Kissimmee Homes with Private Pool type

Kissimmee Homes with Private Pool type

Welcome to Kissimmee, Florida, a vibrant city nestled in Osceola County, where sunshine and charm come together to create the perfect backdrop for your dream home. Known for its proximity to world-renowned attractions like Walt Disney World and Universal Studios, Kissimmee offers a unique blend of excitement and tranquility. This enchanting locale boasts a rich cultural heritage, stunning natural landscapes, and a warm, welcoming community, making it an ideal place to call home.

One of the most sought-after features in Kissimmee's real estate market is homes with private pools. Imagine stepping into your backyard oasis, where you can unwind in your own sparkling pool under the Florida sun. These homes provide the perfect setting for relaxation and entertainment, whether you're hosting family gatherings or enjoying quiet evenings under the stars. With private pools, you can enjoy the luxury of a resort-style lifestyle right at home.

Kissimmee’s neighborhoods offer a diverse range of properties, from cozy single-family homes to spacious villas, ensuring there’s something for everyone. Many of these homes are designed with family-friendly layouts and modern amenities, catering to both residents and vacationers alike. The combination of comfortable living spaces and the allure of a private pool creates an irresistible opportunity for those looking to invest in their own slice of paradise.

Experience the magic of Kissimmee, where your dream of owning a home with a private pool can become a reality. Embrace the sunny Florida lifestyle and make memories that will last a lifetime in this delightful city!

Newest Kissimmee Homes with Private Pool type

$484,999
7 Beds ⋅ 7 Baths ⋅ Wyndham Pointe SubDv. ⋅ 34747 Zip Code
WELCOME TO 8027 ACADIA ESTATES CT! Incredible opportunity to own a 7 BEDROOM, 6.5 BATHROOM POOL HOME in the highly desirable GATED COMMUNITY OF ACADIA ESTATES, ideally located in the heart of Kissimmee’s world-famous vacation corridor! Offering approximately 2,705 SQ FT, this spacious two-story home features an exceptional bedroom and bathroom configuration with plenty of room and privacy for family, guests and vacationers. The open floor plan connects the living, dining and kitchen areas, creating a comfortable space for gathering and entertaining. Step outside and enjoy your own private Florida retreat with a SCREENED POOL AND SPA, covered lanai and plenty of room to relax year-round. One of the property’s biggest advantages is its flexibility: SHORT-TERM RENTALS ARE ALLOWED, making this an outstanding option for investors looking for a vacation rental near Orlando’s major attractions, while also being perfectly suited as a primary residence or second home. Located in a smaller gated community just minutes from WALT DISNEY WORLD, Sunset Walk, Margaritaville, restaurants, shopping, golf and entertainment, the location is difficult to beat. The property is being offered WITHOUT FURNITURE; HOWEVER, EXISTING FURNISHINGS MAY BE NEGOTIATED SEPARATELY, providing additional flexibility for buyers interested in a more turnkey setup. With 7 BEDROOMS, 6.5 BATHROOMS, A PRIVATE POOL & SPA, SHORT-TERM RENTAL FLEXIBILITY AND A PRIME LOCATION NEAR DISNEY, this home offers an exceptional combination of space, versatility and investment potential. SCHEDULE YOUR PRIVATE SHOWING TODAY!

