Kissimmee Homes with Private Pool type

Kissimmee Homes with Private Pool type

Welcome to Kissimmee, Florida, a vibrant city nestled in Osceola County, where sunshine and charm come together to create the perfect backdrop for your dream home. Known for its proximity to world-renowned attractions like Walt Disney World and Universal Studios, Kissimmee offers a unique blend of excitement and tranquility. This enchanting locale boasts a rich cultural heritage, stunning natural landscapes, and a warm, welcoming community, making it an ideal place to call home.

One of the most sought-after features in Kissimmee's real estate market is homes with private pools. Imagine stepping into your backyard oasis, where you can unwind in your own sparkling pool under the Florida sun. These homes provide the perfect setting for relaxation and entertainment, whether you're hosting family gatherings or enjoying quiet evenings under the stars. With private pools, you can enjoy the luxury of a resort-style lifestyle right at home.

Kissimmee’s neighborhoods offer a diverse range of properties, from cozy single-family homes to spacious villas, ensuring there’s something for everyone. Many of these homes are designed with family-friendly layouts and modern amenities, catering to both residents and vacationers alike. The combination of comfortable living spaces and the allure of a private pool creates an irresistible opportunity for those looking to invest in their own slice of paradise.

Experience the magic of Kissimmee, where your dream of owning a home with a private pool can become a reality. Embrace the sunny Florida lifestyle and make memories that will last a lifetime in this delightful city!

Newest Kissimmee Homes with Private Pool type

$595,000
6 Beds ⋅ 4 Baths ⋅ Lake Berkley Resort Ph 2 SubDv. ⋅ 34746 Zip Code
Turnkey Vacation Home with Direct Lakefront Views in Lake Berkley Resort, Kissimmee. Welcome to 963 Lake Berkley Drive. This fully furnished, income-producing 6-bedroom, 3.5-bathroom retreat is located in one of Kissimmee's most sought-after resort communities. This stunning property offers something truly rare in the area: direct, unobstructed views of Lake Berkley and its bird Island, enjoyed from your private pool covered patio, living area and master bedroom. Whether you're watching the sunrise over the water or relaxing in the brand-new hot tub, the setting is nothing short of spectacular. The pool is equipped with a brand-new pool heater. Inside, the home offers six comfortable bedrooms and three fully renovated bathrooms, alongside a half bath and a separate laundry room providing all the space and comfort a family could need. A Sonos sound system installed throughout the entire home creates a premium experience, and the garage has been transformed into a fully equipped games room. The property is sold fully furnished and completely turn-key, with strong short-term rental bookings on the books for this year and next. Lake Berkley Resort has a loyal following, and this home benefits from returning guests year after year. The combination of a private pool with a new pool heater, a brand-new hot tub, and exclusive direct water views makes this one of the most unique offerings in the area. Lake Berkley Resort is a quiet, gated community just minutes from Disney, Universal, and all major Orlando attractions, making it a perennial favorite for vacationers and investors alike. This is a rare opportunity to acquire a performing asset with immediate rental income, proven booking history, updated major systems, and views that simply cannot be replicated in this market. The home also benefits from a new AC system installed in 2024, a new mini split for the games room, along with a new washer, dryer, and stove. The roof was replaced in 2017.

963 Lake Berkley Drive, Kissimmee
$360,000
3 Beds ⋅ 2 Baths ⋅ Oak Grove SubDv. ⋅ 34744 Zip Code
Welcome to 1320 Oak Grove Court - this is an ideal home or rental property for those seeking an updated living space. This renovated POOL home has 3 bedrooms with 2 bathrooms. The renovations include new kitchen cabinets, kitchen appliances and Quartz countertops, fully renovated luxurious bathrooms, new flooring, new lighting, new ceiling fans and more. NEW Roof in 2021! This home also has a newly painted interior/exterior. Quiet Neighborhood, Close to all Major Highways, and Shopping Centers. Also an excellent rental investment opportunity.

