Welcome to the Holiday Home Capital of the World. The perfect base in Central Florida nestled near Orlando attractions, yet still far enough away for peace and privacy. An array of Kissimmee area villa communities, from the 15 acres of tranquil lakes at Bella Vida to the endless golfing greens of Reunion Resort, offer an oasis of calm just only minutes from world-famous theme parks.
Or if a hotel holiday is more your style, Kissimmee is home to a wide selection of all-you-need accommodations, providing a range of on-site amenities, from luxurious resorts to value stays.
For those who like to get outdoors, Kissimmee showcases the stunning, natural beauty of the sunshine state where you can enjoy zip lining over alligators, hot air balloon rides and nature trails!
For anything else, just ask our Kissimmee experts who can help you uncover the ideal accommodation and plan your perfect itinerary.
That’s the Ocean Difference, where your dream Florida holiday is only ever a call away…
Doppio Westside Kissimmee Area Doppio Westside
Doppio Westside Doppio Westside
- Brand-new gated community in Kissimmee
- Cool off in your own private splash pool
- Just 6.5 miles from Disney
- Best For: 2027 Holidays, 2028 Holidays, 2029 Holidays, Family Holiday, Multi Centre, October 2026, Short Break, Twin Centre, Villa Holiday
Florida Four Less
Orlando, Clearwater, Naples & Miami 15 Days
- Orlando
- Gulf Coast
- Miami
- Disney 7-Day Magic Ticket
- Clearwater Marine Aquarium
- + 4more
Accommodation
International Flights
Tickets & Activities
Car Hire
Selected Transfers
- Best For:
- Beach Retreats
- Amusement Parks
- Wildlife Encounters
- Best For:
- Beach Retreats
- Amusement Parks
- Wildlife Encounters
- Orlando
- Gulf Coast
- Miami
- Disney 7-Day Magic Ticket
- Clearwater Marine Aquarium
- + 4 more
- Accommodation
- International Flights
- Tickets & Activities
- Car Hire
- Selected Transfers
Epic Universe & Gulf Coast Bliss
Orlando, Universal & Treasure Island, 15 Days
- Orlando
- Gulf Coast
- Disney 14-Day Magic Ticket
- Drawn to Life Presented by Cirque du Soleil at Disney Springs
- Universal Orlando 3-Park Explorer Ticket PLUS Universal Epic Universe 1-Day Ticket
- + 1more
- Accommodation
- Car Hire
- International Flights
- Tickets & Activities
- Best For:
- Family Fun
- Private Villas
- Amusement Parks
- Best For:
- Family Fun
- Private Villas
- Amusement Parks
- Orlando
- Gulf Coast
- Disney 14-Day Magic Ticket
- Drawn to Life Presented by Cirque du Soleil at Disney Springs
- Universal Orlando 3-Park Explorer Ticket PLUS Universal Epic Universe 1-Day Ticket
- + 1 more
- Accommodation
- Car Hire
- International Flights
- Tickets & Activities
A Fairytale of Two Cities - Villa Option
Orlando Villa & New York 11 Days
- Orlando
- New York City
- The New York Pass®: 100+ Attractions including Empire State Building
- Ocean Explorer
- Accommodation
- International Flights
- Tickets & Activities
- Selected Transfers
Internal Flights
- Best For:
- Family Fun
- Private Villas
- Amusement Parks
- Twin Centre
- Best For:
- Family Fun
- Private Villas
- Amusement Parks
- Twin Centre
- Orlando
- New York City
- The New York Pass®: 100+ Attractions including Empire State Building
- Ocean Explorer
- Accommodation
- International Flights
- Tickets & Activities
- Selected Transfers
- Internal Flights
2027: 14 Nights Fantasy World Resort Stay2027: 14 Nights Fantasy World Resort Stay
Based on 1148 reviews2027: 14 Nights Fantasy World Resort Stay 2027: 14 Nights Fantasy World Resort Stay
- Accommodation: Fantasy World Resort
- Location: Kissimmee Area
