Kissimmee/Celebration Homes with Playground Exterior Features

Kissimmee/Celebration Homes with Playground Exterior Features

Welcome to the enchanting region of Kissimmee and Celebration, Florida, where vibrant communities meet the magic of everyday living. Nestled in Osceola County, Kissimmee is known for its warm climate, friendly atmosphere, and proximity to world-renowned attractions, including Walt Disney World Resort. This charming city offers a unique blend of urban conveniences and natural beauty, making it a desirable destination for families, retirees, and everyone in between.

Just a stone's throw away is Celebration, a picturesque community originally developed by Disney, which embodies a quaint, small-town vibe with its tree-lined streets, charming architecture, and a strong sense of community. The area is dotted with parks, lakes, and walking trails, perfect for outdoor enthusiasts and those seeking a serene escape from the hustle and bustle of city life.

When it comes to housing, Kissimmee and Celebration offer a variety of options to suit every lifestyle. Many homes in this region feature playground exterior amenities, making them ideal for families with children. Imagine your little ones laughing and playing just steps from your front door, enjoying the safety and convenience of a private playground. These homes not only provide a perfect space for recreation but also foster a sense of community as neighbors gather for playdates and family outings.

Whether you're looking for a cozy single-family home or a spacious property with all the amenities, Kissimmee and Celebration have something for everyone. Explore the possibilities and discover your dream home in this vibrant and welcoming corner of Florida, where every day feels like a vacation!

Newest Kissimmee/Celebration Homes with Playground Exterior Features

8513 Bay Lilly Loop, Kissimmee
$380,000
4 Beds ⋅ 3 Baths ⋅ Encantada Ph 1 SubDv. ⋅ 34747 Zip Code
Attention Investors! This beautiful FULLY FURNISHED 4-bedroom 3-bathroom Townhouse with private heated pool could be yours. This home comes not just fully furnished, but equipped with appliances, dishes, flatware, bowls, coffee makers (including Keurig), blender, popcorn machine, sheets, towels, washcloths, pillows, everything you will need for a fully operational short-term rental, turnkey. The four bedrooms are all furnished with beds, nightstands, lamps, dressers, flat screen televisions, ready for you and your family or your guests. Encantada is a short-term rental community with a fully functioning award-winning clubhouse, with a gym/fitness center, game room, restaurant/cafe, sundry shop, two community pools, two hot tubs/spa, and a very peaceful and delightful fishing pier. Upon entering you will notice the bright open space. When opening the sliding patio doors to your private pool and patio, you'll be in awe. The 4-burner grill is included in the sale of this property. This space is great for entertainment and relaxation. HOA fees include 24-hour manned security, landscaping, high-speed Internet, cable, private telephone with a local number and free calls within the U.S. and of course outside maintenance and repairs. ENCANTADA, is located off of US 192, and minutes from Disney World, restaurants, shopping plazas with the most popular and convenient stores. A/C is only 18 months old; Pool includes a smart heater than can be accessed using a phone app. The property is equipped with an electronic smart lock with key. Whether you want to occupy it or use it as a short-term rental vacation home This townhome has a lot to offer at an exceptional value. A Must See!

8513 Bay Lilly Loop, Kissimmee
714 Siena Palm Drive Unit 204, Celebration
$259,900
2 Beds ⋅ 1 Baths ⋅ Siena At Celebration Condo B SubDv. ⋅ 34747 Zip Code
Virtually Staged. Enjoy the unique layout of this beautifully designed Celebration condo, featuring a second-floor main living level and a private third-floor loft bedroom. The versatile den offers additional flexibility and could serve as a home office, sitting room, or potential additional sleeping space. A bonus room with endless possibilities makes this home ideal for a variety of lifestyles. Experience the charm and convenience of Celebration living in a distinctive multi-level floor plan! New roof being installed this year per HOA.

