West Kissimmee Vacation Packages 2026 from $304

West Kissimmee flight + hotel vacation packages

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

Westgate Vacation Villas Resort

Save 100% on your flight

$304

per person

Mar 28 - Apr 1

found 16 hours ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This smoke-free resort features a water park, a marina, and 2 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.

Boardwalk Inn and Suites

Davis

$540

per person

Mar 4 - Mar 8

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This hotel features a bar/lounge, a poolside bar, and an outdoor pool. Enjoy the gym and perks like free valet parking and free WiFi. There's a hot tub on site, and a 24-hour front desk and a communal living room are also provided.

Westgate Palace Hotel / Universal / I-Drive

International Drive District

$445

per person

Feb 20 - Feb 24

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

This resort features an outdoor pool, a gym, and a restaurant. Bring the family and enjoy the children's pool, free theme park shuttle, and kid-friendly dining. Relax with a drink at the bar/lounge and enjoy perks like free self parking and free WiFi.

Margaritaville Cottages Orlando with H2O Waterpark by Vstays

$579

per person

Mar 15 - Mar 19

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Free water park access, 4 restaurants, and 2 outdoor pools are all featured at this smoke-free hotel. Relax with a drink at one of the 2 bars/lounges and enjoy free perks like free self parking and WiFi in public areas. You'll appreciate the hot tub, poolside bar, and snack bar/deli.

Westgate Cocoa Beach Resort

Save 100% on your flight

$666

per person

Feb 25 - Feb 28

found 1 day ago

Roundtrip flight included

Boston (BOS) to Orlando (MCO)

Free water park access and an outdoor pool are featured at this smoke-free condo resort. Spend a day at the beach surfing, or relax with sun loungers and beach umbrellas. There's fun for all ages with a lazy river and a children's pool, and barbecue grills are available on site.

Top West Kissimmee hotels deals

Margaritaville Resort Orlando

8000 Fins Up Circle Kissimmee FL

Free Cancellation

Reserve now, pay when you stay

$195 nightly

$222 total

Jan 19 - Jan 20

Total with taxes and fees

This smoke-free resort features free water park access, a full-service spa, and 3 restaurants. Bring the family and enjoy the lazy river, waterslide, and arcade/game room. Enjoy the 3 outdoor pools and perks like free WiFi.

Hilton Vacation Club Mystic Dunes Orlando

7600 Mystic Dunes Lane Kissimmee FL

Free Cancellation

Reserve now, pay when you stay

$130 nightly

$148 total

Jan 20 - Jan 21

Total with taxes and fees

A golf course, 4 outdoor pools, and 2 outdoor tennis courts are all featured at this smoke-free property. 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.

Holiday Inn Club Vacations at Orange Lake Resort by IHG

8505 W Irlo Bronson Memorial Hwy Kissimmee FL

Free Cancellation

$166 nightly

$187 total

Jan 21 - Jan 22

Total with taxes and fees

This traditional resort features a golf course, free water park access, and 8 restaurants. There's fun for all ages with a lazy river and a children's club, and barbecue grills are available on site. Enjoy the 7 outdoor pools and get free self parking.

Destiny Palms Hotel Maingate West

8536 W Irlo Bronson Memorial Hwy Kissimmee FL

Free Cancellation

Reserve now, pay when you stay

$80 nightly

$91 total

Jan 13 - Jan 14

Total with taxes and fees

An outdoor pool, free self parking, and laundry facilities are featured at this hotel. WiFi in public areas is free. Express check-out is provided and the front desk is staffed around-the-clock.

Hilton Vacation Club Aqua Sol Orlando West

17777 Bali Blvd Winter Garden FL

Free Cancellation

Reserve now, pay when you stay

$131 nightly

$148 total

Jan 19 - Jan 20

Total with taxes and fees

This smoke-free hotel features free water park access, 2 outdoor pools, and a restaurant. There's fun for all ages with mini golf and a children's pool, and families will appreciate the onsite laundry facilities. Enjoy the gym and perks like free WiFi.

Margaritaville Cottages Orlando by Rentyl

8000 Fins Up Circle Kissimmee FL

Free Cancellation

Reserve now, pay when you stay

$375 nightly

$426 total

Jan 21 - Jan 22

Total with taxes and fees

This smoke-free aparthotel features free water park access, a full-service spa, and a restaurant. Bring the family and enjoy the lazy river, waterslide, and arcade/game room. Enjoy the outdoor pool 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

Mystic Dunes Golf Club

Tee off at one of Orlando’s premier golf clubs and enjoy the championship course, the excellent facilities and the laid-back Florida vibe.

Orange Lake Golf

Enjoy a round of golf in Four Corners at Orange Lake Golf. Amble around this family-friendly area's lakeside or experience its entertainment choices.

Northeast Regional Park

Explore the lovely green spaces of Northeast Regional Park and enjoy the golf courses in Four Corners. Amble around this family-friendly area's lakeside and enjoy its top-notch restaurants.

Frequently asked questions

How much are vacation packages to West Kissimmee?

With Travelocity vacation packages, you could be living it up in West Kissimmee for as low as $304. Flights, tours and hotels — we've got you covered. You'll save loads just for bundling together your bookings. With everything taken care of before you even set off, you don't have to worry about a thing.

Where can I get the best vacation package deals for West Kissimmee?

Travelocity is where to go to score an amazing West Kissimmee package deal. Take your pick of 400 airlines and 1,000,000 properties across the globe and craft a vacation package that fits your style. With so much choice, you'll have plenty of inspiration for your next big getaway.

Why should I book my West Kissimmee vacation bundle with Travelocity?

Nothing beats the feeling of knowing you've scored the best price in town — that's our Price Match Guarantee. Add to that our impressive range of destinations and 24/7 team of customer service professionals and you've got the formula for an unforgettable vacation.

Can I save on my West Kissimmee car rental if I book it with a hotel or flight?

You certainly can — and if you also add an activity or experience to your West Kissimmee vacation package, you'll make even greater savings. With one of our affordable packages, you can find things to do in the region that are just right for you. Then, hop in your rental car and work your way through the list. Daytona International Speedway is one much-loved sight to stick on your itinerary. It's 70 mi from West Kissimmee.

What is there to do in West Kissimmee?

Take out your travel schedule and jot down Northeast Regional Park and Surfari Water Park. They're just two of the top attractions in West Kissimmee.