Kissimmee Homes with Pool Amenities

Kissimmee Homes with Pool Amenities

Welcome to Kissimmee, Florida, a vibrant city that perfectly captures the essence of sunny living! Nestled just south of Orlando, Kissimmee is renowned for its picturesque landscapes, rich cultural heritage, and family-friendly attractions. With its proximity to world-famous theme parks like Walt Disney World and Universal Studios, Kissimmee is a haven for adventure seekers and those looking to create unforgettable memories.

But Kissimmee isn't just about thrills; it's also a fantastic place to call home. The city boasts a diverse array of neighborhoods, each offering its own unique charm and character. For those seeking a slice of paradise right in their backyard, homes in Kissimmee with pool amenities are a dream come true. Imagine basking in the Florida sun, enjoying a refreshing swim, or hosting lively barbecues with family and friends—all without leaving the comfort of your own home.

These properties often feature spacious outdoor areas, perfect for lounging by the pool or enjoying the beautiful Florida evenings. Many homes come equipped with modern designs and luxurious finishes, ensuring that your living space is both stylish and comfortable. Whether you're a first-time homebuyer or looking for a vacation rental, Kissimmee's pool homes offer a perfect blend of relaxation and fun.

Experience the magic of Kissimmee, where every day feels like a vacation. With its inviting community, endless recreational opportunities, and stunning homes with pool amenities, you’ll find that this enchanting city is the perfect place to create lasting memories. Come and discover your dream home in Kissimmee today!

Newest Kissimmee Homes with Pool Amenities

1 Beds ⋅ 1 Baths ⋅ Villas Del Sol At Kissimmee Condo SubDv. ⋅ 34741 Zip Code

Beautiful freshly painted and well-maintained 1-bedroom, 1-bath condo with a bonus room, the unit is located in the gated, resort-style community of Villa del Sol, with controlled access through the Envera system. The unit is in the first floor with direct access to parking. This unit has been fully renovated with laminate flooring throughout the entire unit. The bedrooms has spacious walk-in closets. The community buildings have recently been updated with a modern exterior color palette and is very well maintained. Amenities include a clubhouse, fitness center, two swimming pools, on-site laundry facilities, car wash area, BBQ/picnic areas, playground, tennis courts and much more. Excellent opportunity for primary residence or investment. Located near to the Loop Mall with very close access to the Osceola Parkway, 192, 4-17, I-4, Restaurants, parks and attractions. Unit is VACANT. Move-in ready.

2208 Antigua Place Unit 914, Kissimmee

3 Beds ⋅ 3 Baths ⋅ Compass Bay Unit 1 SubDv. ⋅ 34746 Zip Code

Newly furnished and equipped 3 bedroom, 3 bath townhome in Compass Bay, with a 3-year-old A/C. Three full baths is unusual for this price point and a real advantage for both long-term and short-term rental demand. Compass Bay is one of the more versatile communities in the area — live in it full time, lease it long term, or run it as a short-term rental. The gated community has mature landscaping and a pool close to the unit, and the resident mix is a healthy blend of full-time owners and short-term guests, so it doesn't feel like a transient complex. The unit is currently operating as an Airbnb. All furnishings — over $15,000 worth, purchased new — convey with the sale. Proximity to the parks adds steady rental pull for owners who want to keep it as an income property. Whether the goal is a primary residence, a long-term rental, or a vacation rental with furnishings already in place, this one is ready to go from day one.

3087 Seaview Castle Drive, Kissimmee

8 Beds ⋅ 5 Baths ⋅ Storey Lake 2 50 Resort SubDv. ⋅ 34746 Zip Code

Turnkey and fully furnished, this impressive 8-bedroom, 5-bathroom vacation home is located in the highly desirable Storey Lake Resort—just minutes from Walt Disney World, Disney Springs, shopping, dining, and Orlando's top attractions. With over 4,300 square feet of thoughtfully designed living space, the home features an open-concept floor plan, two spacious primary suites, a large loft, and a private screened pool and spa, making it ideal for large groups and vacation guests. Whether you're expanding your portfolio or searching for a second home that generates income, this property offers outstanding short-term rental potential in one of Central Florida's premier resort communities. Owners and guests enjoy world-class amenities, including a lazy river, water slides, resort-style pools, fitness center, mini golf, sports courts, playgrounds, and a tiki bar. Don't miss this opportunity to own a high-demand vacation home in one of Orlando's most sought-after resort destinations.

