Kissimmee Homes with Pool Community Features

Kissimmee Homes with Pool Community Features

Welcome to Kissimmee, a vibrant city located in Osceola County, Florida. Known for its proximity to world-famous attractions like Walt Disney World and Universal Studios, Kissimmee offers residents a perfect blend of suburban charm and urban convenience.

If you're looking for a home with a pool in Kissimmee, you're in luck! The city is home to a variety of communities that feature this coveted amenity. Whether you're seeking a relaxing retreat or a place to entertain friends and family, owning a home with a pool in Kissimmee provides the perfect setting for both relaxation and recreation.

Imagine spending your weekends lounging by the pool, soaking up the Florida sunshine, or hosting poolside barbecues and gatherings. Homes with pool community features in Kissimmee offer residents the opportunity to enjoy resort-style living right in the comfort of their own backyard.

With a diverse selection of homes available, from cozy bungalows to spacious estates, Kissimmee has something to offer every homebuyer. So why wait? Dive into the Kissimmee real estate market and find your dream home with a pool today. Live the ultimate Florida lifestyle in Kissimmee, where every day feels like a vacation!

Newest Kissimmee Homes with Pool Community Features

$272,000
3 Beds ⋅ 2 Baths ⋅ Poinciana Nbrhd 03 Village 03 SubDv. ⋅ 34759 Zip Code
BUY THIS BEAUTIFUL 3 BEDROOMS, TWO BATHROOMS, TWO-CAR GARAGE HOME, CONVENIENTLY LOCATED TO HOSPITALS, MEDICAL OFFICES, SHOPPING AREAS, DINING, SCHOOLS AND PUBLIC TRANSPORTATION. BEAUTIFULLY LAYOUT WITH AN SPACIOUS 16X20 SEPARATE FORMAL LIVING ROOM, 11X18 FAMILY ROOM, 18X14 SCREENED PORCH AND A 10X15 GAZEBO. ENJOY YOUR MORNING COFFEE IN THE PORCH WATCHING THE TROPICAL FRUIT TREES THE OWNERS HAVE PLANTED. HAVE YOUR COOKOUTS RIGHT ON YOUR GAZEBO. THE HOME HAS A 6 FOOT WOOD FENCE FOR MORE PRIVACY. A NEW ROOF WAS BUILT ON DECEMBER 2022. THE AIRCONDITIONER WAS REPLACED ON MAY 2022, AND SIX NEW INSULATED WINDOWS WERE INSTALLED ON JUNE 2023. GIVE US A CALL AND WE WILL BE HAPPY TO SET UP AN APPOINTMENT TO SHOW YOU THIS BEAUTIFUL HOME.

608 Dromedary Court, Kissimmee
$475,000
4 Beds ⋅ 3 Baths ⋅ Storey Lake Ph 3 SubDv. ⋅ 34746 Zip Code
**INVESTMENT OPPORTUNITY!** Discover this beautifully maintained, turnkey townhome located in the highly sought-after **Storey Lake Resort community**. Ideally situated near Walt Disney World and Central Florida’s top attractions, this successful vacation rental is fully booked each month**, offering an incredible opportunity for its next owner. Existing bookings can easily be transferred, making this a truly turnkey investment. This spacious **4-bedroom, 3-bathroom** townhome features a desirable split floor plan with **two primary suites—one upstairs and one downstairs**—providing plenty of privacy and flexibility for guests. The home comes fully furnished and equipped with everything needed for a comfortable vacation stay. The fully stocked kitchen includes cookware, dinnerware, a toaster, blender, waffle maker, coffee maker, microwave, and more. Additional conveniences include **smart TVs in every bedroom, high chairs and toddler essentials, hair dryers in each bathroom, board games, and an outdoor barbecue grill**. Step outside to your own **private heated pool**, perfect for relaxing after a day at the parks or enjoying Florida’s beautiful weather with family and friends. The resort experience continues beyond the home! Storey Lake offers an impressive selection of amenities, including a **lazy river, waterslides, sandy play areas, and plenty of opportunities for both relaxation and recreation**—all without leaving the community. With minimal maintenance, strong rental activity, and an established history of highly rated Airbnb stays and repeat guests, this property is an excellent opportunity for investors or anyone looking for their own Central Florida getaway. **Turnkey, fully equipped, and ready for its next owner—schedule your private showing today!**