714 Siena Palm Drive Unit 204, Celebration
2579 Maneshaw Lane, Kissimmee
$470,000
3 Beds ⋅ 3 Baths ⋅ Windsor Hills Ph 4 SubDv. ⋅ 34747 Zip Code
A standout Windsor Hills retreat, completely refreshed and ready to impress! This beautifully updated, fully furnished townhome has been thoughtfully renewed from top to bottom with brand-new flooring, fresh interior paint, all-new furniture, a new hot water heater, a new A/C unit, and updated pool equipment. Every major update brings a fresh, polished feel and helps make this an exceptional turnkey opportunity. Guests will love the private pool and spacious three-bedroom, three-bath layout, while owners will appreciate the strong rental calendar, with numerous bookings already on the books. Set inside the highly sought-after, gated Windsor Hills community near Walt Disney World, the home also offers access to an impressive collection of resort amenities, including the water park and community pool, clubhouse, fitness center, sports courts, and 24-hour gated security. With its extensive updates, stylish new furnishings, private pool, and established bookings, this is a rare opportunity to own a truly showpiece vacation home in one of the area’s most desirable resort communities. Whether you’re seeking a personal getaway, a short-term rental investment, or the best of both, this home is ready to welcome its next owner.

2579 Maneshaw Lane, Kissimmee
7516 Marker Avenue, Kissimmee
$599,000
6 Beds ⋅ 6 Baths ⋅ Reunion West Ph 1 East SubDv. ⋅ 34747 Zip Code
OVER $80,000 IN 2026 UPGRADES! FULLY FURNISHED DISNEY-AREA VACATION HOME WITH PRIVATE POOL & SPA! Discover this beautifully updated 6 BEDROOM, 6 BATHROOM SHORT-TERM RENTAL PROPERTY in the highly desirable, gated ENCORE AT REUNION RESORT, just minutes from WALT DISNEY WORLD and Orlando's world-famous theme parks. Offering 5 BEDROOMS WITH PRIVATE ENSUITE BATHROOMS, spacious living areas, and an established vacation rental history, this TURNKEY INVESTMENT OPPORTUNITY is ideal for investors, second-home buyers, or families seeking their own Florida vacation retreat. Recent improvements include NEW KITCHEN COUNTERTOPS, UPDATED BACKSPLASH, FRESHLY PAINTED CABINETRY, NEW REFRIGERATOR, NEW LIVING ROOM FURNITURE, UPDATED DECOR, and NEW WINDOW TREATMENTS. The interior was painted in 2025 and the EXTERIOR FRESHLY PAINTED IN 2026. Step outside to your PRIVATE HEATED POOL AND SPA, featuring an EXPANDED BRICK-PAVER POOL DECK completed in 2026, an oversized backyard, and beautiful NEW TROPICAL LANDSCAPING with THREE PALM TREES. Enjoy the resort lifestyle with access to Encore's WATER PARK, CLUBHOUSE, RESTAURANT & BAR, FITNESS CENTER, SPORTS COURTS, and available theme park shuttle services. HOA services include 24-HOUR MANNED GATED SECURITY, INTERNET, CABLE, LANDSCAPING, IRRIGATION, VALET TRASH, and PEST CONTROL. Whether you're searching for a DISNEY VACATION HOME, ORLANDO INVESTMENT PROPERTY, or INCOME-PRODUCING SHORT-TERM RENTAL, this fully furnished home offers an exceptional combination of location, upgrades, and resort amenities. THE UPGRADES ARE DONE. THE VACATION EXPERIENCE IS READY! SCHEDULE YOUR PRIVATE SHOWING TODAY!

7516 Marker Avenue, Kissimmee
2906 Pembridge Street, Kissimmee
$399,000
4 Beds ⋅ 3 Baths ⋅ Lindfields Unit 3 SubDv. ⋅ 34747 Zip Code
Virtually Staged. Some homes just make everyday life feel easy, and this single-story home does exactly that, with defined spaces for every occasion and a backyard made for slowing down. A formal living room and separate formal dining room give you gracious spaces for gathering, while the kitchen and family room combination keeps everyone connected day to day. The kitchen offers generous solid wood cabinetry, tile counters, a breakfast bar and an eat-in space for casual mornings, and a propane fireplace adds warmth for cozy nights in. The split-bedroom layout gives everyone their privacy, and the primary suite is a true retreat with a garden tub, a separate shower and a large walk-in closet. Step out to the covered rear porch and take in the fenced, nearly quarter-acre backyard, complete with a play area, garden space and a storage shed, perfect for weekend projects or simply unwinding outdoors. An attached two-car garage, central heating and air and no HOA round out the practical perks, and the convenient location puts area attractions, shopping, dining and major highways within easy reach. Schedule your private showing today.