1320 Oak Grove Court, Kissimmee
$569,000
7 Beds ⋅ 6 Baths ⋅ Emerald Island Resort SubDv. ⋅ 34747 Zip Code
Welcome to your dream Central Florida getaway at 8503 La Isla Drive! This impressive, fully furnished 7-bedroom, 5.5-bathroom single-family home offers the ultimate turn-key experience, making it an exceptional opportunity for a lucrative short-term vacation rental investment, a multi-generational primary residence, or a private family retreat. Designed for effortless entertaining and everyday comfort, the home features a light-filled interior, a dedicated packed-with-fun game room, and a private, screened-in pool and spacious lanai. Whether you are hosting large gatherings or unwinding after a day out, this home delivers space, style, and convenience. Situated in the premier gated community of Emerald Island Resort, residents and guests enjoy access to top-tier resort amenities, including a 24-hour guarded gate, a vibrant clubhouse, resort community pools, a poolside Tiki bar, a fitness center, mini-golf, tennis and volleyball courts, walking nature trails, and a playground. Positioned just minutes from Walt Disney World, Universal Studios, world-class golf courses, dining, and premier shopping outlets, this location maximizes guest appeal and everyday convenience. Don't miss this rare, fully furnished 7-bedroom offer in one of Kissimmee's most sought-after resort communities!

8503 La Isla Drive, Kissimmee
$1,775,000
4 Beds ⋅ 4 Baths ⋅ Celebration Area 5 SubDv. ⋅ 34747 Zip Code
Professional photos coming soon!!! 4BR/4 BATH Danforth model by ISSA Homes with 3,730 square feet. Meticulously cared for, FULLY FURNISHED home in Celebrations’ exclusive Artisan Park community backing to conservation. This home has upgrades abound, including Brazilian cherrywood hardwood floors, screened-in backyard oasis with heated salt water pool and spa, in-water sundeck, and covered gazebo with fireplace. Large, first floor master bedroom ensuite with tray ceilings, dual vanities, garden tub with separate shower, and custom walk-in closet with Mahogany built-ins. First floor laundry room with sink and storage cabinets, Two guest bedrooms on first floor separated by jack and Jill bathroom, each with built-in closets. Upstairs includes bedroom, full bathroom, and large bonus/living room, perfect for guests or in-laws. Plantation shutters throughout the home, built-in bookcases and shelving in office and living room, pool view dinette, designer cherry cabinets in kitchen with custom pull out drawers in lower cupboards, island with sink, premium GE profile/monogram appliances, range hood, wine rack and wine fridge, closet style pantry, and inlaid tray ceilings. 3-car garage has premium garage floor coating, new belt driven smart garage door motor, and custom storage cabinets. Newer roof, and 3 newer A/C units (2025). Enjoy the resort style Artisan Park Clubhouse amenities including heated pool, spa, fitness center, and restaurant bar/grill. Truly a must see.

1449 Stickley Avenue, Celebration
$310,000
3 Beds ⋅ 3 Baths ⋅ Encantada Ph 1 SubDv. ⋅ 34747 Zip Code
Beautifully decorated 3-bedroom, 2.5-bath townhome located in the desirable Encantada community in Kissimmee and just 10 minutes from Disney! This inviting home features a comfortable and functional layout with tile flooring throughout the first floor and carpet on the second floor. The kitchen features granite countertops and flows into the main living area, creating a welcoming space for relaxing and entertaining. Upstairs, you’ll find three comfortable bedrooms and two full bathrooms. Step outside and enjoy your own private pool, perfect for relaxing after a day at the parks and enjoying the Florida lifestyle. Conveniently located near world-famous attractions, shopping, dining, and entertainment, this beautifully decorated townhome combines comfort, convenience, and an exceptional location.

8581 Bay Lilly Loop, Kissimmee
$410,000
5 Beds ⋅ 4 Baths ⋅ Paradise Palms Resort Ph 1 SubDv. ⋅ 34747 Zip Code
Welcome to this beautifully furnished 5-bedroom, 4-bath townhome in the sought-after Paradise Palms Resort, an ideal family vacation retreat and short-term rental opportunity. Designed for comfort and flexibility, the home features two primary suites, a queen bedroom, a bedroom with two twin beds, and a fun bunk room with four bunk beds, plenty of space for the whole group. The spacious dining area is perfect for sharing meals and making memories together. The well-appointed kitchen features granite countertops and a full suite of appliances. Its open layout overlooks the dining and living areas, as well as the private screened splash pool and covered lanai, so you can stay connected with everyone indoors and out. Paradise Palms Resort offers exceptional amenities, including a clubhouse, resort-style pool with waterfall and waterslide, kiddie pool, two grotto-style spas, poolside tiki bar, movie theater, fitness center, sauna, playground, game room, sand volleyball court, tennis and basketball courts, concierge service, and more. Located just 10 minutes from Disney parks and conveniently close to shopping, dining, and Orlando’s top attractions, this turnkey townhome is the perfect place for your family and also your next investment. Don’t miss this exceptional opportunity!

