Deals on vacations and trips to Kissimmee

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Kissimmee flight + hotel vacation packages

Westgate Leisure Resort

Westgate Leisure Resort

3.5 out of 5
Save 100% on your flightPrice was $1,291, price is now $794 per person
per person
Jun 10 - Jun 17
Roundtrip flight included
New York (JFK) to Orlando (MCO)
2 outdoor pools, a spa tub, and a gym are all featured at this smoke-free hotel. Guests will appreciate free perks like free self parking and WiFi in public areas. A business center, a garden, and a grocery/convenience store are also on offer.
Club Wyndham Bonnet Creek

Club Wyndham Bonnet Creek

3.5 out of 5
Price was $1,030, price is now $675 per person
per person
May 9 - May 15
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features 2 restaurants, 4 outdoor pools, and a lazy river. Business travelers can take advantage of the free WiFi in public areas. Relax with a drink at one of the 3 bars/lounges and enjoy perks like free self parking.
AC Hotel by Marriott Orlando Downtown

AC Hotel by Marriott Orlando Downtown

2.5 out of 5
Downtown Orlando
Price was $890, price is now $609 per person
per person
May 18 - May 22
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This hotel features a gym and a bar/lounge. Traveling on business? Take advantage of the 3 conference rooms, free WiFi in public areas, and valet parking. A coffee shop, express check-in, and dry cleaning are also on offer.
Westgate Vacation Villas Resort

Westgate Vacation Villas Resort

4 out of 5
Four Corners
Price was $648, price is now $448 per person
per person
Apr 28 - May 5
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This smoke-free resort features a water park, a marina, and 4 restaurants. There's fun for all ages with a children's club and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the 14 outdoor pools and get free self parking.
FantasyWorld Resort

FantasyWorld Resort

4 out of 5
Price was $843, price is now $587 per person
per person
Apr 28 - May 5
Roundtrip flight included
Boston (BOS) to Orlando (MCO)
This resort's water park, 2 outdoor pools, and 2 spa tubs are some of the highlights. Bring the family and enjoy the lazy river, free theme park shuttle, and waterslide. Enjoy the gym and perks like free WiFi.

Top Kissimmee hotels deals

Margaritaville Resort Orlando

Margaritaville Resort Orlando

4 out of 5
8000 Fins Up Circle, Kissimmee, FL, 34747
Free Cancellation
Reserve now, pay when you stay
The price is $174 per night
$174
per night
Apr 26 - Apr 27
A full-service spa, 3 restaurants, and 2 outdoor pools are all featured at this smoke-free resort. Bring the family and enjoy the playground, arcade/game room, and kid-friendly dining. Enjoy the gym and visit the 3 bars/lounges and poolside bar for drinks.
Ramada by Wyndham Kissimmee Gateway

Ramada by Wyndham Kissimmee Gateway

3 out of 5
7470 W. Irlo Bronson Memorial Hwy., Kissimmee, FL, 34747
Free Cancellation
Reserve now, pay when you stay
The price is $74 per night
$74
per night
Apr 10 - Apr 11
This smoke-free aparthotel features 2 outdoor pools, a 24-hour gym, and a restaurant. There's fun for all ages with mini golf and an arcade/game room, and barbecue grills are available on site. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.
Hilton Vacation Club Mystic Dunes Orlando

Hilton Vacation Club Mystic Dunes Orlando

3.5 out of 5
7600 Mystic Dunes Lane, Kissimmee, FL, 34747
The price is $93 per night
$93
per night
Apr 9 - Apr 10
A golf course, 4 outdoor pools, and 2 outdoor tennis courts are all featured at this smoke-free hotel. There's fun for all ages with mini golf and a children's pool, and barbecue grills are available on site. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas.
Seasons Florida Resort

Seasons Florida Resort

2 out of 5
4736 W Irlo Bronson Hwy Memorial, Highwa, Kissimmee, FL, 34746
Free Cancellation
Reserve now, pay when you stay
The price is $75 per night
$75
per night
Apr 16 - Apr 17
This hotel doesn't skimp on freebies - guests receive free WiFi and free self parking. An outdoor pool and laundry facilities are also provided.
Palazzo Lakeside

