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

5 Beds ⋅ 5 Baths ⋅ Cove At Storey Lake Ii SubDv. ⋅ 34746 Zip Code

Welcome to your dream investment in the highly sought-after Storey Lake Resort! This beautifully maintained and exceptionally well-decorated 5-bedroom, 5-bathroom vacation home offers the perfect combination of location, luxury, and proven rental performance. Located just minutes from Walt Disney World and Orlando’s world-famous attractions, this home is ideally positioned to attract vacation guests year-round. From the moment you enter, you will appreciate the attention to detail and tasteful décor throughout the home. The property is being sold fully furnished and equipped, offering a true turnkey opportunity for an investor looking to enter or expand within Orlando’s lucrative short-term rental market. The home has been owned by its original owner since new and has been successfully managed by just one professional management company from the beginning, providing consistency in care and growth in rental performance. The thoughtfully designed floor plan offers five spacious bedrooms and five full bathrooms, including two impressive primary suites. One primary suite is conveniently located on the first floor, while the spectacular upstairs primary suite offers an exceptionally large bedroom and a huge ensuite bathroom, creating a private retreat for guests. Two additional bedrooms feature fun, professionally themed designs that are especially appealing. Upstairs, guests will find a dedicated game area, providing an additional space to relax and entertain between visits to Orlando’s many attractions. Outside, the private pool creates the perfect setting to unwind after a day at the theme parks and adds another highly desirable feature for vacation rental guests. As a homeowner at Storey Lake Resort, guests enjoy access to an impressive collection of resort amenities, including the clubhouse, resort-style pools and water parks, sports courts, and other recreational facilities. The property has been exceptionally well cared for and is presented in excellent condition. Its combination of an unbeatable location, attractive décor, desirable bedroom configuration, private pool, resort amenities, and proven vacation rental performance makes this a truly compelling investment opportunity. Whether you are looking for a proven income-producing vacation home, a second home in the heart of Orlando, or a turnkey investment with immediate rental potential, this exceptional Storey Lake property deserves your attention. Beautifully furnished. Professionally managed. Exceptionally maintained. Proven rental performer. Minutes from Disney. This is the investment opportunity you have been waiting for!

2833 Bookmark Drive, Kissimmee

5 Beds ⋅ 4 Baths ⋅ Celebration South Village Unit 3 SubDv. ⋅ 34747 Zip Code

Perfectly positioned on a beautifully landscaped corner homesite in Celebration's sought-after South Village, this exceptional Issa Dorchester residence offers timeless architecture, luxurious finishes, and an impeccably maintained single-story floor plan designed for both elegant entertaining and everyday comfort. With a private one-bedroom garage apartment, a three-car garage, and a resort-style pool and spa, this home represents the very best of Celebration living. From the moment you enter, you'll appreciate the home's rich architectural details, including luxury plank flooring, extensive decorative trim, elegant cove ceilings, custom window blinds, and an abundance of natural light. The spacious family room serves as the heart of the home, featuring a handsome built-in entertainment center and seamless flow into the gourmet kitchen. Designed for the culinary enthusiast, the chef's kitchen is both stunning and functional, showcasing a professional-grade gas range with pot filler, granite countertops, stainless steel appliances, center island, breakfast bar, custom tile backsplash, recessed and designer pendant lighting, and generous workspace for entertaining. The thoughtfully expanded owner's retreat is one of the largest you'll find in Celebration, enlarged by approximately two feet during construction to create an exceptionally spacious primary suite. The luxurious primary bath offers a soaking tub, separate walk-in shower, and an inviting spa-like atmosphere. A handsome library/home office with custom built-in desk and bookshelves provides the perfect space for working remotely or enjoying a quiet retreat. Step outside to your private backyard oasis where a screened lanai overlooks the sparkling pool and spa, surrounded by mature landscaping. Vinyl fencing provides privacy while creating the perfect setting for relaxing or entertaining year-round. Above the oversized three-car garage, guests or extended family will enjoy a private one-bedroom apartment complete with its own kitchen. Additional features include a spacious laundry room with utility sink and abundant storage, designer lighting, built-in cabinetry, and meticulous pride of ownership throughout. Every detail reflects quality craftsmanship, making this residence feel virtually brand new. Located in the award-winning community of Celebration, residents enjoy an unmatched lifestyle featuring charming tree-lined streets, over 26 miles of scenic walking and biking trails, community parks, playgrounds, multiple resort-style pools, tennis and basketball courts, and a vibrant downtown filled with exceptional dining, boutique shopping, lakeside events, and year-round community celebrations. Ideally situated just minutes from Walt Disney World Resort, with convenient access to Interstate 4, State Roads 417 and 429, Orlando International Airport, and Central Florida's premier shopping, dining, golf, and entertainment destinations, this remarkable home offers luxury living in one of Florida's most iconic communities.

