All of Kissimmee Pool Homes For Sale

$679,000
5 Beds ⋅ 5 Baths ⋅ Windsor Hills Ph 06 SubDv. ⋅ 34747 Zip Code
This well-maintained 5 bedroom, 5 bath home in the 5-Star Windsor Hills Resort offers buyers a rare opportunity to acquire a proven, income-producing short-term rental just minutes from Walt Disney World—one of the strongest and most reliable vacation-rental corridors in the United States. Designed with the resort’s most desirable 5-bedroom open floorplan, the home consistently attracts large families and multi-generational groups, maximizing both occupancy and nightly rate potential. For buyers seeking immediate continuity of income, the seller is willing to transfer future bookings, allowing a seamless transition with no downtime. Interior Features for High-Demand Guest Use Multiple dining areas and a spacious main living room built to accommodate high guest volume Stainless steel appliances in the kitchen Two ground floor ensuites plus an additional twin bedroom—ideal for multi-family bookings Two junior suites upstairs, each with a private bath, supporting strong guest satisfaction and repeat stays Converted garage game room with foosball and pool tables—an amenity that significantly boosts rental performance Outdoor & Resort Amenities The screened lanai features a private heated pool, a top-performing feature for year-round bookings. Windsor Hills remains one of Central Florida’s top-performing vacation rental communities, offering: Lagoon-style resort pool Clubhouse, fitness center, and marketplace Tennis, racquetball, basketball, and volleyball Theater, arcade, playgrounds, and putting greens 24-hour guarded security Its unmatched proximity to Disney drives consistent occupancy, premium nightly rates, and strong year-round demand. Investment Highlights This property represents a rare chance to acquire a low-maintenance, high-demand, income-generating asset in one of the region’s most reliable STR markets. Windsor Hills is a purpose-built resort community offering amenities for all ages while remaining less than five minutes from Walt Disney World—making it an ideal choice for families and groups seeking affordable luxury in a prime location.

7777 Teascone Boulevard, Kissimmee
$165,000
2 Beds ⋅ 2 Baths ⋅ Blossom Park Villas Condo SubDv. ⋅ 34747 Zip Code
Welcome to 3038 Blossom Park, Unit 306, a bright 2-bedroom, 2-bathroom condo in a convenient Kissimmee location near Celebration and I-4. The home features new vinyl plank flooring, abundant natural light, dark matte fixtures, updated vanities and mirrors in both bathrooms and an updated kitchen with refreshed cabinetry. A laundry closet with a washer and dryer is conveniently located next to the kitchen. Both bedrooms have walk-in closets, providing generous storage space, while the functional layout offers plenty of potential for additional improvements and personal touches. The community offers a clubhouse, pool, tennis courts and sidewalks. With easy access to major roadways, shopping, dining, entertainment, and Central Florida attractions, this condo is an appealing opportunity for a primary residence, vacation getaway, or long-term investment property.

3038 Parkway Boulevard Unit 306, Kissimmee
$540,000
3 Beds ⋅ 3 Baths ⋅ Esplanade At Westview SubDv. ⋅ 34758 Zip Code
What's Special: Larger Lot | Flex Room | Pond View | Gourmet Kitchen. New Construction – Ready Now! Welcome to the Ambra at 5676 Nevis Terrace at Esplanade at Westview! The open-concept living area seamlessly connects the great room, spacious kitchen with a large center island, and views of the covered lanai, creating an inviting space for everyday living and entertaining. A formal dining room is conveniently located near the kitchen for special gatherings. At the back of the home, two private primary suites each feature a walk-in closet and en-suite bathroom. A secondary bedroom and full bathroom are situated at the front of the home, while a spacious laundry room just off the garage entry adds everyday convenience. Additional Highlights Include: a bay window in the primary bedroom, a bay window in the second primary bedroom, gourmet kitchen, tray ceiling package, 8' interior doors, and laundry room sink. Photos are for representative purposes only. MLS#O6432452 Experience resort-style living at Esplanade at Westview in Kissimmee! This vibrant community offers endless opportunities to stay active, relax, and connect. Unwind by the resort-style pool, sip a drink at the Bahama Bar, or lounge in a private poolside cabana. Stay energized with tennis, pickleball, and bocce ball courts, or enjoy a workout at the state-of-the-art fitness center. Indulge in signature spa services, gather around the firepit with friends, or let your pup play at the bark park. Every day brings new possibilities in this thoughtfully designed community where you can live life to the fullest! Located near the sought-after Bridge-Prep Academy of Osceola charter school.

