Kissimmee Homes with Private Pool type

Kissimmee Homes with Private Pool type

Welcome to Kissimmee, Florida, where sunshine, adventure, and charm come together to create the perfect backdrop for your dream home. Nestled in Osceola County, Kissimmee is a vibrant city known for its close proximity to world-renowned theme parks, stunning natural landscapes, and a warm, welcoming community. With a rich history and diverse culture, this city offers a unique blend of excitement and tranquility.

Imagine stepping out of your back door to your very own private oasis. Homes with private pools in Kissimmee are not just a luxury; they are a lifestyle. Whether you’re looking to soak up the sun, host a barbecue, or enjoy a peaceful evening under the stars, a private pool provides the perfect escape right in your backyard. These homes are designed for relaxation and entertainment, featuring spacious layouts, modern amenities, and beautifully landscaped yards that enhance your outdoor living experience.

Kissimmee is more than just a place to live; it’s a community filled with opportunities for exploration and adventure. From the thrilling rides at Walt Disney World and Universal Studios to the serene beauty of Lake Tohopekaliga, there’s something for everyone. With numerous dining options, shopping centers, and recreational activities, you’ll never run out of things to do.

Whether you’re seeking a vacation home or a permanent residence, Kissimmee’s homes with private pools offer the perfect sanctuary to enjoy the Florida lifestyle. Dive into your new life in Kissimmee, where every day feels like a vacation!

Newest Kissimmee Homes with Private Pool type

5 Beds ⋅ 6 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code

Experience luxury resort living in this exceptional 5-bedroom, 5-bath home overlooking the Nicklaus Golf Course in Reunion Resort. Whether you're searching for a primary residence, an unforgettable second home, or a proven vacation rental investment, this property offers the perfect blend of comfort, style, and entertainment. Designed for entertaining, the home features a private pool and spa, expansive sun deck, outdoor kitchen, fire pit, covered dining, and multiple outdoor games. Inside, you'll find a Las Vegas-inspired casino lounge, an impressive arcade and game room, two spacious primary suites, a gourmet kitchen with stainless steel appliances, and beautifully themed bedrooms that create a memorable experience for guests of all ages. Located just minutes from Walt Disney World, Reunion Resort offers three championship golf courses, a water park, tennis and pickleball courts, 14 community pools, restaurants, and an array of world-class resort amenities. Whether you're looking for a full-time residence, a luxurious vacation retreat, or an exceptional income-producing property, this one-of-a-kind home delivers an outstanding lifestyle and investment opportunity. Schedule your private showing today and discover everything Reunion Resort has to offer.

824 Desert Mountain Court, Kissimmee

4 Beds ⋅ 4 Baths ⋅ Reunion West Village 3a SubDv. ⋅ 34747 Zip Code

Virtually Staged. Welcome to this exceptional Reunion residence offering the perfect blend of comfort, privacy, and resort-style living. This beautifully designed 4-bedroom, 3.5-bath home features a spacious open layout, elegant finishes, a private pool. The first-floor primary suite provides convenience and privacy, while the upstairs bedrooms and bonus space offer flexibility for family, guests, or entertaining. Located in the sought-after Reunion West community, residents can enjoy access to world-class amenities, including multiple championship golf courses, resort-style pools, dining, and recreational opportunities. Whether used as a primary residence, vacation retreat, or investment property, this home offers an incredible opportunity to experience the best of Central Florida living.

877 Desert Mountain Court, Kissimmee

7 Beds ⋅ 5 Baths ⋅ Terra Verde Ph 02 SubDv. ⋅ 34746 Zip Code

Turnkey upscale seven-bedroom vacation home in the guard-gated Terra Verde Resort community. This spacious furnished property features a private south-facing screened pool and spa with peaceful pond views, providing an attractive setting for both personal use and short-term-rental guests.The kitchen and bathrooms have been extensively renovated with updated cabinetry, counters, fixtures and contemporary finishes. The attached two-car garage is currently configured as a game and entertainment room with pool table and additional games. Additional highlights include a first-floor primary suite, multiple living and dining spaces, high ceilings, an inside laundry room and abundant guest accommodations. The roof was replaced under a finalized permit in 2018.Furnishings are included, subject to agreed exclusions. Terra Verde amenities include a guarded entrance, clubhouse, resort pool and spa, fitness center, playground, sports courts, mini golf, community recreation areas and catch-and-release fishing. Conveniently located near Walt Disney World, shopping, dining and Central Florida attractions.