- Flight: London Gatwick
- Travel: Based on July 2027 departure, call for other departures Travel: Based on July 2027 departure, call for other departures
- Best For: Family Holiday, 2027 Holidays
Holiday Inn Express & Suites Clermont SE - West Orlando Kissimmee Area Holiday Inn Express & Suites Clermont SE - West Orlando
Holiday Inn Express & Suites Clermont SE - West Orlando Holiday Inn Express & Suites Clermont SE - West Orlando
- Ocean Florida Preferred Hotel
- Family-friendly hotel within 12 miles of Disney
- 6 Outdoor pools & Kids Water Park
- Free Breakfast Buffet
- Mini-Golf, Games Room & Lakeside Marina
- Best For: 2027 Holidays, Multi Centre, Short Break, Twin Centre, Family Holiday
Holiday Inn Resort Kissimmee by the Parks Kissimmee Area Holiday Inn Resort Kissimmee by the Parks
Based on 534 reviewsHoliday Inn Resort Kissimmee by the Parks Holiday Inn Resort Kissimmee by the Parks
- 8 minutes drive to Walt Disney World
- Outdoor heated swimming pools
- Free shuttle to Orlando theme parks
- Best For: Multi Centre, Twin Centre
Comfort Suites Maingate East Kissimmee Area Comfort Suites Maingate East
Based on 2278 reviews
Comfort Suites Maingate East Comfort Suites Maingate East
- A Disney Good Neighbor Hotel
- Free wireless internet throughout resort
- Free daily breakfast buffet
- Best For: Family Holiday
Fantasy World Resort Kissimmee Area Fantasy World Resort
Based on 1148 reviewsFantasy World Resort Fantasy World Resort
- 2 bedroom, 2 bathroom villa accommodation
- Variety of nightly entertainment
- 2 pools, 3 hot tubs and a lazy river
- Best For: Family Holiday
Mystic Dunes Resort & Golf Club Kissimmee Area Mystic Dunes Resort & Golf Club
Based on 3654 reviewsMystic Dunes Resort & Golf Club Mystic Dunes Resort & Golf Club
- Spacious condo-style accommodation
- Tennis courts and 18-hole miniature golf course
- 4 resort pools, water slides and cabanas
- Best For: Family Holiday
Regal Oaks Resort Kissimmee Area Regal Oaks Resort
Based on 810 reviewsRegal Oaks Resort Regal Oaks Resort
- Modern town homes with private patios
- Resort pool and water slides
- Clubhouse with restaurant and mini-market
- Best For: Family Holiday
Looking for an outdoor activity that’s a little different to the norm? Why not take in the magic of Orlando from a height as you float along the sky at sunrise? A hot air balloon ride is a truly spectacular way to celebrate yo...
Get away from the hustle and bustle of Kissimmee’s more famous attractions with a relaxing day trip to Kissimmee Prairie Preserve State Park. The adventures begin from the moment you arrive as you drive along the five mile roa...
Go back in time with a trip to Kissimmee’s Medieval Times Dinner, where you’ll find yourself magically transported to 11th century Spain. Wander around the Hall of Arms and authentic old-world cottages as you discover me...
Everything you've been waiting for - all with
less risk.
Enjoy up to $500 in free spending money to
all destinations, plus up to $1,000 of
free Florida experiences* that make you say
"at last" out loud. From airboat adventures
through the
Everglades to animal encounters
at Gatorland, the choice of activities is yours.
To make the booking decision even easier,
deposits start from just £49pp. Plus, we offer
more flexibility
with a free date change and
free cancellation if your ESTA declines* for
your
peace of mind. Whether you
have travel
plans for this year or
beyond, you'll benefit from
guaranteed
prices up to 2029 while our
travel experts
take care of the rest.
That's the Ocean Difference.