906 Spring Park Loop, Celebration

5 Beds ⋅ 3 Baths ⋅ Brighton Lakes Ph 1 SubDv. ⋅ 34746 Zip Code

Virtually Staged. Welcome to 2414 Huron Circle, a 3,100-square-foot, two-story home offering 5 bedrooms and 3 bathrooms on a generous lot in the desirable Brighton Lakes community. With soaring ceilings, an open great room, formal dining space, and a versatile layout, this home offers the space and bones today's buyers are looking for. Two of the biggest investments are already done: a newer roof and newer AC system, giving buyers real peace of mind and immediate savings. The screened, extended pool area offers a fantastic outdoor space to relax or entertain, all set on a large lot with room to spread out. This home is ready for someone to bring their vision and updates throughout — flooring, finishes, and cosmetic touches — to truly make it shine. With great structural bones, a functional layout, and major systems already updated, this is a rare opportunity in a sought-after Kissimmee neighborhood. Bring your imagination — this one has real upside!

2414 Huron Circle, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Wyndham Palms Condo Ph 6 SubDv. ⋅ 34747 Zip Code

Short Sale. SHORT-SALE OPPORTUNITY IN WINDSOR PALMS! Explore the possibilities offered by this FULLY FURNISHED, three-bedroom, two-bath condominium with approximately 1,269 square feet of living space in a gated resort community near Walt Disney World. The functional layout is suitable for personal occupancy, vacation-home use, or potential short- or long-term rental operation, subject to association rules, licensing, governmental requirements, and buyer verification. Windsor Palms offers a convenient location near Central Florida attractions, shopping, dining, entertainment, and major roadways. This opportunity may appeal to an investor, second-home purchaser, or buyer seeking an affordable entry into the Kissimmee resort market. Property is being sold as a short sale and all terms, including purchase price and closing timeline, are subject to the seller’s lender approval. Buyer must independently verify property condition, measurements, furnishings, HOA fees, assessments, rental eligibility, licensing, association financials, insurance, financing availability, and potential income. No rental revenue, occupancy, appreciation, or return on investment is represented or guaranteed.

8107 Coconut Palm Way Unit 201, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Waterway Village SubDv. ⋅ 34741 Zip Code

Fantastic opportunity for investment or homeownership alternative to renting! This charming 2-bedroom, 2-bathroom townhouse has tile flooring throughout. The functional layout offers a combined living, dining, and kitchen area, along with a convenient indoor laundry closet. Enjoy relaxing or entertaining outdoors on the covered exterior porch, complemented by the added convenience of an outside utility storage closet. Situated in a central Kissimmee community, residents have access to a refreshing community pool and HOA amenities that cover common area lawn and fence care, pool maintenance, street lighting, and CCTV security monitoring. Centrally located close to public bus stops, shopping areas, schools, and all major Central Florida attractions, including Walt Disney World.

4179 Spitfire Avenue, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Westview 50s Gc SubDv. ⋅ 34758 Zip Code

Under Construction. This new single-story McCartney Next Gen® home features a private suite with its own entrance, living area, kitchenette, bedroom, bathroom and laundry, perfect for multigenerational households. The main home is host to an inviting open-concept layout with easy access to a covered patio for seamless indoor-outdoor living. Two secondary bedrooms are located off the foyer, and a lavish owner’s suite is tucked into a private rear corner, complete with a full bathroom and walk-in closet. 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.

