Kissimmee Homes with Pool

Kissimmee Homes with Pool

Welcome to Kissimmee, a vibrant city located in the sunny state of Florida. Known for its proximity to world-famous theme parks like Walt Disney World and Universal Studios, Kissimmee offers a perfect blend of entertainment and relaxation.

In Kissimmee, you'll find a variety of homes with pools, allowing residents to enjoy the warm Florida weather year-round. Whether you're looking for a cozy bungalow or a spacious estate, there are plenty of options to choose from. Imagine spending your weekends lounging by the pool, hosting BBQs with friends and family, and creating lasting memories in your own backyard oasis.

Living in a home with a pool in Kissimmee not only provides a luxurious lifestyle but also offers numerous health benefits. Swimming is a great way to stay active and maintain a healthy lifestyle without having to leave the comfort of your home. Additionally, a pool can increase the value of your property and make it more attractive to potential buyers in the future.

If you're ready to dive into the Kissimmee real estate market and find your dream home with a pool, now is the perfect time to start your search. With a wide range of options available, you're sure to find a property that suits your lifestyle and budget. Don't miss out on the opportunity to own a piece of paradise in this charming city!

Newest Kissimmee Homes with Pool

4404 Summer Flowers Place, Kissimmee

4404 Summer Flowers Place, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Summer Flowers Twnhms SubDv. ⋅ 34746 Zip Code

FULLY FURNISHED. GATED COMMUNITY. A LOCATION WORTH INVESTING IN! Welcome to 4404 Summer Flowers Place, a 4-bedroom, 3-bathroom townhome offering the comfort of home with the convenience of Kissimmee’s popular vacation corridor. Whether you envision everyday Florida living, your own getaway, or an income-producing property, this furnished home offers an appealing place to begin. The spacious layout provides room to gather, entertain, and accommodate overnight guests, with furnishings already in place to simplify your transition. Spend leisurely afternoons by the community pool, then head out for dinner or an evening exploring the area. Located just off US-192/Irlo Bronson Memorial Highway, Summer Flowers puts a wide selection of restaurants, shopping, and everyday conveniences close to home. Walmart Supercenter and Aldi are nearby for groceries and essentials, while the surrounding corridor offers casual dining, cafés, retail stores, and entertainment. Central Florida’s popular theme parks and recreational destinations add to the location’s appeal for homeowners and prospective rental guests alike. Space, furnishings, community amenities, and a convenient location come together in one attractive opportunity. Make it your home, enjoy it as your Florida retreat, or explore its rental potential. Buyer to verify rental eligibility, minimum lease periods, and applicable HOA and local requirements. Schedule your private showing today!

