay when visiting The Villages?

Many travelers choose to stay at the The Waterfront Inn. It's the perfect base for your The Villages getaway.