Deals on vacations and trips to Osceola County

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Poinciana

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Osceola County flight + hotel vacation packages

Price found within the past 48 hours. Click for updated prices.
Westgate Palace Hotel / Universal / I-Drive

Westgate Palace Hotel / Universal / I-Drive

4 out of 5
International Drive District
Save 100% on your flight
Price was $493, price is now $259 per person
$259
per person
Oct 16 - Oct 18
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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

Westgate Towers Resort

3.5 out of 5
Save 100% on your flight
Price was $775, price is now $357 per person
$357
per person
Nov 1 - Nov 8
found 1 day ago
Roundtrip flight included
San Juan (SJU) 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 Leisure Resort

Westgate Leisure Resort

3.5 out of 5
International Drive District
Save 100% on your flight
Price was $760, price is now $367 per person
$367
per person
Nov 3 - Nov 9
found 1 day ago
Roundtrip flight included
San Juan (SJU) to Orlando (MCO)
2 outdoor pools, a hot tub, and a gym are all featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a garden, and a grocery/convenience store are also on offer.
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
Price was $744, price is now $392 per person
$392
per person
Nov 17 - Nov 22
found 7 hours ago
Roundtrip non-stop flight included
Boston (BOS) to Orlando (MCO)
This hotel features an outdoor pool and a gym. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Enjoy the hot tub and perks like free self parking.
Margaritaville Cottages Orlando by Vstays with H2O Waterpark

Margaritaville Cottages Orlando by Vstays with H2O Waterpark

4 out of 5
Save 100% on your flight
Price was $1,393, price is now $801 per person
$801
per person
Nov 9 - Nov 13
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.

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
$72 nightly
The price is $82 total per night
$82 total
Sep 30 - Oct 1
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 with H2O Waterpark

Margaritaville Resort Orlando with H2O Waterpark

4 out of 5
8000 Fins Up Circle Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$187 nightly
The price is $212 total per night
$212 total
Sep 7 - Sep 8
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
Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

Magic Moment Resort & Kids Club, Dazzler Select by Wyndham

3 out of 5
5200 West Irlo Bronson Memorial Highway Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$50 nightly
The price is $57 total per night
$57 total
Aug 31 - Sep 1
Total with taxes and fees
This hotel features an outdoor pool, a 24-hour gym, and a restaurant. There's fun for all ages with a theme park shuttle and a playground, and families will appreciate the onsite laundry facilities. Guests will appreciate freebies like continental breakfast and free self parking.
Pool
Breakfast included
Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
4944 W. Irlo Bronson Memorial Highway Kissimmee FL
$57 nightly
The price is $64 total per night
$64 total
Sep 7 - Sep 8
Total with taxes and fees
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.
Pool
Breakfast included
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Free Cancellation
Reserve now, pay when you stay
$98 nightly
The price is $111 total per night
$111 total
Sep 1 - Sep 2
Total with taxes and fees
7 outdoor pools, 7 hot tubs, and a gym are all featured at this smoke-free aparthotel. Bring the family and enjoy the children's pool, playground, and arcade/game room. WiFi in public areas is free.
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
$116 nightly
The price is $132 total per night
$132 total
Sep 19 - Sep 20
Total with taxes and fees
A golf course, 4 outdoor pools, and 2 outdoor tennis courts are all featured at this smoke-free hotel. 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 get perks like free WiFi.
Pool
Free WiFi
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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 Osceola County attractions

A sign with 'Disney's Wide World of Sports' and 'All-Star Games' logos.

ESPN Wide World of Sports Complex

8.6/10 (1,630 reviews)
Catch an event at ESPN Wide World of Sports Complex, and enjoy other activities in Lake Buena Vista such as golfing. Experience the entertainment choices and acclaimed theater scene in this family-friendly area.
See properties

Photos of local treasures

Browse Osceola County vacation photos for more inspiration

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A wooden boardwalk through a dense forest.
A landscape with a clear blue sky, a large body of water with lily pads, and a distant horizon.
A multi-story building with a red brick facade and white balconies.
A calm lake with a wooden bridge and three trees reflected in the water.

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 $259. 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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