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

3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 6 SubDv. ⋅ 34747 Zip Code

GORGEOUS 'ONCE UPON A LIME' 3 Bed 3 Bath COTTAGE with Additional Bonus Room at Margaritaville Resort Orlando! This AMAZING Two-Floor Home features an Open Concept Living and Dining Room with Ceiling Fan, a Kitchen with QUARTZ Countertops, Stainless Steel Appliances, Side By-Side Washer and Dryer and Abundant Natural Light. Each of the Three Bedrooms and Living Room has Ceiling Fans, One Bathroom has a Shower/Tub Combo. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Gorgeous Landscaping, Palm Trees and Tropical Foliage. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares Package with Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

8061 Lost Shaker Lane, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Hub At Westside SubDv. ⋅ 34747 Zip Code

Welcome to 3357 Tranquil Trail, Kissimmee, FL, a beautifully maintained townhome in one of Central Florida’s most desirable locations. Situated just minutes from ChampionsGate, Four Corners, and the vibrant US 192 corridor, you’ll enjoy endless shopping, dining, and entertainment options. Walt Disney World and other world-famous attractions are only a short drive away. Located within a gated community, the property offers a secure and welcoming environment for residents and guests alike. Resort-style amenities make it ideal for both full-time living and vacation stays. Its prime location and strong rental demand create an outstanding opportunity for Airbnb or short-term rental investors.

3357 Tranquil Trail, Kissimmee

7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort Ph 4 SubDv. ⋅ 34747 Zip Code

Turnkey short-term rental home, minutes to Disney! Discover a rare opportunity to own this stunning 7 bedroom, 6 bathroom pool home in the sought after Emerald Island Resort. Boasting the largest layout in the community at 3,667 sq. ft., this home is perfectly suited as a vacation getaway, income-generating investment, or forever family home. Enjoy unparalleled waterfront views framed by lush wooded backdrops, creating a serene and private retreat. The expansive screened lanai, which spans the length of the house, features a partially covered area ideal for year round entertaining. Relax by the sparkling South facing private pool and spa and take in the ultimate Florida lifestyle. Step inside to find a well designed floor plan with ample living space, ideal for families or hosting guests. The stylish kitchen is a chef’s dream with abundant cabinet and countertop space, a breakfast bar, and a breakfast nook overlooking the huge living room and pool, your new favorite spot for morning coffee or casual dining. The main floor also features two bedrooms, a formal dining room and the charming “Harry Potter” closet for extra fun and storage. The upper level is thoughtfully divided by two staircases. One leads to a loft sitting area and three themed bedrooms and the other leads to two additional themed bedrooms, all designed for comfort, as five of the bedrooms feature en-suite bathrooms, while the remaining two share a convenient Jack and Jill bath. The 3 car garage has been transformed into an entertainment haven with air conditioning, complete with a mini movie theatre (seating for 8) and a game room with a pool table. Updates include: A brand new roof (11/24), a new pool heater (04/24), newer exterior paint (01/22) and a newer A/C and heat pump (11/20), replumbed A/C lines (2024) and spa actuators replaced (2024). As part of this premier gated community, you’ll enjoy access to an impressive clubhouse with a resort-style pool, Tiki bar, fitness center, sauna, and sundry shop. Other amenities include tennis and pickleball courts, volleyball, basketball, bike rentals, and 11 acres of natural walking trails. The prime location is conveniently located near Orlando’s major attractions, including theme parks, outlet shopping, restaurants, Promenade at Sunset Walk, and Island H2O Live! water park. This home comes fully furnished and equipped with a strong rental history, ready to generate income as a short term rental or provide your family with a wonderful retreat. Schedule your tour today and experience the ultimate Florida lifestyle in this stunning property.