2906 Pembridge Street, Kissimmee
7770 Sandy Ridge Drive Unit 138, Kissimmee
$340,000
4 Beds ⋅ 3 Baths ⋅ Spectrum At Reunion Condo Ph 8a & 8b SubDv. ⋅ 34747 Zip Code
Welcome to Modern Condo at Reunion, a stylish pet-friendly retreat in the heart of Orlando’s sought-after Reunion community. Designed for comfort and convenience, this condo offers inviting living spaces, contemporary furnishings, and everything you need for a relaxing stay with family, friends, and your four-legged companion. Enjoy a peaceful setting while remaining close to world-famous theme parks, shopping, dining, and Orlando’s top attractions. Whether you're planning an exciting family vacation or a relaxing getaway, this is the perfect home base for creating unforgettable memories. Minutes from Orlando’s top theme parks: Walt Disney Resort (15 min), Animal Kingdom (16 min), Epcot (18 min), Magic Kingdom (20 min) and Sea World (22 min). Travel time may vary due to traffic.

7770 Sandy Ridge Drive Unit 138, Kissimmee
7770 Sandy Ridge Drive Unit 238, Kissimmee
$404,800
5 Beds ⋅ 5 Baths ⋅ Spectrum At Reunion Condo Ph 8a & 8b SubDv. ⋅ 34747 Zip Code
PRICE and LOCATION Incredible opportunity to own a fully furnished, turnkey home in the highly sought-after Reunion Resort at very attractive price! Whether you're searching for a primary residence, a luxurious vacation retreat, or an income-producing investment property, this home is ready for you from day one with furnishings included, allowing you to move in or begin renting with minimal preparation. Located within the world-renowned Reunion Resort, this exceptional property offers the perfect blend of comfort, luxury, and convenience in one of Central Florida's premier resort communities.

7770 Sandy Ridge Drive Unit 238, Kissimmee
8971 Coco Palm Road, Kissimmee
$440,000
4 Beds ⋅ 3 Baths ⋅ Paradise Palms Resort Ph 1 SubDv. ⋅ 34747 Zip Code
FULLY FURNISHED! NEWLY RENOVATED! JUST MINUTES FROM WALT DISNEY WORLD! Welcome to this beautifully designed, FULLY FURNISHED 4-bedroom, 3-bathroom townhome, offering the perfect combination of luxury, comfort, and investment potential. This exceptional property features waterproof luxury vinyl flooring throughout, fresh interior paint, Disney murals and a host of major upgrades for added comfort and peace of mind. Enjoy your own private/fully enclosed pool, newly resurfaced and complemented by new pool equipment for the ultimate Florida lifestyle. Additional improvements include a newly installed HVAC system, pool screen enclosure, washer/dryer, microwave, and refrigerator. This property is sold fully furnished and thoughtfully decorated. A rare turnkey property ready to enjoy or generate income from day one. Whether you're seeking a vacation home, a long-term rental investment, or a short-term vacation rental opportunity, this property offers outstanding versatility. Located in a desirable resort community featuring luxury resort-style amenities and convenient access to Walt Disney World, world-class attractions, shopping, dining, and entertainment, this is Florida living at its finest. A fantastic opportunity to own a beautifully renovated, fully furnished property in a prime location with excellent income-producing potential! Don't miss out on this exceptional opportunity! Happy Showing!

