Title: Luxury Vacations in Kissimmee 2026 | Expedia.ca

![](https://images.trvl-media.com/place/553248635976468613/a4b39294-97b5-4944-b58a-f1bdb34b53cf.jpg?impolicy=fcrop&w=1200&h=300&q=medium)

# Kissimmee Luxury Vacations

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## Flight and Luxury hotel deals in Kissimmee

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

![FantasyWorld Resort](https://images.trvl-media.com/lodging/1000000/90000/84900/84866/6a12c793_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### FantasyWorld Resort

CA $436

per person

Jan 26 - Jan 30

found 20 hours ago

Roundtrip flight included

Detroit (DTW) to Orlando (MCO)

8.6/10 Excellent! (1,001 reviews)

Room had a lot of bugs on counter tops and room dresser tops. Floors were very dirty not mopped at all

Reviewed on Dec 26, 2025

![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Vacation Villas Resort

CA $667

per person

Feb 26 - Mar 3

found 14 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8/10 Very Good! (1,703 reviews)

Excellent check-in. Nice reaort

Reviewed on Dec 24, 2025

![Reunion Resort & Golf Club](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/45af642e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Reunion Resort & Golf Club

Reunion

CA $919

per person

Feb 26 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8.8/10 Excellent! (1,422 reviews)

There was no room service. I called for tge beds to be made, garbage taken out and some towels and no one ever came. We were a family stayed 5 nights and the room was dusty, the lights in the bathroom did not work. The pool was perfect.

Reviewed on Dec 27, 2025

![Magic Village Yards, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/8e0b9435_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Magic Village Yards, Trademark Collection by Wyndham

CA $1,068

per person

Feb 26 - Mar 3

found 12 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

9.2/10 Wonderful! (1,152 reviews)

Great place for family

Reviewed on Dec 14, 2025

![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/410a3d83_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Town Center Resort

CA $2,338

per person

Feb 26 - Mar 3

found 4 hours ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8/10 Very Good! (1,367 reviews)

La habitacion muy buena y limpia expaciosa recomendaria cambiar ollas y sartenes estan muy viejos y quemados

Reviewed on Dec 4, 2025

Don't see what you're looking for?

See all available trips from Columbus to Kissimmee

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 5\* Luxury holidays in Kissimmee

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

![Reunion Resort & Golf Club](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/45af642e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Reunion Resort & Golf Club

Reunion

CA $919

per person

Feb 26 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Hamilton (YHM) to Orlando (MCO)

8.8/10 Excellent! (1,422 reviews)

There was no room service. I called for tge beds to be made, garbage taken out and some towels and no one ever came. We were a family stayed 5 nights and the room was dusty, the lights in the bathroom did not work. The pool was perfect.

Reviewed on Dec 27, 2025

Don't see what you're looking for?

See all available trips from Columbus to Kissimmee

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 3 Night Luxury holidays in Kissimmee

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

![Reunion Resort & Golf Club](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/45af642e_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Reunion Resort & Golf Club

Reunion

CA $654

per person

Feb 28 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Toronto (YYZ) to Orlando (MCO)

8.8/10 Excellent! (1,422 reviews)

There was no room service. I called for tge beds to be made, garbage taken out and some towels and no one ever came. We were a family stayed 5 nights and the room was dusty, the lights in the bathroom did not work. The pool was perfect.

Reviewed on Dec 27, 2025

![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/410a3d83_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Town Center Resort

CA $883

per person

Mar 5 - Mar 8

found 20 hours ago

Roundtrip flight included

Montreal (YUL) to Orlando (MCO)

8/10 Very Good! (1,367 reviews)

La habitacion muy buena y limpia expaciosa recomendaria cambiar ollas y sartenes estan muy viejos y quemados

Reviewed on Dec 4, 2025

![Magic Village Yards, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/8e0b9435_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Magic Village Yards, Trademark Collection by Wyndham

CA $751

per person

Mar 6 - Mar 9

found 1 day ago

Roundtrip flight included

Toronto (YTO) to Orlando (MCO)

9.2/10 Wonderful! (1,152 reviews)

Great place for family

Reviewed on Dec 14, 2025

Don't see what you're looking for?

