Beginning of main content
Trip Type
Flight 1
Flight 2
Flight 3
Flight 4
Flight 5

Search 321,000 hotels worldwide.

Get the best price available for your trip.

No Expedia cancellation fee to change or cancel almost any hotel reservation.


Featured Kissimmee Diamond Resorts Hotels

See all 1,672 Hotels in Kissimmee
Mystic Dunes Resort & Golf Club by Diamond Resorts

Mystic Dunes Resort & Golf Club by Diamond Resorts

7600 Mystic Dunes Lane, Kissimmee
4.0 out of 5.0
4.2 out of 5 (5,190 reviews)
Really nice and comfortable hotel It was an amazing experience. So comfortable and pleasant the rooms - 

$115

$115
Parkway International Resort by Diamond Resorts

Parkway International Resort by Diamond Resorts

6200 Safari Trl, Kissimmee
3.0 out of 5.0
4.5 out of 5 (1,947 reviews)
Was a great stay close Disney would stay again......,,, - 

$102

$102
Polynesian Isles by Diamond Resorts

Polynesian Isles by Diamond Resorts

3045 Polynesian Isle Blvd., Kissimmee
3.5 out of 5.0
4.7 out of 5 (1,874 reviews)
Very nice resort Great staff, great resort. Rooms are very large - 2-bedroom, 2-bathroom. Like the SPA and pool area … - 

$148

$148
Barefoot N Resort by Diamond Resorts

Barefoot N Resort by Diamond Resorts

2754 Florida Plaza Blvd, Kissimmee
3.0 out of 5.0
4.5 out of 5 (543 reviews)
Wish it was warmer The property and staff were amazing and our room was was very clean and comfortable and made up for … - 

$90

$90
Orbit One Vacation Villas by Diamond Resorts

Orbit One Vacation Villas by Diamond Resorts

2950 Entry Point Blvd, Kissimmee
3.0 out of 5.0
4.4 out of 5 (1,660 reviews)
Great hotel! This hotel may not look much at first! But it has everything you need, the rooms are big and equipp … - 
Map

Recently booked Kissimmee hotels

Ramada Kissimmee Gateway
3.5 out of 5.0
Last booking: 3 minutes ago
Howard Johnson Inn Tropical Palms Kissimmee
2.5 out of 5.0
Last booking: 4 minutes ago
Roomba Inn & Suites at Old Town
3.5 out of 5.0
Last booking: 8 minutes ago
Comfort Suites Maingate East
3.5 out of 5.0
Last booking: 16 minutes ago
Legacy Vacation Resorts-Orlando
3.5 out of 5.0
Last booking: 23 minutes ago
Champions World Resort
3.0 out of 5.0
Last booking: 24 minutes ago
Park Inn by Radisson Resort & Conference Center Orlando
3.5 out of 5.0
Last booking: 31 minutes ago
Holiday Inn Club Vacations at Orange Lake Resort
4.0 out of 5.0
Last booking: 38 minutes ago
Reunion Resort, A Salamander Golf & Spa Resort
5.0 out of 5.0
Last booking: 47 minutes ago

Kissimmee Diamond Resorts Hotel Information

Ready for your next adventure to Kissimmee? Who isn't? Cross accommodations off your To Do list, by using Expedia to book Diamond Resorts condos in Orlando and vicinity. Enjoy all the contentment that Diamond Resorts provides. So you can choose to be adventurous in what you eat, not where you stay.

We're known for having a diverse offering of hotels worldwide, so if you're considering a stay at your preferred company, you are sure to find it here. We have 5 options for you in Kissimmee, so you can decide on the one that's ideal for you. We think you'll find all the comforts you've come to expect, and also amazing prices. And while Diamond Resorts is mainly recognized for their condos, they also have fabulous condominium resorts in certain cities. It's time to research all you want to know, when you use Expedia as your partner in travel.

Expedia also posts dependable reports for your desired accommodation, so you know just what to expect before you check in. It's true: we've made certain that these reviewers aren't just anonymous posters, so when 92% of them endorse Diamond Resorts condos in Kissimmee, you'll know it's a great place. Guests gave an average overall rating of 4, so it is easy to see why Diamond Resorts condos and condominium resorts are so popular.And with an average service rating of 4.4, you know the staff will be likeable and well-trained.

More and more travelers are visiting this year, so come see what all the fuss is about! Don't miss out make your own reservation soon. Whatever time of year you decide to set off, you'll find a great offering of Diamond Resorts condos right here on Expedia. There are tons of great added benefits heading your way book quickly. Kissimmee is calling to you. It's time you paid a visit, in style.