4404 Summer Flowers Place, Kissimmee

2502 Serenity Garden Drive, Kissimmee

2502 Serenity Garden Drive, Kissimmee

5 Beds ⋅ 3 Baths ⋅ Tohoqua SubDv. ⋅ 34744 Zip Code

Under Construction. Tohoqua is the kind of neighborhood you've been looking for, with an exciting amenity center and a location within proximity to major roadways, including US-192, the FL. Turnpike and within 30 minutes of Orlando International Airport, Orlando’s world class amusement parks, and Medical City. Enjoy the adjacent Twin Oaks Park Florida Trail, featuring trails along famous Lake Tohopekaliga and connectivity to regional trail networks. A planned Village Center at the entrance to Tohoqua will offer shops, restaurants, healthcare and medical offices, a farmers' market and much more. Community amenities include a clubhouse, resort-style pool, community parks, a dog park, fitness center, sports courts, a playground and more! State-of-the-art technology will ensure that your family and business are connected to the latest and best tech options. The new two-story Trailside home, with 5 bedrooms, 3 bathrooms, a loft, and a 2-car garage is ready for you to move in and start living the life you deserve. Upon entry, you’re welcomed by a beautiful wrap around staircase and a foyer that is flooded with natural light. The foyer leads you toward the heart of the home, where the kitchen, gathering room, and café seamlessly flow together, all overlooking the covered lanai. Your chef-inspired kitchen is a true standout, offering a large center island and stainless-steel Whirlpool appliances, including a refrigerator. White cabinetry with quartz countertops, a single-bowl stainless-steel sink, and upgraded faucet combine to create a stylish and functional space. A guest bedroom and full bathroom are located on the main level, perfect for visitors, a home office, or flexible living space. Upstairs, the Owner’s Suite offers a peaceful retreat with a large walk-in closet and an en suite bath featuring dual sinks, a quartz-topped vanity, a private water closet, and a glass enclosed shower. Also located on the second floor, three additional bedrooms, another secondary bathroom, a loft, and a conveniently located laundry room offer both privacy and functionality. Throughout the home, professionally curated design selections and premium finishes elevate the living experience. Wood-look luxury vinyl plank flooring spans the first-floor living spaces; tile graces the bathroom and laundry room floors, while soft, stain-resistant Shaw carpet enhances the bedrooms and second-floor living spaces. Additional touches such as 2” faux wood blinds, Whirlpool washer and dryer, Sherwin Williams City Loft Interior Wall Paint, and brushed nickel hardware and plumbing fixtures add both style and convenience. The open spindle railing at the first-floor staircase completes the home’s elegant feel. This Trailside home is where luxury and practicality meet. Don’t miss your chance to make this exceptional home yours—schedule a tour today!

2502 Serenity Garden Drive, Kissimmee

3004 Parkway Boulevard Unit 306, Kissimmee

3004 Parkway Boulevard Unit 306, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Blossom Park Villas Condo SubDv. ⋅ 34747 Zip Code

Location is the headline here. This condo sits just east of Celebration and roughly 6 miles from the Disney theme parks, with the I-4 interchange and US-192 a few minutes away. That puts theme park cast members, remote workers and second-home buyers all within the same short drive. Grocery, dining, shopping and outlet centers are close by, and Orlando International Airport is a straight run up the highway. Inside, the home has been taken down to the studs and rebuilt: waterproof luxury vinyl plank flooring through every room, fresh paint top to bottom, custom cabinetry with marble counters in the kitchen and both baths, an open island kitchen that anchors the living space, a full stainless appliance package, LG washer and dryer included, a new A/C system and new water heater in 2026, new hardware, sinks and disposals, and two fully remodeled baths with walk-in showers. The split floor plan puts the primary suite on its own side, and every window brings in natural light. Step onto the private balcony and the view opens to a pond with a working fountain, a quiet backdrop with no road noise. The community is the amenity package buyers keep asking for: a resort-style pool with spa, a fitness center, tennis and basketball courts, and manicured grounds. The HOA covers water, trash, sewer, roof, building insurance and lawn care, so the big-ticket exterior costs sit with the association instead of the owner. Vacant, no tenants in place, and easy to show on short notice. Bring your buyers.

3004 Parkway Boulevard Unit 306, Kissimmee

816 Alpine Court, Kissimmee

816 Alpine Court, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Poinciana Village 1 Nbhd 3 East SubDv. ⋅ 34758 Zip Code

Priced to sell as is! This 4-bedroom, 2.5-bath Poinciana home sits on a generous 1/4-acre lot and offers a formal dining room, living room, and bonus space for flexible living. Enjoy Florida days on the screened lanai overlooking the inground pool. Two-car garage. Kitchen and bath cabinets, countertops, and carpet are ready for your updates, so bring your vision and build instant equity in a prime Poinciana location.

