Kissimmee Homes with Private Pool type

Kissimmee Homes with Private Pool type

Welcome to Kissimmee, a vibrant city located in Osceola County, Florida. Known for its proximity to world-famous theme parks and beautiful natural surroundings, Kissimmee offers a perfect blend of excitement and relaxation.

If you're looking for a home with a private pool in Kissimmee, you're in luck! The city boasts a variety of properties that feature this desirable amenity. Imagine coming home to your own private oasis, where you can unwind by the poolside, host gatherings with family and friends, or simply enjoy a refreshing swim on a hot day.

Homes with private pools in Kissimmee provide the perfect setting for enjoying the sunny Florida weather and making the most of outdoor living. Whether you're looking for a cozy bungalow or a spacious estate, there are options to suit every taste and budget in this picturesque city.

Beyond the allure of private pools, Kissimmee offers a diverse range of attractions, including shopping centers, dining options, cultural experiences, and outdoor recreational activities. With its convenient location near major highways and attractions like Walt Disney World and Universal Studios, Kissimmee is a sought-after destination for residents and visitors alike.

Experience the best of Florida living in Kissimmee, where homes with private pools offer a luxurious and relaxing lifestyle in a charming city with endless opportunities for fun and adventure.

Newest Kissimmee Homes with Private Pool type

4870 Clock Tower Drive, Kissimmee
$479,000
5 Beds ⋅ 4 Baths ⋅ Storey Lake Ph 1b-2a SubDv. ⋅ 34746 Zip Code
Discover a welcoming retreat in Storey Lake Resort, approximately 10 minutes from Walt Disney World. This inviting 5-bedroom, 4-bath townhome is designed for relaxing and spending time together, with a bright open living and dining area, a fully equipped kitchen, and a private screened-in pool and patio with loungers and a child safety fence. The first-floor king bedroom and full bath offer convenient main-level accommodations. Upstairs, the king primary suite has a private bath, while 3 additional bedrooms each feature a full and twin bed and share a full bath. An in-unit washer and dryer, keyless entry and TVs throughout. Guests also enjoy access to The Hideaway Club, with resort-style pools, waterslides, a lazy river, splash park, mini golf, fitness center, sports courts, playgrounds, and more. Set within a gated community near Orlando’s attractions, dining, and shopping, this home offers a comfortable base for a Florida getaway.

4870 Clock Tower Drive, Kissimmee
8843 Geneve Ct, Kissimmee
$409,990
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 2b SubDv. ⋅ 34747 Zip Code
Turnkey, income-ready vacation home in Windsor at Westside, a gated resort community in Kissimmee and one of the area’s most popular destinations for short-term rentals. This fully furnished 5-bedroom, 4.5-bath residence combines resort-style living with proven guest appeal, making it an exceptional opportunity for investors and second-home buyers alike. The open-concept living area is filled with natural light and flows into a modern kitchen with stainless steel appliances and generous space for group dining and entertaining. Five spacious bedrooms comfortably accommodate large groups, including two custom character-themed bedrooms that create a memorable guest experience and help the property stand out in a competitive vacation rental market. Outdoors, the private screened pool and patio provides the ideal setting to relax after a day at the parks. Owners and guests also enjoy access to Windsor’s resort clubhouse, featuring a zero-entry pool, lazy river, waterslide, splash park, fitness center, game room, and tennis, basketball, and volleyball courts. Ideally located approximately 7 miles from Walt Disney World, with championship golf courses, shopping, dining, and major attractions close by. Offered furnished and ready to rent. Whether you are seeking a high-performing short-term rental or a private vacation retreat, this home delivers both. Schedule your private showing today.