5676 Nevis Terrace, Kissimmee
$648,800
5 Beds ⋅ 5 Baths ⋅ Solara Resort SubDv. ⋅ 34747 Zip Code
Welcome to this exceptional home in Solara Resort. This is a rare opportunity! Although located in one of Orlando’s most sought-after short-term rental communities, this home has never been used as a vacation rental. It has had only one owner and has been enjoyed exclusively by the same family since it was built. The home has been very well cared for and remains in outstanding condition. The first floor features a large suite, perfect for the owners or guests. Upstairs, there is a loft that can be used as a media room, game room, or family lounge, plus another spacious suite and three additional bedrooms. Two of the bedrooms share a convenient Jack and Jill bathroom. Offered fully furnished and move-in ready, this home is located just minutes from Walt Disney World, Universal Orlando, shopping, dining, and entertainment. Solara Resort offers great amenities including a clubhouse, resort-style pool, splash park, FlowRider® surf simulator, fitness center, sports courts, playgrounds, restaurant, café, and 24-hour gated security. Perfect as a primary residence, vacation home, or investment property with excellent short-term rental potential.

9083 Sunshine Ridge Loop, Kissimmee
$265,000
4 Beds ⋅ 3 Baths ⋅ Club Cortile SubDv. ⋅ 34746 Zip Code
Welcome to this newly renovated 4-bedroom, 3-bathroom townhome located in the desirable Club Cortile gated community in the heart of Kissimmee. This move-in-ready property features brand-new flooring, fresh interior paint, a new microwave, and a new dishwasher, creating a clean and updated living space. The open-concept floor plan seamlessly connects the living, dining, and kitchen areas, providing plenty of natural light and functional living space. The kitchen features ample cabinetry, generous countertop space, and modern appliances for everyday convenience. The thoughtfully designed layout includes four spacious bedrooms and three full bathrooms, providing flexibility for family living, guests, or a home office. The primary suite includes a private en-suite bathroom and generous closet space. Step outside to the private screened lanai, providing a comfortable outdoor space for relaxing or entertaining. Residents of Club Cortile enjoy access to community amenities including a gated entrance, clubhouse, resort-style swimming pool and spa, fitness center, tennis courts, basketball court, playground, and beautifully maintained common areas. Conveniently located just minutes from Walt Disney World, Universal Orlando, SeaWorld, shopping, dining, golf courses, and major roadways including US-192, Osceola Parkway, SR 417, and Florida's Turnpike, this home provides convenient access to Central Florida's attractions and everyday amenities.

2848 Club Cortile Circle, Kissimmee
$770,000
3 Beds ⋅ 3 Baths ⋅ Esplanade At Westview SubDv. ⋅ 34758 Zip Code
What's Special: Covered Extended Lanai | Pond View | Oversized Garage. New Construction - Model Home Available Now! Welcome to the Pallazio at 4364 Curacao Place in Esplanade at Westview! Blending elegant design with everyday comfort, this thoughtfully crafted home offers a spacious open-concept layout centered around a stunning great room, gourmet kitchen, and casual dining area that flow seamlessly to an expansive outdoor living space. The private primary suite serves as a peaceful retreat, while two secondary bedrooms, a versatile flex room, and formal dining space provide flexibility for work, hosting, or relaxation. With abundant natural gathering spaces and inviting details throughout, this home is designed to make every day feel warm, effortless, and beautifully connected. Additional Highlights Include: upgraded appliance package, 4-foot garage extension and paved back yard. Experience resort-style living at Esplanade at Westview in Kissimmee! This vibrant community offers endless opportunities to stay active, relax, and connect. Unwind by the resort-style pool, sip a drink at the Bahama Bar, or lounge in a private poolside cabana. Stay energized with tennis, pickleball, and bocce ball courts, or enjoy a workout at the state-of-the-art fitness center. Indulge in signature spa services, gather around the firepit with friends, or let your pup play at the bark park. Every day brings new possibilities in this thoughtfully designed community where you can live life to the fullest! Located near the sought-after Bridge-Prep Academy of Osceola charter school. MLS#