5601 Dennery Bay Road, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 3 SubDv. ⋅ 34747 Zip Code

Welcome to this beautifully maintained 5-bedroom, 4.5-bathroom home located in the highly sought-after Windsor at Westside Resort in Kissimmee. Whether you're searching for a primary residence, vacation home, or investment property, this home offers the perfect blend of comfort, style, and convenience. The spacious open-concept floor plan features a modern kitchen with granite countertops, stainless steel appliances, and a large island overlooking the living and dining areas. The first-floor primary suite provides privacy and convenience, while the additional bedrooms plenty of space for family and guests. Step outside to your private screened-in pool, perfect for relaxing after a day at the theme parks. Residents and guests enjoy access to resort-style amenities including a clubhouse, fitness center, resort pool, lazy river, waterslide, sports courts, playground, and 24-hour gated security. Ideally located just minutes from Walt Disney World, shopping, dining, golf courses, and major highways, this property offers exceptional convenience for both homeowners and vacation guests. Don't miss this opportunity to own a home in one of Central Florida's premier resort communities.

2417 Dubai Street, Kissimmee

8 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 1 SubDv. ⋅ 34747 Zip Code

One of best vacation home at Emerald Island Resort…Close to club house, New roof(2023), one 2024 new Air conditioner, new TVs and Sofa fully updated granite countertop in kitchen and all bathrooms…. Luxury design and decoration, no carpet, open floor plan, high ceiling, huge patio area, 2 min walking to club house and resort pool ….6 bedroom 5.5 baths, it have Great opportunity awaits you in this executive villa in Emerald Island Resort. The gated resort-style community of Emerald Island is an attraction itself. The clubhouse has a pool, hot tub, sauna, fitness room, cyber Internet room, 24-hour guard gated security and a video arcade. There is even a Tiki bar outside on the pool deck, numerous playgrounds, a sand volleyball court, tennis center and a nature trail to enjoy. Great location for residence, vacation home or short/long term rentals.

8475 Oasis Key Cove, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Westview 50s Gc SubDv. ⋅ 34758 Zip Code

Under Construction. This new four-bedroom Hendrix showcases convenient single-story living. Three secondary bedrooms are located near the front of the home off the foyer, near a versatile flex space ready to be used as an office or studio. An open-concept floorplan blends the kitchen, living and dining areas with easy access to a covered patio, while a luxe owner’s suite is nestled into a private rear corner, providing direct access to a full bathroom with dual sinks and a walk-in closet. 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.

4621 Coral Harbour Road, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Westview 45s Gc SubDv. ⋅ 34758 Zip Code

Under Construction. Introducing the new and exciting Sentosa! This elegant four-bedroom home provides convenient single-story living. An open-concept floorplan maximizes interior space and encourages seamless transitions between a modern kitchen, elegant dining room and comfortable family room. Three secondary bedrooms are tucked away to the side of the home, while a luxurious owner’s suite is nestled into a private rear corner, complete with a full bathroom and walk-in closet. 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.

5534 Sapote Court, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Westview 45s Gc SubDv. ⋅ 34758 Zip Code

Under Construction. This new single-story Kitson boasts a modern and low-maintenance design ideal for any lifestyle. An open-concept floorplan blends the kitchen, living and dining areas for seamless transitions and everyday multitasking. Two secondary bedrooms are tucked away to the side of the home, with a lavish owner’s suite nestled into a private rear corner, complete with a full bathroom and walk-in closet. 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.

5033 Loggia Lane, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Magic Landings Ph 2 SubDv. ⋅ 34744 Zip Code

Welcome to Magic Landings, a desirable gated community in Kissimmee! This well-maintained, move-in ready home features 4 bedrooms, including two primary suites, 3 full bathrooms, and a 2-car garage. The open-concept floor plan offers a spacious great room that flows seamlessly into the main living areas, making it ideal for everyday living and entertaining. Enjoy Florida living year-round with your private screened and heated in-ground pool and screened in garage. Recent updates include a new roof (2022), new A/C (August 2025), new water heater (2025), and rain gutters. The home also comes equipped with hurricane panels for added peace of mind. Conveniently located just minutes from the Florida Turnpike, shopping, dining, schools, and Central Florida attractions, including Walt Disney World. This exceptional home offers comfort, convenience, and outstanding value. A must-see property ready for its new owners!

291 Magical Way, Kissimmee

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