816 Alpine Court, Kissimmee

2321 Silver Palm Drive, Kissimmee

2321 Silver Palm Drive, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Windsor Palms Twnhms Ph 3b SubDv. ⋅ 34747 Zip Code

Beautifully updated 3-bedroom, 3-bathroom townhome in the sought-after Windsor Palms Resort! This stunning property features upgraded kitchen cabinets, an updated main-level bathroom vanity, granite countertops, and luxury vinyl flooring throughout both levels. Perfect for vacation living or investment, the home showcases fun Disney-inspired décor, including Mickey Mouse-themed living and bedroom spaces, a Toy Story-themed bedroom, and a Disney Castle-themed primary suite. Enjoy an impressive array of resort-style amenities at the popular Windsor Palms Resort, including a community pool, tiki bar, spa, fitness center, tennis, basketball and volleyball courts, convenience store, movie theater, arcade, playground, BBQ area, and picnic spaces. Experience the perfect blend of comfort, entertainment, and resort living just minutes from Walt Disney World!

2321 Silver Palm Drive, Kissimmee

4002 Venetian Bay Drive Unit 101, Kissimmee

4002 Venetian Bay Drive Unit 101, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Venetian Bay Village Condo Ph 1 SubDv. ⋅ 34741 Zip Code

Welcome to 4002 Venetian Bay Drive, Unit 101! This fully furnished corner-unit condo offers a desirable floor plan, resort-style community amenities, and a convenient location approximately 11 miles from Walt Disney World property. The open-concept first floor features a primary suite on the main level, an upgraded kitchen with granite countertops, and French doors leading to a patio. A newer stainless steel refrigerator, purchased in 2024, adds to the kitchen's appeal. One of the property's standout features is the two primary suites, with one on each floor. Both suites include private ensuite bathrooms with whirlpool tubs, offering added comfort and flexibility for owners and guests. A newer washer and dryer are also included, making this furnished property ready to enjoy. The community offers a variety of amenities, including a heated swimming pool, clubhouse, hot tub, BBQ area, and a scenic pond with a walking path. The 24/7 guard-gated entrance provides controlled community access. With short-term rentals allowed, subject to association rules and applicable restrictions, this property offers flexibility for use as a vacation home, investment property, or personal retreat in Central Florida. Enjoy the combination of a functional two-suite layout, community amenities, and convenient access to Disney and the area's many attractions. This home can be purchased with no money down.

4002 Venetian Bay Drive Unit 101, Kissimmee

4600 Yellowgold Road W Unit 105, Kissimmee

4600 Yellowgold Road W Unit 105, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Villas At Seven Dwarfs Lane SubDv. ⋅ 34746 Zip Code

JUST 10 MINUTES FROM WALT DISNEY WORLD! This fully turnkey, 3-bedroom, 2-bathroom condo in the gated Villas at Seven Dwarfs Lane offers 1,296 square feet and is currently operating as an Airbnb! Sold COMPLETELY furnished and guest-ready, including furniture, décor, a fully stocked kitchen, and extras for families with young children! Features include stainless steel appliances, tile flooring, a first-floor primary bedroom, and parking just steps away without a parking lot view. The outdoor AC condenser is approximately 6 years old, while the indoor air handler and water heater are approximately 11 years old. Enjoy resort-style amenities including a pool, hot tub, splash pad, tiki bar, fitness center, playground, and sports courts! The $601 monthly HOA includes cable, internet, exterior maintenance, pest control, gated security, and amenities. Whether you're looking for an investment property or your own Florida getaway, this one is ready to enjoy!