4364 Curacao Place, Kissimmee
$470,000
4 Beds ⋅ 2 Baths ⋅ Oaks Ph 1 B2 SubDv. ⋅ 34746 Zip Code
2111 Eagleview Ct, Kissimmee, FL 34746 The Oaks – Golf & Lake Community Welcome home to this beautifully maintained 4-bedroom, 2-bath pool home nestled on a quiet cul-de-sac in the sought-after Oaks golf community. Enjoy front-row views of the 9th tee box along with a peaceful water and nature backdrop right from your screened lanai. Inside, soaring 10'6" ceilings and 18x18 tile set the stage in the open kitchen/family room combo, while separate formal living and dining rooms add versatility for entertaining. The well-appointed kitchen features a closet pantry, breakfast bar, crown-molded cabinetry, and stainless steel appliances. The thoughtful 3-way split floor plan places all four bedrooms for maximum privacy, and the spacious primary suite offers a large walk-in closet, dual sinks, garden tub, and separate shower. Step outside to your private, heated in-ground pool with screen enclosure and child safety fence — the perfect spot to soak up the Florida sunshine. A 2-car garage with drop-down attic stairs adds extra storage. Additional highlights: NEW ROOF (2024), newer water heater, rounded corners, chair rail, decorative columns, and lighted display niche. The Oaks offers resort-style amenities including an 18-hole championship golf course winding through century-old oaks, tennis and basketball courts, a playground, and community lake access with a boat ramp and lift on Lake Toho — plus RV/boat storage available for a fee. Conveniently located near shopping, dining, top schools, medical facilities, theme parks, and the airport. Don't miss this rare opportunity to enjoy the Florida lifestyle in a premier golf and lake community! Beds: 4 | Baths: 2 | Heated SF: 2,109 | Total SF: 2,925 | Year Built: 2005 | Lot: 0.18 acres | Garage: 2-car attached | Pool: Private, heated, screened | HOA: $288/yr | CDD: $543/yr | Flood Zone: X

2111 Eagleview Court, Kissimmee
$309,000
3 Beds ⋅ 3 Baths ⋅ Amber Pointe SubDv. ⋅ 34744 Zip Code
Welcome to 2510 Hassonite Street, a beautifully maintained corner-unit townhome in the desirable gated community of Amber Pointe in Kissimmee. This spacious 3-bedroom, 2.5-bath home offers approximately 1,763 square feet of comfortable living space and features an open, functional floor plan with abundant natural light. The main level features a welcoming living and dining area, a convenient half bath, and a well-appointed kitchen with granite countertops, solid wood cabinetry, and a breakfast/eat-in area. The kitchen opens to the living space, creating an ideal layout for entertaining and everyday living. Tile flooring is featured throughout the first floor, while the second floor offers laminate flooring and generously sized bedrooms. As a corner unit, the home benefits from additional windows, increased natural light, and added privacy. The spacious primary bedroom is located upstairs and features a walk-in closet and private bathroom. Two additional bedrooms and a full bathroom provide plenty of space for family, guests, or a home office. The property also includes an attached one-car garage and convenient interior laundry. Residents of Amber Pointe enjoy access to community amenities including a resort-style swimming pool and playground, all within a gated community. Conveniently located near US-192, Florida's Turnpike, shopping, restaurants, schools, major roadways, and Central Florida's world-famous attractions, this home offers an excellent combination of location, comfort, and convenience. Don't miss the opportunity to make this beautiful Kissimmee townhome your new home! Schedule your private showing today.

2510 Hassonite Street, Kissimmee
$3,199,999
11 Beds ⋅ 13 Baths ⋅ Reunion West Vlgs North SubDv. ⋅ 34747 Zip Code
Welcome to an exceptional luxury estate located within the prestigious Reunion Resort, where sophisticated design, expansive living spaces, and resort-style entertainment come together to create an extraordinary Central Florida retreat. Spanning three thoughtfully designed levels, this impressive 11-bedroom, 11-bath residence has been curated for both luxurious everyday living and the highly desirable vacation rental market. The main level welcomes you with beautifully appointed living and dining spaces anchored by a spacious gourmet kitchen designed for entertaining. An impressive game room offers skeeball, basketball, air hockey, arcade games and shuffleboard, while multiple gathering areas throughout the home provide plenty of space for guests to relax and entertain. Step outside to your private resort-style pool and spillover spa surrounded by generous patio space, outdoor seating and a built-in barbecue—creating the perfect setting for enjoying Florida's year-round sunshine. Entertainment continues throughout the upper levels with a dedicated movie theater featuring reclining theater seating, fitness area, playroom, billiards room, dual gaming stations and multiple screened balconies. The home's extensive bedroom configuration includes multiple king suites along with imaginative themed bunk rooms, offering exceptional flexibility for large families and vacationing groups. Located within Reunion Resort's sought-after Legends Corner neighborhood, the property combines privacy with convenient access to the world-class attractions, dining, golf and entertainment that make the Orlando area one of the world's premier vacation destinations. Whether envisioned as an impressive personal retreat, second home or luxury vacation-rental investment, this remarkable Reunion estate delivers the space, amenities and entertainment today's resort buyer is looking for—all in one unforgettable property.

