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Homes for Sale with a Pool in Kissimmee, FL

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Welcome to your dedicated resource for homes for sale with a pool in Kissimmee, FL. This page is your live portal for listings that match the exact homes for sale you demand, filtering out irrelevant properties to save you time. As a local Kissimmee, FL agent, Marc Plotkin specializes in the unique market dynamics of this area, offering insights into amenities, home values, and investment potential. Start exploring the with a pool properties currently available below, or contact a local agent to discuss the details that matters most to your search.

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All Homes for Sale with a Pool in Kissimmee, FL

2 Beds ⋅ 2 Baths ⋅ B26056626 MLS

Welcome to this charming two-bedroom, two-bathroom condominium located in the Villas at Secret Lake Condo community in Kissimmee, Florida. This single-story residence offers 1,062 square feet of finished living space, providing comfortable accommodations and functional layouts for everyday living. The property includes a convenient two-car garage, ensuring secure parking and additional storage options. Designed as a condominium, this home combines the benefits of low-maintenance living with residential appeal. This residence presents an excellent opportunity for those seeking a practical and well-proportioned property in a established community setting.

3177 Feltrim Place Unit Unit 104, Kissimmee

7 Beds ⋅ 6 Baths ⋅ A12054893 MLS ⋅ Windsor At Westside Ph 2a BLDG.

Turnkey, fully furnished resort home! Welcome to 1892 Gobi Dr—an impressive 7-bedroom, 5.5-bath pool home located in a gated community with 24-hour security and true resort-style amenities. Currently used as a short-term rental, this property is thoughtfully designed for both comfort and income potential. The spacious floor plan features a first-floor king suite with private bath, multiple themed bedrooms upstairs, and ample space to accommodate large groups. Enjoy a private patio with pool and spa, along with a fully equipped kitchen featuring stainless steel appliances—ideal for entertaining or extended stays. Residents and guests enjoy access to an exceptional clubhouse offering pools, lazy river, water slide, splash park, tiki bar, fitness center, ice cream shop, basketball and volleyball courts, and more. Prime location just 15 minutes to Disney, 20 minutes to Universal, and 15 minutes to the Convention Center, making this an ideal vacation home, second residence, or investment opportunity. Sold fully furnished and ready for immediate use. Don’t miss this chance to own a piece of resort living in the heart of Central Florida!

1892 Gobi Dr, Kissimmee

3 Beds ⋅ 2 Baths ⋅ A12055670 MLS ⋅ Woodbridge At Meadow Woods BLDG.

Welcome to this beautifully maintained 3-bedroom, 2-bath home offering the perfect blend of comfort, style, and convenience. Featuring a private screened pool, this home is ideal for relaxing, entertaining, and enjoying Florida living year-round. The spacious layout provides comfortable living areas, a functional kitchen, and generous bedrooms designed for everyday living. Conveniently located near major highways, Orlando International Airport, shopping, dining, and top attractions, this home offers easy access to everything Central Florida has to offer. Whether you're looking for a primary residence or an exceptional rental opportunity, this property is one you won't want to miss.

Kissimmee

4 Beds ⋅ 5 Baths ⋅ A12055449 MLS ⋅ Solara Resort BLDG.

Stunning 4-bed, 4.5-bath fully furnished turnkey townhome in the highly desirable, gated Solara Resort. Built in 2020, this spacious property features 2,090 sq ft of pristine living space across two stories with high-quality Concrete Block Structure (CBS) construction for maximum durability and energy efficiency. Perfect for savvy investors, this premium property delivers turnkey Airbnb and short-term rental operations in a high-income-generating vacation community. Incredible value add: property features a high number of transferable bookings already secured for the remainder of the year, offering immediate cash flow from day one. The home features a private, screen-enclosed in-ground swimming pool with a brick paver patio layout. Located just minutes from Disney World and world-class Orlando attractions, the resort offers an extraordinary amenity package including a luxury clubhouse, surf simulator, fitness center, and resort-style pool. Fully equipped, actively income-generating, and completely ready to operate as a high-performing short-term rental or own as your dream vacation house!