$1500 = £1153 based on an exchange rate of 1.3. Full terms and conditions apply
- BOOK WITH CONFIDENCE - PRICE LOCK GUARANTEE
Why we are the UK's #1 Independent Florida specialists
ahead as 2029
We are the only tour operator that can offer Florida holidays this far in advance.
Specialist
Access to over 2,500
exact homes across
Florida.
Company
We’re proud to have won the Travel for All award at the Travel Weekly Globes in 2024, 2025 & 2026.
Support
Contact our team in the US or UK in case of emergency 24 hours a day, 7 days a week.
Protected
When you book with Ocean Florida, your holiday and your money is 100% secure.
Reviews
We’re very proud to receive daily 5-star reviews for both our service and our holidays.
Let’s find your once-in-a-lifetime! Somewhere that makes everyone from grandparents to grandchildren feel like big kids. A place where “finally” is said aloud. This is where bucket lists are re-written. Where from your first quote until your flight home, you can feel the Ocean Difference with personalised quotes, bespoke itineraries, and award-winning service. We are your holiday shapers and memory makers for dreams of every size, including 24/7 support for all your needs abroad. Get in touch today for everyday fairytales found only with Ocean Florida.
Friendly Travel
Specialists at our UK centre
Our friendly team is on hand 7-days a week to help plan your holiday. We send each Travel Specialist to Florida at least once per year, meaning they talk to you from experience, not a script.
24/7 Support Team
in
Orlando
We have an amazing support team based in Orlando who are available 24/7 to help you with any questions or queries you might have during your holiday.
We are extremely proud of every single one of our
independent customer reviews
Kick Back in Kissimmee
Plan your next trip to Kissimmee and enter a world full of fun and excitement. Its location in Central Florida means it's just a stone's throw away from Orlando's famous theme parks and attractions. Kissimmee offers the perfect blend of thrills, nature, and culture but lucky for you, that's not all. With plenty of dining options and great attractions, if you opt for staying in a Kissimmee Villa it will ensure you have the right base to enjoy your holiday. We're here to help you get ready for a holiday of a lifetime so let's immerse ourselves in the wonders of Kissimmee.
The Paddling Center at Shingle Creek
Start your Kissimmee holiday at the Paddling Center at Shingle Creek. Get the chance to explore the real Florida as you rent out a paddle-board, kayak, or canoe to sail along the beautiful Cypress forest. Strap up your life vest as a trained instructor follows you along your nature trail. Also, for any parties traveling with a dog they are pet-friendly!
Orlando Tree Trek Adventure Park
Get your adrenaline pumping as you swing across Orlando Tree Trek Adventure Park. Take on the 425-foot zip line as you glide through 97 different aerial challenges up in the trees. Designed for people ages 7 years old and up, the whole family can live out their Tarzan dream swinging from ropes, trapeze, and more. Just try not to look down too much!
Bok Tower Gardens
If you've never seen a singing tower before this National Landmark is for you. Bok Tower Gardens, opened in 1929 was donated by Dutch writer and humanitarian, Edward Bok. His desire was to create a place where animals and humans can be at peace. Nestled among the lush green gardens, you'll find the famous 205-foot Singing Tower, where its bell sings for 30 minutes at 1 pm and 3 pm.
Osceola Arts
Calling all performing art enthusiasts to Osceola Arts. Since 1960, this theater has been home to all things creativity and has connected people from around the world with its mesmerizing shows. Witness one of the 150 shows they showcase each year, from Broadway-style shows to children's theater, art exhibitions, and more. It's a great way to see what Central Florida has to offer.
Pioneer Village
Step into Kissimmee's past at the Pioneer Village also located in Shingle Creek. This living history museum tells the tale of the pioneers who lived in Kissimmee during the late 1800s and features authentic permanent structures for your viewing pleasure. Walk through the 160 acres of land and come across the village schoolhouse, church, and other notable buildings.
