Deals on vacations and trips to Osceola County

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Located south of Kissimmee FL, the area is being brought back to its natural state, there is a couple of walking trails and scientific studies are also done here.

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Vacations
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Osceola County flight + hotel vacation packages

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

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $522, price is now $253 per person
$253
per person
Mar 28 - Mar 31
found 1 day ago
Roundtrip flight included
Boston (BOS) 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.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Save 100% on your flight
Price was $719, price is now $327 per person
$327
per person
Mar 16 - Mar 21
found 15 hours 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.
Westgate Town Center Resort

Westgate Town Center Resort

4 out of 5
Save 100% on your flight
Price was $630, price is now $291 per person
$291
per person
Mar 22 - Mar 26
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.
Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was $1,254, price is now $605 per person
$605
per person
Mar 22 - Mar 26
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 Cocoa Beach Resort

Westgate Cocoa Beach Resort

4 out of 5
Price was $2,063, price is now $1,057 per person
$1,057
per person
Mar 1 - Mar 6
found 1 day ago
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
Free water park access and an outdoor pool are featured at this smoke-free condo resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.

Top Osceola County hotels deals

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$68 nightly
The price is $77 total per night
$77 total
Jan 11 - Jan 12
Total with taxes and fees
2 hot tubs, an outdoor pool, and a 24-hour gym are all featured at this smoke-free resort. Enjoy the sauna and free perks like buffet breakfast and WiFi in public areas. A bar/lounge, a 24-hour front desk, and a poolside bar are also provided.
Pool
Hot Tub
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4 out of 5
8000 Fins Up Circle Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$188 nightly
The price is $213 total per night
$213 total
Jan 11 - Jan 12
Total with taxes and fees
This smoke-free resort features free water park access, a full-service spa, and 3 restaurants. Bring the family and enjoy the lazy river, waterslide, and arcade/game room. Enjoy the 3 outdoor pools and perks like free WiFi.
Pool
Hot Tub
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

4 out of 5
7600 Mystic Dunes Lane Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$130 nightly
The price is $148 total per night
$148 total
Jan 20 - Jan 21
Total with taxes and fees
A golf course, 4 outdoor pools, and 2 outdoor tennis courts are all featured at this smoke-free property. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Pool
Parking included
Gaylord Palms Resort & Convention Center

Gaylord Palms Resort & Convention Center

4 out of 5
6000 West Osceola Parkway Kissimmee FL
$347 nightly
The price is $394 total per night
$394 total
Jan 11 - Jan 12
Total with taxes and fees
This smoke-free hotel features a full-service spa, a water park, and 6 restaurants. There's fun for all ages with a children's pool and a waterslide, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the business center, express check-in, and airport shuttle.
Pool
Hot Tub
Ramada by Wyndham Hotel & Water Park

Ramada by Wyndham Hotel & Water Park

3 out of 5
Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$69 nightly
The price is $78 total per night
$78 total
Jan 19 - Jan 20
Total with taxes and fees
Free water park access and a restaurant are featured at this smoke-free hotel. Bring the family and enjoy the lazy river, children's pool, and kid-friendly dining. Enjoy the gym and free perks like continental breakfast and a theme park shuttle.
Hot Tub
Breakfast included
Galleria Palms Hotel

Galleria Palms Hotel

2.5 out of 5
3000 Maingate Ln Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$87 nightly
The price is $99 total per night
$99 total
Jan 19 - Jan 20
Total with taxes and fees
This hotel doesn't skimp on freebies - guests receive free breakfast, free self parking, and a free theme park shuttle. Business travelers can take advantage of the free WiFi in public areas. There's an outdoor pool on site, and a 24-hour front desk and a terrace are also provided.
Pool
Breakfast included
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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.

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Frequently asked questions

How much are vacation packages to Osceola County?
Travelocity offers package deals to Osceola County, including flights and hotels, starting from an impressive $253. With the money you save, you could include some awesome tours or maybe even add on a few extra nights to your vacation.
Where can I get the best vacation package deals for Osceola County?
You'll find a fantastic range of Osceola County package deals on Travelocity. With 400 airlines and 1,000,000 properties around the globe, arranging a dream getaway will be simple.
Why should I book my Osceola County vacation package via Travelocity?
We offer 24/7 support, top-notch service and a Price Match Guarantee. Travel is all about the journey — and we have amazing destinations for you to journey to in every nook and cranny of the globe. Explore with us and make your hip pocket happy.
Can I save on my Osceola County car rental if I bundle it with a hotel or flight?
Combining your bookings into an Osceola County vacation package will certainly save you money. Book a flight and car; a hotel, car and flight; or a car and hotel. You won't find a better way to discover the greater Osceola County area than from the comfort of your own rental car. You can also add experiences and activities to your Travelocity package.
Which airport is best for Osceola County?
Orlando Intl. Airport (MCO) and Orlando Sanford Intl. Airport (SFB) are the top options for touching down in Osceola County.
What is there to do in Osceola County?
A diverse and inspiring destination, Osceola County is home to some fantastic sights and attractions. Lake Tohopekaliga and Disney Wilderness Preserve are just two of the top picks.

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