Emerald Island Resort Single Family Homes For Sale in Kissimmee - 24 homes

Remarks: Experience the ultimate Florida lifestyle at 8550 Sunrise Key Drive, a stunning 7-bedroom, 4.5-bathroom corner-lot residence located in the prestigious, guard-gated Emerald Island Resort. This fully furnished home is a turnkey masterpiece, making it an exceptional find for vacation home buyers or savvy investors looking for a high-occupancy short-term rental. The property boasts a new roof (2022) and has been meticulously maintained with fresh interior and exterior paint (2026) and updated appliances (2024), including a new dishwasher, oven range, and microwave. The interior design blends comfort with durability, featuring elegant tile throughout the first floor and modern vinyl plank flooring (2022) spanning the entire second level. Outdoor living is the heart of this home, centered around a south-facing screened-in pool and spa that enjoys maximum daily sunshine—a top-tier request for vacationers. When the sun goes down, the entertainment continues in the professionally converted gaming area, while the resort itself provides world-class amenities including a clubhouse, fitness center, tennis, pickleball, and basketball courts, sand volleyball, and a tiki bar. Perfectly situated just minutes from Disney World, premier dining, and upscale shopping, this property offers a rare combination of modern updates and a prime location.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)

Remarks: Just minutes from Walt Disney World, this beautifully maintained 4-bedroom, 3-bathroom vacation home is located in the highly sought-after Emerald Island Resort and enjoys a private setting backing to a peaceful wooded conservation area in the heart of the community. Fully furnished and truly turnkey, the home features an open-concept layout designed for comfort, entertaining, and strong rental appeal. The garage has been professionally converted into a fully air-conditioned games room—an amenity guests consistently love and one that enhances occupancy and revenue performance. This property is an established and successful vacation rental with a strong booking history, and future reservations can transfer to the new owner if desired—offering immediate income from day one. Major capital improvements provide added peace of mind, including a new roof (2023), new pool heater, and new A/C system. Step outside to your private pool and covered lanai overlooking tranquil wooded surroundings with no rear neighbors—an ideal setting for guests to unwind after a day at the parks. Whether you are seeking a high-performing investment property or a personal Florida retreat with income potential, this home offers the flexibility to do both. Emerald Island Resort offers resort-style amenities including a gated entrance, clubhouse, community pool, fitness center, tiki bar, tennis and volleyball courts, and playground. With its unbeatable proximity to Disney, central resort location, strong rental performance, and recent upgrades, this property delivers the ultimate Central Florida vacation lifestyle and investment opportunity.

Listing is courtesy of: RE/MAX HERITAGE (863-424-2309)

Listing Agent: Steven Silcock (407-574-0218)

