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Downtown Kissimmee & SunRail

Toho Square Approved: Downtown Kissimmee Is Getting a New Hotel, Condos and a Park by SunRail

Kissimmee commissioners approved Toho Square on Oct. 6, 2026: a five-story Fairfield by Marriott, a five-story condo building, new shops and park space wrapped around the downtown parking garage on Pleasant Street. Here is what is planned, when it could open and what it means if you live in, or are thinking about moving to, Kissimmee.

Written by Jared Jones October 9, 2026 11 min read Orlando GrowthLast updated: October 2026
Conceptual rendering of the planned five-story Fairfield by Marriott hotel at Toho Square in downtown Kissimmee at dusk, with a red brick base, four light upper floors and palm trees along Pleasant Street

The planned Fairfield by Marriott hotel at Pleasant Street and Ruby Avenue, part of the Toho Square project in downtown Kissimmee.

Conceptual rendering: City of Kissimmee, created with AI. Subject to change.

Toho Square at a glance

A hotel, condos, retail and park space are coming to the blocks around the downtown garage.

1

It is approved. The Kissimmee City Commission signed off on the Toho Square plan at its Oct. 6, 2026 meeting as part of the Downtown CRA’s push to revitalize the historic core.

2

Two five-story buildings. A 100 to 120 room Fairfield by Marriott at Pleasant and Ruby, and an owner-occupied condo building at Pleasant and East Monument.

3

Early 2028 is the goal. The developer partner expects 12 to 18 months of construction once permits are issued. The city has not set a firm schedule.

Downtown Kissimmee has been talking about the Toho Square site for years, and now there is a plan with a vote behind it. Toho Square Kissimmee pairs a new hotel with for-sale condos, street-level retail and public green space, all on city-owned land around the parking garage the city opened in 2018.

For anyone who lives near downtown, rides SunRail or has been weighing a move to Osceola County, this is one of the more meaningful downtown projects we have seen. It adds a place to stay, a place to live and a reason to walk the blocks between Broadway and the rail line.

What did Kissimmee approve at Toho Square?

At its Oct. 6, 2026 meeting, the City Commission approved a master development agreement for Toho Square with developer Skyview Companies. The agreement includes the City of Kissimmee and the Downtown Kissimmee Community Redevelopment Agency (CRA), and it sets out milestones, financial commitments and who is responsible for what.

Skyview is working with partner Mario Farias, founder and CEO of St. Petersburg-based Farias Consulting Group. The plan has two main pieces:

  • A five-story hotel at the corner of Pleasant Street and Ruby Avenue, planned as a Fairfield by Marriott
  • A five-story condominium building at the corner of Pleasant Street and East Monument Avenue, with retail on the ground floor
  • New public park space, including a park behind the condo building and a walking trail along the SunRail tracks

The city described the project as a step toward its long-term vision for the site and for mixed-use growth near transit, adding more ways to stay, live and do business downtown. Agenda materials and meeting records are posted on the City of Kissimmee public meetings portal.

Where is Toho Square in downtown Kissimmee?

Toho Square sits on Pleasant Street between Monument and Ruby avenues, surrounding the city’s parking garage at 92 Pleasant St. The garage opened in 2018 and has more than 400 spaces. The hotel and condo buildings would go on opposite ends of the garage, with new green space tying them together.

According to the city, Kissimmee will keep ownership of the garage, with reserved and shared parking set aside for the hotel, the condos and the new retail. The site is next to the SunRail tracks and within walking distance of the downtown Kissimmee SunRail station, a short walk from the restaurants and shops along Broadway and not far from the Lake Tohopekaliga lakefront.

Toho Square by the numbers

Figures from the approved plan, City of Kissimmee information and city meeting documents.

100 to 120planned hotel rooms
18 to 20owner-occupied condos, per the city
400+spaces in the existing city garage
$120,000price for the hotel parcel in city documents

The hotel: a planned Fairfield by Marriott at Pleasant and Ruby

Conceptual rendering of the covered entrance and brick-paved drop-off at the planned Fairfield by Marriott hotel at Toho Square in downtown Kissimmee, with a car at the curb

A rendering of the planned hotel entrance at Toho Square, showing the covered drop-off along the brick base of the building.

Conceptual rendering, created with AI. Subject to change.

The hotel is planned for the corner of Pleasant Street and Ruby Avenue. Plans call for five stories with 100 to 120 rooms, a fitness center, an outdoor pool, about 1,600 square feet of retail space and lobby and amenity areas. The brand is planned as a Fairfield by Marriott.