8843 Geneve Ct, Kissimmee
864 Golden Bear Drive, Reunion
$1,059,000
4 Beds ⋅ 5 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code
EXPERIENCE THE ULTIMATE LUXURY VACATION LIFESTYLE IN REUNION RESORT, WHERE WEST-FACING WATER VIEWS, SPECTACULAR SUNSETS, AND EFFORTLESS RESORT LIVING COME TOGETHER! Just minutes from Walt Disney World, this beautifully renovated Mediterranean-inspired retreat occupies a premium waterfront homesite in one of Central Florida's most desirable vacation communities. A rare combination of privacy, entertainment, and turnkey convenience makes this an exceptional second home or vacation getaway. Professionally styled by Indya Rose Interiors, the residence welcomes you with sophisticated designer furnishings, hand-chipped tile flooring, fresh interior paint, elegant lighting, and custom accents. The beautifully remodeled kitchen features quartz waterfall countertops, refinished cabinetry, a custom range hood, designer backsplash, upgraded fixtures, and appliances. BEST OF ALL, THE DESIGNER FURNISHINGS ARE INCLUDED, saving the next owner the considerable expense and effort of furnishing a luxury vacation home. THE TRUE SHOWSTOPPER IS THE WEST-FACING WATERFRONT OUTDOOR RETREAT! Spend sun-filled afternoons beside your private pool and spa, then gather with family and friends as brilliant Florida sunsets reflect across the water. An expansive paver deck, custom outdoor kitchen, multiple seating areas, and a private lower-level waterfront lounge with a fountain feature create an unforgettable setting for relaxation and entertaining. The vacation experience continues indoors with imaginative themed bedrooms and entertainment spaces designed to create lasting memories. A custom-built sleeping retreat with a slide accommodates up to eight guests, while the retro candy-inspired game room features dual motorcycle racing games and Xbox arcade entertainment systems. Every stay feels like a special occasion. WHY CHOOSE BETWEEN PERSONAL ENJOYMENT AND RENTAL INCOME POTENTIAL WHEN YOU CAN HAVE BOTH? Already participating in a short-term rental program, the home has nightly rates On Airbnb of approximately $400-$800 (During Peak Holiday Season), while the surrounding vacation rental market has indicated average annual occupancy of approximately 55%. Enjoy unforgettable time with loved ones, then make the home available to vacationing guests when you're away. Rental income may help offset ownership expenses; rates, occupancy, and income are not guaranteed. A TRANSFERABLE REUNION RESORT MEMBERSHIP IS AVAILABLE, subject to applicable terms, offering access to an outstanding array of amenities including three signature golf courses designed by Jack Nicklaus, Arnold Palmer, and Tom Watson, a water park, resort pools, tennis, dining, and recreation. Universal Orlando, shopping, restaurants, and Orlando International Airport are also conveniently accessible. ENJOY A LOW-MAINTENANCE LUXURY LIFESTYLE! HOA-supported services include landscaping, irrigation, tree trimming, pest control, exterior pressure washing, cable television, and high-speed internet. Spend less time coordinating property upkeep and more time enjoying your Florida escape. FEW VACATION HOMES OFFER THIS COMBINATION OF WEST-FACING WATER VIEWS, DESIGNER-FURNISHED INTERIORS, PRIVATE POOL AND SPA, RENTAL FLEXIBILITY, AND HOA-SUPPORTED MAINTENANCE. Whether you're seeking a family retreat, a luxurious second home, or a vacation property with income potential, your Reunion Resort lifestyle begins here!

