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3056 Parrot Head Place, Kissimmee
$1,375,000
8 Beds ⋅ 9 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code
'EASY BREEZY' Cottage on Margaritaville Resort Orlando's 'TROPHY ROW'! EXTREMELY RARE OPPORTUNITY TO OWN ONE of the LARGEST WATERFRONT COTTAGES WITH POOL and SPA Plus Your Very Own ELEVATOR ($40k Upgrade)! Home is FULLY HANDICAP ACCESSIBLE. 4131-A Model, 8 Bedrooms, 8 Full Bathrooms and 1 Half Bathroom with IN PARADISE Upgrade. This Amazing Home Features One En Suite Bedroom on First Floor Along with Another Bedroom with Hallway Bath, Large Kitchen with Tiled Backsplash and Breakfast Bar, Spacious Pantry with CUSTOM SHELVING, Living Room with Sliders that Lead to Beautiful Paved Patio, Fenced In Backyard has Covered Area, Cabana Bath, Outdoor Speakers and TV Hookup, In-Ground Pool and Spa with Custom Safety Handrails and Spectacular SUNSET VIEWS Over the Pond! Second Floor has Primary Suite with Separate Tub and Shower, CUSTOM BUILT CLOSET and Access to Balcony Overlooking Backyard. Three En Suite Bedrooms Complete Second Floor with Hallway Access to the Large Front Balcony. Third Floor has Upgraded Mosaic Tiled Alcoves which Compliment the Stairs leading to a Suite with Separate Tub and Shower, Access to Huge Tiled and COVERED PARTY DECK with Sweeping Lake Views. Loft with Wet Bar is Next to the Eighth Bedroom with Full Bathroom. Home also has Covered Front Porch, Upgraded 'Wood' Tile Flooring, Quartz Countertops. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! LOCATED MINUTES FROM DISNEY PARKS! There's Nothing Like Living the Margaritaville Lifestyle in Paradise!

3056 Parrot Head Place, Kissimmee

8017 Surf Street, Kissimmee
$1,250,000
7 Beds ⋅ 9 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code
ELEVATOR yes no need to walk up the stairs when you have a private elevator!**7 Bedrooms | 8.5 Bathrooms | Waterfront Living at Its Finest** ENJOY DISNEY MAGIC KINGDOM AND EPCOT FIREWORKS FROM THE TOP DECK. Welcome to your dream home on the lake! This stunning 7-bedroom, 8.5-bathroom house just hit the market and it's everything you've been looking for. Sitting right on the water, you'll enjoy gorgeous sunsets from your backyard every single evening. No hauling suitcases up the stairs here — this home comes with its own elevator! Three balconies give you plenty of outdoor space to relax, and one of the balconies even has a TV and overlooks the lake. Talk about the perfect spot to unwind. Inside, you'll find beautiful tile flooring throughout, quartz countertops, solid wood cabinets, and stainless steel appliances in the kitchen. Every bedroom is generously sized with a private bath, giving everyone plenty of room to spread out. The large game room with a wet bar with a pool table is ideal for entertaining guests. Step outside to your private pool and spa, where lakefront views make every swim feel like a vacation. The sunsets from this property are truly something special. Location is a huge bonus here. You're just minutes from Walt Disney World, Island H2O Waterpark, Sunset Walk, and plenty of shopping — including Target Grocery just down the road on Rolling Oaks Boulevard. Here's the best part — live here full-time as your forever home or rent it out on Airbnb for excellent rental income. Either way, this lakefront gem is a smart investment you don't want to miss!