4600 Yellowgold Road W Unit 105, Kissimmee

2578 Amati Drive, Kissimmee

2578 Amati Drive, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Tapestry Ph 2 SubDv. ⋅ 34741 Zip Code

WELCOME HOME TO TAPESTRY! Discover this beautifully maintained 3-bedroom, 2.5-bath CORNER UNIT located in the highly desirable gated community of Tapestry in Kissimmee. Immaculately kept and move-in ready, this home offers a wonderful combination of comfort, style, and low-maintenance living. The corner-unit location provides an added sense of privacy and natural light, while the thoughtfully designed floor plan offers comfortable spaces for everyday living and entertaining. Pride of ownership is evident throughout—this is a home that has been truly cared for and is ready for its next owner. But life at Tapestry is about much more than the home—it’s about the LIFESTYLE! This beautiful gated community offers resort-style amenities designed for relaxation, recreation, and connection. Enjoy the impressive clubhouse, resort-style swimming pool, fitness center, playgrounds, walking areas, and inviting community spaces where neighbors can gather and enjoy the Florida lifestyle. Conveniently located near The Loop, shopping, dining, entertainment, major roadways, Orlando International Airport, and Central Florida’s world-famous attractions, Tapestry provides the perfect balance between a peaceful residential community and easy access to everything Kissimmee and Orlando have to offer. Whether relaxing at home, enjoying the community amenities, or exploring everything Central Florida has to offer, this immaculate corner unit delivers LOCATION, LIFESTYLE, and CONVENIENCE all in one. Schedule your private showing and come experience the Tapestry lifestyle!

2578 Amati Drive, Kissimmee

318 La Jolla Ln, Kissimmee

318 La Jolla Ln, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Solivita Ph 7b2 SubDv. ⋅ 34759 Zip Code

Stunning PORT ROYAL model with PANORAMIC WATER VIEWS, elegant upgrades, ON AN OVERSIZED LOT tucked away on a PRIVATE CUL-DE-SAC! NEW ROOF (NOVEMBER 2025) and NEW HVAC (2025)! This beautifully appointed 2-bedroom, 2-bath home with a DEN features REAL HARDWOOD FLOORS in the living room, den, and primary suite. The updated kitchen boasts ceramic TILE ON THE DIAGONAL solid wood cabinetry with LOWER PULL-OUT SHELVES, GRANITE countertops, a GLASS SUBWAY TILE backsplash, under-cabinet lighting, and a stylish FANDELIER. A breakfast bar opens to the dining room, making entertaining and conversation effortless. The PRIMARY SUITE offers gorgeous water views, a walk-in closet, linen closet, and an attached EN-SUITE bath featuring a raised vanity with granite countertops, a WALK-IN SHOWER, and a separate water closet. Located on the opposite side of the home for added privacy, the second bedroom features newer upgraded carpeting and its own walk-in closet. The adjacent full bath has been updated with a tiled walk-in shower, new vanity, mirror, commode, and upgraded lighting. The VERSATILE DEN offers space for a home office, private reading retreat, or an optional third bedroom. Enjoy breathtaking water views from the EXTENDED, SCREENED AND COVERED LANAI! Facing EAST , this inviting outdoor living space features a pitched cathedral roof that maximizes natural light, ceramic TILE FLOORING , and ALL-NEW SCREENS REPLACED in 2026. The oversized lot provides added privacy on either side, while ambient bistro string lights create the perfect setting for evening entertaining. Additional features include a newer washing machine (2025), ceiling fans in all rooms, 8-FOOT DOORS throughout, rounded corners, and a Phantom screen at the front entry that welcomes refreshing cross-breezes from the lanai. The EXTERIOR was PAINTED in 2022. GOLF CART INCLUDED IN SALE. A beautiful blend of thoughtful upgrades, privacy, and exceptional water views! Call today to schedule your private showing of this exceptional home and start enjoying the lifestyle you deserve in Solivita, a premier, award-winning 55+ community. 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 is a MAJOR NEW SHOPPING CENTER that opened directly across from the Solivita Main Gate in Summer of 2024. It features Sprouts Grocery, TJ MAXX, Ross, Burlington, Rack Room Shoes, 5 Below, Ulta, Outback, First Watch, 5 Guys, Urgent Care, Dentist, TD Bank, Petco & Hair Cuttery PLUS MORE TO COME.***

318 La Jolla Ln, Kissimmee

533 Eagle Pointe S, Kissimmee

533 Eagle Pointe S, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Eagle Pointe SubDv. ⋅ 34746 Zip Code

Beautiful 4-bedroom, 2-bathroom pool home located in the desirable Eagle Pointe community in Kissimmee! Enjoy a spacious, open floor plan with a private swimming pool and a relaxing backyard view of the pond. The inviting outdoor area is perfect for relaxing, entertaining, or enjoying Florida living year-round. Conveniently located near Walt Disney World, shopping, restaurants, and major attractions. Whether you're looking for a primary residence, vacation home, or investment opportunity, this property offers comfort, convenience, and an appealing setting. Schedule your showing today! ROOF WAS REPLACED 2018.