864 Golden Bear Drive, Reunion
997 Jack Nicklaus Court, Reunion
$2,275,000
6 Beds ⋅ 8 Baths ⋅ Reunion West Fairways 17 & 18 Rep SubDv. ⋅ 34747 Zip Code
ACTIVE TRANSFERABLE PLATINUM MEMBERSHIP AVAILABLE for the next owner. From the moment you step through the doors of this SPECTACULAR home you will realize you have found VACATION LUXURY at its finest. Welcome to Nicklaus Manor at Reunion located in the exclusive Bear's Den community at Reunion Resort. This well appointed and meticulously kept 6 Bedroom, 6 Full Bath en suite, and 3 half bath home, is being offered TURN KEY. The Santa Barbara Model boasts high end finishes throughout with an open floor plan that consists of a first floor primary bedroom that includes a HUGE custom walk-in owner's closet with the ability to lock off for privacy as well as additional closet for guests, dual sinks, a large walk-in shower and soaking tub. There is an 2nd en suite guest bedroom on the first floor. The spacious chef's kitchen includes a large island with seating for 4 ppl., an abundance of hardwood cabinets with crown moulding, quartz countertops, stainless JENN-AIR appliances that include a Gas Range, two refrigerators, two dishwashers, convection oven and more. Enjoy quiet meals in the formal dining area with seating for 10 ppl. Adjacent to the dining area is a spacious wet bar area with wine racks, two beverage coolers and additional cabinets for your convenience. Recent enhancements to the home include a converted garage to a state of the art Golf Simulator, two professionally themed children's rooms, decorative accent walls and decor were added throughout the home, and updated movie theater with gaming consoles. The expansive loft area has additional seating, air hockey, pool table, classic arcade game console and a beverage cooler, making this space ideal for both kids and adults to enjoy hours of entertainment. Step outside the loft area to a spacious covered lanai complete with new patio furniture, shuffleboard and an amazing views of the pool deck and the Bear's Den residents only park. The two remaining bedrooms one being an additional primary suite that offers private access to a covered lanai on the second floor. As you step outside to an island oasis enjoy countless hours of enjoyment on your amazing pool deck, featuring a covered lanai with ample seating for family & guests, a lagoon style pool, jacuzzi and beautiful water feature. There is a summer kitchen with a decorative tile backsplash, and a pool half bath just off the lanai. This amazing home is a great opportunity for a vacation rental, second home or primary residence and is walking distance to the Jack Nicklaus clubhouse where the Traditions restaurant and bar is located as well as the Jack Nicklaus Pro Shop. The Bear's Den community features gated security within the gates of Reunion, a fantastic dog park that you can access from your back gate on you pool deck, a sand volleyball court and putting green to practice your game. Reunion Resort is a one of a kind 2300 acre Resort and Golf community that has world class amenities including a waterpark complete with water slides, lazy river, zero entry pools, food and beverage service, 3 award-winning golf courses designed by the legends of golf (Palmer, Watson & Nicklaus), 11 pools throughout the community, mini putt putt golf, tennis courts, pickleball courts, playgrounds, dog parks, golf cart & bike rentals and several on-site restaurants to include fine dining. Reunion Resort is located just 6 miles to Disney and the parks, and a short drive to the Orlando Int Airport. STRONG RENTAL INCOME available upon request.

997 Jack Nicklaus Court, Reunion
114 Blackwater Court, Kissimmee
$437,000
4 Beds ⋅ 2 Baths ⋅ Cypress Lakes Ph 2 SubDv. ⋅ 34743 Zip Code
NO HOA, NO CDD, AND NO REAR NEIGHBORS! Enjoy Florida living in this 4-bedroom, 2-bathroom pool home in Buenaventura Lakes, Kissimmee. Offering 1,767 square feet of living space, a garage, and an oversized lot, this home combines everyday convenience with outdoor spaces made for relaxing and entertaining. Step outside to your private pool within a screened enclosure, complemented by an expansive paved patio with room for outdoor dining, lounging, and gatherings. A dedicated fire pit area creates an inviting setting for evenings outdoors, while the wooded backdrop and absence of rear neighbors enhance the backyard’s sense of privacy. Conveniently located near shopping, supermarkets, restaurants, and everyday services, with access to Osceola Parkway, Florida’s Turnpike, and SR 417 for connections to Orlando International Airport, The Loop, and Central Florida’s renowned attractions. A pool, generous outdoor entertaining space, and no HOA or CDD fees make this property a compelling opportunity. Schedule your private showing today!