Palazzo Lakeside

3 out of 5
4944 W. Irlo Bronson Memorial Highway, Kissimmee, FL, 34746
Free Cancellation
Reserve now, pay when you stay
The price is $34 per night
$34
per night
Mar 27 - Mar 28
This hotel features an outdoor pool, a gym, and a restaurant. Enjoy the free continental breakfast each morning. A terrace, a garden, and a picnic area are also on offer.
Legacy Vacation Resorts - Orlando

Legacy Vacation Resorts - Orlando

3.5 out of 5
2800 N Poinciana Blvd, Kissimmee, FL, 34746
Free Cancellation
Reserve now, pay when you stay
The price is $72 per night
$72
per night
Mar 29 - Mar 30
This eco-friendly hotel features 4 outdoor pools, 3 spa tubs, and a restaurant. There's fun for all ages with a children's club and mini golf, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free self parking and free WiFi.
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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.

Popular places to visit

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Walt Disney World® Resort

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Have a fun-filled day at Walt Disney World® Resort and find out why this is a popular theme park in Lake Buena Vista. Discover the top-notch restaurants and acclaimed theater scene in this walkable area.

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Walt Disney World®

4.5/5(12,091 reviews)

Enjoy the rides and games at Walt Disney World® and see why this is a favorite theme park in Lake Buena Vista. Discover the entertainment choices in this family-friendly area, or seek out the golf courses.

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Universal Studios Florida

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Frequently asked questions

How much are vacation packages to Kissimmee?
Adventure awaits in Kissimmee, with Travelocity vacation packages starting from as low as $448. Providing both hotels and flights, these awesome deals make it a breeze to visit all corners of the globe.
How long should my Kissimmee vacation be?
Most travelers choose to spend roughly 3 nights in Kissimmee, but it’s completely up to you. If you hope to get out and explore all the wonderful things this location has waiting for you, why not hang around another couple of nights?
Where can I get the best vacation package deals for Kissimmee?
No matter your adventure, Travelocity can help you score an unbeatable Kissimmee package deal. The only thing you need to do is select a combination from our 400 air carriers and 1,000,000 properties across the globe.
Why should I purchase my Kissimmee vacation bundle with Travelocity?
Nothing tops the satisfaction of knowing you’ve just picked up the best price available — that’s our Price Match Guarantee. Add to that our fantastic range of magical destinations and 24/7 team of customer service professionals and you’ve got the blueprint for a hassle-free vacation.
Can I save money on my Kissimmee car rental if I combine it with a hotel or flight?
With a Kissimmee vacation package, you can combine your flight, car and hotel bookings and save some serious money. If you’re eager to discover the best of this awesome destination, why not make tracks to Daytona International Speedway? This renowned attraction is 65 mi from Kissimmee. With your own wheels, you’ll be there in a jiffy.
What is the best time of year to go to Kissimmee?
If a limited budget is what’s driving your itinerary, you’ll pay the lowest prices in . is generally the dearest month. Most travelers come to this location around . If you want to avoid peak season, visit during .
Which airport is best for Kissimmee?
Orlando Intl. Airport (MCO), around 11 mi northeast of downtown Kissimmee, is likely to be where you’ll step off the plane. Your other options are Orlando Sanford Intl. Airport (SFB) (35 mi away from central Kissimmee) and Orlando Melbourne Intl. Airport (MLB) (50 mi away from central Kissimmee).
What is there to do in Kissimmee?
There is an undeniable magic as you wander the streets of Kissimmee. Old Town and Osceola Heritage Park are just a couple of renowned sights that make this city so special, so put them on your list of places to see.
Where should I stay when visiting Kissimmee?
If you’re looking for someplace comfortable to base yourself, check out the Magic Moment Resort and Kids Club. It’s the top pick for many visitors.
Can I go on vacation to Kissimmee at this time?
Don’t take off to Kissimmee without up-to-date facts about quarantine policies and travel restrictions. Travelocity’s Covid-19 Travel Advisor can fill in the blanks. Our local experts have pulled together all the information you need to make your vacation as stress-free as possible.