Kissimmee Homes with Pool Amenities

Kissimmee Homes with Pool Amenities

Welcome to Kissimmee, Florida, a vibrant city nestled in the heart of Osceola County, where sunshine meets adventure! Known for its proximity to world-famous attractions like Walt Disney World and Universal Studios, Kissimmee offers a unique blend of excitement and tranquility. With its charming downtown, beautiful parks, and rich cultural heritage, this city is not just a destination for tourists but a wonderful place to call home.

Kissimmee boasts a diverse array of real estate options, but one of the most sought-after features is homes with pool amenities. Imagine stepping into your own backyard oasis, where you can unwind after a long day or host unforgettable gatherings with family and friends. Homes with pools in Kissimmee provide a perfect escape from the Florida heat, allowing you to enjoy leisurely swims and sun-soaked afternoons right at home.

Whether you are looking for a cozy villa or a spacious family home, Kissimmee's real estate market offers something for everyone. Many of these properties are situated in family-friendly neighborhoods, complete with parks, schools, and recreational facilities. The community spirit here is palpable, making it easy to connect with neighbors and enjoy a sense of belonging.

With its ideal location, stunning homes, and inviting atmosphere, Kissimmee is the perfect place to create lasting memories. Dive into the lifestyle you’ve always dreamed of and explore the wonderful homes with pool amenities that Kissimmee has to offer! Your slice of paradise awaits!

Newest Kissimmee Homes with Pool Amenities

318 La Jolla Ln, Kissimmee
$349,000
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. 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
2669 Manesty Lane, Kissimmee
$678,000
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
7402 Soiree Way, Reunion
$614,990
5 Beds ⋅ 5 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 1 SubDv. ⋅ 34747 Zip Code
*Reunion Resort Membership Available* *New Roof Installed May 2021* *New Pool Heater 2025* *New Carpets and Fresh Paint 2024 -Never rented short-term since*. This stunning 5-bedroom home in the sought-after Reunion community, offering the perfect blend of comfort, space, and resort-style living. Featuring a private swimming pool, covered lanai, and 2-car garage, this property is ideal as a full-time residence, second home, or investment opportunity. The home is located in the central 'Homestead' section of the community just a short walk to the Grande Hotel, Centre Court Ridge tennis courts, mini-golf and Seven Eagles Pool complex. Step inside to an inviting open floor plan with high ceilings and a seamless flow between the living and dining spaces. The well-appointed kitchen boasts modern stainless-steel appliances, a breakfast bar, and additional dining space, while a separate formal dining area provides the perfect setting for entertaining family and friends. The spacious first-floor primary suite offers a private retreat, complete with a generous walk-in closet and an en-suite bathroom featuring dual sinks, a luxurious soaking tub, and a separate walk-in shower. With five bedrooms, there is plenty of room for family, guests, or flexible living arrangements. Enjoy the Florida lifestyle from your private pool and covered lanai, perfect for relaxing in the sunshine or entertaining outdoors. Reunion Resort offers an exceptional selection of amenities, including championship golf courses, a world-class spa, dining options, and entertainment for all ages. Whether you're looking for a permanent home, a Florida getaway, or an income-producing investment, this property offers an exciting opportunity to own in one of Central Florida's most desirable resort communities. Don't miss your chance to make this Reunion Resort home your own. Schedule your private showing today!

7402 Soiree Way, Reunion
1965 Majorca Drive, Kissimmee
$437,500
5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code
Resort Living for Every Lifestyle, In Windsor, Near Disney: Short-Term Rental, Long-Term Rental, or Primary Home. Discover an exciting opportunity at 1965 Majorca Drive, a spacious five-bedroom, 4.5-bath townhome, with a 1-car garage in the sought-after Windsor at Westside resort community in Kissimmee. Ideally situated in the heart of Central Florida’s vacation destination corridor, this property offers an appealing combination of guest-friendly accommodations, private outdoor enjoyment, and proximity to world-famous attractions—making it worth a closer look for buyers exploring a vacation home or short-term rental investment. Inside, an open-concept floor plan creates an inviting space for gathering, with the kitchen overlooking the living and dining areas. The kitchen features stainless steel appliances, granite countertops, a convenient breakfast bar, a closet pantry, and 42-inch upper cabinets offering plenty of storage. Neutral colors, tile flooring throughout the main living areas, and ceiling fans throughout create a comfortable, easy-to-maintain interior. One bedroom on the first floor while the second level features a primary suite with a double vanity and separate shower and additional bedrooms. An upstairs Family Room with a couch and TV provides an additional gathering space, giving guests room to spread out and relax. The vacation-inspired atmosphere continues outdoors, where a covered lanai opens to a private pool with a safety fence—an inviting spot to unwind after a day exploring Orlando’s attractions. Fun themed décor sprinkled through the home add a playful touch that can appeal to families and vacationing groups. A detached garage provides additional convenience, while the minimal landscaping offers a low-maintenance exterior. Location is a standout feature! Enjoy convenient access to Walt Disney World, as well as the shopping, dining, entertainment, and attractions throughout the Kissimmee and greater Orlando area. Whether you're envisioning a personal getaway, a vacation property to enjoy with family and friends, or an investment opportunity in Central Florida’s tourism market, this property offers plenty of possibilities. With five bedrooms, 4.5 baths, a private pool, and a location near major attractions, this townhome presents an opportunity to explore short-term rental ownership. Come see how this property could fit your investment goals or vacation lifestyle!

