Short stays and year-round
US 192 and Kissimmee
The historic tourism gateway south of the parks. Broadway, Highway 192, Celebration, and a large Puerto Rican and bilingual year-round population.
What is moving
Short-term rental insurance inland is still the cheapest major Florida market, roughly $2,000 to $4,000 a year, but pool and guest-injury exposure is high. Osceola vendor fairs and the Puerto Rican Chamber keep procurement bilingual.
The play
STR managers, pool techs, bilingual restaurants, and restoration crews that can cover a named-storm closure window. Disney has closed for at least eight named storms since 2004. Income replacement is a real product here.
13 compiled listings
Highway 192 Hosts
ActiveFeaturedKissimmee, Osceola · Realty
Short-term rental management on the 192 corridor with storm-closure playbooks and pool compliance.
Buenaventura Bakery
ActiveBuenaventura Lakes, Osceola · Food and beverage
Family bakery and catering in Buenaventura Lakes.
Casa Borinquen Catering
ActiveKissimmee, Osceola · Food and beverage
Puerto Rican catering and restaurant supply for Broadway, hotel breakfast programs, and Osceola vendor fairs.
Celebration Keys Realty
ActiveCelebration, Osceola · Realty
Resale and HOA-heavy inventory in Celebration and nearby master-planned streets.
Celebration Table Co
ActiveCelebration, Osceola · Food and beverage
Neighborhood restaurant and catering kitchen on Celebration's Market Street.
ChampionsGate Hospitality Desk
ActiveChampionsGate, Osceola · Hospitality and tourism
Independent guest services and property staffing on the I-4 ChampionsGate corridor.
Davenport US 27 Stays
ActiveDavenport, Polk · Hospitality and tourism
Short term rental management on the US 27 visitor corridor.
Gaylord Palms Resort
ActiveKissimmee, Osceola · Hospitality and tourism
Convention resort anchoring the Osceola tourism belt just south of Orange County.
Kissimmee Osceola Chamber
ActiveKissimmee, Osceola · Nonprofit and civic
County chamber connecting hospitality, trades, and year-round small businesses.
Kissimmee Relocation Desk
ActiveKissimmee, Osceola · Realty
Theme-park area home buying for year-round households. Separates short-term rental stock from primary residences.
Old Town Neon and Sign
LateKissimmee, Osceola · Media and creative
Custom neon and monument signs for tourist corridor retailers. 2026 Sunbiz filing is late.
Reunion Pool Service
ActiveKissimmee, Osceola · Home services
Residential and resort pool route covering west Osceola vacation homes.
Toho Restoration
ActiveKissimmee, Osceola · Construction and trades
Water and storm restoration for vacation homes around East Lake Toho and the 192 strip.