114 Blackwater Court, Kissimmee
421 Novi Path, Kissimmee
$549,900
5 Beds ⋅ 5 Baths ⋅ Reunion West Ph 1 West & Ament Ctr Rplt SubDv. ⋅ 34747 Zip Code
Virtually Staged. FULLY FURNISHED | PRIVATE POOL | SLEEPS 10 | GATED RESORT | NEAR DISNEY | NO CARPET | Welcome to an exceptional opportunity to own a fully furnished luxury vacation home in Encore Resort, one of the area’s premier gated resort communities. Beautifully designer-decorated and offered completely turnkey, this immaculate pool home is ideal as a vacation retreat, second home, primary residence, or income-producing investment. From the moment you arrive, this home delivers the perfect combination of comfort, style, and resort living. The spacious open-concept floor plan creates an inviting environment for entertaining and relaxing, while the thoughtfully furnished interiors provide a true move-in-ready experience. With accommodations for up to 10 guests, this property is perfectly positioned for family vacations, group getaways, and short- or long-term rental opportunities. Recent Renovations: Luxury Vinyl Floor, Interior Paint, Great Room Furniture. Enjoy your own private outdoor oasis featuring a sparkling private pool. The property’s location near the resort’s gated entrance offers added convenience while keeping you close to all the amenities Encore Resort has to offer. Encore Resort provides an outstanding vacation lifestyle with an impressive collection of amenities, including a water park with multiple slides, resort-style pool, splash zone, fitness center, sports courts, playgrounds, clubhouse, restaurant and bar, concierge services, and 24-hour gated security. The community is also golf-cart friendly, making it easy to enjoy the resort and its amenities. The property is currently serviced by on-site property management, offering the opportunity for continued professional management and, if desired, the potential transfer of future reservations and bookings to the new owner. Guests and owners have access to the resort’s full amenity package, making this an especially attractive turnkey vacation property. Inside, you'll find a comfortable and stylish living environment with modern finishes, designer furnishings, digital cable TV, high-speed internet, and generous gathering spaces. Whether hosting guests or enjoying a quiet evening at home, the layout provides plenty of room for everyone. For added convenience, HOA services include lawn care, irrigation, exterior maintenance, trash service, and private pool maintenance, allowing owners to enjoy a truly low-maintenance property. Located just minutes from Walt Disney World, Sunset Walk, restaurants, shopping, golf, and Orlando’s world-famous attractions, this home puts the best of Central Florida right at your doorstep. Fully furnished, beautifully appointed, resort-managed, and ready to enjoy—this is the turnkey Florida vacation home you've been waiting for.

421 Novi Path, Kissimmee
3187 Pequod Place, Kissimmee
$450,000
4 Beds ⋅ 3 Baths ⋅ Storey Lake Ph 1b-2a SubDv. ⋅ 34746 Zip Code
Welcome to this beautifully furnished 4-bedroom, 3-bath townhome in the highly sought-after Storey Lake Resort, ideally located just minutes from Walt Disney World, shopping, dining, and Central Florida's top attractions. Designed for both personal enjoyment and vacation rental success, this turnkey property comfortably sleeps up to 10 guests and features a private screened-in pool, spacious open-concept living areas, and stylish décor throughout. The well-appointed kitchen offers ample space for entertaining, while the bright living room opens directly to the covered lanai and pool deck, creating the perfect indoor-outdoor Florida lifestyle. The first floor includes a king bedroom and full bath, while upstairs you'll find a spacious primary suite with an en-suite bath, plus two additional guest bedrooms. Owners and guests enjoy access to Storey Lake's world-class resort amenities, including a lazy river, water slides, resort-style pool, splash park, fitness center, mini golf, sports courts, kayak rentals, playgrounds, clubhouse, tiki bar, and more. Located in a gated community with 24-hour security, this property offers convenience, comfort, and exceptional rental appeal. Whether you're looking for a vacation home, investment property, or both, this exceptional Storey Lake townhome is a fantastic opportunity in one of Orlando's premier resort communities.

