Orlando Florida Staycation - Historic Downtown Kissimmee

You might think of Kissimmee as a bustling tourist area, but take a deeper look.  Its historic downtown can be surprisingly relaxing and enjoyable.  Kissimmee is in a redevelopment renaissance  with many of the same buildings present as were standing over 100 years ago.  Yet we have exciting new developments in progress downtown, lots of parking, and new industries beginning at the Advanced Manufacturing Center.  Start your staycation at Kapp and Kappy Bed & Breakfast at 21 N Clyde, Kissimmee, FL 34741 (407) 205-9992.  


Sweet or Savory


In March of 1918, Mrs. Claude Harper showed off her hospitality at her home on Clyde Ave in Kissimmee.  "Spacious rooms were attractive with cut flowers and ferns arranged in a color scheme of green and white as a reminder of St. Patrick's Day."  Mrs. Claude Harper was married to the son of Henry Harper, an early resident at 21 N Clyde Ave.  Christi and Tom, the innkeepers at Kapp and Kappy B&B now enjoy treating people to good food and genuine company, in the very same spacious rooms.  

A lot of things have sped up since 1918, but you can still enjoy the same relaxing pace in Historic Downtown Kissimmee by walking around.   

Stroll on the sidewalks in the South Beaumont Historic District, look at the brick Oak-lined streets, and see many  homes that were built at the turn of the last century.  No two homes are alike.  Or take a bike ride on the Shingle Creek Regional Trail,  enjoy the butterflies at our B&B, go fishing in Lake Toho, or just relax in Lakefront park.   Learn more about area activities here 

Vintage Vino

Wine, Cheese and Craft Beer

Kissimmee has shopping and art galleries to browse, and an international restaurant row.  All businesses are 100% home grown by Kissimmee entrepreneurs.  Dine at Better U Dining (Jamaican), Kissimmee Diner (comfort food), Enchanted Cafe' (coffee and danish), Rockin' John's BBQ, Candyland Designs (Cupcakes), Susan's Courtside Cafe (casual comfort food), Diane's Tea Room (tea and more comfort food), Buchito (cuban coffee and sandwiches), Willie's Weiners (Chicago Dogs),  Made in Italy (Italian Food), Nadia's Cafe' (Mediterranean Food), Nati's Southern Seafood Boil, Savion's Place (New American dishes with an island flair), Main Street Pizza, and more.  

Kapp and Kappy is centrally located for your tourism enjoyment. We are only 30 minutes from Walt Disney World or Universal Studios, 12 minutes from Gatorland, 30 minutes from Forever Florida, and many other attractions and beaches are also a nice day trip. 

We hope to host your Kissimmee staycation soon!  Book your stay online with promo code BOOKDIRECT to get a surprise discount.   All rooms have en-suite bathrooms with shower, flat screen TV's, free wifi, Keurigs, mini fridge, sitting area, and of course breakfast with Tom's famous hash is included. 

Christi & Tom Kapp, Innkeepers
Kapp and Kappy B&B
21 N Clyde Ave
Kissimmee, FL 34741  
(407) 205-9992

P.S. For the history buffs, you can read more about Kissimmee in the March 22, 1918 Kissimmee Valley Gazette located here