Hotels in Downtown, Kissimmee

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Booking Insights
Recommended by KAYAK

Best hotels in Downtown (Kissimmee)

Kapp and Kappy Bed & Breakfast - Kissimmee - Balcony
Kapp and Kappy Bed & Breakfast
0.5 mi from Downtown, Kissimmee, United States
9.2Wonderful(12)
Parking
Free Wi-Fi
Pet friendly
$184+
Check availability
5 Bedrooms Townhome W- Splashpool - 8205Sa - Orlando - Living room
5 Bedrooms Townhome W- Splashpool - 8205Sa
0.5 mi from Downtown, Kissimmee, United States
9.6Wonderful(25)
House
Parking
Free Wi-Fi
Pool
Pet friendly
$417+
Check availability
Super Boho - At Lake Toho's Water - Kissimmee - Living room
Super Boho - At Lake Toho's Water
0.4 mi from Downtown, Kissimmee, United States
House
$172+
Check availability
3120-206dr Storey Lake, Condo 2/2 Garden View - Kissimmee - Pool
3120-206dr Storey Lake, Condo 2/2 Garden View
0.3 mi from Downtown, Kissimmee, United States
8.8Very good(17)
Apartment
Parking
Free Wi-Fi
Pool
$226+
Check availability
Amazing 5-Bedroom Townhouse Close to Disney and Resort Style - Kissimmee - Living room
Amazing 5-Bedroom Townhouse Close to Disney and Resort Style
0.3 mi from Downtown, Kissimmee, United States
9.3Wonderful(18)
House
Free Wi-Fi
$412+
Check availability
Beautiful Home Near Disney Private Poolbbq Downtown - Kissimmee - Kitchen
Beautiful Home Near Disney Private Poolbbq Downtown
0.1 mi from Downtown, Kissimmee, United States
9.7Wonderful(31)
House
Free Wi-Fi
Pool
$499+
Check availability
1 BD Apt close to Disney/Universal/Shopping/Dining - Kissimmee - Pool
1 BD Apt close to Disney/Universal/Shopping/Dining
0.8 mi from Downtown, Kissimmee, United States
9.3Wonderful(20)
Apartment
Parking
Free Wi-Fi
$116+
Check availability
The Perfect Getaway:3br Stunning Water View Oasis With Private Pool & Free Wifi! - Kissimmee - Pool
The Perfect Getaway:3br Stunning Water View Oasis With Private Pool & Free Wifi!
0.3 mi from Downtown, Kissimmee, United States
8.4Very good(5)
House
Free Wi-Fi
Pool
$315+
Check availability
Modern Home At Solara Resort - Kissimmee - Living room
Modern Home At Solara Resort
0.4 mi from Downtown, Kissimmee, United States
10Wonderful(3)
House
Free Wi-Fi
$455+
Check availability
Superb Value Resort Townhome Near Shopping - Kissimmee - Pool
Superb Value Resort Townhome Near Shopping
0.3 mi from Downtown, Kissimmee, United States
9.0Wonderful(20)
House
Free Wi-Fi
$128+
Check availability
Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks - Kissimmee - Pool
Luxury 4 Bedroom Villa on the gated Bellavida Resort close to the Theme parks
0.3 mi from Downtown, Kissimmee, United States
9.6Wonderful(77)
Villa
Free Wi-Fi
Pool
$249+
Check availability
Luxury Home Near Disney With Private Pool, Waterpark & Resort Access At Encore Resorts Reunion - 211Mn - Orlando
Luxury Home Near Disney With Private Pool, Waterpark & Resort Access At Encore Resorts Reunion - 211Mn
0.3 mi from Downtown, Kissimmee, United States
9.3Wonderful(1)
House
Parking
Free Wi-Fi
Pool
Pet friendly
$338+
Check availability
Elegant Home With Private Pool And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 340Pn - Orlando
Elegant Home With Private Pool And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 340Pn
0.3 mi from Downtown, Kissimmee, United States
8.5Very good(1)
House
Parking
Free Wi-Fi
Pool
Pet friendly
$484+
Check availability
4 Bedroom Villa Accommodates 10 Guests - Kissimmee
4 Bedroom Villa Accommodates 10 Guests
0.3 mi from Downtown, Kissimmee, United States
10Wonderful(1)
House
Free Wi-Fi
$285+
Check availability
The Hearth Home - 4 Suites - Kissimmee
The Hearth Home - 4 Suites
0.1 mi from Downtown, Kissimmee, United States
10Wonderful(1)
Villa
Parking
Free Wi-Fi
Pool
$256+
Check availability
Charming Home With Private Pool Near Disney With Water Park & Resort Access At Encore Resort - 7489Mr - Orlando
Charming Home With Private Pool Near Disney With Water Park & Resort Access At Encore Resort - 7489Mr
0.3 mi from Downtown, Kissimmee, United States
8.0Very good(5)
House
Parking
Free Wi-Fi
Pool
Pet friendly
$271+
Check availability
Luxury Home With Themed Rooms, Game Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 260Cl - Four Corners
Luxury Home With Themed Rooms, Game Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 260Cl
0.3 mi from Downtown, Kissimmee, United States
10Wonderful(1)
House
Parking
Free Wi-Fi
Pool
Pet friendly
$574+
Check availability
Newly Remodeled 1 story - 5 Bed 5 Bath with Pvt Pool Spa And Game Room - Kissimmee
Newly Remodeled 1 story - 5 Bed 5 Bath with Pvt Pool Spa And Game Room
0.3 mi from Downtown, Kissimmee, United States
9.0Wonderful(2)
House
Parking
Free Wi-Fi
$216+
Check availability
Marvelous Home With Media Room, Theme Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 7485Mr - Orlando
Marvelous Home With Media Room, Theme Room And Waterpark & Resort Access Near Disney At Encore Resorts Reunion - 7485Mr
0.3 mi from Downtown, Kissimmee, United States
House
Parking
Free Wi-Fi
Pool
Pet friendly
$241+
Check availability
Gorgeous Home With Private Pool, Game Room Near Disney With Waterpark & Resort Access At Encore Resort - 781La - Orlando
Gorgeous Home With Private Pool, Game Room Near Disney With Waterpark & Resort Access At Encore Resort - 781La
0.3 mi from Downtown, Kissimmee, United States
House
Parking
Free Wi-Fi
Pool
Pet friendly
$827+
Check availability
Booking Insights