1965 Majorca Drive, Kissimmee
315 Corsica Court, Kissimmee
$295,000
4 Beds ⋅ 2 Baths ⋅ Poinciana Village 1 Nbhd 2 SubDv. ⋅ 34758 Zip Code
BUY THIS BEAUTIFUL 4 BEDROOMS, 2 BATHROOMS, 2-CAR GARAGE HOME CONVENIENTLY LOCATED TO THE NEWLY OPENED POINCIANA SHOPPING MALL, RESTAURANTS, SCHOOLS, SUPERMARKETS, WALMART SUPERCENTER, SHOPPING CENTER, HOSPITALS, MEDICAL OFFICES, PARKS, POOLS, RECREATIONAL FACILITIES, THREE BLOCKS FROM PUBLIC TRANSPORTATION, LIBRARY ETC. ENJOY THIS NICELY LAYOUT HOME WITH PLANT SHELVES IN THE SOCIAL AREA AND MASTER BEDROOM. THIS HOME HAS A 10X40 SLAB FOR YOUR COOK-OUTS. ENJOY THE MATURE MANGO TREE AND OTHER TROPICAL FRUIT TREES. IT ALSO HAS A 6 FOOT VINYL FENCE. THE AIRCONDITIONER WAS REPLACED ON OCTOBER 2024. THE ROOF WAS REPLACED 5 YEARS AGO. GIVE US A CALL AND WE WILL BE HAPPY TO SHOW YOU THIS BEAUTIFUL HOME.

315 Corsica Court, Kissimmee
4021 Venetian Bay Drive Unit 103, Kissimmee
$195,000
3 Beds ⋅ 2 Baths ⋅ Venetian Bay Village Condo Ph 1 SubDv. ⋅ 34741 Zip Code
INVESTOR ALERT! INCOME-PRODUCING PROPERTY! Excellent investment opportunity in the desirable Venetian Bay Villages resort-style community in Kissimmee! This 3-bedroom, 2-bath condo is ALREADY RENTED FOR $1,800 MONTHLY, GENERATING $21,600 IN ANNUAL GROSS RENTAL INCOME! Major improvements include REPLACED HVAC SYSTEM, WATER HEATER, AND ELECTRICAL PANELS, offering added value and peace of mind! Enjoy outstanding rental flexibility, from short-term stays with a 7-day minimum to annual leases, subject to association requirements. This 24-hour guard-gated community features multiple swimming pools, a clubhouse, fitness center, tennis and basketball courts, and playgrounds. PRIME LOCATION NEAR ALL MAJOR CENTRAL FLORIDA THEME PARKS, INCLUDING WALT DISNEY WORLD, UNIVERSAL ORLANDO, AND SEAWORLD! Just minutes from The Loop shopping center, restaurants, entertainment, and major highways. IMMEDIATE RENTAL INCOME, MAJOR UPGRADES, AND EXCELLENT INVESTMENT POTENTIAL! Don't miss this opportunity!