Wild Florida
Drive off on a mini adventure as you experience Wild Florida. This drive-through safari park brings you up close and personal with more than 150 exotic and wildlife animals in their natural habitats. If you ever wondered what Florida looked like 100 years ago this would be it! Not only can you delve deep into the swamps but you can experience painting with the tallest living animal on the Earth. Talk about living on the wild side!
Chocolate Kingdom
Consider dessert sorted as you venture off to the Chocolate Kingdom. Get stuck into tons of chocolaty goodness as you explore the part museum, part factory located here in Kissimmee. Learn all about how chocolate is made and the journey it takes through production on an interactive tour. You'll be led through the Cacao Tree Greenhouse, Chocolate Museum, Mystical River of Chocolate and more! Don't be surprised if you end up dreaming about it later!
Old Town
Old Town is the perfect place if you fancy a walk down memory lane. Filled with retro and vintage details, take a step into the past as you wander around this cool Kissimmee spot. Have your choice at different entertainment spots, or dress up the whole family and pretend you're in an old-school classic all for free. We're sure any parties traveling with teens are sure to love it.
Eli’s Orange World
Whether you're a lover of fruit or chocolate this place is for you. Eli's Orange World is an eye-catching fruit stand and gift shop shaped like a, you guessed it - orange! Although there are loads of different souvenirs to buy from fruit-themed products to merchandise, you can simply head there to bask in uniqueness. Make sure to get your free photo of this iconic spot.
Kissimmee Area Holidays & FAQs
Kissimmee Area Holidays & FAQs
Kissimmee Area Holidays & FAQs
Why not take a hot air balloon to get a sky-high view of the town and the town and natural surroundings? Or have a gander at some old-school motors at Old Town Kissimmee? There’s plenty to get up to, and when you want to relax after a day at the parks, you can return to a homely villa provided by Ocean Florida. Villas are finished with everything you need for a self-catering holiday and include a private pool, so you can cool off from the sun. Each Kissimmee villa is unique, so you’ll have all the more reason to return again and again.
Location
Where to stay
Points of Interest
Gatorland
LEGOLAND Florida
Kissimmee is a city in Central Florida, situated about 18 miles south of Orlando. It’s a favoured destination for Orlando holidays, particularly those seeking villa accommodations. From the prestigious Champions Gate and Reunion Resort to newer communities like Windsor Island, as well as mid-range options like Windsor Hills, Kissimmee offers a range of options to suit every traveller. Dubbed the Vacation Home Capital of the World, it’s a hotspot for comfort and convenience.
Our Florida car hire packages offer the most convenient way to explore Kissimmee. This allows easy access to Orlando’s famous theme parks such as Walt Disney World and Universal Orlando Resort, as well as local attractions like Old Town Kissimmee, Gatorland, and Island H2O Water Park.
The best time to visit Kissimmee is from March to April for mild weather and spring festivities or October to November for cooler temperatures and Halloween events, such as Halloween Horror Nights at Universal Orlando Resort, Howl-O-Scream at SeaWorld, and Mickey’s Not-So-Scary Halloween Party at Walt Disney World. While summer attracts many visitors, it brings high humidity, frequent rain, and large crowds.
Kissimmee boasts attractions beyond the nearby theme parks, including:
- Island H2O Water Park: A high-tech water park featuring interactive slides, a lazy river, wave pools, and cabanas.
- Gatorland: Known as the Alligator Capital of the World, it offers wildlife encounters, shows, and a thrilling zip line over an alligator marsh.
- Medieval Times Dinner & Tournament: Dine on a medieval-style feast while enjoying live jousting and sword-fighting performances.
- Boggy Creek Airboat Adventures: Explore Florida’s wetlands on an exhilarating airboat ride, with opportunities to spot wildlife and enjoy sunset or night tours.
- Old Town: A nostalgic entertainment complex featuring shops, restaurants, rides, and weekly car shows.
- Fun Spot America: A family-friendly amusement park with roller coasters, go-karts, and an arcade.
- Kissimmee Lakefront Park: A scenic park offering fishing, boating, biking, and picturesque picnic spots.