KAYAK’s insights for hotels in Downtown

Discover seasonal trends, ideal booking windows, and other data-driven tips to plan your stay in Downtown with confidence.

Which month has the cheapest hotel rates in Downtown?

Hotels are cheapest in Downtown in November, with average rates of $111/night. In comparison, May is the most expensive month, with prices at $290/night.

What is the cheapest day of the week to book a hotel in Downtown?

Wednesday offers the lowest rates in Downtown, with an average nightly price of $106/night. The highest prices are found on Thursday, with average rates at $209/night.

Find deals

How much is a Downtown hotel?

Here are our most popular & best value hotels

Good to know

Low season

High season

Average price (weeknight)

Average price (weekend night)

November
May
$156
$154
Cheapest month to stay with an average 38% drop in price.
Most expensive month to stay with an average 63% rise in price.
Average Sun - Thu price over the last 2 weeks.
Average Fri & Sat price over the last 2 weeks.

Top tips for finding a hotel deal in Downtown

  • If you’re looking for a cheap hotel in Downtown, you should consider going during the low season. You’ll generally find lower-priced hotels in Downtown in November and April.
  • If you’re looking for a bargain then KAYAK data shows that you’ll find the best hotel deals in Downtown (Kissimmee) if you stay on a Wednesday. On the other hand, the most expensive day for hotel bookings is Thursday.
  • Not sure just how much there is to see and do in Downtown? KAYAK users usually book their hotel here for 4 days.

FAQs when booking a hotel in Downtown

  • What are the best hotels in Downtown?

    Downtown is a great part of Kissimmee to make your base. If you’re staying in Downtown area then Dream Vacation Homes, 1 BD Apt close to Disney/Universal/Shopping/Dining, and Kapp and Kappy Bed & Breakfast are all recommended on KAYAK.

Where to stay in Downtown?

Our map will help you find the perfect hotel in Downtown, Kissimmee by showing you the exact location of each hotel.

Everything you need to know for your stay in Kissimmee