Caribe Cove Homes for Sale

About Caribe Cove

Caribe Cove Resort is a gated, resort-style condominium community located off Westside Boulevard in the Four Corners area of Kissimmee, FL 34747. The property was developed by Maesbury Homes and completed in 2007, comprising five five-story residential buildings with elevator access — a level of convenience and vertical construction that distinguishes it from the single-story villa communities common in the surrounding resort corridor. All 187 condominiums are individually owned, each unit operated independently by its owner or through a vacation rental management company.

The defining characteristic of Caribe Cove is its remarkable natural setting. Three sides of the property border more than 130 acres of conservation vegetation, wetlands, and natural water features — meaning residents and guests look out over Florida's native ecosystem rather than adjacent construction or other resort properties. This conservation buffer creates genuine privacy and natural views throughout the community, reinforcing the "peaceful escape" character that the property consistently delivers despite sitting just minutes from Walt Disney World and the dense US 192 tourism corridor.

Units come in two configurations: a 2-bedroom, 2-bathroom floor plan at approximately 1,445 square feet, and a 3-bedroom, 2-bathroom floor plan at approximately 1,700 square feet. Each unit features a fully equipped kitchen, in-unit washer and dryer, private screened balcony or patio, and central air conditioning — appointments that make condos suitable as full-time residences, vacation homes, or rental-income investments. Most units are sold fully furnished and turnkey, a significant advantage for buyers entering the short-term rental market without the friction of sourcing and staging furniture.

Caribe Cove's location on Westside Boulevard places it approximately one mile south of US 192, within easy reach of the corridor's full complement of dining, retail, entertainment, and services. The SR-429 Daniel Webster Western Beltway provides toll-road access to Orlando International Airport and the I-4 interchange in a matter of minutes.

Caribe Cove Location & Connections

Caribe Cove is situated on Westside Boulevard in the Four Corners area of Kissimmee, approximately one mile south of US 192 (W. Irlo Bronson Memorial Highway). The property sits within the heart of the Westside resort corridor — the geographic zone that places residents closest to Walt Disney World's western resort gates.

Road access is excellent. Westside Boulevard connects directly north to US 192, which in turn leads east toward central Kissimmee and west toward Highway 27 and Haines City. The SR-429 Daniel Webster Western Beltway is accessible approximately two miles to the east, enabling efficient toll-road travel to Orlando International Airport, the FL Turnpike interchange, and points across the greater metro. The nearby I-4 corridor links Caribe Cove residents to both Tampa to the southwest and downtown Orlando and Daytona Beach to the northeast.

Caribe Cove Amenities & Lifestyle

Caribe Cove delivers a resort experience that most Kissimmee communities cannot replicate at this price point. The property's lakeside heated pool, hot tub, sauna, fitness center, and on-site market create a genuine hospitality environment for vacation guests — while the same amenities serve full-time residents and seasonal owners equally well. The surrounding 130-acre conservation buffer means the property's outdoor common areas have a nature-immersed quality uncommon in the dense Westside corridor.

For full-time residents or seasonal owners, life at Caribe Cove in Kissimmee means stepping out the gate and having immediate access to everything the US 192 resort corridor offers — from authentic Latin dining to world-class theme parks — while returning each evening to a community that genuinely feels removed from the bustle. The five-story elevator buildings provide accessibility and a condominium-style living experience that is qualitatively different from the townhome and villa communities more common in this part of Osceola County.

How Caribe Cove Compares

Caribe Cove occupies a distinct niche in the Kissimmee resort condo market: a fully gated, individually owned condominium community with hotel-quality amenities, elevator-equipped buildings, and a conservation nature buffer that no other resort-zoned condo community in the Westside corridor can match. Its price point — typically below comparable single-family vacation communities — combined with no CDD and established rental income history makes it an appealing entry into the Kissimmee investment market.

Caribe Cove HOA & COA Information

Caribe Cove is governed by a Condominium Owners Association (COA) rather than a traditional homeowners association — a standard structure for individually owned condominium communities. The COA manages the property's shared amenities including the pool, hot tub, sauna, fitness center, gated entry, grounds, and building exteriors. Monthly COA fees cover these shared expenses and are a meaningful operating cost for condo owners to budget carefully.

Caribe Cove has no Community Development District (CDD) fee — an important financial advantage over many comparable resort communities in Osceola County. To understand how CDDs work and what they mean for your ownership costs, see our CDD explainer guide. Prospective buyers should request a full copy of the COA's Declaration of Condominium and Bylaws during the due diligence period, as these documents govern rental rules, pet policies, vehicle restrictions, and other owner obligations.

Frequently Asked Questions