City meeting documents show the hotel portion of the property being acquired for $120,000. Farias has pointed out that this would be the first hotel in downtown Kissimmee in many years. Most of the area’s hotels sit out along the tourist corridors such as U.S. 192, so a hotel steps from SunRail gives visitors a new way to spend time in the historic core.

The condos, retail and new park space

On the other end of the garage, at Pleasant Street and East Monument Avenue, plans show a five-story condominium building with retail on the ground floor. The city says the building is intended for 18 to 20 owner-occupied condominiums. Pricing, floor plans and a sales date have not been announced.

Behind the condo building, the plan includes a community park. A pedestrian trail running parallel to the SunRail tracks would connect that park to the sidewalks around the hotel, and the city describes a linear park of about 23,000 square feet with trees, a walking path and outdoor amenities as part of the project.

New for-sale housing in the core of downtown has been rare. Much of the housing around downtown Kissimmee is single-family homes on established streets, so a small condo building steps from the train adds a different kind of option to the mix.

When could Toho Square open, and what will it cost?

Farias has said construction should take about 12 to 18 months after permitting, with both buildings built at the same time, and the team is targeting early 2028. He has put the total cost north of $30 million, likely around $35 million.

We would treat that date as a goal. The city has not announced a construction start, and the project still has to move through site review, design, permitting and property acquisition. The city also notes that the agreement includes up to $4.3 million in CRA incentives and infrastructure investments, with most of the incentive money paid out only after each phase receives its certificate of occupancy.

How Toho Square fits the bigger downtown Kissimmee plan

Toho Square is one of several CRA projects aimed at bringing more people, and more reasons to visit, into the historic core.

A hotel and convention center on the Civic Center site

Conceptual rendering of the planned Azure Hotel and Convention Center on the Kissimmee Civic Center site in downtown Kissimmee, a curved white multi-story hotel with terraces, rooftop canopy and palm trees

The planned Azure Hotel and Convention Center on the current Kissimmee Civic Center site, a separate downtown project a short walk from Toho Square.

Rendering by ARC4 Design | Improved with AI. Subject to change.

The Kissimmee Civic Center, a 2,900-seat venue, is being turned into a hotel and convention center. The City of Kissimmee describes a $180 million-plus project with a 10-story, 300-room hotel and a 45,000-square-foot convention center, with restaurants, retail and hospitality space. Construction has begun, with the convention center expected in 2028 and the hotel in 2029. We covered the first look at the design in our story on the downtown Kissimmee Azure Hotel and Convention Center.

Conceptual interior rendering of a cafe and coffee bar with tropical leaf wallpaper and blue bar stools, planned for the Azure Hotel and Convention Center in downtown Kissimmee

A cafe and coffee bar shown in design concepts for the Azure Hotel and Convention Center project in downtown Kissimmee.

Rendering by ARC4 Design | Improved with AI. Subject to change.

Connect Kissimmee: better streets for walking and biking

Connect Kissimmee is a complete streets project for Broadway, W. Emmett Street and N. Main Street, from John Young Parkway to Vine Street. The goal is better pedestrian, bicycle and transit connections, slower traffic and a stronger sense of place along the corridor. The city’s project page lists estimated completion of phase 1 in 2028 and phase 2 in 2029.

Matching grants for downtown businesses and homeowners

The Downtown Kissimmee CRA offers a Commercial Property Improvement Program, a reimbursable matching grant for facade and exterior upgrades. The award and the required match depend on how long the business has operated in the CRA district. For homeowners, the Residential Property Improvement Program offers up to $5,000 as a 50/50 match for street-facing improvements like paint, landscaping, porches, doors and windows on homes inside the CRA. If you own a home near downtown and are planning exterior work before a sale, that program is worth a look.

Kissimmee and Osceola County keep growing

The growth behind these projects shows up in the population numbers. World Population Review estimates Kissimmee at about 86,900 residents in 2026, up roughly 9.7% from the 79,215 counted in the 2020 census, with growth running about 1.5% a year.

Countywide, the 2020 census counted 388,656 people in Osceola County. Projections from the Florida Demographic Estimating Conference and the University of Florida’s Bureau of Economic and Business Research (BEBR) put the county at 603,577 by 2040, an increase of more than 55%. The most recent 2024 medium projection is even higher, at 623,226 for 2040.

More people means more demand for places to live, work and spend time close to home. Downtown projects like Toho Square are one way the city is trying to steer some of that growth toward transit and the historic core instead of only toward new subdivisions on the edges of the county.