8964 Cat Palm Road, Kissimmee
$574,000
4 Beds ⋅ 3 Baths ⋅ Cove At Storey Lake 5 SubDv. ⋅ 34746 Zip Code
Welcome to 2573 Reading Trail, a beautiful 4-bedroom, 3-bath townhome with a private pool located in the highly desirable Cove at Storey Lake resort community! Built in 2023, this spacious two-story residence offers approximately 1,902 square feet of comfortable living space and is ideally suited as a primary residence, vacation home, or short-term rental opportunity. The open-concept main living area provides plenty of space for entertaining, while the well-appointed kitchen features an island with seating and flows seamlessly into the dining and living areas. One bedroom and full bathroom are conveniently located on the first floor, with additional bedrooms upstairs. Step outside to your private screened pool area, perfect for relaxing after a day enjoying Central Florida's attractions. Storey Lake offers an impressive selection of resort-style amenities, including community pools, clubhouse, fitness center, lazy river, water park, sports courts, arcade, cinema, recreational areas, and dining options. Conveniently located near Walt Disney World, major theme parks, shopping, restaurants, entertainment, and major roadways, this property combines resort-style living with an excellent Central Florida location. Whether you're searching for your own Florida getaway or a property with short-term rental potential, 2573 Reading Trail is one you won't want to miss. Schedule your private showing today!

2573 Reading Trail, Kissimmee
$875,000
6 Beds ⋅ 7 Baths ⋅ Reunion Ph 2 Prcl 1 & 1a SubDv. ⋅ 34747 Zip Code
Virtually Staged. Short Sale. Approved short sale!!! Hury before its gone. Experience the best of Reunion Resort in this stunning three-story luxury home, offering breathtaking golf course and sunset views. Perfect for a memorable family vacation, this home has been thoughtfully updated with a new roof, fresh interior and exterior paint, new carpet, and 2022 A/C units. Boasting over 5,300 sq. ft., the spacious floor plan is designed for entertaining and comfortable family living. The elegant living room opens to a covered patio, ideal for enjoying Florida’s spectacular sunsets. Two primary bedrooms one on each level with California closets. Relax in the private courtyard pool, complete with an outdoor grill for al fresco dining. This home also features a large, private in-law suite and a two-car garage with ample space for vehicles and a golf cart. Reunion Resort is just 6 miles from Walt Disney World and offers world-class amenities, including three championship golf courses designed by Arnold Palmer, Tom Watson, and Jack Nicklaus, 14 community pools, and a multi-million dollar water park with a lazy river and water slide.

1554 Corolla Court, Reunion
$650,000
9 Beds ⋅ 6 Baths ⋅ Windsor At Westside Ph 2b SubDv. ⋅ 34747 Zip Code
Available this Tuesday and Wednesday! Contact your agent today!!! This is the vacation home guests remember! Updates focusing on guests enjoyment, including Star Wars, Harry Potter and Frozen themed spaces, plus a private pool, all ready for unforgettable Disney vacations.Approximately 8 miles to Disney’s Animal Kingdom, 12 miles to Old Town and Fun Spot America, and 20 miles to Universal Orlando.

1638 Lima Avenue, Kissimmee
$899,000
8 Beds ⋅ 7 Baths ⋅ Reunion West Ph 2b West SubDv. ⋅ 34747 Zip Code
Turnkey and fully furnished, this stunning 8-bedroom, 8-bathroom villa offers an exceptional opportunity to own a luxury retreat in the prestigious Encore Resort. Boasting 3,618 sq. ft. of beautifully appointed living space, the home features elegant interiors, spacious living and dining areas, a spectacular games room, and thoughtfully designed themed bedrooms. Step outside to your private pool and spa, ideal for relaxing or entertaining in the Florida sunshine. Just minutes from Walt Disney World and Orlando’s premier attractions, with shopping, dining, and major highways nearby. Just steps from the community pool and clubhouse, restaurant, and tennis courts, this remarkable property offers the perfect combination of luxury, comfort, and location. The home has performed well as an income-producing property over the years, making it an attractive investment opportunity. Whether you are looking for a main family home, a second home, or an investment property, this villa offers exceptional flexibility to suit your needs. For further details regarding the property’s historical income and expenses, please contact the Listing Agent. Listing agent is the managing agent. All information available to the Seller and Listing Agent has been provided in the listing and disclosures. If information is not included, it is not available to us. Buyers and their agents are responsible for verifying all information that is important to their purchase, including but not limited to HOA rules and regulations, leasing restrictions, fees, room dimensions, square footage, lot size, taxes, and any other property details. All measurements and listing information are approximate and should be independently verified by the Buyer and Buyer's Agent.