550 Muirfield Loop, Kissimmee
$915,000
8 Beds ⋅ 5 Baths ⋅ Cove/Storey Lake Iii SubDv. ⋅ 34746 Zip Code
Enjoy the Perfect Blend of Vacation and Investment! Experience the best of Central Florida with this stunning, fully furnished 8-bedroom, 5-bathroom home with a private pool and spa in the highly desirable Storey Lake Resort, one of Orlando's premier vacation communities. Ideally located in the heart of Kissimmee, this exceptional property is just 7 minutes from Walt Disney World and minutes from Universal Orlando Resort, SeaWorld, shopping, restaurants, hospitals, major highways, and toll roads. Designed to comfortably accommodate up to 26 guests, this spacious luxury vacation home offers exceptional income potential while providing the perfect retreat for family vacations. Whether you're looking for a primary residence, a second home, or a turnkey short-term rental investment, this property is an excellent opportunity. Enjoy the convenience of being just steps away from the exclusive resort-style clubhouse, where residents and guests can take advantage of incredible amenities including a water park, resort-style swimming pools, fitness center, sports courts, playgrounds, and much more. With two amenity-filled clubhouses, Storey Lake Resort offers endless entertainment and relaxation for all ages without ever needing to leave the community.

2746 Oxymoron Way, Kissimmee
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Kissimmee Pool Homes for Sale – Your Dream Home Awaits

Are you searching for pool homes in Kissimmee, FL? Look no further! Kissimmee offers a fantastic selection of new homes, luxury properties, and affordable homes with pools, perfect for enjoying Florida’s sunny weather year-round. Whether you’re looking for a vacation home, family residence, or an investment property, Kissimmee has something for every lifestyle.

Why Choose a Pool Home in Kissimmee?

Kissimmee is known for its proximity to Walt Disney World, Universal Studios, and other world-class attractions, making it an ideal location for both vacation homes and permanent residences. Owning a pool home in Kissimmee means you’ll have access to year-round outdoor living with the added benefit of a private pool right in your backyard.

  • Luxury & Resort-Style Living:Many homes in Kissimmee feature resort-style pools, outdoor kitchens, and expansive patios, making them perfect for relaxing, entertaining, or hosting family gatherings.
  • Ideal for Vacation Rentals: Kissimmee is one of the most popular vacation home destinations in Central Florida. A pool home is highly sought after by visitors, making it a great option for anyone looking to invest in vacation rentals.
  • Relaxation and Entertainment:Whether you’re unwinding after a day at the theme parks or enjoying a weekend at home, a private pool provides the perfect spot to relax, swim, and soak up the sun.

Kissimmee Pool Homes: Types and Features

Kissimmee offers a wide range of pool homes catering to different needs and budgets. Whether you’re looking for a 2-bedroom home with a pool, a spacious 4-bedroom property, or an executive home with luxury features, you’ll find a variety of options to choose from.

  • Affordable Pool Homes:If you're on a budget, Kissimmee offers affordable pool homes for sale perfect for first-time buyers or families looking to enjoy outdoor living without breaking the bank.
  • Luxury Pool Homes:For those seeking a more upscale lifestyle, Kissimmee boasts stunning luxury pool homes featuring oversized pools, hot tubs, water features, and luxurious landscaping.
  • Vacation Pool Homes:Many of the homes in Kissimmee cater to vacation rentals and feature heated pools, game rooms, and spacious floor plans to accommodate large families or groups.

Benefits of Buying a Pool Home in Kissimmee:

  • Close to Major Attractions: With easy access to theme parks, shopping, and dining, living in Kissimmee gives you quick access to Central Florida’s best attractions, including Disney, Universal Studios, and SeaWorld.
  • Perfect Climate for Pool Living: Florida’s sunny weather makes pool living a reality nearly every day of the year, whether you’re swimming, lounging, or hosting a poolside barbecue.
  • Vacation Rental Potential: If you’re considering a vacation rental investment, pool homes in Kissimmee are in high demand for visitors looking to stay close to Orlando’s theme parks while enjoying a private oasis.

Search Kissimmee Pool Homes for Sale

Browse our wide range of Kissimmee pool homes for sale and discover the perfect property for you. From affordable homes to luxury estates, you’re sure to find a pool home that fits your style, needs, and budget. Schedule a tour today and start enjoying the Florida lifestyle!