4965 Windermere Avenue, Kissimmee
$635,000
5 Beds ⋅ 6 Baths ⋅ Reunion Ph 2 Prcl 3 SubDv. ⋅ 34747 Zip Code
This beautifully furnished 5-bedroom, 5.5-bath pool home is located in the popular gated Reunion Resort, a premier golf and vacation community just minutes from Walt Disney World. The open-concept floor plan features abundant natural light, a spacious living area, and a well-appointed kitchen with granite countertops, stainless steel appliances, and a large island. Sliding glass doors lead to a private pool and sun deck, creating an inviting space for relaxing or entertaining. The garage has been converted into a games room and features a Mini-split and LED lighting. The primary suite offers a spa-inspired bathroom with dual vanities and a dual-head walk-in shower. A versatile upstairs loft with wet bar provides additional space for a game room, movie area, or second living room. All five bedrooms feature en-suite bathrooms, offering comfort and privacy for family and guests. Reunion amenities include three championship golf courses, a water park, resort pools, tennis and pickleball courts, fitness center, and dining options. Conveniently located near Disney, Universal, Orlando International Airport, and major highways. Property comes Fully Furnished. Perfect as a vacation home or short-term rental opportunity. Cable TV, Internet and lawncare is included in the HOA Fees!!

1472 Fairview Cir, Kissimmee
$169,000
2 Beds ⋅ 2 Baths ⋅ Images Condo SubDv. ⋅ 34746 Zip Code
Make yourself at home in this inviting first-floor condo in the Images Condominium community, where a bright, open layout and a screened patio overlooking green space create a welcoming setting for everyday living. This move-in-ready, 2-bedroom, 2-bath residence features a spacious living and dining area with sliding glass doors that bring in natural light and extend the living space outdoors—perfect for enjoying your morning coffee or unwinding in the evening. The kitchen opens to the main living area through a breakfast bar, keeping you connected while preparing meals or entertaining. White cabinetry, a brand-new microwave, and an in-unit washer and dryer add style and convenience, while wood-look and tile flooring, a walk-in closet, and a split-bedroom layout complete the interior. Mature trees and landscaped grounds surround a community filled with ways to relax and stay active. Spend an afternoon by the pool, enjoy the spa, or take advantage of the fitness center, tennis and basketball courts, and sand volleyball court. A clubhouse, playground, picnic areas with barbecue grills, and controlled access add to the appeal. With shopping, dining, outlet malls, and Walt Disney World nearby, plus convenient access to I-4 and SR-417, this condo puts everyday essentials and favorite Central Florida destinations within easy reach. Come see it for yourself—schedule your private showing today!

5283 Images Circle Unit 104, Kissimmee
$299,900
3 Beds ⋅ 3 Baths ⋅ Tapestry Ph 4 SubDv. ⋅ 34741 Zip Code
Welcome to 2491 Fassona Drive, a beautifully updated townhome in the gated Tapestry community offering modern upgrades, a functional layout, and resort-style amenities. This 3-bedroom, 2.5-bath home features 1,528 square feet of living space and a 2-car garage. The first floor offers tile flooring throughout the living and dining areas, along with an updated kitchen featuring new 2025 cabinetry, granite countertops, and a walk-in pantry. A convenient half bath completes the first floor. Upstairs, new 2025 luxury vinyl plank flooring runs along the stairs and upstairs hallway, while all three bedrooms feature carpet. The spacious primary suite includes a walk-in closet, private bath with dual sinks, a separate shower and toilet closet, plus access to a large private balcony. Two additional bedrooms, a full bathroom with tub, and an upstairs laundry closet complete the second floor. Tapestry offers resort-style amenities including a community pool, splash pad, playground, fitness center, clubhouse, BBQ patio, screened lounge, multi-purpose room, and outdoor gathering spaces. Scenic water features throughout the community add to the neighborhood setting. Conveniently located near shopping, dining, major roadways, Orlando International Airport, and Central Florida’s world-famous theme parks, this home puts everyday conveniences and Central Florida’s major attractions within easy reach.

2491 Fassona Drive, Kissimmee
$179,000
1 Beds ⋅ 1 Baths ⋅ Embassy Suites, Sunset Walk Hotel SubDv. ⋅ 34747 Zip Code
Welcome to luxury resort living at 8060 Vacation Ave #4409, a turn-key, fully furnished 1-bedroom, 1-bathroom studio condo positioned on the 4th floor of Building 4 in the prestigious Embassy Suites by Hilton at Sunset Walk. Designed with sleek modern finishes, this light-filled studio offers an effortless, hands-off experience for vacation home buyers and savvy real estate investors seeking strong short-term rental potential. Guests and owners enjoy world-class hospitality amenities, including a resort-style outdoor heated pool with a splash pad, lounge seating, a 24-hour fitness center, a signature on-site restaurant and lounge, complimentary made-to-order breakfast, and hassle-free theme park shuttle service. Unbeatable positioning puts you steps from the lively Promenade at Sunset Walk, featuring dozens of premier dining spots, boutique shopping, live music venues, and Island H2O Water Park. Located just minutes from Walt Disney World, Universal Studios, and Central Florida’s top attractions, this high-demand unit serves as both an ideal personal getaway and a high-performing income-generating asset in Orlando's prime tourism corridor.