7648 Fairfax Drive, Kissimmee
$950,000
9 Beds ⋅ 10 Baths ⋅ Sonoma Resort At Tapestry Ph 1 SubDv. ⋅ 34741 Zip Code
Welcome to this spacious 9-bedroom, 9.5-bath FURNISHED and TURNKEY vacation home located in the sought-after Sonoma Resort community of Kissimmee. Sleeping up to 19 guests and offering an exceptional bedroom-to-bathroom ratio, this home is designed for large groups while providing the privacy and space today’s vacation rental guests are looking for. The first floor features 3 bedrooms and 3 full bathrooms, including 2 en-suite bedrooms, providing convenient accommodations for guests who prefer to avoid stairs. Upstairs, you’ll find 6 additional bedrooms, all with private en-suite bathrooms, plus a half bath. With 8 EN-SUITE BEDROOMS, this layout is particularly well suited for multi-generational families and groups traveling together. Bright, contemporary interiors offer spacious living and dining areas along with a large kitchen designed for gathering and entertaining. Upstairs, an oversized loft/game and entertainment area provides an additional space for guests to relax, watch TV, play games, and spread out. Outside, enjoy your own private screened pool and covered lanai, along with a built-in outdoor kitchen/bar area—perfect for enjoying the Florida lifestyle year-round. The home is being offered furnished and turnkey, giving the next owner the opportunity to step into a vacation home or short-term rental investment without starting from scratch. Located in gated Sonoma Resort, owners and guests enjoy access to a resort-style swimming pool, clubhouse, fitness center, and walking/jogging trails. The community's central Kissimmee location provides convenient access to shopping, dining, Orlando attractions, and is approximately 10 miles from Walt Disney World. Whether you're searching for a short-term rental investment, vacation home, or spacious Central Florida getaway, this property combines an outstanding 9-bedroom layout, 8 en suites, private pool, entertainment space, turnkey furnishings, resort amenities, and proximity to Disney in one impressive package.

Kissimmee
$550,000
3 Beds ⋅ 2 Baths ⋅ Orange Blossom Acres SubDv. ⋅ 34746 Zip Code
Virtually Staged. This home can be purchased with NO INCOME VERIFICATION needed! Seller's preferred lender is willing to contribute 1% of the loan amount toward the buyer's rate buy-down. Welcome to your private Florida retreat at 3380 Blossom Street in Kissimmee! This beautifully updated home sits on an impressive 2+ acres, offering an ideal combination of space, privacy, modern updates, and flexibility—all with NO HOA! Enjoy comfortable living with major recent upgrades, including a brand-new roof, HVAC system, water heater, water softener, and new well water system installed in 2024. Inside, the home features a stunning updated kitchen with contemporary finishes and new flooring throughout, creating a fresh, inviting space that is truly move-in ready. Step outside and experience true Florida living! Your custom in-ground pool provides the perfect place to relax, entertain, and soak up the sunshine, while the spacious screened lanai offers plenty of room for outdoor dining, lounging, and enjoying the peaceful surroundings. With over 2 acres of land, there's plenty of room for your boat, RV, recreational toys, gardening, outdoor activities, animals, or simply enjoying the privacy and open space. With E1 zoning allowing one horse per continuous acre, this property also offers additional flexibility for equestrian enthusiasts and those looking for a more spacious lifestyle. And while you'll enjoy the peace and privacy of a country-style setting, convenience is just minutes away. You're close to major roads, shopping, restaurants, entertainment, and some of Central Florida's most popular attractions. Disney World and other world-class theme parks are within easy reach, making it convenient to enjoy everything the area has to offer while still coming home to your own private oasis. Whether you're looking for a private retreat, spacious homestead, equestrian property, or a place with room to grow, this unique home offers an incredible opportunity to enjoy the best of Florida living—privacy and space without sacrificing convenience. This is more than just a home—it's a lifestyle. Schedule your private showing today and come experience all that 3380 Blossom Street has to offer!

3380 Blossom Street, Kissimmee
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