182 Hideaway Beach Lane, Kissimmee

5 Beds ⋅ 4 Baths ⋅ Windsor At Westside Ph 2a SubDv. ⋅ 34747 Zip Code

Welcome to this stunning 5-bedroom, 4-bathroom home located in the highly desirable gated community of Windsor at Westside in Kissimmee. This spacious residence offers approximately 2,492 square feet of beautifully designed living space with an open-concept floor plan, perfect for entertaining family and guests. The home features a bright and inviting living area, a modern kitchen with ample cabinetry and counter space, a spacious primary suite, and generously sized bedrooms designed for comfort and privacy. Enjoy the Florida lifestyle with access to the community’s resort-style amenities, including a clubhouse, swimming pool, fitness center, sports courts, and recreational areas. Windsor at Westside is ideally located near world-famous attractions, shopping, dining, major highways, and all that Central Florida has. Whether you are looking for a primary residence, vacation home, or investment opportunity, this property provides the perfect combination of location, space, and resort-style living. Don’t miss the opportunity to own a piece of one of Kissimmee’s most sought-after communities!

1917 Nice Court, Kissimmee

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

Welcome to this stunning, professionally designed 9-bedroom, 5-bathroom vacation home located in the highly sought-after Storey Lake Resort. This impressive Santiago model is the largest and one of the most desirable floor plans in the community, known for its exceptional rental performance, strong occupancy rates, and outstanding investment potential. Beautifully furnished by a professional interior designer, the home features spacious living areas, a spectacular game room, multiple themed bedrooms, a private screened-in pool, and comes fully furnished and turnkey, ready for immediate use as a vacation rental or personal retreat. Residents and guests enjoy access to Storey Lake Resort’s world-class amenities, including a resort-style water park, lazy river, fitness center, tiki bar, basketball, volleyball, and tennis courts, mini golf, kayak rentals, and much more. Ideally located just 4 miles from Walt Disney World and only minutes from Orlando’s top attractions, shopping, dining, and entertainment, this property offers the perfect combination of luxury, location, and investment opportunity.

4548 Target Boulevard, Kissimmee

5 Beds ⋅ 4 Baths ⋅ Windsor At Westside SubDv. ⋅ 34747 Zip Code

Located in one of Central Florida's premier resort communities, this beautifully maintained and fully furnished 5-bedroom, 4-bath pool home offers the perfect blend of comfort, style, and convenience. One of its biggest advantages is its exceptional location within the community—just a short walk to the spectacular clubhouse, allowing you and your guests to easily enjoy all of the resort amenities without needing to drive. Inside, the home features an open-concept floor plan with abundant natural light, creating an inviting space for relaxing or entertaining. The spacious kitchen is the heart of the home, complete with granite countertops, stainless steel appliances, a large center island with seating, and plenty of cabinet space. It flows seamlessly into the dining area and family room before opening to the private screened pool, making indoor-outdoor living effortless. The spacious primary suite offers a peaceful retreat with a large walk-in closet and an ensuite bathroom designed for comfort. Each additional bedroom is generously sized and thoughtfully furnished, providing plenty of room for family and guests. A converted garage game room featuring a pool table, foosball, and air hockey creates the ultimate entertainment space and adds tremendous appeal for vacation rentals. Windsor at Westside is one of the area's most sought-after gated resort communities, featuring a stunning clubhouse with a resort-style pool, lazy river, waterslide, children's splash area, hot tub, fitness center, arcade, sports courts, playground, and the popular Tu Casa Bar & Lounge for poolside dining and drinks. These resort amenities have made the community a favorite destination for vacationers from around the world. Beyond the gates, you'll enjoy an unbeatable location just minutes from Walt Disney World Resort, with easy access to Universal Orlando, SeaWorld, Disney Springs, Margaritaville, Sunset Walk, championship golf courses, countless restaurants, shopping, and major highways that make exploring all of Central Florida simple and convenient. Orlando International Airport is also within an easy drive, making travel effortless for both owners and guests. Whether you're looking for a primary residence, a second home, or a high-performing vacation rental, this home checks every box with its spacious layout, private pool, impressive game room, and one of the best locations in Windsor at Westside—just steps from the community's incredible resort amenities.