8027 Acadia Estates Court, Kissimmee
$539,000
4 Beds ⋅ 3 Baths ⋅ Villa Sol Ph 1 Village 5 SubDv. ⋅ 34744 Zip Code
Virtually Staged. One or more photo(s) was virtually staged. Welcome to this Spanish-Mediterranean single-family home located in the gated community of Villa Sol in Kissimmee! Offering 4 bedrooms, 3 full bathrooms, a 2-car garage, and 2,351 sq. ft. of heated living space, this single-story residence combines flexible living with pond views. A key feature of the home is the attached in-law suite with its own private exterior back entrance, bedroom, and full bathroom. Inside, an open floor plan is filled with natural light, featuring polished porcelain tile flooring, vaulted ceilings, and architectural archways. The kitchen includes granite countertops, a multi-level breakfast bar, light grey cabinetry, stainless steel appliances, and pendant lighting. The primary bedroom suite offers luxury vinyl plank flooring, vaulted ceilings, a walk-in closet, and sliding glass door access to the pool deck. The en-suite bath features a dual-sink granite vanity, light grey cabinetry, a corner jetted soaking tub, and a separate glass-enclosed shower. Step outside to your private rear screen enclosure featuring an in-ground pool and integrated spa overlooking serene water views on an oversized lot. Villa Sol community amenities include a gated entry, clubhouse, fully equipped fitness center, resort-style community pool, tennis courts, basketball court, and playground, with cable TV and high-speed internet included in the low HOA fee. Perfectly positioned in Kissimmee, this home offers quick access to SR-417, US-192, and Boggy Creek Road, putting Lake Nona, Medical City, and Orlando International Airport (MCO) just a short drive away. Zoned for East Lake Elementary, Neptune Middle, and Tohopekaliga High School, you are also minutes from local shopping centers, dining, Lake Tohopekaliga parks, golf courses, and Central Florida's major theme parks and attractions. Schedule your private tour today!

3133 Riachuelo Lane, Kissimmee
$695,000
8 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph1 SubDv. ⋅ 34747 Zip Code
Discover this stunning 8-bedroom, 6-bathroom luxury home located in the highly sought-after Windsor at Westside Resort, just 15 minutes from Walt Disney World! This property sits on one of the most desirable lots in the community —just a one-minute walk to the magnificent clubhouse in Phase I. This turn-key, fully furnished vacation home is ready for short-term rental or personal use. It has been professionally decorated and can comfortably host up to 22 guests — an ideal choice for families, groups, and high-performing investors. Property Highlights: • Spacious 8 bedrooms and 6 full bathrooms • Beautiful lake views in front house and just a one-minute walk to the magnificent clubhouse in Phase I. • Luxury vinyl flooring throughout (no carpet) • Disney-themed game room with pool table and foosball at loft • Three custom-designed themed bedrooms: Star Wars, Harry Potter, and Frozen • And Five bedrooms with Fully furnished and tastefully decorated for wide guest appeal • Two sets of washers, dryers, and refrigerators for high guest turnover convenience. in 2022 new AC unit replaced • Large dining area with 16 chairs plus 4 bar stools for group gatherings • Screened patio with spa and no rear neighbors for extra privacy Resort Amenities: Windsor at Westside offers an exceptional 8,000 sq. ft. resort-style clubhouse featuring: • Heated pool and spa • Lazy river and water playground • Fitness center and game room • Restaurant, tiki bar, and on-site convenience store • Sand volleyball, tennis, and basketball courts • 24-hour gated security Prime Location: • Only 15 minutes to Walt Disney World • 6 miles to Orlando Premium Outlets • 10 miles to the Orange County Convention Center • Close to golf courses, supermarkets (Sam’s Club, Walmart), and restaurants • Approximately 30 minutes from Orlando International Airport (MCO)