4021 Venetian Bay Drive Unit 103, Kissimmee
7465 Gathering Loop, Reunion
$3,500,000
10 Beds ⋅ 11 Baths ⋅ Reunion Ph 1 Prcl 1 Unit 3 SubDv. ⋅ 34747 Zip Code
**PROPERTY HAS AN ACTIVE REUNION RESORT MEMBERSHIP AVAILABLE*** Welcome to beautiful Reunion Resort! This high-end CUSTOM home built by Liberty Partners Development promises an exceptional level of luxury and sophistication. Situated on a premium oversized pie-shaped lot along the Tom Watson Signature Golf Course, this masterpiece is sure to impress! Excellent golf views looking right at the 3rd green of the Watson course. Location is phenomenal located on Gathering Loop which is a quiet road shared by only 11 other homes. Not only does this home come with a large pool of its own, but also, sits right next to one of the 12 community pools in the resort! It features an impressive layout with 10 bedrooms, 10 full baths, and 2 half baths. This home also has multiple CUSTOM THEMED BEDROOMS including a SECRET ROOM that you will have to find yourself! Every room has its own bathroom so EVERYONE will be comfortable! Upstairs you can't miss the THEATER ROOM! Perfect for unforgettable movie nights with the family! This home was tastefully decorated with a professional / designer furnishing package, making it rental-ready to hit the ground running from a booking standpoint! This home has enormous gathering areas making it perfectly suited for short-term rentals or as a grand personal residence. The highlight of this home is undoubtedly the outdoor space. The expansive pool area is designed to impress, featuring a private pool with a spillover spa, perfect for soaking up the Florida sun or enjoying a relaxing evening under the stars. The sun shelf splash pad area provides a safe and fun spot for the little ones to play, while adults can unwind in the spa, taking in the breathtaking views overlooking the lush greens of the golf course. For those who love to entertain, the outdoor summer kitchen and bar offer the perfect setup for BBQs and al fresco dining. The patio, with seating for 13, is ideal for enjoying a leisurely meal while taking in the serene surroundings. Rejuvenate in the gym, offering a serene escape to relax your muscles and enhance your wellness routine! This lot is 83ft wide in the pool area which is much larger than the typical homesite as most are 50ft wide. Lots like this one that have more width in the back are sought after and are becoming more and more rare as we go. Having extra width in the back allows for larger pool areas and amenities. The design emphasizes tall ceilings and exquisite finishes, ensuring unparalleled comfort and style for those with upscale tastes. This home represents a unique opportunity to own a piece of luxury in one of Florida's most sought-after locations. The Resorts Proximity To All The Major Theme Parks Especially Disney World Being Just 2 Exits Away, Makes This Vacation Community A Top Choice For Visitors Of All Ages. If You Are Looking To Take A Few Golf Swings While On Your Vacation You Can Take The Challenge On Any Of The 3 World Class Championship Golf Courses Designed By Arnold Palmer, Tom Watson And Jack Nicklaus That Are Located On Site. Hungry?, Why Not Step Into One Of The 5 Onsite Restaurants That Go From Hamburgers At The Cove To Fine Dining At Eleven And Everything In Between. There Are 12 Pools In The Community Including Multimillion Dollar Water Park With Lazy River & Water Slide.

7465 Gathering Loop, Reunion
1231 Wright Circle Unit 108, Celebration
$467,000
4 Beds ⋅ 2 Baths ⋅ Artisan Club Condo SubDv. ⋅ 34747 Zip Code
Imagine owning a SINGLE-LEVEL condo with an ATTACHED garage in Celebration's beautiful Artisan Park! This rare and highly sought-after "Redmond" model is a stunning first-floor corner end unit with four (4) generous bedrooms and two (2) spacious bathrooms, this bright and airy condo features oversized Plantation Shutters, Luxury Vinyl Plank Flooring and Modern light fixtures throughout. Step inside to discover an inviting open floor plan that seamlessly combines the living, dining, and kitchen areas, perfect for entertaining. The living space features elegant Crown Molding, enhancing the ambiance. The Kitchen features newer Stainless-Steel appliances, 42" cabinets, and beautiful Granite Countertops, including a convenient Breakfast Bar for casual dining. Retreat to the primary bedroom, where you will find an extra-large custom walk-in closet. The En-Suite primary bathroom offers a relaxing soaking tub, a separate shower, and ORNAMENTAL WHITE granite countertops, providing a spa-like experience at home. Additional highlights include a dedicated laundry room with ample storage cabinetry, ensuring that you can be highly organized. French doors from the living area leads to a charming, covered patio, perfect for enjoying morning coffee or evening relaxation while overlooking the picturesque park. The attached garage offers the ultimate convenience, opening directly into the condo, making unloading groceries or luggage a breeze. As a resident of Artisan Park, you will have access to the exclusive Clubhouse Amenities, including a Resort-style Pool & Spa, Bar/Restaurant, Fitness Center, Banquet Room, Outdoor Kitchen, and social planned activities for residents.