8060 Vacation Avenue Unit 4409, Kissimmee
$250,000
3 Beds ⋅ 3 Baths ⋅ Emerald Island Resort Replat SubDv. ⋅ 34747 Zip Code
**Fully furnished and ready for its next owner!** This inviting 3-bedroom, 2.5-bathroom townhome is located in the highly desirable Emerald Island Resort, just minutes from Walt Disney World. The property is currently operating as a short-term rental, and future bookings may convey with the sale if the new owner chooses to continue with the current property management company. With a comfortable layout and everything needed for immediate enjoyment, this townhome is ideally suited as a vacation home, investment property, or personal getaway. Emerald Island is a gated, resort-style community offering two heated pools and spas, a clubhouse, fitness center, sauna, tennis and pickleball courts, mini golf, playgrounds, a nature trail, and more. A great opportunity to own a furnished townhome in one of Central Florida’s established vacation rental communities.

2782 Sun Key Place, Kissimmee
$375,000
3 Beds ⋅ 2 Baths ⋅ Sunset Lakes SubDv. ⋅ 34747 Zip Code
Unveil the ultimate waterfront escape at 2920 Sunset Lakes Blvd, a fully furnished 3-bedroom, 2-bathroom gem situated in the gated community of Sunset Lakes. Designed to embrace effortless Florida living, this single-story home features a fluid, open-concept floor plan that seamlessly flows out to a spacious, screened-in private pool area. Unwind on your lanai and take in serene, picturesque pond views—the ultimate backdrop for morning coffee, evening relaxation, or hosting guests poolside! Whether you are looking for a turnkey primary residence, a seasonal getaway, or a high-performing investment property, this home offers endless versatility. Residents of Sunset Lakes enjoy access to excellent neighborhood amenities, including a community pool, playground, and scenic fishing lakes complete with a pier and gazebo. Positioned just minutes from Walt Disney World, premier shopping outlets, local dining hubs, and top-tier golf courses, this property delivers a rare blend of quiet waterfront charm right near Central Florida's biggest attractions!

2920 Sunset Lakes Boulevard, Kissimmee
$260,000
2 Beds ⋅ 3 Baths ⋅ Encantada Ph 2 SubDv. ⋅ 34747 Zip Code
Great investment opportunity in the highly desirable Encantada Resort! This fully furnished, turnkey property offers a prime location in Kissimmee and is perfect for those looking to enjoy a vacation home, generate rental income, or use the property as a primary residence. This beautiful townhome features 2 bedrooms, 2.5 bathrooms, and 1,161 square feet of living space. The screened-in rear patio includes a private hot tub and peaceful views of the surrounding natural area. Enjoy a carpet-free home, with tile flooring throughout the first floor and laminate flooring on the stairs and second floor. The property is fully furnished and ready to enjoy from day one. Encantada Resort is a 24-hour gated community with excellent resort-style amenities, including heated pools, hot tubs, clubhouse, fitness center, playground, walking trails, and a poolside restaurant and bar. Ideally located just minutes from Walt Disney World, shopping, dining, golf, and major highways, providing easy access to everything Central Florida. A fantastic turnkey opportunity to enjoy, live in, or generate rental income from a property in one of Kissimmee’s most sought-after vacation destinations.