2137 Malta Terrace, Kissimmee
$439,999
4 Beds ⋅ 3 Baths ⋅ Lake Berkley Resort SubDv. ⋅ 34746 Zip Code
FULLY FURNISHED | PRIVATE POOL | GATED RESORT COMMUNITY | SHORT-TERM RENTALS ALLOWED Welcome to your Florida dream home! This beautifully maintained 4-bedroom, 2-bathroom fully furnished pool home is located in the highly desirable gated community of Lake Berkley Resort, offering an exceptional combination of comfort, location, lifestyle, and investment potential. From the moment you arrive, you’ll appreciate the inviting atmosphere and thoughtfully designed layout, perfect for relaxing, entertaining, or hosting vacation guests. Step outside and enjoy your private swimming pool, creating your own backyard retreat where you can soak up the Florida sunshine year-round. The location is truly unbeatable. Just minutes from Walt Disney World, Universal Orlando Resort, and SeaWorld Orlando, while also being close to premier shopping, dining, entertainment, golf courses, and countless Central Florida attractions. Medical facilities, retail centers, supermarkets, and everyday conveniences are also easily accessible, with Celebration Hospital by AdventHealth approximately 19 minutes away. Orlando International Airport is approximately 30–38 minutes away, depending on traffic. Lake Berkley Resort provides a peaceful, vacation-style environment with 24-hour gated security and resort amenities, making this property an attractive choice for both homeowners and investors. One of the property’s biggest advantages is its flexibility. Short-term rentals are permitted, making this a compelling opportunity for investors looking to generate rental income in one of the country’s most visited tourism destinations. At the same time, it can serve as a comfortable primary residence, a second home, or the perfect vacation getaway for family and friends. And because the home is FULLY FURNISHED, it’s ready to enjoy or rent with minimal preparation. Whether you’re looking for an investment property, a vacation home, or your own place in the heart of Central Florida, this property checks all the boxes: private pool, four bedrooms, resort-style community, gated security, excellent proximity to world-famous attractions, and outstanding rental potential. Don’t miss the opportunity to own a piece of the Florida lifestyle in one of the most convenient and sought-after areas near Orlando. Bring your suitcase and start enjoying Florida living from day one!

1017 Lake Berkley Dr, Kissimmee
$324,990
3 Beds ⋅ 2 Baths ⋅ Poinciana Village 2 Nbhd 1 SubDv. ⋅ 34758 Zip Code
Welcome to this beautifully updated POOL HOME featuring an open floor plan, vaulted ceilings, and a spacious layout designed for comfortable everyday living and entertaining. The kitchen offers solid-surface countertops, stainless steel appliances, ample cabinetry, and an open connection to the main living areas. The primary suite features a walk-in closet and a spacious bathroom with dual sinks, a walk-in shower, and a Jacuzzi-style garden tub. The home has been thoughtfully updated throughout, including refreshed bathrooms with attractive tile finishes, and offers a clean, well-maintained interior that is ready for its next owner. Step outside to your own private retreat with a screened-in lanai and swimming pool, offering plenty of space to relax, entertain, or enjoy Florida living year-round. The POOL was resurfaced in 2024, and the pool pump was replaced in 2023. Additional recent improvements include a NEW ROOF and WATER HEATER in 2024, new window blinds in 2026, and fresh interior and exterior paint in 2026. Located in Poinciana Village 2 with no CDD, residents enjoy access to community amenities including internet and cable, a fitness center, community pool, playgrounds, parks, and recreational facilities. Conveniently located near shopping, dining, schools, medical facilities, and major roadways. With numerous recent updates, a private pool, and generous indoor and outdoor living space, this home is ready for its next owner. Schedule your private showing today.

1025 Derbyshire Drive, Kissimmee
$725,000
6 Beds ⋅ 6 Baths ⋅ Sonoma Resort At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
Super rare opportunity to own a professionally designed home in the exclusive guard-gated resort community of Sonoma Resort at Tapestry! Lightly and gently used as a vacation retreat, this immaculate 6-bedroom, 6-bath contemporary residence has been meticulously maintained and is offered fully furnished. The interior was specially designed by acclaimed Brazilian-born Orlando interior designer Flavia Gueiros, whose signature blend of modern design and a light-toned palette gives the home a bright, clean, and elevated aesthetic throughout. Soaring high ceilings, an open floor plan, and a seamless living/dining combination create an airy, light-filled atmosphere from the moment you step inside. Ceramic tile flooring runs throughout, and the chef's kitchen features an eating space, dry bar, and generous storage. Enjoy your own private in-ground pool and spa overlooking serene water and pond views. The screened, covered lanai extends the living space outdoors, complete with a built-in outdoor kitchen and grill—ideal for entertaining or unwinding in the Florida sunshine. Additional highlights include a two-car attached garage, upper-level laundry, masonry fencing, tile roof, and a full suite of modern appliances. Sonoma Resort at Tapestry offers 24-hour guard-gated security, a resort-style pool, clubhouse, and fitness center. Ideally positioned near Orlando's world-famous attractions, dining, and major roadways, this community also permits short-term rentals—an excellent option for investors or vacation-home buyers. Built in 2018 and move-in ready, this turnkey designer home is a true standout. Schedule your private showing today!