See all available trips from Columbus to Kissimmee

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## 4 Night Luxury holidays in Kissimmee

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

![Seasons Florida Resort](https://images.trvl-media.com/lodging/2000000/1820000/1813900/1813900/1492ecfb_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Seasons Florida Resort

CA $278

per person

Jan 26 - Jan 30

found 17 hours ago

Roundtrip flight included

Detroit (DTW) to Orlando (MCO)

8.8/10 Excellent! (3,229 reviews)

It's good for a 2 day stay. Basic hotel. Clean.

Reviewed on Dec 25, 2025

![Westgate Vacation Villas Resort](https://images.trvl-media.com/lodging/1000000/100000/99000/98920/b8afec09_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Vacation Villas Resort

CA $461

per person

Feb 27 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Orlando (MCO)

8/10 Very Good! (1,703 reviews)

Excellent check-in. Nice reaort

Reviewed on Dec 24, 2025

![Westgate Town Center Resort](https://images.trvl-media.com/lodging/1000000/430000/426900/426819/410a3d83_y.jpg?impolicy=fcrop&w=900&h=506&q=mediumHigh)

### Westgate Town Center Resort

CA $480

per person

Feb 27 - Mar 3

found 1 day ago

Roundtrip non-stop flight included

Buffalo (BUF) to Orlando (MCO)

8/10 Very Good! (1,367 reviews)

La habitacion muy buena y limpia expaciosa recomendaria cambiar ollas y sartenes estan muy viejos y quemados

Reviewed on Dec 4, 2025

Don't see what you're looking for?

See all available trips from Columbus to Kissimmee

[View all trips](https://expedia.ca/go/package/search/FlightHotel/2026-01-27/2026-02-03/?FromAirport=Columbus,%20Ohio,%20United%20States%20of%20America&Destination=ORL&NumRoom=1&NumAdult=2&NumChild=0&paandie=true)

## Plan the perfect luxury Kissimmee vacation with Expedia

####  What are some benefits when booking luxury Kissimmee vacations? 

When you book a luxury Kissimmee vacation, you get to enjoy some of the best amenities and special features available. Luxury vacation options often feature spa facilities right in your accommodation, along with room service and an on-site restaurant. The quality of the bedding and even the water pressure tends to be better, so it's the perfect solution for travellers looking to put their feet up and relax. 
  
####  How can I find all-inclusive luxury vacations in Kissimmee? 

If you're looking for something luxurious in Kissimmee, all you have to do is take advantage of our search filters. You can implement a filter to only show 5-star accommodations as well as some amenities you may be interested in, like spa facilities and hot tubs. When you opt for an all-inclusive package, you can enjoy luxury alongside a potential discount for booking your accommodation and flight together. 

####  Can I book a cheap luxury vacation? 

While luxury vacations tend to be on the more costly end of the spectrum, ranging from CA $278, there are a few methods you can try to lower the price as much as possible. When booking a flight and accommodation together, you can enjoy savings of up to 22\. After implementing filters for luxury features, you can also sort by price to list the cheapest luxury packages first. 

####  Are there luxury spa vacations? 

Yes, luxury spa vacations are available and quite popular in Kissimmee. When you book one of these experiences, it's easier than ever to relax, unwind and recharge in between excursions. Either way, you can easily find spa vacations by implementing the spa filter in your search. 

####  What should I look for in a luxury family vacation in Kissimmee? 

When booking something for the whole family, it's important to consider exactly what kind of experience your family will want.Luxury packages make it easy to keep everyone happy with creature comforts. Kids especially enjoy features like pools, a delicious breakfast and plenty of space. Suites tend to offer your family members a bit more privacy and comfort compared to simple rooms throughout Kissimmee.

####  Can I book last-minute luxury vacations? 

Yes, last-minute bookings are often available in Kissimmee. All you have to do is enter your travel dates to see what's available. Sometimes, you'll even find additional discounts for booking last-minute, as accommodations are desperate to fill their last remaining spaces.

####  What can help me find the best luxury vacation deals in Kissimmee? 

You can use a few strategies to find the best deals on luxury vacation packages. Consider travelling during the off-season to take advantage of the typically lower overall prices. Additionally, staying in the less popular parts of Kissimmee or travelling to more obscure destinations altogether can often lead to lower prices.