533 Eagle Pointe S, Kissimmee

2600 E Irlo Bronson Memorial Highway, Kissimmee

2600 E Irlo Bronson Memorial Highway, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Moss Oaks SubDv. ⋅ 34744 Zip Code

Virtually Staged. ONE OF A KIND-A MUST SEE -Exceptional Neo City corridor lakefront retreat at 2600 East Irlo Bronson Memorial Highway near Neo City and approximately 1 mile from Turnpike , featuring a 3 bedroom 2 bath main residence with gas cooktop, gourmet kitchen, and a spectacular 12 by 6.8 exotic granite island, screened lanai, and a Florida room with a gas fireplace plus a kitchen and bar with seating area; enjoy resort-style outdoor living with an outdoor fire pit, spa/cabana with gas fire pit, another summer kitchen, and a wooden deck delivering fantastic sunset views, along with garden-like walkways and a marble bench made for watching birds and enjoying the totally zen ambiance as otters and wildlife roam through the backyard and head to the lake; this is also a rare multi-generation and income opportunity with a GUEST HOUSE with screened-in porch , flexible family living, or passive income rental while additional development potential exists as the property (approximately 2.2 acres with about 185 ft lake frontage and lake view) was previously zoned commercial before added resort-style features and may allow (upon application/approval) up to 6–8 dwellings/acre; luxury townhome possibilities and investor development opportunities are highlighted by the exceptional lakefront setting, gorgeous sunsets, and proximity to the Neo City development along the same commercial corridor, making this one of a kind “hidden gem” truly a must-see and perfect for both luxury retreat living and future high-potential development.

2600 E Irlo Bronson Memorial Highway, Kissimmee

2669 Manesty Lane, Kissimmee

2669 Manesty Lane, Kissimmee

6 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 3 SubDv. ⋅ 34747 Zip Code

Welcome to your ultimate vacation retreat—ideally situated just 5 miles from the world-renowned Walt Disney World®! This stunning 6-bedroom, 4-bathroom home sits on an elevated premium corner lot in the highly sought-after Windsor Hills Resort, offering exceptional privacy and unobstructed backyard views. Perfect as a family getaway or high-performing investment property, the home features a spacious layout with a main floor guest suite, a master bedroom, and four additional bedrooms upstairs, offering comfort and privacy for everyone. Recent upgrades include a new roof (Nov 2024), new luxury vinyl plank flooring throughout (2024), and a new pool pump (2024), ensuring low maintenance and modern appeal. The beautifully furnished living room provides a warm, relaxing atmosphere, while the well-equipped kitchen boasts granite countertops, stainless steel appliances, ample cabinetry, a closet pantry, and a bright eat-in area. Sliding glass doors open to your private screened-in pool and covered patio, ideal for soaking up Florida’s sunshine year-round. Windsor Hills is one of Central Florida’s most renowned resort communities, known for its proximity to Disney and a wealth of amenities: a resort-style pool, hot tub, water park, fitness center, recreation park, sports courts, game room, movie theater, market, and on-site grill. The HOA also includes Bluestream cable, high-speed internet, lawn maintenance, and trash valet. Whether you're seeking a personal vacation home, a short-term rental, or a full-time residence, this home offers the best of the Florida lifestyle. Don’t miss this exceptional opportunity—schedule your private showing today and make this piece of paradise yours!

2669 Manesty Lane, Kissimmee

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