2667 Calistoga Avenue, Kissimmee
$590,000
7 Beds ⋅ 5 Baths ⋅ Emerald Island Resort SubDv. ⋅ 34747 Zip Code
Welcome to Emerald Island Resort, a gated and guarded vacation community located just minutes from Walt Disney World! This spacious 7-bedroom, 4.5-bathroom home offers the perfect combination of a turnkey short-term rental investment, second home, or full-time Florida residence. Situated on a private conservation lot, the home features a large south-facing heated private pool and spa, extended sundeck, spacious covered lanai, and peaceful conservation views. The open floor plan includes a large kitchen with island, granite countertops and stainless steel appliances, three king-size bedroom suites, themed bedrooms, and a garage converted into a fully air-conditioned game room. The home is being sold fully furnished and is ready for immediate use or continued vacation rental operation. For investors, the property offers the opportunity to assume the existing future bookings, representing upwards of $30,000 in rental revenue, providing an immediate head start for the new owner. Recent improvements include a roof replacement in 2022, a full interior and exterior paint refresh in 2023, resolution of a prior A/C issue in 2026, and a newly replaced pool pump and air blower. Additional features include laminate flooring, updated window treatments, pool/spa heater, and updated upstairs and downstairs A/C systems. Emerald Island Resort offers an exceptional location and resort lifestyle, surrounded by conservation areas and conveniently located near Disney, restaurants, shopping and Central Florida’s major attractions. Owners and guests enjoy access to an impressive array of amenities, including a clubhouse, sauna, fitness center, resort pools and spas, food court and bar, tennis, basketball, volleyball, miniature golf, children’s play areas, walking trails and more. The clubhouse is approximately a 7-minute walk from the home. Whether you’re looking for a proven vacation rental opportunity, a family retreat, or a permanent Florida residence, this beautifully maintained and fully furnished home offers flexibility, privacy, resort amenities and an unbeatable location near the area’s world-famous attractions. Schedule your private showing today!

8452 Secret Key Cove, Kissimmee
$975,000
5 Beds ⋅ 5 Baths ⋅ Bellalago Ph 6h & 6i SubDv. ⋅ 34746 Zip Code
Vacation every day in this luxury lakefront home, extensively renovated in 2024 and designed for both comfort and style. Enjoy the most beautiful view in the community, creating a serene backdrop for everyday living. The home features new luxury vinyl flooring throughout (2024) and custom built-in cabinetry in the kitchen and hearth room, blending functionality with elegance. The spa-inspired primary bathroom has been completely renovated, offering a private retreat. Perfect for entertaining, the home seamlessly connects indoor and outdoor living with custom folding sliding doors that open to a spacious lanai—ideal for gatherings or relaxing evenings by the water. A dedicated media room provides the perfect setting for family movie nights. Dog lovers will appreciate the thoughtfully designed custom dog wash, adding convenience and luxury for every member of the household. Located in a resort-style community, this home offers the ultimate in lakefront living and lifestyle.

3713 Dockside Dr, Kissimmee
$385,000
3 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr F SubDv. ⋅ 34744 Zip Code
Beautiful 3 Bedroom/2 Bathroom Home with a Private Pool. This home includes newer floors, newer plumbing (i.e. hot and cold water lines replaced to new), newer roof (2018), a screened pool, stainless steel appliances, updated AC May 2021, newer ceiling fans, and a 2 car garage. It is located in a golf course community which features a gated entry, community pool, walkways, tennis courts, shopping marts, an elementary school, a charter school, clubhouse, playgrounds, fitness center, basketball courts and much more. Close to shopping, dining and entertainment. Pet friendly. This property won't last! Call today!

