Paradise Cay Homes with Pool

Paradise Cay Homes with Pool

Welcome to Paradise Cay, a hidden gem nestled in the heart of Kissimmee, Florida, within the picturesque Osceola County. This charming subdivision offers a unique blend of tranquility and convenience, making it the perfect destination for families, retirees, and vacationers alike.

Paradise Cay is renowned for its inviting atmosphere and well-maintained properties, many of which boast private pools. Imagine stepping into your own backyard oasis, where you can soak up the Florida sun or enjoy a refreshing dip after a long day. The homes in this community are designed with comfort and style in mind, featuring open floor plans, modern amenities, and spacious living areas that cater to today’s lifestyle.

Location is key, and Paradise Cay is ideally situated just minutes away from the excitement of world-famous attractions like Walt Disney World, Universal Studios, and a variety of shopping and dining options. Residents can enjoy the best of both worlds—peaceful suburban living combined with the vibrancy of nearby entertainment.

The community also offers a friendly neighborhood vibe, perfect for those looking to connect with neighbors and build lasting friendships. Whether you’re looking to invest in a vacation rental or seeking a permanent residence, Paradise Cay presents an exceptional opportunity.

Discover the allure of Paradise Cay, where your dream home with a pool awaits! Embrace the Florida lifestyle, and let the sun shine on your new beginning in this delightful community.

Newest Paradise Cay Homes with Pool

$298,000
3 Beds ⋅ 3 Baths ⋅ O6430817 MLS ⋅ 5266 BLDG.
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 ⋅ O6428885 MLS ⋅ 5390 BLDG.
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 ⋅ S5149441 MLS ⋅ 5520 BLDG.
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
$277,990
3 Beds ⋅ 3 Baths ⋅ S5144031 MLS ⋅ 5210 BLDG.
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