What Toho Square means if you live in, or are moving to, Kissimmee

We do not want to overpromise. A hotel and a small condo building will not change home values across Kissimmee on their own, and nobody can say today how the project will affect prices. What we can say is how it changes the downtown experience and what to watch.

  • Walkability: New park space, a trail along the tracks and ground-floor shops should make the blocks around the garage feel more connected to Broadway and the lakefront.
  • SunRail access: Toho Square adds lodging and homes within walking distance of the downtown station, which is the kind of transit-oriented growth the city says it wants.
  • A new type of home downtown: Owner-occupied condos give buyers who want a lock-and-leave home near the train a choice that has been hard to find in the core.
  • Owners near downtown: If you own a home near the CRA, keep an eye on construction milestones and the city’s grant programs. Visible progress on several downtown projects at once can shape how buyers view the area.
  • Investors: A new hotel and convention center downtown point to more visitor activity in the core. Check zoning, HOA and rental rules carefully for any property before you buy.

If you are comparing areas, our Kissimmee real estate guide and our breakdown of why Kissimmee homes often cost less than Orlando are good places to start. Nearby, the sale of Old Town Kissimmee could reshape part of the U.S. 192 corridor, and our St. Cloud real estate page covers the next city east.

Watch: Jared’s Kissimmee market breakdown

In this video, Jared walks through Kissimmee’s housing market: price trends by ZIP code, inventory, interest rates and what those shifts mean for buyers, sellers and investors. It was recorded earlier, so reach out for current numbers before you make a move.

The Takeaway

Toho Square turns a city garage block into a small, walkable district with a hotel, for-sale condos, shops and park space next to SunRail. Along with the hotel and convention center on the Civic Center site and the Connect Kissimmee street work, it is part of a steady effort to bring more life to downtown.

The next milestones are site review, design and permits. Until construction starts, treat early 2028 as the target, not a promise.

FAQ

What is Toho Square in Kissimmee?

Toho Square is a city-owned site in downtown Kissimmee on Pleasant Street between Monument and Ruby avenues, around the parking garage at 92 Pleasant St. On Oct. 6, 2026, the City Commission approved a mixed-use plan there with a five-story hotel, a five-story condominium building, ground-floor retail and new public park space.

What hotel is planned for downtown Kissimmee at Toho Square?

The hotel is planned as a Fairfield by Marriott at the corner of Pleasant Street and Ruby Avenue. Plans call for five stories, 100 to 120 rooms, a fitness center, an outdoor pool, about 1,600 square feet of retail and lobby and amenity areas. The developer partner has described it as the first hotel in downtown Kissimmee in many years.

When will Toho Square be finished?

There is no firm date yet. The developer partner has said construction should take 12 to 18 months after permits are issued, with both buildings going up at the same time, and has pointed to early 2028 as the goal. The project still needs site review, design work, permitting and property acquisition before construction can start.

Will the Toho Square condos be for sale?

Yes. According to the City of Kissimmee, the residential building is planned with 18 to 20 condominiums intended for owner occupancy, plus ground-floor retail and a public pocket park. Pricing, unit sizes and a sales date have not been announced, so anyone interested should watch for official sales information from the developer.

How does Toho Square connect to SunRail?

The site sits next to the SunRail tracks, within walking distance of the downtown Kissimmee SunRail station. Plans include a pedestrian trail that runs parallel to the tracks and links the new park behind the condo building with the sidewalks around the hotel, which should make the blocks around the garage easier to walk.

Thinking about buying or selling in Kissimmee?

Downtown is changing, and timing matters. For local context on homes near downtown Kissimmee, SunRail or anywhere in Osceola County, call 407-706-5000 or email info@jaredjones.com.

Author

Jared Jones

Jared Jones, Broker Associate with the Jared Jones Team, Brokered by eXp Realty, serving Winter Garden and the greater Orlando / Central Florida area. 24 years, 4,000+ homes sold. Specialties: relocation and out-of-state buyers, first-time buyers, new construction, and luxury (Windermere lakefront). Sources for this story: City of Kissimmee announcements and meeting documents, statements from the Toho Square development team, World Population Review and Florida Demographic Estimating Conference / UF BEBR projections.

Jared Jones Team, Brokered by eXp Realty · 504 W Plant Street, 1st and 2nd Floors, Winter Garden, FL 34787 · 407-706-5000 · info@jaredjones.com · jaredjones.com

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