4536 Target Boulevard, Kissimmee

5 Beds ⋅ 5 Baths ⋅ Celebration North Village Unit 6 SubDv. ⋅ 34747 Zip Code

Rare Space. Endless Possibilities. One of Celebration's Best Values. Welcome to one of the most versatile homes available in Celebration—the town Disney built. 5 bedrooms, 4.5 bathrooms and 3,418 square feet, this exceptional residence combines generous living space, luxury features, income potential, primary first floor suite, pool, game room, sun deck, garage apt and 3 car garage. Inside, you'll discover hardwood flooring, custom moldings, abundant natural light. The heart of the home is an impressive Chef's Kitchen featuring: • Massive granite center island • Premium GE Monogram appliances • Coveted Sub-Zero refrigerator • Gas cooktop • Warming drawers • Generous custom storage • Open concept design ideal for entertaining family and friends. The spacious family room with a cozy gas fireplace flows seamlessly into the formal dining room, while a dedicated home office offers an ideal work-from-home space or optional additional bedroom. The first-floor owner's retreat is a rare find in Celebration, featuring dual closets, an ensuite bath, direct backyard access, and even a private stacked washer and dryer tucked inside the walk-in closet for ultimate convenience. Upstairs, two oversized bedrooms share an expansive Jack-and-Jill bathroom, while an additional laundry room adds everyday convenience. A detached pool suite with its own entrance, kitchenette, and full bathroom creates endless opportunities as • Guest suite • In-law quarters • Home gym • Art studio • Private office • Media room • Teen retreat. Above the attached 3-car garage, you'll discover a completely separate 1-bedroom apartment complete with • Private entrance • Full kitchen • Full bathroom • Washer & dryer • Expansive second-story deck. Whether used for visiting family, multigenerational living, a private executive office, or rental income, this apartment adds tremendous long-term value. Your own backyard retreat features a beautiful heated pool and spa surrounded by elegant brick pavers—perfect for relaxing after a day at the parks or entertaining guests year-round in Florida's sunshine. Buy with confidence knowing several important improvements have already been completed, including: • New Roof (2021) • Fresh interior paint • Routine HVAC maintenance • Water system maintenance. Located just steps from North Village Park, playgrounds, volleyball courts, athletic fields, and the community pool, you'll enjoy one of Celebration's most beloved neighborhoods. As a Celebration resident you'll also enjoy: Six community pools, Tennis & pickleball courts, Fitness centers, More than 20 miles of walking and biking trails, Beautiful parks and lakes, Year-round community events, charming downtown Celebration with restaurants, boutiques, coffee shops and entertainment. With quick access to I-4, SR-417, US-192, Walt Disney World, Orlando International Airport, and Central Florida's world-famous attractions, the location is as convenient as it is beautiful. Homes with this much flexibility are incredibly difficult to find in Celebration. Between the first-floor primary suite, detached pool suite, private apartment, three-car garage, heated pool and outstanding North Village location, this property checks boxes that very few homes can. Whether you're looking for multigenerational living, guest accommodations, rental income, or simply room to spread out, 205 N Village Street delivers exceptional value and endless possibilities in one of Florida's most iconic hometowns.

205 N Village Street, Celebration

4 Beds ⋅ 3 Baths ⋅ Bellalago Ph 4p SubDv. ⋅ 34746 Zip Code

Welcome to this beautifully maintained 4-bedroom, 3-bathroom home in the gated, resort-style community of Bellalago. Rich wood cabinetry and warm granite countertops anchor the well-appointed kitchen, complete with stainless steel appliances, a built-in microwave, and ample cabinet and counter space for effortless meal prep. The open-concept living and dining areas are finished with easy-care tile flooring throughout and flow naturally toward a wall of sliding glass doors that frame tranquil water views. Step outside to an oversized screened lanai, fitted with dual ceiling fans, offering the perfect setting for outdoor dining or simply unwinding while taking in the lake breeze. The spacious primary suite impresses with a spa-like en-suite bath featuring a soaking garden tub tucked beneath a wall of windows, a separate glass-enclosed shower, and dual vanities topped in granite with abundant cabinet storage. Beyond the home itself, residents enjoy Bellalago's full slate of resort amenities, including a guard-gated entrance, clubhouse, on-site restaurant, fitness center, multi-pool aquatic center, waterpark, tennis courts, fishing piers, boat ramp, and scenic nature and bike trails, all just minutes from shopping, dining, and the area's world-famous attractions.