1231 Wright Circle Unit 108, Celebration
3117 Sandy Shore Ln, Kissimmee
$230,000
3 Beds ⋅ 2 Baths ⋅ Raintree Park SubDv. ⋅ 34743 Zip Code
Virtually Staged. Welcome to this inviting 3-bedroom, 2-bathroom home in the Raintree Park community of Kissimmee! Featuring high ceilings that create a spacious, airy feel, this home offers a functional layout with one bedroom conveniently located on the first floor. Enjoy the added benefit of no carpet throughout, providing a clean and low-maintenance living environment. Ideally located near shopping, dining, parks, and everyday conveniences, with easy access to major roadways for commuting throughout Kissimmee and the greater Orlando area. Whether you're looking for comfort, convenience, or a versatile floor plan, this home is a wonderful opportunity to make your own!

3117 Sandy Shore Ln, Kissimmee
301 Celebration Boulevard, Celebration
$829,000
4 Beds ⋅ 4 Baths ⋅ Charleston Place SubDv. ⋅ 34747 Zip Code
Is there a 4-bed townhouse in Celebration with rental potential and room for everyone? At 301 Celebration Blvd, you get over 3000sq ft, 4 bathrooms (no more morning traffic jams), and a detached garage apartment perfect for income, guests, or that one relative who “just needs a little space.” Welcome to life in Celebration where space, flexibility, and location finally agree with each other. This 4 bedroom, 4 bathroom townhouse sits on a bright corner lot with adjoining nature preserve and delivers over 3000 sq ft of living space designed for real life. This beautiful home features concrete block construction, designed and built by Issa Homes, one of Florida's premier builders. The detached garage apartment opens the door to rental income, long term guests, or a private retreat that keeps everyone happy and under one roof, just not too close. The beautiful yard is ready for pets, play, or peaceful mornings, while the large front porch invites you to slow down and actually enjoy your coffee. A 2 car garage keeps things practical, and the layout keeps things flowing. Just minutes from shopping, schools, daycare, parks, and community pools, plus easy access to Walt Disney World and Orlando International Airport, this 4-bed townhouse in Celebration makes everyday living feel a little more magical, without the theme park lines.

301 Celebration Boulevard, Celebration
5631 Seagrape Lane, Kissimmee
$328,100
4 Beds ⋅ 3 Baths ⋅ Westview 45s Gc SubDv. ⋅ 34758 Zip Code
Under Construction. The Morrow checks all your boxes! This new two-story luxurious retreat has a first-floor owner’s suite, featuring a spacious bedroom, en-suite bathroom and walk-in closet. The open-concept floorplan combines the kitchen, living and dining areas for streamlined everyday living. Three additional bedroom suites can be found on the second level, along with a versatile loft that provides a convenient shared living area and additional entertainment space. Westview is a master-planned community in Poinciana, FL. This amenity-rich, pet-friendly community has something for residents of all ages to enjoy, including a swimming pool, dog park, clubhouse and sports fields. Lake Marion Creek Wildlife Management Area is nearby with hiking trails, as well as Poinciana for shopping, dining and entertainment options. The community is in close proximity to Highway 17 for easy commuting to Greater Orlando.

5631 Seagrape Lane, Kissimmee
1543 Cross Prairie Parkway, Kissimmee
$399,000
3 Beds ⋅ 3 Baths ⋅ Tohoqua Ph 3 SubDv. ⋅ 34744 Zip Code
WELCOME TO THIS BEAUTIFUL CORNER-LOT HOME WITH WATER VIEWS IN THE DESIRABLE TOHOQUA COMMUNITY! This stunning two-story home offers 3 bedrooms, 2.5 bathrooms, modern finishes, and thoughtful upgrades throughout. The open-concept first floor offers spacious living and dining areas and a modern kitchen with stainless steel appliances, stone countertops, and a walk-in pantry. Upstairs, you'llfind three generously sized bedrooms, including a spacious primary suite featuring a large walk-in closet and a beautifully appointed bathroom with dual sinks. Step outside to the screened-in lanai and enjoy relaxing water views and Florida's year-round outdoor living! Additional upgrades include an epoxy-coated garage floor, modern light fixtures, ceiling fans, gutters, a water softener, and a water filtration system. RESORT-STYLE amenities include a sparkling community pool, beautiful clubhouse, state-of-the-art fitness center, tennis, pickleball courts, and scenic walking trails.

1543 Cross Prairie Parkway, Kissimmee
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