2170 Cooper Bell Pl, Kissimmee

4 Beds ⋅ 4 Baths ⋅ B26053363 MLS

Welcome to this stunning 4-bedroom, 3-bathroom residence in Brighton Lakes Ph 1 Parcel C, Kissimmee. This two-story home boasts 3,387 square feet of finished living space, offering generous room for comfortable everyday living. The three-car garage provides convenient vehicle storage and additional space for your needs. Whether you're seeking a spacious residence with well-appointed rooms or appreciate the thoughtful layout of a single-family home, this property delivers on both counts. Located in the Brighton Lakes community, this home presents an excellent opportunity for those looking to establish their residence in‌‌‌‌‌‌‌‌‌‌‌‌ Kissimmee.

3607 Kariba Court, Kissimmee

3 Beds ⋅ 2 Baths ⋅ A12049511 MLS ⋅ Ponciana BLDG.

Welcome to this charming 3-bedroom, 2-bath home offering comfort, functionality, and endless potential. Featuring a desirable split-bedroom floor plan, this home provides a spacious living area filled with natural light and a layout designed for everyday living. Step outside to your private backyard oasis, complete with an in-ground pool—perfect for relaxing, entertaining, or enjoying Florida's year-round sunshine. The attached 2-car garage offers ample parking and additional storage space. Situated on a generously sized lot in an established neighborhood, this property is conveniently located near schools, parks, shopping, dining, major roadways, and Central Florida's world-famous attractions. Whether you're a first-time homebuyer, investor, or looking to personalize a home to your own style, this property presents an outstanding opportunity to build equity and make it your own.

263 Cranbrook Dr, Kissimmee

5 Beds ⋅ 5 Baths ⋅ B26047618 MLS ⋅ Sonoma Resort At Tapestry By Park Square BLDG.

Welcome to this furnished 5-bedroom, 5-bath single-family home in gated Sonoma Resort at Tapestry, where short-term rentals are permitted. This two-story residence offers 3,067 sq ft of living area, an open layout, a 2-car attached garage, and a private screened pool/spa area. Designed for comfort, flexibility, and investment potential, the home features spacious bedrooms, multiple full bathrooms, and resort-style living near shopping, dining, highways, and Central Florida attractions. Buyer and buyer's agent to verify HOA fees, rental rules, room sizes, taxes, pet restrictions, furnishings, and all information. Furnished property with private screened pool/spa area. Short-term rentals permitted. HOA fees, amenities, transfer fees, capital contribution, pet restrictions, lease rules, and included furnishings to be verified by buyer/buyer's agent.

3870 Oakville Avenue, Kissimmee

5 Beds ⋅ 5 Baths ⋅ B26047625 MLS

Welcome to Sonoma Resort at Tapestry Phase 1, a gated resort-style community in Kissimmee that allows both owner occupancy and short-term rentals, subject to current HOA rules and regulations. This turnkey, fully furnished vacation home offers 5 bedrooms, 5 full bathrooms, 3,067 sq ft of living space, themed bedrooms, an open living area, kitchen island, and two main-level bedrooms for added flexibility. Enjoy a private screened pool, in-ground spa, open and screened patio space, and a 2-car attached garage. All furniture, décor, and appliances shown in the MLS photos are included, making this home ready to enjoy as a vacation retreat or use as an investment property. Conveniently located near Walt Disney World, Central Florida attractions, shopping, dining, and major roadways. All furniture, décor, and appliances shown in the MLS photos are included in the sale, making this property ready to enjoy as a vacation retreat or use as an investment opportunity. Buyer to verify HOA, leasing rules, short-term rental requirements, fees, room measurements, pet restrictions, and any information deemed important.