209 Westmoreland Circle, Kissimmee
$350,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished 4-bedroom 3-bath townhouse in the sought-after Paradise Palms Resort. Featuring an open-concept layout, a private screened heated pool, and just minutes from Walt Disney World, this property is ideal as a primary residence, vacation home, or income-producing short-term rental. Enjoy resort-style amenities including a beautiful clubhouse, arcade, fitness center, community pool, sports courts, and 24-hour gated security. HOA Covers- 24-hour guarded gate, Resort-style pool and spa, Clubhouse, Fitness center, Tennis and basketball courts, Playground, Cable TV, Internet, Exterior grounds maintenance, Security, Resort amenities, Trash service, Landscaping, Exterior building (structure) maintenance.

8957 Cat Palm Road, Kissimmee
$2,250,000
4 Beds ⋅ 3 Baths ⋅ Acreage & Unrec SubDv. ⋅ 34744 Zip Code
Nearly 6 acres of private waterfront on beautiful East Lake Tohopekaliga (East Lake Toho)—an exceptionally rare opportunity to own one of Central Florida's most unique waterfront properties. Offering direct lake access, majestic oak trees, and an existing residence, this remarkable property is the perfect setting to build your dream waterfront estate, create a private family compound, or secure a one-of-a-kind investment. The existing home provides immediate use while you design your future vision. With no HOA, you'll enjoy the freedom to create the lifestyle you've always imagined, with room for boats, RVs, detached garages, workshops, expansive outdoor living, and more. Whether your vision is a custom waterfront estate, a multi-generational family compound, or exploring future development or rezoning opportunities, this remarkable property offers exceptional flexibility, subject to zoning, county approvals, and buyer due diligence. Enjoy world-class boating and fishing, breathtaking sunsets, abundant wildlife, and the peaceful privacy that only waterfront acreage can provide—all while being just minutes from Lake Nona, Medical City, Orlando International Airport, SR-417, Florida's Turnpike, shopping, dining, and entertainment. Large waterfront parcels of this size in such a prime location rarely come to market. Whether you're looking to build your forever home, create a legacy property for generations to enjoy, or invest in one of Central Florida's most desirable waterfront locations, this is an opportunity that is becoming increasingly difficult to find. Nearly 6 private waterfront acres. No HOA. Endless possibilities. A place to build not just a home—but a legacy.

2794 Holiday Woods Drive, Kissimmee
$898,000
9 Beds ⋅ 5 Baths ⋅ Storey Lake Ph 3 SubDv. ⋅ 34746 Zip Code
Welcome to this spectacular 9-bedroom, 5-bathroom vacation home in the highly desirable Storey Lake Resort, offering the perfect combination of luxury, comfort, and investment potential. Sold fully furnished and professionally decorated, this turnkey property is ready to generate rental income or serve as your own private vacation retreat from day one. Designed to impress, the home features a spacious open-concept layout, beautifully themed and stylishly decorated interiors, a private screened pool, and an incredible game room that guests of all ages will love. The backyard overlooks a peaceful pond, providing a tranquil setting with no rear neighbors for added privacy and relaxation. Ideally located just minutes from Walt Disney World, Universal Orlando, world-class shopping, dining, and entertainment, this property is perfectly positioned for a successful short-term rental investment. Whether you're expanding your investment portfolio or searching for the ultimate vacation home, this exceptional property offers everything today's guests are looking for. Don't miss this rare opportunity to own a fully furnished, beautifully decorated vacation home with a private pool, game room, and premium pond-view lot in one of Central Florida's most sought-after resort communities.

2931 Fable Street, Kissimmee
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