3817 Golden Feather Way, Kissimmee

2 Beds ⋅ 2 Baths ⋅ Solivita Ph 07a SubDv. ⋅ 34759 Zip Code

Step into this beautiful BOCA RATON model with its SERENE CONSERVATION VIEWS, watch the wild life in your backyard from the privacy of your own Lanai. This home offers WORRY FREE living as a NEW ROOF was installed in 2025, NEW HVAC installed in 2022 & NEW HOT WATER HEATER in 2017. This original OWNER has meticulously maintained & loved this home with its 8 FOOT DOORS & SLIDERS, CUSTOM window treatments, 5 1/4 INCH baseboards & interior drywall with its ROUNDED corners. The KITCHEN has rich wood UPPER CABINETS & LOWER cabinets offer convenient PULL-OUT DRAWERS. Enjoy your morning coffee in the BREAKFAST NOOK with lovely BAY WINDOWS, kitchen affords spacious PANTRY closet, STONE COUNTERS, kitchen ISLAND and extended BAR/COUNTER that opens onto the GREAT ROOM with accent pendant lighting. This 2 BEDROOM, 2 BATHROOM with versatile DEN home offers a wonderful sough after OPEN FLOOR PLAN. The rear SCREENDED (26.4 x 10.0) LANAI is accessed via Sliding glass door where you can appreciate nature, while entertaining family & friends. The PRIMARY BEDROOM is quite spacious & can access the Lanai as well. The ENSUITE BATHROOM affords a large WALK-IN CLOSET, RAISED VANITY with DUAL SINKS, private WATER CLOSET & WALK-IN SHOWER. BEDROOM 2 is conveniently located next to the HALL BATHROOM for convenience. The DEN is located off the foyer area and has DOUBLE DOORS for privacy. The LAUNDRY room features Washer/Dryer, separate UTILITY SINK & UPPER CABINETS for ADDITIONAL STORAGE. The garage has a scuttle with a easy to access PULL-DOWN ATTIC LADDER designed for safety. This homes exterior is well landscaped, has a sprinkler system (maintained by the HOA), front & rear GUTTERS & DOWNSPOUTS, brick paved driveway & walkway to the FRONT COVERED ENTRY. SOLIVITA is a PREMIER 55+ COMMUNITY with resort style living for ACTIVE ADULTS. Two Golf courses, 14 Pools, Dog Park, Kids Playground, Pickleball, Tennis, Softball diamond & OVER 200 clubs for all your social interaction with friends. The HOA maintains the LANDSCAPING & IRRIGATION systems for the common areas as well as individual homesites, FIBER Optic Internet & TV service. MANNED 24hour SECURITY GUARD located at all gates & AUTOMATED GATE ACCESS for residents via license plate reader & POLK County Sheriff provide private mobile patrol detail. Hospital, Banks, Pharmacy, Restaurants, Sprouts Grocery store & other shopping is located just outside the MAIN SOLIVITA GATE in the Poinciana Lakes Plaza. Schedule a showing & start living the "SOLIVITA LIFE" today.

280 Indian Wells Avenue, Kissimmee

5 Beds ⋅ 6 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code

Welcome to 7564 Marker Avenue, an outstanding turnkey investment and lifestyle opportunity in the highly desirable gated resort community of Encore at Reunion, just minutes from Walt Disney World and Orlando’s world-class attractions. This fully furnished, professionally themed 5-bedroom, 5.5-bath luxury home offers over 3,300 square feet of thoughtfully designed living space, blending comfort, style, and strong short-term rental potential. The open-concept main level features a spacious family room, dining area, and modern kitchen, with the primary suite conveniently located on the first floor for added privacy and functionality. Upstairs, guests will find additional themed bedrooms and a versatile bonus/game room, creating an immersive vacation experience that consistently appeals to short-term rental guests. The home is designed for maximum occupancy appeal while still offering a warm and inviting feel for personal use. Step outside to your private resort-style pool and spa, complete with outdoor lounging space ideal for relaxing or entertaining after a day at the parks. All furnishings are included, making this a true turnkey purchase opportunity ready for immediate enjoyment or rental income. Located within Encore at Reunion, residents and guests enjoy world-class amenities including a water park, clubhouse, fitness center, tennis courts, and 24-hour gated security. With its prime location, strong vacation rental demand, and resort-style features, this property represents an exceptional opportunity for both personal enjoyment and income-producing investment.