8971 Coco Palm Road, Kissimmee
997 Jack Nicklaus Court, Reunion
$2,275,000
6 Beds ⋅ 8 Baths ⋅ Reunion West Fairways 17 & 18 Rep SubDv. ⋅ 34747 Zip Code
ACTIVE TRANSFERABLE REUNION RESORT MEMBERSHIP AVAILABLE for the next owner. From the moment you step through the doors of this SPECTACULAR home you will realize you have found VACATION LUXURY at its finest. Welcome to Nicklaus Manor at Reunion located in the exclusive Bear's Den community at Reunion Resort. This well appointed and meticulously kept 6 Bedroom, 6 Full Bath en suite, and 3 half bath home, is being offered TURN KEY. The Santa Barbara Model boasts high end finishes throughout with an open floor plan that consists of a first floor primary bedroom that includes a HUGE custom walk-in owner's closet with the ability to lock off for privacy as well as additional closet for guests, dual sinks, a large walk-in shower and soaking tub. There is an 2nd en suite guest bedroom on the first floor. The spacious chef's kitchen includes a large island with seating for 4 ppl., an abundance of hardwood cabinets with crown moulding, quartz countertops, stainless JENN-AIR appliances that include a Gas Range, two refrigerators, two dishwashers, convection oven and more. Enjoy quiet meals in the formal dining area with seating for 10 ppl. Adjacent to the dining area is a spacious wet bar area with wine racks, two beverage coolers and additional cabinets for your convenience. Recent enhancements to the home include a converted garage to a state of the art Golf Simulator, two professionally themed children's rooms, decorative accent walls and decor were added throughout the home, and updated movie theater with gaming consoles. The expansive loft area has additional seating, air hockey, pool table, classic arcade game console and a beverage cooler, making this space ideal for both kids and adults to enjoy hours of entertainment. Step outside the loft area to a spacious covered lanai complete with new patio furniture, shuffleboard and an amazing views of the pool deck and the Bear's Den residents only park. The two remaining bedrooms one being an additional primary suite that offers private access to a covered lanai on the second floor. As you step outside to an island oasis enjoy countless hours of enjoyment on your amazing pool deck, featuring a covered lanai with ample seating for family & guests, a lagoon style pool, jacuzzi and beautiful water feature. There is a summer kitchen with a decorative tile backsplash, and a pool half bath just off the lanai. This amazing home is a great opportunity for a vacation rental, second home or primary residence and is walking distance to the Jack Nicklaus clubhouse where the Traditions restaurant and bar is located as well as the Jack Nicklaus Pro Shop. The Bear's Den community features gated security within the gates of Reunion, a fantastic dog park that you can access from your back gate on you pool deck, a sand volleyball court and putting green to practice your game. Reunion Resort is a one of a kind 2300 acre Resort and Golf community that has world class amenities including a waterpark complete with water slides, lazy river, zero entry pools, food and beverage service, 3 award-winning golf courses designed by the legends of golf (Palmer, Watson & Nicklaus), 11 pools throughout the community, mini putt putt golf, tennis courts, pickleball courts, playgrounds, dog parks, golf cart & bike rentals and several on-site restaurants to include fine dining. Reunion Resort is located just 6 miles to Disney and the parks, and a short drive to the Orlando Int Airport. STRONG RENTAL INCOME available upon request.

997 Jack Nicklaus Court, Reunion
225 Celebration Place Unit 212, Kissimmee
$144,500
2 Beds ⋅ 2 Baths ⋅ Mona Lisa At Celebration Condo Hotel SubDv. ⋅ 34747 Zip Code
• Amazing & Affordable, Luxury Two-Bedroom, Two-Bath, FULLY-FURNISHED Condo-HOTEL with FULL KITCHEN Perfect for a VACATION SECOND HOME …and You Can be in the ONLY Nearby SHORT-TERM RENTAL in Disney-Inspired CELEBRATION! This is by Far the BEST PRICED Unit for Sale in the Melia! HOLY COW! _ _ _ _ _ • Less than 10 Minutes from the Main Gates of Disney World, this is one of the Best Locations in the entire USA for a VACATION HOME or SHORT-TERM RENTAL! Owners May Use their Luxury Unit up to 6 Months a Year in Any Combination of Days! _ _ _ _ _ • The Melia Orlando Offers Top-Notch Amenities & Services for both You and Your Guests Alike! Your Second Home will come with all Furnishings INCLUDED, Accessories and even Full On-Site Property Maintenance for any Repairs…so you can have the Always-On-Vacation Lifestyle you now Imagine! Bonus! _ _ _ _ _ • Pet-Friendly and Designed for Families, You’ll never want to Leave the Property as you Enjoy the Resort 360-Degree Vanishing-Edge POOL & Hot Tub & Cabanas that are Destinations in Itself! You LOVE the Popular pool-side restaurant & TIKI Bar, and the other On-Site Quality Indoor Restaurant (The Wilson) that you will want to return to over and over… and Full-Service Bar and the dog park, Golf Putting Green, Wi-Fi Access, Private Cabana Rentals, a 24-Hour Front Desk and Room Service too! _ _ _ _ _ • Of course, there is Fast & Easy Access to the THEME PARKS, with all the WALT DISNEY WORLD Parks & the DISNEY SPRINGS Entertainment Mecca being Less than 10 Minutes away! You and Your Guest will Also come and Stay to visit SeaWorld, the Universal Studios Parks, Universals New EPIC UNIVERSE, and more World-Class WATER PARKS than your Kids can Count! _ _ _ _ _ • Just Seconds away from the On-Ramp to Interstate-4, Leading to the Orlando Expressways & the Beachline… Making Orlando’s International AIRPORT, the famous COCOA BEACH & Pier, and Downtown Tampa & Busch Gardens just a short drive away! _ _ _ _ _ • You will Fall in LOVE at First-Sight with the Sought-After & Unique, Disney-Built Town of CELEBRATION! Just driving thru, You and your Guests will instantly Sense there is NO WHERE Else like this in America! _ _ _ _ _ • Your Guests will be Located Just a Hundred Yards from Many Desirable RESTARAUNTS, and in just Few Short Blocks more You will be at the Adorable DOWNTOWN CELEBRATION’s Numerous Boutique-Restaurants and Downtown SHOPPING…to which the Hotel Offers Free Transportation even! The AdventHealth Celebration Hospital is Just Across the Street! _ _ _ _ _ • The Melia Orlando is also one of the few Orlando-Area Hotels that allow DOGS! _ _ _ _ _ • HOA Fees are $1331/month, Similar to other Complete-Management Condo-Tels, and are All-Inclusive. _ _ _ _ _ • As a Bonus, A Condo-Tel like this would not be Actively Managed by you as the actual Owner as a Short-Term Rental, and is NOT an Air-BnB. You own the unit, yet there is NOTHING for you Manage or Deal With…as the Condo-Tel does ALL Aspects of Marketing, Management and Property Maintenance…for which you as the Owner would pay a Very large Management Fee. As a result, though there is about a 90% Occupancy Rate, there is not much Rental Income Profit and the Owners about Break Even every Month. _ _ _ _ _ • All Purchases Must be for ALL CASH; You Can Not get a Mortgage when buying any type of Condo-Tel.

