Kissimmee & Anna Maria

14 Nights
  • 7 Nights Legacy Vacation Resort Kissimmee & 7 Nights Anna Maria Island Apartment
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7 Nights Legacy Vacation Resort, Kissimmee 

  • Superb Orlando Location Close to Major Attractions
  • Comfortable Well-Appointed Condominium-Style Accommodations
  • Complimentary Wi-Fi
  • Four Outdoor Pools, Spa Tubs & Splash Pad
  • Fitness Centre & Sauna
  • Volleyball, Basketball & Tennis Courts
  • 9-Hole Miniature Golf, Children’s Playground & Arcade Game Room
  • Resort Convenience Store

7 Nights Anna Maria Island Apartment

  • An Unspoilt 7-Mile Long Island of Paradise
  • Only 1 Hour South of Tampa
  • Superb Fishing & Boat Charters
  • Incredible Florida Wildlife- Great for Walking, Biking & Hiking through Parks & Nature Trails




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About Kissimmee & Anna Maria


With a fantastic location in the Kissimmee area of Orlando, the Legacy Vacation Resort provides a range of comfortable and stylish condo accommodations with friendly service and resort style amenities. At Legacy Kissimmee Resort you’re only a short distance from some of Orlando’s most iconic attractions, premium shopping, great restaurants and exciting recreational activities. You’re only a short four mile drive to the main entrance of Walt Disney World Resort®.

Beyond the gates of Orlando’s popular theme park attractions, there’s a world of adventures awaiting you in Kissimmee. With something for everyone, there really is no better place to spend a family holiday. Shop until you drop at world-class shopping destinations, from the fabulous array of shops at The Mall at Millenia or the enormous savings at the Lake Buena Vista Factory Stores, just a drive away. Float across wetlands and search for resident alligators; continue the alligator-themed adventures at Gatorland and take to the skies on the zip wire over live alligators if you dare.  Soar above Orlando on a magical hot air balloon ride, departing from Kissimmee, over spectacular Floridian landscapes. Try a sunrise balloon ride for an even more enchanting experience, with pastel-coloured skies making the perfect backdrop to your unforgettable holiday snaps.  Travel that bit further, take a drive to the coast and blast into outer space at the immersive Kennedy Space Centre Visitor Centre.

Head to the colourful Celebration town centre and check out the independent shops and pick up some souvenirs or gifts to make the memories last a lifetime. Fun Spot America makes a fun-filled day out, with the tallest SkyCoaster in the world. Travel back in time at Old Town Kissimmee and be transported to a recreated Floridian town, complete with a high street with over 70 shops and restaurants, weekly classic car shows and entertainment shows.  There’s also an abundance of family-friendly rides, including a big wheel with breath-taking views. After an action-packed day exploring Kissimmee’s premier attractions, dine your way around the world with restaurants serving cuisine from every continent or continue the adventures by going on a historic Kissimmee Ghost Tour, and have your cameras ready to snap some paranormal photos. Another perfect option for a unique experience everyone will enjoy is one of Kissimmee’s dinner entertainment shows, with everything from Medieval Times’ tournaments to swashbuckling pirate adventures.

After all that excitement it’s back to your condo style accommodation where you’ll enjoy a host of home comforts including TV with cable channels, complimentary Wi-Fi, coffee maker, air conditioning and separate full sized bathrooms with hairdryer, larger suites have separate living and dining areas with fully functional kitchens equipped with refrigerator microwave, dishwasher, and cooker – great for larger groups and longer vacations.

The resort’s complimentary Wi-Fi is a great way to keep in touch with friends and family back home and with a well-appointed fitness centre on site there’s plenty of opportunity to keep your workout routines going. Other recreational amenities on site include tennis, and basketball as well as a well-equipped fitness facility and a relaxing sauna. There’s no end of fun to be had at the resort’s four swimming pools and kids love the mini golf, arcade game room, kid’s splash zone and organised activity programme including scavenger hunts, face painting, airbrush tattooing and much more.

Legacy Vacation Resort, Kissimmee is the ultimate base for a spectacular Orlando holiday. Near the action of the popular theme park attractions, this relaxing resort will leave you feeling refreshed and inspired to discover more of Florida’s finest attractions the next morning. Whatever your vacation style, this is the perfect resort for sport lovers, sunbathers and everyone in-between.

Experience a part of Paradise and visit the breath-taking Anna Maria Island.  A complete “get away from it all” retreat, this unspoiled Island is the perfect choice to relax and enjoy nature at its best.  Just over 7 miles long, Anna Maria is a barrier island full of ‘old’ Florida charm providing a relaxing holiday of swaying palm trees and incredible sunsets.

Amazing Anna Maria Island is just under one hour’s drive south of Tampa International airport and 20 minutes from downtown Bradenton. With a stunning seven-mile strip of beautiful beaches, it’ll dazzle you with its breath-taking scenery and village like lifestyle. There is lots to see and do and the sugar-white sand beaches are perfect for everyone – very young families, large families, three generations and couples alike. The beaches boast fabulous barefoot dining restaurants where guests can sample the Island’s freshly caught seafood and local Florida cuisine whilst watching the sunset. Another great feature is Anna Maria’s accommodation, largely made up of homes and apartments from one bedroom to larger group party sizes and many of these are waterfront properties. Leave the car keys behind and enjoy exploring the island by foot, bike or on the free Island Trolley which takes visitors from North to South every 20 minutes. Always close to the soft, sandy beaches and warm gulf waters, the outdoor life is the main attraction. With unique animals from sea turtles to manatees and Florida bird life to watch in wonder; this is a true paradise for nature lovers.

Coquina Baywalk offers magnificent views with mangrove tunnels and stunning scenery, the natural parks and nature trails provide hours of exploration. Enjoy kayaking, canoeing, parasailing, fishing and golfing, all within easy reach. Unique cafes, restaurants, home-made ice-cream parlours and pubs are a refreshing change from the large chains of the big cities. Visit fine bakeries for donut treats with a host of icings and toppings to choose from.

One of the main activities of locals and visitors alike is strolling along the astonishingly beautiful beaches looking for unique and stunning shells that have washed up on the shore. Pick up a shell identifying chart from one of the local shops and have fun at the end of the day locating the different shells collected.

Our Anna Maria Island apartments are second to none with home-from-home luxuries and spacious rooms. Enjoy the privacy of your own apartment with all the comforts of home.  A large range of apartments gives our guests the best possible choice accommodating couples to large groups of families and friends. Call one of our travelplanners 020 3542 8888 to book today!

Our Customers Love Us!

Gemma was excellent & patient whilst we planned & fine tuned our trip to California.
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Brilliant service. Gemma was so helpful and informative. And we got a great deal.
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Hello this is the second time I have used TravelPlanners I found both Zac and Robert extremely helpful, polite and understood exactly what I was looking for.
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Excellent service. Shirin couldn't have done any more for me. She was so polite, helpful and full of enthusiasm. Thank you Shirin.
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Paul was very helpful and took care of everything we needed for our perfect holiday to Florida.
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Annette is knowledgeable and very friendly, I chose to book with Annette for this reason.
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I'm going to book with TravelPlanners every year, we deal with Paul and he is polite and efficient, he even leaves us voicemails with great deals.
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