Osceola County Holidays from NZ$2,192

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The Latest Osceola County Holiday Deals

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

Seasons Florida Resort

2 out of 5
Price was NZ$2,517, price is now NZ$2,192 per person
NZ$2,192
per person
8 Apr - 12 Apr
found 9 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
8.8/10 Excellent! (3,229 reviews)
Room was beautiful and staff was very friendly

Reviewed on 3 Feb 2026

The Delaney Hotel

The Delaney Hotel

3.5 out of 5
South Orange
Price was NZ$3,267, price is now NZ$2,773 per person
NZ$2,773
per person
8 Apr - 12 Apr
found 9 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
9.6/10 Exceptional! (1,002 reviews)
I would give this hotel 10/10. Everything was perfect—very clean, great location, and the staff was amazing.

Reviewed on 2 Feb 2026

Palazzo Lakeside Hotel

Palazzo Lakeside Hotel

3 out of 5
Price was NZ$2,469, price is now NZ$2,215 per person
NZ$2,215
per person
8 Apr - 12 Apr
found 9 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
8.2/10 Very Good! (5,145 reviews)
Clean room, great check in staff

Reviewed on 3 Feb 2026

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

4 out of 5
Price was NZ$4,303, price is now NZ$3,220 per person
NZ$3,220
per person
8 Apr - 12 Apr
found 13 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
9.2/10 Wonderful! (1,001 reviews)
Everything was great! Except the remote in living room did not want to work half the time. But we weren't there much due to visiting Disney. But at night we liked to wind down in living room. We never reached out to the front desk only cuz wasnt big enough deal. Perfect spot! Plenty of places to eat and pick up needed items. At night, traffic was busy, but not too bad. Close to Disney Parks. Very cute townhouses.

Reviewed on 31 Jan 2026

Reunion Resort & Golf Club

Reunion Resort & Golf Club

5 out of 5
Reunion
Price was NZ$3,446, price is now NZ$2,874 per person
NZ$2,874
per person
8 Apr - 12 Apr
found 13 hours ago
Return flight included
Auckland (AKL) to Orlando (MCO)
8.8/10 Excellent! (1,422 reviews)
Rooms were ready and as always perfect Staff at check in very helpful

Reviewed on 3 Feb 2026

Our pick of the best Osceola County Hotel Deals

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is NZ$202 per night from 24 Feb to 25 Feb
NZ$202
24 Feb - 25 Feb
includes taxes & fees
8.6/10 Excellent! (3,271 reviews)
Very nice place and clean

Reviewed on 1 Feb 2026

Vacation Village Orlando, Celebration
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundableReserve now, pay when you stay
The price is NZ$162 per night from 4 Feb to 5 Feb
NZ$162
4 Feb - 5 Feb
includes taxes & fees
9.4/10 Exceptional! (2,540 reviews)
Everything about this place was new and beautiful. Well done.

Reviewed on 30 Jan 2026

Kompose Boutique Resort at Theme Parks
Holiday Inn & Suites Orlando SW - Celebration Area by IHG

Holiday Inn & Suites Orlando SW - Celebration Area by IHG

3 out of 5
5711 W Irlo Bronson Memorial Hwy Kissimmee FL
Fully refundable
The price is NZ$166 per night from 1 Mar to 2 Mar
NZ$166
1 Mar - 2 Mar
includes taxes & fees
8.2/10 Very Good! (2,231 reviews)
Everything was perfect. Will definitely be staying here again when my daughter has cheer competition

Reviewed on 1 Feb 2026

Holiday Inn & Suites Orlando SW - Celebration Area by IHG
See all 33,181 properties in Osceola County
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.

Frequently asked questions

How much does an Osceola County holiday package cost?
Browse and book everything in one place with our Osceola County holiday packages, which start from only NZ$2,192. Pick the flights and hotels that match your travel style. Then, add on a few enriching experiences to cap off your unique escape.
How do I get a cheap travel package to Osceola County?
Book everything all in one place with our Osceola County holiday packages. You'll find deals on hotels, flights, tours and more that'll keep your bank account happy and your spirit of adventure alive. And, with more than 550 airlines and 1 000 000 properties throughout the world to pick from, you'll have endless opportunities to mix and match all you want.
What are the top hotels in Osceola County?
For properties in Poinciana with cosy beds and friendly service, you can't top Magic Moment Resort and Kids Club and Delta Hotels Orlando Celebration. If you're visiting St. Cloud as well, you can look forward to a solid night's sleep at Red Lion Hotel Orlando Lake Buena Vista South or Palazzo Lakeside Hotel.
How far in advance should I book my Osceola County holiday?
While prices change from time to time, we generally advise booking your holiday as soon as possible. Most international fares become available on Expedia up to 12 months in advance. If you're booking late, you may still get lucky. Discount prices to Osceola County sometimes occur only weeks before departure.
What does an Expedia Osceola County travel package include?
It's up to you! You can select from a variety of Osceola County bundles, such as a rental car, flight and hotel. You can also book a flight with a hotel, or a rental car with a flight. Once you've made your booking, you can add on the fun stuff like experiences and tours. Whatever your Osceola County trip looks like, you're sure to save!
What should I know before booking an Osceola County travel package?
Our prices are already low. However, you'll enjoy an even better deal when you book your flights, hotels and car rentals together. With an Expedia travel package, you'll always get transparent pricing and a great range of choice.
Can I choose my airline with an Osceola County Expedia holiday package?
With a holiday package, you're in charge. Whether you're hoping to fly to Osceola County in economy or business class, simply pick from the available airline options. Expedia has access to over 550 airline partners globally.
If I'm not able to travel, can I cancel my Osceola County holiday package?
Because we know life is full of surprises, the answer is yes. To learn more, head to our Customer Service Portal. But generally speaking, if you've booked your Osceola County holiday package in the last 24 hours, you may be able to change or cancel it for free. Your airline, hotel or car rental company may charge a fee if you made your booking a while ago.
* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.