7564 Marker Avenue, Kissimmee

3 Beds ⋅ 2 Baths ⋅ East Lake Preserve Ph 3 SubDv. ⋅ 34744 Zip Code

Welcome to this beautifully designed 3-bedroom, 2-bath home plus a versatile bonus room featuring a walk-in closet; ideal as a home office, playroom, guest room, or 4th bedroom. Enjoy indoor and outdoor living with a welcoming front porch and a covered screened lanai overlooking the fenced backyard. The open concept layout offers a spacious living area, ideal for everyday living and entertaining. The kitchen features granite countertops, a large island, espresso 42-inch cabinetry with crown molding, stainless steel appliances, undermount sink, and ample storage. The private owner's suite includes a walk-in closet and an en-suite bath with dual granite vanities and glass enclosed shower. Two additional bedrooms, a second full bathroom, and a generously sized utility room complete the home. Additional highlights include in-wall pest control, dual-pane windows, and barrier roof sheathing for energy efficiency. Community amenities include a pool, playground, dog park, and internet service included in the HOA dues. Ideally located with easy access to SR-417, this home is just 5 miles from Boxi Park and Lake Nona Medical City, 7 miles from Orlando International Airport, and short distance to shopping, dining, and top-rated schools. Experience the perfect combination of modern comfort, community amenities, and great location.

2732 E Lake Pointe Drive, Kissimmee

4 Beds ⋅ 2 Baths ⋅ Wyndham Palms Ph 3 SubDv. ⋅ 34747 Zip Code

Do you visit Orlando so much that it simply makes more sense to own a vacation home there? Do you often stay at hotels and Airbnbs and wish you had more of a "home" feel to enjoy your stay? If you answered yes to any of these.....then 2220 Wyndham Palms Way in Kissimmee could be your next home away from home! Securely located in a 24-hour guard-gated community, this fully furnished home has just undergone a very successful renovation and is now ready for its new owners. Once across the threshold you can instantly appreciate the sellers have done for you; starting with a 100% updated kitchen that includes new quartz countertops, new cabinetry, new hardware, floating shelves and updated appliances, making this an entertainer's dream. New laminate flooring leads you from the entryway and throughout the entire home, leaving not one stitch of carpet to walk on or worry about cleaning. A two-way split floor plan creates additional privacy, with the primary bedroom located on the right side of the home, tastefully updated with custom woodwork and sconces that flank the brand new bedroom set. Your hotel-like en-suite bathroom does not fall short in any way; and has matching quartz and cabinetry as the kitchen and secondary bathroom. Three other generously sized bedrooms are on the opposite side of the home, each with its own brand new bedroom set and serviced by its own, very well-updated bathroom. A thoroughly outfitted game room includes a billiards table, games for your guests, as well as its own private TV. If you're ready to enjoy the Florida sun, this stunning back patio and pool area will not disappoint! Tea lights set the backdrop for movie night by the pool, where you can create endless memories with your friends and family, and have guests leaving 5 stars after their stay. > BRAND NEW FURNITURE | 100% UPDATED KITCHEN & BATHROOMS | LAMINATE FLOORING THROUGHOUT | 2018 ROOF | 2021 HVAC | 2024 POOL PUMP | 2020 POOL HEATER | 2022 WATER HEATER | < UP TO 70% OCCUPANCY & POTENTIAL NOI OF $35,000+. Don't you deserve to own a piece of the Florida sunshine in 2026?

