Paradise Cay Homes with Pool Community Features

Paradise Cay Homes with Pool Community Features

Welcome to Paradise Cay, a hidden gem nestled in the heart of Kissimmee, Florida, where the charm of suburban living meets the allure of a vibrant vacation destination. This picturesque subdivision is located in Osceola County, just minutes away from the world-renowned attractions of Orlando, making it the perfect haven for families, retirees, and investors alike.

Paradise Cay boasts a delightful collection of homes, with many featuring private pools that invite you to soak up the Florida sun in style. Imagine stepping out of your back door into your own personal oasis, where you can relax, entertain, and create lasting memories with family and friends. Each home is designed with comfort and functionality in mind, offering spacious layouts and modern amenities that cater to your lifestyle.

The community itself is a true paradise, with beautifully landscaped streets and a friendly neighborhood atmosphere. Residents can enjoy leisurely strolls or bike rides along the serene paths, while children can play safely in the nearby parks. With a strong sense of community, Paradise Cay hosts regular events that foster connections and friendships among neighbors.

Conveniently located, Paradise Cay offers easy access to shopping, dining, and entertainment options, ensuring that everything you need is just a short drive away. Whether you’re looking to invest in a vacation rental or find your forever home, Paradise Cay is the ideal place to embrace the Florida lifestyle. Come discover your piece of paradise today!

Newest Paradise Cay Homes with Pool Community Features

$275,000
3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code
LOCATION, UPDATES & INVESTMENT POTENTIAL! Welcome to this beautifully updated 3-bedroom, 3-bathroom home in the gated community of Paradise Cay, ideally located just 15 minutes from Walt Disney World and Orlando’s world-famous attractions. Whether you’re looking for an investment property, vacation home, or primary residence, this home offers an exceptional combination of location, amenities, and recent improvements. The desirable split-bedroom floor plan provides privacy and functionality, while the small, private backyard area offers a comfortable space to relax or entertain. Major updates include a new A/C system installed in March 2026, plus a new dishwasher, range, refrigerator, water heater, and flooring, all completed in May 2026. Enjoy resort-style living within the gated community, featuring a community pool, tennis courts, spa, pickleball, shuffleboard, bocce ball, BBQ area, clubhouse, and fitness center. The location is truly a standout feature—approximately 15 minutes to Walt Disney World and conveniently close to Orlando’s world-renowned theme parks, attractions, dining, shopping, entertainment, and major roadways. This prime location makes the property especially appealing to both long-term and vacation-oriented investors. The property has an established rental history- an additional appeal for investors. With its recent upgrades, flexible floor plan, extensive community amenities, and unbeatable proximity to Disney and the attractions, this property is an excellent opportunity for an investor, second-home buyer, or family looking to enjoy the best of the Central Florida lifestyle.

5340 Paradise Cay Circle, Kissimmee
$270,000
3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code
Welcome to this beautifully maintained 3-bedroom, 3-bath townhome in the desirable gated community of Paradise Cay in Kissimmee. Thoughtfully designed across two levels, this home offers a versatile floor plan with a first-floor bedroom and full bath, ideal for guests, a home office, or added privacy. The second floor features two spacious bedrooms, each with its own full bathroom, along with a convenient laundry area. The well-appointed kitchen offers ample cabinetry, full-size appliances, and a comfortable dining area, creating a functional space for everyday living and entertaining. Enjoy the privacy and convenience of a gated community with access to a community pool and playground. Ideally located just off US-192, the property is minutes from Walt Disney World and other Central Florida attractions, while also offering easy access to Celebration, shopping, dining, entertainment, and major roadways. Whether you're looking for a primary residence, a Florida getaway, or an investment property, this townhome offers an excellent combination of location, functionality, and lifestyle. A wonderful opportunity in the heart of Kissimmee—schedule your private showing today!

5276 Paradise Cay Circle, Kissimmee
$295,000
3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code
Virtually Staged. Welcome to this beautifully updated 3-bed 3-bath 1595 sq ft townhome located in the desirable gated community of Paradise Cay in Kissimmee—where modern upgrades, prime location, and investment potential come together. Property Highlights: End Unit with more lights. The largest floor plan in the community Fully renovated interior with stylish laminate flooring throughout New counter top for kitchen and bathroom Fresh interior paint for a bright, clean look in neutral color Recent upgrades (2025): New AC, top load washer, and 5 burner electric range (2024): new microwave; LG dryer Large parking space for handicap parking Community Features: Secure gated access Resort-style amenities including pool, playground, and scenic walking trails HOA covers exterior maintenance, trash service—offering truly low-maintenance ownership Unbeatable Location: Less than 3 miles to Walt Disney World Minutes to US-192, with easy access to I-4 and Orlando premium outlet and orange convention center Close to world-class golf, shopping, dining, and entertainment Investment Opportunity: Zoned for short-term and long-term rentals—perfect as a primary residence, vacation home, or income-producing property Live, vacation, or invest in one of Central Florida’s most sought-after areas. Schedule your private showing today and start enjoying the Florida lifestyle!

5266 Paradise Cay Circle, Kissimmee
$269,000
3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code
This well-maintained property features a functional floor plan with spacious bedrooms and three full bathrooms, offering comfort, flexibility, and ample space for both residents and guests. Located within a gated, short-term rental-friendly community, the home is an excellent choice for primary homeowners, vacation-home buyers, or investors. Additional highlights include a low HOA fee, one assigned parking space, and access to desirable community amenities, including a swimming pool and park. Ideally situated just 10–14 minutes from the Walt Disney World® theme parks, the property offers exceptional convenience with nearby shopping centers, restaurants, hospitals, pharmacies, schools, and major highways. Whether you're searching for a primary residence, a vacation retreat, or an income-producing investment, this property presents an outstanding opportunity to own in one of Central Florida's most sought-after destinations.

5390 Paradise Cay Circle, Kissimmee
$279,000
3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code
LOCATION, LOCATION, LOCATION! Beautiful fully furnished 3-bedroom, 3-bath townhouse located in a desirable gated community with NO lease restrictions — perfect for short-term rentals, long-term rentals, Airbnb, or Vrbo investment opportunities. Features 1 assigned parking space and access to community amenities including a pool and park. Ideally located just 10–14 minutes from Disney Theme Parks and close to shopping malls, restaurants, hospitals, pharmacies, and top-rated schools. Excellent opportunity for investors or vacation homeowners seeking strong rental income potential!

5520 Paradise Cay Circle, Kissimmee
$273,990
3 Beds ⋅ 3 Baths ⋅ Paradise Cay SubDv. ⋅ 34746 Zip Code
FULLY FURNISHED. Beautiful 3-bedroom, 3-bathroom townhome located in a secure gated community, offering the perfect blend of comfort, convenience, and investment potential. This well-maintained property features a functional floor plan with spacious bedrooms and three full bathrooms, ideal for both residents and guests. The community allows short-term rentals, making this property a rare and highly desirable opportunity for buyers seeking flexibility. Recently operated as a successful Airbnb, the home already has confirmed bookings and an excellent reservation history, creating a true turnkey investment ready to produce income from day one. With a low HOA, this property is not only perfect for investors but also an outstanding choice for first-time homebuyers looking for affordability without compromising on location or amenities. The home is being sold fully furnished, ensuring a seamless transition whether you plan to continue renting, use it as a vacation getaway, or move in immediately. Centrally located with easy access to major theme parks, shopping centers, hospitals, and highways, residents enjoy both convenience and the security of a gated community in a highly desirable location.

5210 Paradise Cay Circle, Kissimmee
Start Your Search