What is the cheapest 5-star hotel in Kissimmee?

Jasmine 4 Bedrooms is the cheapest 5-star hotel in Kissimmee, where prices start as low as $228 per night.

What is the best 5-star hotel in Kissimmee?

With a user review rating of 8.9, Gorgeous 4Bd Close to Disney w Pool Storey Lake 4403 is one of the best 5-star hotels in Kissimmee. You can book a room at Gorgeous 4Bd Close to Disney w Pool Storey Lake 4403 for around $478/night on average.

What month is cheapest to stay in a 5-star hotel in Kissimmee?

If you're looking to save on accommodations in Kissimmee, September is the least expensive month for 5-star hotels, with an average nightly price of $114.

5-star Hotels in Kissimmee from $210

Travel insights for hotels in Kissimmee

Use our HotelsCombined data-powered tips to help you find your next hotel in Kissimmee.

What is the cheapest month to book a hotel in Kissimmee?

The cheapest month to book a hotel in Kissimmee is September ($128). Conversely, the most expensive month to stay in Kissimmee is December ($212).

What is the cheapest day to stay in a hotel in Kissimmee?

The cheapest day to stay in Kissimmee is Tuesday ($159). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $201.

How much is a hotel in Kissimmee tonight?

Users have found prices for hotels in Kissimmee tonight starting as low as $33, rising to an average cost of $173, based on searches in the last 72 hours. Prices start from $83 for a 4-star hotel in Kissimmee for tonight.

How much is a Kissimmee hotel room this weekend?

In the past 72 hours, we’ve seen prices for hotels in Kissimmee this weekend for as little as $47/night. If you’re specifically looking for a 3-star hotel this weekend, our users have found prices as low as $50/night. For a 4-star hotel in Kissimmee, the cheapest rate recently found was $78/night for this weekend.

How far ahead should you book a hotel in Kissimmee?

Save money by booking a hotel at least 79 days before your trip to Kissimmee. The lowest price found when booking 79 days ahead was $52 per night.

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Cheapest 5-star hotels in Kissimmee

These are the lowest-priced 5-star hotels our users have recently found in Kissimmee. Prices may vary based on dates selected and hotel location.

Show all 266 5-star hotels

Reunion Resort & Golf Club

7593 Gathering Drive, Kissimmee, FL, United States

10.7 mi from city centre

Free Wi-Fi

$210

Avg. per night

Kissimmee 5-star Hotels

Compare rates for 5-star hotels in Kissimmee, FL from hundreds of popular travel sites on HotelsCombined.

Travel insights for hotels in Kissimmee

What is the cheapest month to book a hotel in Kissimmee?

The cheapest month to book a hotel in Kissimmee is September ($128). Conversely, the most expensive month to stay in Kissimmee is December ($212).

What is the cheapest day to stay in a hotel in Kissimmee?

The cheapest day to stay in Kissimmee is Tuesday ($159). On the other hand, travelers can expect to pay the most on Saturday, when the average nightly price is $201.

How much is a hotel in Kissimmee tonight?

Users have found prices for hotels in Kissimmee tonight starting as low as $33, rising to an average cost of $173, based on searches in the last 72 hours. Prices start from $83 for a 4-star hotel in Kissimmee for tonight.

How much is a Kissimmee hotel room this weekend?

How far ahead should you book a hotel in Kissimmee?

Save money by booking a hotel at least 79 days before your trip to Kissimmee. The lowest price found when booking 79 days ahead was $52 per night.

Cheapest 5-star hotels in Kissimmee

Discover affordable 5-star hotels in Kissimmee that provide a quality experience without breaking the bank. 5-star hotels in Kissimmee can be found for as low as $210 per night. Price data was last updated on May 2, 2026

These are the lowest-priced 5-star hotels our users have recently found in Kissimmee. Prices may vary based on dates selected and hotel location.

Other star-rated hotels in Kissimmee

Hotels that are booked the most in each class receive the “Most popular” badge. Hotels with the “Best value” have the most attractive prices based on their popularity. Price data was last updated on May 2, 2026.

Not set on a 5-star hotel? We’ve got plenty of other options for you to choose from. These are the most popular and best value properties in Kissimmee based on hotel class.

4 stars

3 stars

2 stars and under

Facts about 5-star hotels in Kissimmee

Find useful tips and insights about 5-star hotels in Kissimmee to help you make the most of your experience. FAQs were last updated on May 2, 2026.

What is the cheapest 5-star hotel in Kissimmee?

What is the best 5-star hotel in Kissimmee?

What month is cheapest to stay in a 5-star hotel in Kissimmee?

Stay elsewhere in Kissimmee

Consider these popular 3-star hotels in Kissimmee

Stay at one of these Kissimmee 3-star hotels that users have found on HotelsCombined.

Consider these popular 4-star hotels in Kissimmee

Stay at one of these Kissimmee 4-star hotels that users have found on HotelsCombined.

Consider alternative stays in Kissimmee

If you are looking for a specific type of hotel, consider these options for trips to Kissimmee

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