8904 Prague Way, Kissimmee

6 Beds ⋅ 5 Baths ⋅ Veranda Palms SubDv. ⋅ 34746 Zip Code

Beautiful Short Term Rental Home! Features Include: FURNISHED * Kitchen With Granite Counters and Stainless Appliances * Upstairs and Downstairs Primary Bedrooms * Upstairs Loft * Huge Family Room/Kitchen Floor Plan * Huge Living Room/Dining Room Floor Plan * Bedrooms To Accommodate A Huge Family or Group * * Screen Enclosed Pool with Privacy Screens and Patio * Roof (2014) * AC (2014) * Tankless Water Heater * Underground Gas * HOA Features Gated Security, Community Pool and Covers Lawn Maintenance, Fences, Trash Valet & Irrigation Street Lights

2501 Dharma Circle, Kissimmee

4 Beds ⋅ 4 Baths ⋅ Windsor Hills Ph 7 SubDv. ⋅ 34747 Zip Code

Exceptional Windsor Hills Pool Home with One of the Community’s Most Spectacular Views! Welcome to 2568 Archfeld Boulevard, where luxury, comfort, and investment potential come together in one of Central Florida’s premier vacation home communities. This beautifully appointed home offers soaring 10-foot ceilings, creating an open, spacious feel that sets it apart from the competition. Designed with entertaining in mind, the custom garage game room provides endless fun for guests while maximizing rental appeal. The home is being offered fully furnished with a designer furniture package, allowing you to begin enjoying or renting the property immediately. Step outside and discover what truly makes this property exceptional. The southwest-facing private pool is perfectly positioned to capture Florida’s breathtaking afternoon sunshine and spectacular sunset skies. Unlike many homes in the community, you’ll enjoy expansive, open views with no direct rear neighbors and no back-to-back pool views, creating an unmatched sense of privacy and tranquility. Widely regarded as one of the finest views in all of Windsor Hills, this outdoor oasis is the perfect place to relax after a day at the parks or entertain family and guests. For investors, future rental bookings may be included, offering the opportunity for immediate income after closing. Whether you’re searching for a luxury vacation retreat, a high-performing short-term rental, or both, this exceptional Windsor Hills home delivers an unbeatable combination of location, privacy, designer finishes, and income potential—just minutes from Walt Disney World, shopping, dining, and Orlando’s world-famous attractions.

2568 Archfeld Boulevard, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Windsor At Westside Ph 1 SubDv. ⋅ 34747 Zip Code

Welcome to one of the best-located homes in Windsor at Westside Resort! Situated on a premium corner lot and just steps from the clubhouse, this fully furnished 5-bedroom, 4.5-bathroom townhome offers one of the closest walkable locations to the resort’s incredible amenities, making it especially desirable for vacation guests and short-term rental success. Enjoy easy access to the resort-style pool, lazy river, water slides, hot tub, fitness center, arcade, playground, sports courts, tiki bar, and on-site restaurant. Inside, you’ll find a welcoming foyer with a convenient drop zone leading into a bright, open-concept floor plan. The first floor features tile throughout with no carpet, a spacious living and dining area, and a beautifully appointed kitchen with white shaker cabinets, granite countertops, abundant cabinet space, and a large island overlooking the main living area. A first-floor bedroom with a private en suite bathroom offers the perfect setup for guests or multigenerational living. Upstairs features luxury vinyl plank flooring throughout, a spacious loft, laundry room, and four additional bedrooms, including themed Frozen and Mickey Mouse bedrooms with two sets of twin beds. The primary suite offers a king bedroom with a private en suite featuring dual sinks, while an additional queen suite also includes its own private bathroom. Step outside to your private screened-in pool with brick pavers, a covered lanai, and a child safety fence already installed. The detached garage, private driveway, and additional parking directly in front of the home provide plenty of space for owners and guests. The HOA includes cable, internet, valet trash service, lawn maintenance, and access to all of Windsor at Westside’s world-class resort amenities. Whether you’re searching for a primary residence, vacation home, or income-producing short-term rental, this exceptional property offers an unbeatable combination of location, comfort, and resort-style living just minutes from Walt Disney World, shopping, dining, and major highways. Schedule your showing today!