2676 Calistoga Avenue, Kissimmee

6 Beds ⋅ 7 Baths ⋅ A12036669 MLS ⋅ Randa Palm Phase 2b1 BLDG.

Fully furnished turnkey vacation home with an established short-term rental operation, demonstrated occupancy history, and future reservations already secured through the remainder of the year, allowing for a seamless transition of existing bookings to the new owner. Located in the highly desirable Veranda Palms community, this exceptional 6-bedroom, 6.5-bath residence features serene lake views, a private screened pool and spa, game room, themed Disney bedroom, and spacious open-concept living areas designed for unforgettable family vacations and guest experiences. Professionally furnished, thoughtfully decorated, and fully equipped, the home has consistently attracted vacation travelers and benefited from strong historical occupancy and repeat guest demand. Whether as a second home, seasonal retreat, relocation residence, or property with established rental activity, it offers outstanding flexibility and lifestyle appeal. Enjoy the convenience of being just minutes from Walt Disney World, Universal Studios, premier shopping, dining, golf, and Orlando's world-renowned attractions. Veranda Palms is known for its prime location, community amenities, and convenient access to Central Florida's most visited destinations. Combining exceptional guest appeal, established rental performance, and a highly sought-after location, this remarkable property is ready to be enjoyed from day one.

2569 Shanti Dr, Kissimmee

4 Beds ⋅ 3 Baths ⋅ A12038155 MLS ⋅ Hidden Harbor BLDG.

Rare lakefront opportunity in the exclusive gated community of Hidden Harbor. Nestled on over an acre, this impressive residence offers stunning water views, exceptional privacy, and a peaceful natural setting. The thoughtfully designed floor plan provides spacious living and entertaining areas, while the backyard showcases a picturesque lake backdrop and tranquil pond views. Whether enjoying morning coffee overlooking the water or hosting family and friends, this property delivers the perfect blend of comfort, space, and Florida waterfront living.

2261 Mariner Cv, Kissimmee

6 Beds ⋅ 4 Baths ⋅ A12038059 MLS ⋅ Strafford Park BLDG.

Fully remodeled 6 bedroom pool home with every major system replaced: new roof, new plumbing throughout, new AC and HVAC, new pool pump, new garage door and opener, new front and rear patio doors, and new gutters. 3,177 sqft with 6 bedrooms, 3 full baths, and a half bath, plus a remodeled kitchen with stainless steel appliances. Ideal for large families or multigenerational living. Out back, a private screened pool delivers year-round Florida living, and the 2 car garage features epoxy flooring. HOA just $100 per year with no short-term rental restrictions: live in it, rent it long term, or run it as a vacation rental near the parks. Community park, lake, and playground. Minutes to the Turnpike and SR 417 with quick access to Orlando International Airport, Disney, Universal, and downtown Orlando. The Loop, medical, grocery, and schools nearby; Atlantic beaches about an hour. Sold as-is. Vacant with immediate occupancy and easy showing access. Images reflect virtual staging; the property is currently vacant.

2252 Wyndam Way, Kissimmee

3 Beds ⋅ 2 Baths ⋅ A12032245 MLS ⋅ Allamanda Grace BLDG.

Beautiful 3-bedroom, 2-bathroom home located on a quiet cul-de-sac in a desirable community. This well-maintained property features a 2019 roof, newer A/C, and a solar-heated pool for year-round enjoyment. The spacious backyard offers plenty of green space, while multiple patio and seating areas create the perfect setting for relaxing or entertaining family and friends. The functional floor plan provides comfortable living spaces and plenty of natural light. Enjoy the privacy of a large outdoor area while being conveniently located near shopping, dining, schools, medical facilities, major highways, and Central Florida attractions. Whether you’re looking for a primary residence, vacation home, or investment property, this home offers a wonderful opportunity to enjoy the Florida lifestyle. Move-in ready and waiting for its new owner!

2402 Accord Terrace, Kissimmee

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