2220 Wyndham Palms Way, Kissimmee

5 Beds ⋅ 4 Baths ⋅ Bellalago SubDv. ⋅ 34746 Zip Code

Virtually Staged. Stunning LAKEFRONT estate on an oversized .44-acre premium lot in the resort-style, guard-gated community of Bellalago. Nestled directly along the shores of Lake Tohopekaliga on the scenic Kissimmee Chain of Lakes. This home has "WOW" factor and offers exceptional waterfront living and access to one of Central Florida’s most iconic lake systems. This beautifully maintained home offers a multi-generational floor plan featuring 5-bedrooms, 4-bathrooms as well as a dedicated office and offers high end upgrades throughout. The first-floor features 4 bedrooms, 3 bathrooms, and an office, while the spacious upstairs bonus room serves as a 5th bedroom with an en-suite full bath. Gorgeous wood flooring, a fully fenced backyard, and an expansive screened patio with a summer kitchen and jacuzzi. This home is perfect for entertaining. The sellers have replaced all bedroom carpeting, installed engineered wood on the stairs, and refreshed the handrails with new spindles for a refined look. The kitchen impresses with newly upgraded granite countertops, a stylish backsplash, and added cabinetry including a 9'6"×24" white shaker cabinet. Lighting has been modernized with new pendants and a chandelier, complemented by a new sink and spray faucet. Additional updates include fresh interior paint, a charming barn door in the laundry room, premium wood pantry shelving, and custom closet organizers, including a redesigned primary closet with wood shelving and rods for enhanced storage. Bellalago offers a true resort-style experience along the scenic shores of Lake Toho, known for its world-class bass fishing. Community amenities include multiple pools, fitness center, lakeside clubhouses, on-site dining, tennis and basketball courts, walking trails, and a private boat ramp with direct lake access. Families enjoy the water park and zero-entry pool, while residents appreciate 24-hour security. CABLE AND INTERNET ARE INCLUDED! This home is a must see!

1511 Gateway Lane, Kissimmee

4 Beds ⋅ 5 Baths ⋅ Reunion Ph 02 Prcl 01 & 1a SubDv. ⋅ 34747 Zip Code

Virtually Staged. Exceptional 4-bedroom, 5-bathroom home on Arnold Palmer Championship Course (Hole 5) in gated Reunion Resort. This property features fresh interior paint, brand-new kitchen appliances, granite kitchen and bathroom surfaces, new washer/dryer in the primary residence, plantation shutters throughout, and 2-car garage. Open floor plan with soaring ceilings and natural light flows from the gourmet kitchen with granite countertops to spacious living areas perfect for entertaining, enhanced by a ceiling speaker system. Primary suite upstairs features spa-inspired ensuite with dual sinks, jetted soaking tub, and stand-up shower, large walk-in closet, plus private golf course balcony. Two additional bedrooms upstairs with another full bathroom accommodate family or guests. Separate fully-equipped in-law suite with one bedroom, full bathroom, kitchenette, and living room featuring private entrance—ideal for extended guests or rental income. Heated and cooled resort-style pool sits in fully fenced courtyard with vinyl fencing, covered patio for al fresco dining, and half pool bath. Reunion Resort community offers three championship golf courses, water park, lazy rivers, wave pools, luxury spa, tennis, and fitness centers. HOA covers lawn care, irrigation, pest control, high-speed internet, cable, pressure washing, and 24-hour gated security. Zoned for short-term rentals with excellent cash flow potential. Minutes from I-4, 429, and Central Florida attractions. Perfect as primary residence, vacation retreat, or investment property. Property does not include resort membership. Up to 1% towards buyer's closing costs if using Seller's preferred lender, terms and conditions apply.

7526 Excitement Drive, Reunion

2 Beds ⋅ 2 Baths ⋅ Terra Condo SubDv. ⋅ 34741 Zip Code

Welcome to carefree Florida living! This beautifully maintained, fully furnished first-floor 2-bedroom, 2-bath condo is move-in ready! The spacious split-bedroom floor plan offers privacy and comfort, while the open living and dining areas provide the perfect space for relaxing or entertaining. Enjoy the convenience of ground-floor living with a private patio to enjoy the Florida weather. Located in a gated community with a community pool, this home offers a low-maintenance lifestyle in a prime Kissimmee location. Just minutes from Historic Downtown Kissimmee, shopping, dining, medical facilities, major highways, and Central Florida's world-famous attractions. Whether you're searching for a primary residence, seasonal retreat, or easy Florida getaway, this one is a must-see. Easy to show!

1018 Plantation Drive Unit A18, Kissimmee

Start Your Search