8557 La Isla Drive, Kissimmee

4 Beds ⋅ 4 Baths ⋅ Celebration Village Unit 2 SubDv. ⋅ 34747 Zip Code

Welcome to Crescentwood, a truly rare offering in the Main Village of Celebration, a fully reimagined estate set across two homesites, creating a scale and presence seldom found within the community. Thoughtfully renovated with high-end materials and custom finishes throughout, the residence blends timeless architecture with modern luxury in a way that is both refined and highly livable. As you enter, the foyer welcomes you with substantial millwork, curated lighting, and a level of craftsmanship that immediately defines the residence. Formal and casual living spaces are elegantly proportioned, featuring beautiful tile flooring, layered ceiling details with integrated lighting, custom built-ins, French doors and oversized windows that fill the interiors with natural light. A beautiful sitting room framed by eight windows creates an inviting space bathed in natural light throughout the day. At the center of the home, the completely redesigned chef’s kitchen showcases custom Poggenpohl cabinetry, premium integrated appliances, dramatic illuminated stone surfaces, extensive preparation space, and a seamless connection to the adjacent living and dining areas, creating an ideal setting for both entertaining and everyday living. The owner’s suite serves as a luxurious private retreat with a spa-inspired bath finished in striking marble, custom fixtures, and refined architectural detailing. The suite is further enhanced by two walk-in closets, offering exceptional organization and boutique-style functionality. Each secondary bedroom are designed as private ensuite retreats complete with walk-in closets and beautifully updated bathrooms featuring elevated finishes and distinctive design details. The third-story movie room offers a true cinematic experience tucked away as a private entertainment space. Adding to the property’s versatility is a fully upgraded one-bedroom apartment featuring a private entrance, luxurious bath with a freestanding tub and separate shower, eat in space, living room and full-size washer and dryer offering ideal flexibility for guests, extended family or private office space. The main residence includes a two-car garage, while automotive enthusiasts and collectors will especially appreciate the separate temperature controlled oversized three-car garage. Designed with high ceiling height to accommodate vehicle lifts, the space has the potential to house up to six vehicles—an extraordinarily rare amenity within Celebration. The outdoor living experience is equally impressive, featuring a swimming pool and spa surrounded by elegant limestone pavers, summer kitchen, covered entertaining areas, and lush landscaping. A substantial stucco masonry wall encloses the grounds, creating an ultra-private backyard and pool setting rarely found within Celebration’s Main Village. Extensive landscape lighting beautifully illuminates the property and architectural details in the evening, enhancing the estate’s ambiance and presence after sunset. Multiple outdoor gathering spaces further elevate the estate-like atmosphere, creating the feel of a private luxury resort. Crescentwood represents a one-of-one opportunity within Celebration, offering the rarity of a double homesite, a fully renovated luxury residence and a level of finish and scale that is nearly impossible to replicate within the Main Village.

706 Golfpark Drive, Celebration

3 Beds ⋅ 2 Baths ⋅ Overoaks Rep 1 SubDv. ⋅ 34746 Zip Code

Discover the essence of luxury living in this stunning 3-bed room 2 baths home, boasting a versatile. An open-plan living space framed by expansive windows that capture the lush greenery of the renowned golf course and the magnificent pool, on the golf course. The gourmet brand-new kitchen has top-of-the-line appliances and elegant quartz countertops. The master suite features 2 generous walk-in closets, a tray ceiling, an enormous bath with double sinks, a separate shower, a large garden bathtub, and a separate water closet. The Oaks is in a perfect location for attractions, restaurants, and shopping.

1718 Golfview Drive, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Mirasol At Celebration Condo SubDv. ⋅ 34747 Zip Code

The best homes don't just offer a place to live—they offer a lifestyle. Welcome to this beautifully maintained third-floor condominium in the highly sought-after Mirasol at Celebration, where elegant living meets the timeless charm of one of Central Florida's most iconic communities. With 2 bedrooms, 2 bathrooms, and the convenience of elevator access, this residence offers the perfect blend of comfort, sophistication, and low-maintenance living. Step inside to an inviting open-concept floor plan where rich wood flooring flows throughout the main living areas, creating a warm and refined atmosphere. At the heart of the home, the beautifully appointed kitchen features gleaming quartz countertops, stainless steel appliances, a spacious eat-in dining area, and a built-in desk—perfect for working from home, meal planning, or keeping everyday life organized. The thoughtfully designed split-bedroom floor plan provides privacy for owners and guests alike, while plush carpeting adds warmth and comfort to each bedroom. The spacious primary suite serves as a peaceful retreat, complete with an oversized walk-in closet and a spa-inspired ensuite bath featuring a double sink vanity, relaxing garden tub, and separate walk-in shower. Beyond your front door, Mirasol offers an impressive collection of resort-style amenities designed to complement your lifestyle. Residents enjoy a heated swimming pool and spa, a 24-hour fitness center, an on-site day spa and salon, a resident clubroom with billiards, a library, business center with conference room, cyber café, concierge service, and beautifully maintained grounds—all just moments from Celebration's charming downtown. From morning walks along Celebration's scenic trails to evenings spent dining at award-winning restaurants, browsing boutique shops, or attending one of the community's many events, every day feels like a getaway. Conveniently located just minutes from Walt Disney World, Orlando International Airport, and major highways, this exceptional residence offers the perfect balance of tranquility, accessibility, and luxury. Whether you're searching for a full-time residence, a seasonal retreat, or a place to simply enjoy life at a slower pace, this exceptional condominium delivers the Celebration lifestyle you've been waiting for. Welcome home to Mirasol at Celebration—where luxury, convenience, and community come together beautifully.