3187 Pequod Place, Kissimmee
8985 Cuban Palm Rd. Road, Kissimmee
$445,000
5 Beds ⋅ 5 Baths ⋅ Paradise Palms Resort Ph 2 SubDv. ⋅ 34747 Zip Code
Your Florida lifestyle begins here. This five-bedroom, five-bathroom pool home for sale in Paradise Palms Resort, Kissimmee, offers approximately 3,015 square feet of inviting living space in a gated community near Walt Disney World. From quiet mornings beside your private pool to afternoons exploring Central Florida’s attractions, this home gives you room to enjoy it all. Soaring ceilings and an open floor plan create a welcoming setting for everyday living and entertaining. Granite countertops and stainless steel appliances anchor the kitchen, while the connected dining and living areas keep conversations flowing. Two primary suites provide comfortable retreats, and five full bathrooms make hosting overnight guests more convenient. Upstairs, a versatile loft offers additional space for a media area, game room, or relaxing lounge. Outside, your private heated splash pool invites you to unwind after a busy day or enjoy a leisurely afternoon at home. The operational pool heater adds comfort for cooler Florida days, making this outdoor retreat even more inviting. Paradise Palms Resort extends the experience with a clubhouse, resort-style pool featuring waterfalls and slides, fitness center, movie theater, tennis courts, volleyball, and a playground. Nearby shopping, dining, entertainment, and Orlando-area attractions bring convenience and recreation within easy reach. Offered unfurnished, this Kissimmee home gives you the freedom to create a space that reflects your own style. Whether you’re searching for a primary residence or a Florida vacation home near Disney, discover the space, comfort, and resort amenities waiting for you at Paradise Palms. Schedule your private showing today.

8985 Cuban Palm Rd. Road, Kissimmee
744 Mulberry Avenue, Celebration
$1,125,000
5 Beds ⋅ 6 Baths ⋅ Celebration Village Unit 02 Rep 02 SubDv. ⋅ 34747 Zip Code
Some photos are virtually stagedLOCATION, LOCATION, LOCATION! Exceptional corner-unit townhome in the highly sought-after Savannah Square neighborhood of Celebration, featuring a private splash pool, park views, and estate-quality finishes throughout. This stunning, fully renovated residence offers the perfect blend of luxury, comfort, and versatility, with two master suites, a separate garage apartment, and an unbeatable location. The main level features an open-concept layout with a spacious living room and fireplace, beautifully upgraded kitchen, expansive eat-in dining area, private office, and screened-in lanai. The oversized corner lot provides a private outdoor retreat with a splash pool, screened patio, solarium, and convenient access to the garage. The second floor features a generous primary suite with a walk-in closet, two additional bedrooms with en-suite bathrooms, and a conveniently located laundry room. The entire third floor is dedicated to a luxurious, recently renovated master suite retreat complete with a fireplace and elegant updated finishes, creating a private sanctuary to unwind. Adding exceptional flexibility and value, the separate garage apartment features a full kitchen, full bathroom, and its own washer and dryer, making it ideal for guests, extended family, or potential rental income. Enjoy one of Celebration’s most desirable locations, less than one block from Celebration K-8 School and downtown Celebration. With its extensive renovations, private pool, versatile living spaces, and proximity to the best of Celebration, this remarkable property offers a truly exceptional lifestyle.

744 Mulberry Avenue, Celebration
2312 Distant Sun Trail, Kissimmee
$1,075,000
6 Beds ⋅ 5 Baths ⋅ Solara Ph 3 Rep SubDv. ⋅ 34747 Zip Code
Invest in your own piece of paradise at Solara Resort in Kissimmee! This beautiful, nearly new vacation home is professionally furnished and decorated. It began welcoming guests in August 2026 and already has confirmed bookings for the upcoming year. An added advantage for the new owner: Existing bookings may be retained if the same property management company continues managing the home, subject to confirmation of the applicable terms and conditions. This presents an excellent opportunity to continue the vacation rental operation with future reservations already scheduled. This impressive property features 6 bedrooms, 4.5 bathrooms, a movie theater in the converted garage, and an additional game room. Its spectacular themed rooms and thoughtfully designed interiors create an unforgettable vacation experience for guests of all ages. The first-floor owner's suite offers generous closet space and a bathroom with a double-sink vanity. Outside, the private swimming pool and covered lanai provide the perfect setting to relax and enjoy the Florida sunshine. Solara Resort is a gated community offering outstanding resort-style amenities, including a zero-entry swimming pool, waterslides, FlowRider®, poolside bar, on-site restaurant and coffee bar, fitness center, sports courts, soccer field, sports simulator, gaming stations, yoga lawn, playground, and splash pad. Ideally located near US-192, I-4, and US-27, the property provides convenient access to Central Florida's world-famous theme parks, shopping centers, restaurants, and entertainment destinations. Whether you're looking for a vacation home for personal enjoyment, a short-term rental investment, or a combination of both, this property offers an appealing blend of comfort, entertainment, and a prime location. Don't miss this opportunity to own a vacation property with future bookings already scheduled! Contact us today to arrange a private showing and request details about the booking calendar, rental income, and the possibility of continuing with the current property management company.