3063 White Orchid Road, Kissimmee
$133,000
1 Beds ⋅ 1 Baths ⋅ Villas Del Sol At Kiss Condo SubDv. ⋅ 34741 Zip Code
Beautiful freshly painted and well-maintained 1-bedroom, 1-bath condo, the unit is located in the gated, resort-style community of Villa del Sol, with controlled access through the Envera system. The unit is in the second floor with direct access to parking. The bedrooms has spacious walk-in closets. The community buildings have recently been updated with a modern exterior color palette and is very well maintained. Amenities include a clubhouse, fitness center, two swimming pools, on-site laundry facilities, car wash area, BBQ/picnic areas, playground, tennis courts and much more. Excellent opportunity for primary residence or investment. Located near to the Loop Mall with very close access to the Osceola Parkway, 192, 4-17, I-4, Restaurants, parks and attractions. Short rental allowed

2207 Antigua Place Unit 727, Kissimmee
$234,000
2 Beds ⋅ 2 Baths ⋅ Solivita Ph 03b SubDv. ⋅ 34759 Zip Code
**See the FULL LENGTH VIDEO on Tour Link 1.** Welcome to Your Slice of Paradise! Imagine waking up every morning to tranquil pond views glistening in the Florida sunshine —your move-in-ready dream home in the award winning, 55+ gated community of Solivita awaits! This impeccably refreshed residence shines with luxurious carpeting throughout, offering that fresh, just-built feel without the wait. Step inside to soaring volume ceilings and a bright, open-concept floor plan that effortlessly blends living, dining, and entertaining spaces — perfect for hosting friends or enjoying quiet evenings at home. The heart-of-the-home kitchen delights with a breakfast bar, 2 water purifiers, cozy nook for casual meals, large pantry closet, and an abundance of cabinetry and counter space — everything you need to whip up culinary magic. Kitchen and laundry both have new LED light fixtures. Retreat to the spacious primary suite featuring serene water views, a huge walk-in closet, and a private en-suite bath with an oversized walk-in shower. An interior laundry room (conveniently tucked in the garage) adds everyday ease. Enjoy peaceful pond-front scenery from your back door — the ideal spot for morning coffee or sunset relaxation — all on a low-maintenance lot that gives you room to breathe without the work. No projects, no waiting — just unpack, settle in, and start living the vibrant Solivita lifestyle you’ve been dreaming of (golf carts welcome, resort-style pools, 200+ clubs, fitness centers, and more!). 1 and 1/2 car garage with epoxy garage floor (will fit one car and a golf cart). HWH 2023. Roof 2020 is to wind remittance standard with 35 year shingles. HVAC 2018 Furniture is available separately for a truly turnkey experience. Schedule your private tour today and make this Florida beauty yours before someone else does! ***Solivita is an active adult 55+ community located in Kissimmee, Florida. Approximately 50 minutes from Disney World & the Orlando International Airport. Solivita has a total of 5470 homes. About 10,000 – 11,000 residents live in Solivita during the winter while around 7,500 live in Solivita during the summer. Enjoy your active years in this piece of paradise. Solivita amenities include: a manicured SOFTBALL Diamond & Field - 36 holes of CHAMPIONSHIP GOLF that can be played by joining the Stonegate Golf Club or paying as you go – 2 STATE of the Art AMENITY centers with updated exercise equipment, yoga studio and meeting rooms – 3 restaurants -14 HEATED POOLS – 17 PICKLEBALL courts – 9 TENNIS courts -BOCCE BALL courts – Corn Hole – Tot Lot PLAYGROUND – COMMUNITY GARDEN – over 250 resident clubs. The HOA: - maintains the LANDSCAPING & IRRIGATION systems in the common areas as well as at individual homesites – maintains the roads throughout the community – provides SECURITY with gate guards and mobile patrols including the Polk County Sheriff – allows AUTOMATED GATE ACCESS for residents via license plate readers – provides residents with Fiber Optic Internet & TV service. ***Poinciana Lakes Plaza directly across from the Solivita Main Gate. It features Sprouts Grocery, TJ Maxx,Ulta, Outback, First Watch, 5 Guys, Jersey Mikes, Panda Express, Petco, Urgent Care, Dentist & More!

601 Grand Canal Dr, Kissimmee
$259,990
4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 3 SubDv. ⋅ 34741 Zip Code
Buy as your Vacation Home or live in this beautiful 2 story, 4 Bedroom, 3 Bathroom, located in the resort Style community of Venetian Bay Village in Kissimmee. This townhouse can serves as a primary residence, a long -term or short- term rental investment. It features a Master Suite located on the first floor and a second Master Suite upstairs. Beautiful bright open floor plan uniting the kitchen, dining area and living room. Not Carpet, Ceramic Title and Laminate floors. This unique resort style community features a huge Pool with Jacuzzi & 3 smaller pools. Playground and picnic areas, complete fitness center and basketball, tennis court and much more. The HOA fee includes Roofing, Exterior Painting, Landscaping, Lawn Services and outside Pets Control. Located close to the theme Parks, lots of Shopping, Restaurants and much more.

4010 Santa Maria Drive Unit 102, Kissimmee
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