501 Mirasol Circle Unit 313, Celebration

4 Beds ⋅ 3 Baths ⋅ Jasmine Pointe At Crescent Lakes SubDv. ⋅ 34758 Zip Code

Experience the best of Florida living in this beautifully maintained 4-bedroom, 3-bath residence, perfectly situated on a private conservation homesite in the highly sought-after Crescent Lakes community. Designed with comfort and entertaining in mind, this spacious home features high ceilings, an open-concept floor plan, abundant natural light, and an kitchen with bright cabinetry and warm overlooking the main living areas. Step outside to your own backyard oasis where a screen-enclosed heated pool and spa, both powered by natural gas, invite you to relax year-round. Backing directly to a protected conservation area with no rear neighbors, you’ll enjoy peaceful wooded views and exceptional privacy rarely found in Central Florida. Major recent improvements include a new roof (2024) and new HVAC system (2024), providing peace of mind for years to come. Whether you’re searching for a primary residence, a vacation getaway, or a high-performing investment property, this home offers incredible flexibility. Short-term vacation rentals are permitted, making it an outstanding opportunity for a seasonal rental income. Even better, there are NO HOA fees and NO CDD fees, helping keep ownership costs low. Residents of Crescent Lakes enjoy outstanding community amenities, including tennis courts, basketball courts, soccer fields, playgrounds, scenic walking areas, and regular community security patrols, creating an active and welcoming neighborhood. Families will appreciate the exceptional convenience of having elementary, middle, and high schools just minutes away, with the elementary school accessible directly from within the community. Ideally located near shopping, dining, golf, major highways, Orlando International Airport, and Central Florida’s world-famous attractions, this move-in-ready home offers the perfect balance of privacy, convenience, and lifestyle. Don’t miss this rare opportunity to own a beautifully updated Florida retreat with privacy, flexibility, and outstanding investment potential. Schedule your private showing today.

2529 Jasmine Trace Drive, Kissimmee

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

Welcome to this beautifully appointed David Weekley “Arabella” Craftsman, ideally situated on a quiet, tree-lined cul-de-sac and nestled against a peaceful conservation setting. A charming covered front porch and distinctive ribbon driveway create an inviting first impression, while a decorative mosaic medallion in the entryway adds an elegant custom touch. Inside, the bright and airy floor plan is filled with abundant natural light and thoughtfully designed for both everyday living and entertaining. Luxury vinyl plank flooring flows throughout the main living areas, while an electric fireplace creates a warm and inviting focal point in the spacious great room. The adjoining sunroom offers a wonderful additional living space, perfect for morning coffee, reading, or enjoying the tranquil surroundings. The updated kitchen features granite countertops, a convenient bar-height countertop for casual dining and entertaining, and all-new appliances. The formal dining room, kitchen, and bathrooms feature new light fixtures, adding fresh finishing touch throughout the home. A versatile office/flex room provides additional space for a home office, study, or hobby room. Upstairs, all three bedrooms provide privacy and comfort, along with a charming open balcony overlooking the great room below, creating a dramatic sense of space and architectural character. The primary suite features newly installed ceramic tile and a spacious walk-in closet, while the third bedroom also includes a walk-in closet. New carpeting throughout the second floor completes the fresh, updated feel. Outside, the large conservation lot offers a peaceful backdrop and generous backyard space. The covered front porch provides the perfect spot to relax and enjoy the quiet surroundings. Recent improvements provide added peace of mind, including fresh paint completed in December, a roof approximately five years old with gutters, and a 2017 water heater. An oversized 2½-car garage provides exceptional flexibility for vehicles, storage, hobbies, or additional workspace. With its classic Craftsman architecture, elegant custom details, extensive updates, inviting sunroom, open upstairs balcony, generous storage, oversized garage, and serene conservation setting, this exceptional Arabella offers a blend of timeless charm, contemporary comfort, and everyday Florida living.

