The Villages Vacation Packages 2026 from $296

The Villages flight + hotel vacation packages

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

Westgate Vacation Villas Resort

Save 100% on your flight

$296

per person

Oct 21 - Oct 25

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 a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.

Palazzo Lakeside Hotel

$350

per person

Oct 21 - Oct 25

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.

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

$1,097

per person

Oct 17 - Oct 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, and snack bar/deli.

Westgate Palace Hotel / Universal / I-Drive

International Drive District

Save 100% on your flight

$388

per person

Oct 29 - Nov 1

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Westgate Towers Resort

Save 100% on your flight

$321

per person

Sep 28 - Oct 3

found 14 hours ago

Roundtrip flight included

New York (NYC) to Orlando (MCO)

2 outdoor pools, 2 hot tubs, and a gym are all featured at this smoke-free hotel. There's fun for all ages with a children's pool and a playground, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking.

Top The Villages hotels deals

The Waterfront Inn

1105 Lake Shore Drive The Villages FL

$109 nightly

$117 total

Sep 1 - Sep 2

Total with taxes and fees

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 perks like free self parking.

Pool

Hot Tub

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

The Villages FL

$240 nightly

$255 total

Aug 8 - Aug 9

Total with taxes and fees

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

Pool

Kitchen

Hampton Inn & Suites Lady Lake/The Villages

11727 Ne 63 Rd Dr Lady Lake FL

Free Cancellation

Reserve now, pay when you stay

$91 nightly

$97 total

Aug 16 - Aug 17

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. Enjoy the free buffet breakfast each morning.

Pool

Breakfast included

Walk to Lake Sumter Landing! Our Village Gem - 10 Star - w/ Golf Cart

The Villages FL

Get rates

This vacation home features a garden, laundry facilities, and barbecue grills.

Pool

Kitchen

Village of Mallory, Close to Sumter Landing Sq. 3BD, 2Bath with Gas Golf Cart.

The Villages FL

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This vacation home featured laundry facilities and barbecue grills.

Kitchen

Washer

Welcome Small DOGS.. ELEGANT Villa, GOLF CART, Walk to Sumter Square, sleep 6

The Villages FL

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This villa 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.

Stay near popular The Villages attractions

The Villages Market Square

9.2/10 (669 reviews)

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

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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 $296. 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.