225 Celebration Place Unit 212, Kissimmee
2166 Fleming Mist Place, Kissimmee
$455,000
5 Beds ⋅ 5 Baths ⋅ Solara Resort Vacation Villas Rep SubDv. ⋅ 34747 Zip Code
INTERACTIVE VIRTUAL TOUR AVAILABLE. Welcome to this spacious, fully furnished 5-bedroom, 4.5-bath townhome offering 2,294 square feet of thoughtfully designed living space in the highly desirable, guard-gated Solara Resort. Built in 2021 and approved for short-term rentals, this property is currently operating as an active vacation rental and generating rental income, making it an attractive opportunity for investors seeking an established, income-producing property. The open-concept floor plan features a spacious kitchen and family room overlooking the covered, screened-in patio and private pool—perfect for relaxing and entertaining. The first floor includes a private primary suite, while the second level offers four additional bedrooms and a versatile loft, providing plenty of space and privacy for family members and guests. Solara Resort delivers an exceptional vacation experience with a Grand Clubhouse, heated resort-style pool, FlowRider surf simulator, splash pad, fitness center, restaurant and bar, playground, basketball and sand volleyball courts, soccer field, teen lounge, poolside cabanas, and more. Conveniently located approximately 8 miles from Walt Disney World and close to Orlando’s renowned theme parks, shopping, dining, golf, and entertainment. This turnkey property combines generous accommodations, a private pool, resort-style amenities, an established rental presence, and excellent short-term rental potential in one of Central Florida’s most popular vacation communities. Rental history and future booking information may be available upon request.

2166 Fleming Mist Place, Kissimmee
8974 Sugar Palm Road, Kissimmee
$385,000
4 Beds ⋅ 4 Baths ⋅ Paradise Palms Resort Ph 3b SubDv. ⋅ 34747 Zip Code
Beautiful 4-bedroom, 3.5-bath townhouse located in the popular Paradise Palms Resort community in Kissimmee. This property offers a spacious and functional floor plan with comfortable living and dining areas, making it well suited for vacation use or as an investment opportunity. The community allows short-term rentals, offering flexibility for owners and investors. Conveniently located near Walt Disney World, major Central Florida attractions, shopping, dining, and entertainment. Paradise Palms Resort offers a variety of community amenities for residents and guests to enjoy. A great opportunity to own a vacation property in one of Central Florida’s most desirable tourism areas. Schedule your showing today!

8974 Sugar Palm Road, Kissimmee
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