####  Can I book a luxury vacation that is fully refundable? 

Yes, fully refundable reservations are sometimes available on luxury vacation packages in Kissimmee. You can implement a filter for it specifically or check out the policy section on any one of your search results. It should clearly state what's necessary to qualify for a fully refundable booking. 

####  Why should I book my luxury vacation with Expedia? 

When you book with Expedia, you can enjoy a one-stop shop for all your travel planning needs. We offer accommodations as well as flights, and you may even be able to enjoy discounts by booking them together. Of course, Expedia Rewards members will find even more discounts and earn points that can be put toward discounts on future bookings.

## Luxury Hotels in Kissimmee

![Reunion Resort & Golf Club](https://images.trvl-media.com/lodging/1000000/1000000/992500/992499/45af642e_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Reunion Resort & Golf Club

7593 Gathering Drive Kissimmee FL

- 16 min drive from Old Town

Book a stay at this luxury aparthotel in Kissimmee. Enjoy 11 outdoor pools, 7 restaurants, and a golf course. Our guests praise the helpful staff in our reviews. ...

8.6/10 Excellent! (1,445 reviews)

Too far away from the main resort and amenities.. Sandy ridge is too far.

Reviewed on Dec 17, 2025

[](https://expedia.ca/Orlando-Hotels-Reunion-Resort-Golf-Club.h992499.Hotel-Information)

![Magic Village Yards, Trademark Collection by Wyndham](https://images.trvl-media.com/lodging/10000000/9050000/9046300/9046290/8e0b9435_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Magic Village Yards, Trademark Collection by Wyndham

3151 Pantanal Lane Kissimmee FL

- 13 min drive from Old Town

Book a stay at this business-friendly aparthotel in Kissimmee. Enjoy free WiFi, free parking, and room service. Our guests praise the property condition in our ...

9/10 Wonderful! (1,156 reviews)

Great place for family

Reviewed on Dec 14, 2025

[](https://expedia.ca/Orlando-Hotels-Magic-Village-Yards.h9046290.Hotel-Information)

![Celebration Suites](https://images.trvl-media.com/lodging/1000000/20000/10200/10102/w11520h8631x0y0-8834da08_y.jpg?impolicy=resizecrop&rw=340&ch=150)

### 

Celebration Suites

5820 West Irlo Bronson Memorial Highway Kissimmee FL

- 4 min walk from Old Town

Book a stay at this family-friendly resort in Kissimmee. Enjoy 3 outdoor pools, 2 restaurants, and a 24-hour fitness center. Our guests praise the helpful staff ...

8.6/10 Excellent! (1,000 reviews)

Excelente opção para sua viagem à Orlando

O hotel tem quartos muito confortáveis, é limpo a cada dois dias e tem uma cozinha completa e espaçosa, perfeita pra preparar lanches e refeições completas. Não usei outras dependências do hotel, mas todas elas eram agradáveis e muito bem mantidas.

Reviewed on Oct 8, 2025

[](https://expedia.ca/Orlando-Hotels-Celebration-Suites.h10102.Hotel-Information)

[See all 27,915 properties in Kissimmee](https://expedia.ca/Hotel-Search?rfrrid=TG.LP.Hotels.Package&regionId=7927)

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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## More Vacations Ideas

[Flights to Kissimmee

](https://expedia.ca/Cheap-Flights-To-Kissimmee.d7927.Travel-Guide-Flights)[

Kissimmee Hotels

](https://expedia.ca/Kissimmee-Hotels.d7927.Travel-Guide-Hotels)[

Kissimmee Vacation Rentals

](https://expedia.ca/Kissimmee-Vacation-Rentals.d7927.Travel-Guide-VacationRentals)[

Kissimmee Car Rentals

](https://expedia.ca/Car-Rentals-In-Kissimmee.d7927.Car-Rental-Guide)[

Kissimmee Vacations

](https://expedia.ca/Kissimmee.d7927.Destination-Travel-Guides)[

Things to do in Kissimmee

](https://expedia.ca/Things-To-Do-In-Kissimmee.d7927.Travel-Guide-Activities)

\* Savings based on package bookings compared to the price of the same components booked separately. Savings not available on all packages.

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