2312 Distant Sun Trail, Kissimmee
2728 Formosa Boulevard, Kissimmee
$680,000
6 Beds ⋅ 4 Baths ⋅ Formosa Gardens Unit 1 SubDv. ⋅ 34747 Zip Code
Your Own Private Disney-Area Resort, Fully Furnished, with a Brand-New Roof! Welcome to a truly exceptional home in the highly sought-after gated community of Formosa Gardens Estates. This stunning 6-bedroom, 4-bathroom residence sits on an oversized lot and is offered FULLY FURNISHED and move-in ready, with a BRAND-NEW ROOF, JUST COMPLETED, offering lasting value and complete peace of mind for its next owner, all with a low HOA for the area. Step outside and prepare to be enchanted. The show-stopping Mickey-shaped pool features a sparkling center pool flanked by two spas that form the iconic “ears,” a one-of-a-kind, picture-perfect setting that guests will never forget. Elegant French doors open to the screened-in lanai and this private oasis, the ultimate backdrop for sunny afternoons, unforgettable gatherings, and relaxing evenings under the Florida stars. Inside, the heart of the home is a beautiful custom kitchen with 42" cabinetry that flows seamlessly into the spacious family room, perfect for entertaining or everyday living. The home features six bedrooms thoughtfully distributed across two levels, with three bedrooms on each floor. The first-floor Master Suite is a true retreat, featuring a luxurious en-suite bathroom with dual sinks, a garden tub, a separate shower, and generous closet space. For added convenience, the bathroom also provides direct access to the pool area. The second floor features an additional Master Suite, offering the exceptional convenience and flexibility of having a master bedroom on each level, along with two additional bedrooms. Zoned for short-term rental, this home has been lovingly enjoyed as a private vacation retreat by its current owners and only selectively rented. That has preserved its excellent condition while still demonstrating strong income potential. Because it comes fully furnished, it’s ready to welcome guests or its new owners from day one, with no extra setup and no waiting. Whether you’re looking for a primary residence, a luxury vacation home, or a high-performing investment property, this home checks every box. It’s ideally located minutes from world-class golf, dining, shopping, and entertainment, only 3 miles from Walt Disney World and about 30 minutes from Orlando International Airport. The magic is waiting for you just minutes from Disney. Make it yours and schedule your private visit today!

2728 Formosa Boulevard, Kissimmee
255 Strathmore Circle, Kissimmee
$469,900
4 Beds ⋅ 2 Baths ⋅ Remington Ph 1 Tr B SubDv. ⋅ 34744 Zip Code
Immaculate golf course home overlooking the 18th hole, featuring a sparkling pool, spa, and gorgeous tile deck perfect for outdoor entertaining! This well-appointed home offers a NEW ROOF, vinyl plank flooring, shutters throughout, crown molding in the main living areas, decorative chair rail, and premium ceiling fans. The kitchen features granite countertops, a center island, decorative backsplash, and stainless-steel appliances. Vinyl plank flooring extends throughout most of the home and the spacious 3-car garage features epoxy-coated floors and an 18,000 BTU A/C wall unit. Must see home!

255 Strathmore Circle, Kissimmee
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