Kissimmee provides diverse shopping experiences, including:
- Kissimmee Value Outlet Shops: Affordable options like Bealls Outlet and Liberty Tourist Outlet.
- The Loop: An open-air centre with retailers such as Kohl’s, JCPenney, and the Nike Clearance Store, plus dining and a cinema.Plaza del Sol: Over 50 speciality shops including Ross Dress for Less and Burlington.
- Lake Buena Vista Factory Stores: Outlet shopping featuring brands like Gap and Nike, with convenient free parking.
- Celebration Town Center: Quaint boutiques such as Market Street Gallery and Little Thimble Craft Studio.
Explore these fantastic destinations near Kissimmee:
- Wekiwa Springs State Park: Approximately 38 miles from Kissimmee, Wekiwa Springs offers a stunning escape into nature with emerald-green springs, lush hammocks, and scenic trails.
- St. Augustine: Discover the oldest city in the U.S., with cobblestone streets and historic landmarks like Castillo de San Marcos. Situated 128 miles from Kissimmee, the two hour journey is ideal for a historical day trip.
- Kennedy Space Center: Located on Merritt Island, about an hour from Orlando, the Kennedy Space Center offers a fascinating experience for space enthusiasts. Highlights include NASA exhibits, launch viewing opportunities, and immersive displays celebrating human space exploration.
- Crystal River: Roughly 90 miles (1.5 hours) from Kissimmee, Crystal River is renowned for its pristine springs and winter manatee gatherings. Visitors can swim or snorkel alongside these gentle creatures, especially in the Crystal River National Wildlife Refuge.
- Tampa: Situated about 75 miles (1.5 hours) from Kissimmee, Tampa offers a vibrant mix of attractions including Busch Gardens, the Florida Aquarium, the Tampa Riverwalk, and historic Ybor City.
- Clearwater Beach: Clearwater Beach, approximately 100 miles (2 hours) from Kissimmee, is famed for its powdery white sand and tranquil, shallow waters. It’s perfect for families, sunbathers, and water sports enthusiasts, offering a quintessential Florida beach experience.
- St. Petersburg: Known for its beautiful waterfront parks, pristine beaches, and vibrant arts scene, St. Petersburg is home to the renowned Salvador Dalí Museum, which houses an impressive collection of surrealist art. It’s located roughly 95 miles from Kissimmee.
- Daytona Beach: About 70 miles (1.5 hours) from Kissimmee, Daytona Beach offers a mix of beach relaxation and motorsports culture. Don’t miss the Daytona International Speedway for tours and an immersive look at NASCAR history.
Kissimmee is typically around 10 miles from Walt Disney World. Some villa communities like Windsor Hills and Emerald Island are even closer, located within 4 miles of the park.
Universal Orlando Resort is approximately 17 miles from Kissimmee. Villa communities such as Storey Lake Resort and Bella Vida Resort are slightly closer, at about 15 miles away.
Orlando International Airport lies approximately 13 miles from Kissimmee.
HOLIDAY
BLISS.
LESS
BOOKING
RISK
& Spending Money*
from £49pp
& Free Date Change
Everything you've been waiting for - all with zero risk.
Enjoy up to $500 in free spending money to all destinations, plus up to $1,000 of free Florida experiences* that make you say "at last" out loud. From airboat adventures through the Everglades to animal encounters at Gatorland, the choice of activities is yours.
To make the booking decision even easier, deposits start from just £49pp. Plus, we offer more flexibility with a free date change and free cancellation if your ESTA declines* for your peace of mind. Whether you have travel plans for this year or beyond, you'll benefit from guaranteed prices up to 2029 while our travel experts take care of the rest.
That's the Ocean Difference.
*Select holidays only. $1500 based on 10 people. $1500 - £1153 based on an exchange rate of 1.3. Full terms and conditions apply.
Be sure to ask our Florida Travel Specialists about this special offer
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