1103 Banks Rose Court, Celebration

3 Beds ⋅ 3 Baths ⋅ Westview South SubDv. ⋅ 34759 Zip Code

Welcome to 2494 Skyline Loop, Kissimmee, FL, a beautifully maintained home featuring a spacious and thoughtfully designed floor plan for comfortable Florida living. The open-concept layout includes a bright living room, a modern kitchen with ample cabinet and countertop space, a dining area, and generously sized bedrooms that provide both comfort and privacy. The primary suite serves as a peaceful retreat with a private bathroom and a walk-in closet, while the additional bedrooms provide flexibility for family, guests, or a home office. Large windows throughout the home fill the living spaces with natural light, creating a warm and inviting atmosphere. Located in a desirable Kissimmee community, residents enjoy exceptional amenities including a resort-style swimming pool, clubhouse, fitness center, playground, walking trails, and beautifully landscaped common areas. The convenient location provides easy access to shopping, restaurants, schools, healthcare facilities, and Central Florida's world-famous attractions, including Walt Disney World Resort. Nearby access to US-192, SR-417, Florida's Turnpike, and other major roadways makes commuting to Orlando, Lake Nona, and surrounding areas simple and convenient. The application process is easy and straightforward, making it simple to take the next step toward making this beautiful property your new home.

2494 Skyline Loop, Kissimmee

6 Beds ⋅ 3 Baths ⋅ Storey Creek Ph 2a SubDv. ⋅ 34746 Zip Code

Welcome to 4382 Sunny Creek Place, a stunning 6-bedroom, 3-bathroom pool home located in the desirable Story Creek community of Kissimmee. This beautifully maintained residence offers a spacious open-concept floor plan with a modern kitchen, ample cabinetry, generous living areas, and abundant natural light throughout. Enjoy Florida living at its finest with your private pool, relaxing outdoor space, and a layout designed for both everyday comfort and entertaining. Featuring a 2-car garage, spacious bedrooms, and a functional design perfect for families or investors, this home offers exceptional versatility. Located near shopping, dining, schools, major highways, and Central Florida attractions, this property provides the ideal combination of convenience, lifestyle, and investment potential. Don't miss the opportunity to own this incredible home in one of Kissimmee’s sought-after communities!

4382 Sunny Creek Place, Kissimmee

4 Beds ⋅ 3 Baths ⋅ Storey Creek 40s SubDv. ⋅ 34746 Zip Code

Welcome to 1952 Rock Maple Bend, Kissimmee, FL, a beautifully maintained home featuring a spacious and thoughtfully designed floor plan for comfortable Florida living. The open-concept layout seamlessly connects the living room, dining area, and modern kitchen, creating an inviting space for everyday living and entertaining. The private primary suite includes a well-appointed bathroom and a generous walk-in closet, while the additional bedrooms provide flexibility for family, guests, or a home office. Large windows bring in abundant natural light, creating a bright and welcoming atmosphere throughout the home. Located in a desirable community, residents enjoy exceptional amenities including a resort-style swimming pool, clubhouse, playground, walking trails, parks, and beautifully maintained common areas. The convenient Kissimmee location provides easy access to shopping, restaurants, schools, healthcare facilities, and Central Florida's renowned attractions, including Walt Disney World Resort. Nearby major highways such as US-192, US-17/92, and Florida's Turnpike make commuting to Orlando, Lake Nona, and surrounding areas simple and convenient. The application process is easy and straightforward, making it simple to take the next step toward making this beautiful property your new home.

1952 Rock Maple Bend, Kissimmee

3 Beds ⋅ 2 Baths ⋅ Monterey Village Ph 1 Unit 1 SubDv. ⋅ 34743 Zip Code

At the end of a quiet cul-de-sac, you'll find something that's getting harder to come by... privacy. With no rear neighbors now or ever, the backyard feels like your own little escape. No backdoor neighbors. No one peeking over the fence. Just mature trees, peace and quiet. The screened pool and covered lanai make it easy to enjoy Florida year-round, whether it's coffee before work, jumping in the pool after a long day, or firing up the grill on the weekend. Inside, this beautifully updated 3-bedroom, 2-bath home feels fresh from the moment you walk in. Luxury vinyl plank flooring runs throughout, the kitchen has been completely updated with quartz countertops, stainless steel appliances, and modern finishes, and both bathrooms have been beautifully renovated. The split-bedroom floor plan gives the primary suite a little separation from the secondary bedrooms, while the open living and dining spaces feel bright, comfortable, and easy to live in. The super low HOA is just one more thing to appreciate, giving you the benefits of the neighborhood without the high monthly dues that have become so common. The location checks all the right boxes. You're about 15 minutes from The Loop, putting shopping, restaurants, and everyday errands close by, with easy access to Florida's Turnpike and Osceola Parkway for an easy commute. Walt Disney World, Universal Orlando, Lake Nona, Orlando International Airport, and countless other Central Florida destinations are all within easy reach. Close to everything. Far from the noise.

2346 Cordova Court, Kissimmee

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