Remarks: One or more photo(s) has been virtually staged. SHORT-TERM RENTAL–FRIENDLY, GUARD-GATED RESORT COMMUNITY MINUTES FROM DISNEY — 7 BEDROOMS, 6 BATHS, PRIVATE SCREENED POOL + SPA, AND LEASED/ASSUMABLE SOLAR.Welcome to 8520 LA ISLA DRIVE, a 7-BEDROOM, 6-BATH SINGLE-FAMILY RESIDENCE located inside the highly sought-after EMERALD ISLAND RESORT, one of Central Florida’s most established SHORT-TERM RENTAL–FRIENDLY, GUARD-GATED COMMUNITIES. Built in 2003, this two-story home offers 3,599 HEATED SQ FT (5,273 TOTAL SQ FT) and sits on a 0.18-ACRE LOT (7,797 SQ FT) with SOUTHEAST FRONT EXPOSURE and a PRIVATE SCREENED GUNITE POOL + SPA (14x32)—a layout designed to support VACATION RENTALS, MULTI-GENERATIONAL LIVING, OR LARGE HOUSEHOLDS, with BEDROOMS AND BATHROOM ACCESS ON BOTH FLOORS. The home showcases durable Florida construction with BLOCK AND STUCCO EXTERIOR, SHINGLE ROOF, and a 2-CAR ATTACHED GARAGE, all within a resort setting featuring SIDEWALKS AND PRIVATE ROADS. Inside, the OPEN FLOORPLAN connects the LIVING, DINING, AND FAMILY AREAS, highlighted by CERAMIC TILE THROUGHOUT THE FIRST FLOOR for easy upkeep, while NATURAL LIGHT and sliding doors create effortless indoor-outdoor flow to the POOL AND LANAI. The centrally located KITCHEN includes MODERN APPLIANCES, AMPLE CABINETRY, EXTENSIVE COUNTER SPACE, and a BREAKFAST BAR, making it ideal for hosting and daily function. A FIRST-FLOOR GUEST SUITE WITH A FULL BATH adds flexibility, and the bath offers DIRECT ACCESS TO THE POOL AREA, a major convenience for guests; plus, a DEDICATED OFFICE WITH FRENCH DOORS supports remote work, property management, or flex use. Upstairs, BRAND-NEW CARPET (DEC 2023) adds comfort across SIX ADDITIONAL BEDROOMS, each with EASY ACCESS TO A BATHROOM, and the PRIMARY SUITE overlooks the backyard/pool with DUAL VANITIES, GARDEN TUB, SEPARATE SHOWER, AND A LARGE WALK-IN CLOSET. Outdoors, the SCREENED ENCLOSURE, SPACIOUS POOL DECK, and COVERED LANAI create a true Florida retreat for relaxation and entertaining, and SOLAR PANELS (LEASED AND ASSUMABLE) contribute to ENERGY EFFICIENCY and potential utility savings. As part of EMERALD ISLAND RESORT, owners and guests enjoy RESORT-STYLE AMENITIES including a GUARD-GATED ENTRANCE, CLUBHOUSE, COMMUNITY POOL, PLAYGROUND, PARKS, AND SIDEWALKS, and SHORT-TERM RENTALS ARE PERMITTED (MLS indicates MINIMUM LEASE PERIOD: 1–7 DAYS; buyer to verify HOA and Osceola County requirements). The location is outstanding—MINUTES TO DISNEY, close to HWY 192, CELEBRATION, shopping and dining, and a straightforward drive to ORLANDO INTERNATIONAL AIRPORT—with the added benefit of FLOOD ZONE X and OPUD ZONING supporting the planned resort environment. SHORT-TERM RENTAL–FRIENDLY, GUARD-GATED RESORT COMMUNITY MINUTES FROM DISNEY — 7 BEDROOMS, 6 BATHS, PRIVATE SCREENED POOL + SPA, AND LEASED/ASSUMABLE SOLAR.

Listing is courtesy of: MARK SPAIN REAL ESTATE (855-299-7653)

Listing Agent: Charles Watson (818-321-6494)

Remarks: Experience the ultimate Florida getaway or investment opportunity with this stunning, fully furnished 7-bedroom, 4.5-bathroom home located in the prestigious Emerald Island Resort. This property is a rare find, situated in the resort's only cul-de-sac, offering an oversized lot that provides significantly more privacy than neighboring homes. The private, screened-in oasis features a sparkling pool and spillover spa, perfect for unwinding after a day at the parks. Inside, the home is designed for entertainment and high-occupancy comfort, including a garage-to-game room conversion that serves as a major draw for vacation renters. Beyond the doorstep, owners and guests have access to a wealth of Emerald Island Resort amenities, including a 24/7 guarded gate, a luxury clubhouse with a fitness center and sauna, a community pool with a Tiki bar, sand volleyball, tennis courts, and scenic nature trails. Strategically located just minutes from Walt Disney World, this home is also a stone's throw from the best dining, shopping at the Premium Outlets, and world-class golf courses that Central Florida has to offer. For investors, this property represents a turnkey, "proven performer" in the short-term rental market; for vacation home buyers, it is a private sanctuary in the heart of the magic.

Listing is courtesy of: TEAM DONOVAN (407-705-2616)

Listing Agent: James Donovan (407-705-2616)