2070 Rome Drive, Kissimmee

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

Welcome to 336 Magical Way, a recently repainted throughout, 4-bedroom, 3-bathroom pool home located at the end of a cul-de-sac in the gated community of Magic Landings. Previously used as both a short-term vacation rental and a long-term rental, this property is also well suited as a primary residence. The open floor plan features a combined living and dining area with a kitchen offering a breakfast bar and stainless steel appliances. A separate laundry room with a washer and dryer is located just off the kitchen. The home offers a split-bedroom layout. At the front of the home are two bedrooms that share a full family bathroom. At the rear are two primary-style bedrooms, each with a walk-in closet, ensuite bathroom, and direct access to the screened pool and patio. One ensuite includes a separate soaking tub and walk-in shower, while the other features a walk-in shower. Outside, enjoy a fully screened private pool overlooking a wooded area with no rear neighbors, providing added privacy. Added benefits include a new roof in November 2022 and a new HVAC in March 2022. Conveniently located in Kissimmee, the home offers easy access to major highways, shopping, dining, golf courses, and Central Florida's popular attractions, making it an excellent option for a primary residence, vacation home, or investment property.

336 Magical Way, Kissimmee

6 Beds ⋅ 6 Baths ⋅ Reunion West Village 03a SubDv. ⋅ 34747 Zip Code

Experience luxury resort living and exceptional investment potential in this stunning, turnkey vacation home located within the exclusive gated community of Reunion Resort. Perfectly positioned overlooking the Jack Nicklaus golf course, this beautifully furnished residence offers spectacular golf views, outstanding privacy, and immediate vacation rental income potential. This impressive three-story home showcases exceptional craftsmanship and thoughtful design throughout. A private elevator provides convenient access to every level, while elegant architectural details including wood beam ceilings, crown molding, stone accents, hardwood staircase, and custom brick features create a warm yet sophisticated atmosphere. The chef's kitchen is a true showpiece, featuring a premium Wolf six-burner gas range with dual ovens, pot filler, abundant cabinetry, generous counter space, and everything needed for entertaining family and guests. Multiple dining areas include a formal dining room with built-in wine storage and a spacious casual dining area that flows seamlessly into the open-concept living room, where exposed wood beams and expansive windows capture beautiful golf course views. Step outside to your private outdoor oasis featuring a beautiful pool and seating area —ideal for relaxing after a day at the parks or hosting unforgettable gatherings. Offering six spacious bedrooms and five luxurious bathrooms, the home's flexible layout comfortably accommodates family and guests. The entire second floor is dedicated to an impressive primary suite complete with a wall-to-wall private balcony overlooking the golf course, creating the perfect owner's retreat. A spacious loft area offers additional living or game room space, while a private in-law suite with separate stair access provides added flexibility. The third floor features three generously sized bedrooms, each enjoying access to the expansive balcony. Located just minutes from Walt Disney World, Orlando's premier attractions, world-class shopping, dining, Reunion Resort offers an unparalleled lifestyle with championship golf courses, resort pools, tennis, fitness center, spa, restaurants, and endless entertainment. Whether you're searching for a luxury primary residence, a second home, or a proven income-producing vacation rental, this exceptional property offers the perfect combination of location, luxury, privacy, and investment opportunity. Schedule your private showing today and discover everything Reunion Resort has to offer.

865 Desert Mountain Court, Reunion

3 Beds ⋅ 2 Baths ⋅ Windward Cay Unit 2 SubDv. ⋅ 34746 Zip Code

"""MOTIVATED SELLER OPEN TO NEGOTIATION CONCESSIONS, INCLUDING CLOSING COST OR INTEREST RATE BUY-DOWN. '''''GREAT FOR INVESTORS THE PROPERTY HOA ALLOW SHORT TERM RENTALS.'''' Beatiful 3-bedroom, 2-bathroom home located in Winward Cay. This Property features a private screened pool, perfect for entertaining or relaxing year-round. The remodeled kitchen features granite countertops, wood cabinetry, and stainless steel appliances . While the location puts you just minutes from Disney parks, popular shopping enters, and a wide variety of dining options . Dont miss out on this opportunity, this won't last long!

4811 Pliny Court, Kissimmee

Start Your Search