8017 Surf Street, Kissimmee

8045 Surf Street, Kissimmee
$975,000
5 Beds ⋅ 6 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code
EXTREMELY RARE OPPORTUNITY! Own a stunning 5-BEDROOM, 6-BATH WATERFRONT COTTAGE WITH A PRIVATE POOL AND SPA in Margaritaville Resort Orlando for UNDER $1 MILLION! This BEAUTIFUL, FULLY FURNISHED cottage has an open-concept design that flows seamlessly into your own private backyard paradise, featuring a sparkling pool, relaxing spa, and BREATHTAKING WATER AND SUNSET VIEWS! Every bedroom features its own ensuite bathroom, plus there's a convenient pool bath to keep wet feet out of the house! Two bedrooms have private balconies overlooking the fenced pool area and tranquil water views, including a second-floor bedroom and the third-floor primary suite. The upstairs loft provides even more space for entertaining, whether it's GAME NIGHT, movie night, or even a silent disco with friends! Looking for a full-time residence, vacation getaway, or income-producing investment property? This cottage offers incredible flexibility! This cottage is TURNKEY, complete with the approved furniture and housewares package, it's ready to enjoy or prepare for short-term rentals. And the LOCATION? It's hard to beat! Margaritaville Resort Orlando offers a vibrant resort lifestyle with walkable access to restaurants, shopping, entertainment, a movie theater, and a water park! HOA and Fins Up Club services and amenities include internal resort transportation, scheduled theme park shuttle service, daily trash pickup, landscaping, pest control, twice-weekly pool service, cable, internet, and phone service. Enjoy access to 7 POOLS, a hot tub, fitness center, and select on-property discounts. WATERFRONT. PRIVATE POOL & SPA. FIVE ENSUITE BEDROOMS. PLUS A SEPERATE POOL BATHROOM. FULLY FURNISHED. UNDER $1 MILLION. Opportunities like this deserve a closer look. Schedule your private showing today!

8045 Surf Street, Kissimmee

8014 Knee Deep Road, Kissimmee
$774,900
4 Beds ⋅ 4 Baths ⋅ Rolling Oaks Ph 6b SubDv. ⋅ 34747 Zip Code
STUNNING FULLY FURNISHED COTTAGE FOR SALE AT MARGARITAVILLE RESORT ORLANDO with PRIVATE HEATED POOL AND SPA!. This Cottage has 4 Bedrooms, 4 Full Baths, Upgraded "Wood" Tile Flooring, Stainless Steel Appliances and Ceiling Fans Throughout. Kitchen has Large Counter Space, High End Granite Countertops and Windows with Lots of Natural Light. Primary Bedroom on the First Floor with En-Suite Bathroom, Separate Shower and Separate Tub. Three Additional Bedrooms with Access to a Large Balcony Overlooking the Pool. Living Area with Indoor/Outdoor Access to Backyard with a Paved Patio, HEATED POOL AND SPA. High Capacity Washer and Dryer. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

8014 Knee Deep Road, Kissimmee

8008 Sandy Toes Way, Kissimmee
$675,000
4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 6b SubDv. ⋅ 34747 Zip Code
This beautifully located property is part of the highly desirable Margaritaville Resort Orlando, delivering a true resort-style lifestyle just minutes from Walt Disney World, shopping, dining, and entertainment. Enjoy a vibrant community surrounded by tropical landscaping, multiple pools, fitness amenities, and on-site restaurants, all designed for relaxed Florida living. Short-term rentals are permitted, making this an excellent option for personal use or income-producing potential. Convenient access to major highways provides easy travel to Orlando International Airport and Central Florida attractions. Experience island-inspired living where every day feels like a vacation. This property is being sold fully furnished.

8008 Sandy Toes Way, Kissimmee

8117 Surf Street, Kissimmee
$615,000
3 Beds ⋅ 2 Baths ⋅ Rolling Oaks SubDv. ⋅ 34747 Zip Code
**Rare waterfront cottage in Margaritaville Resort Orlando!** One of the few cottages in the community with a premium direct waterfront location, this beautiful 3-bedroom, 2-bath home offers breathtaking water views from both private balconies and a lifestyle unlike any other. **Unlike heavily rented vacation homes, this residence has been privately enjoyed and carefully maintained**, giving it a like-new feel without the wear and tear often associated with short-term rental properties. Whether you're looking for a primary residence, vacation home, or investment property, this home is eligible for short-term rentals and can easily be placed into the resort's rental program if desired. Inside, you'll find numerous upgrades, including tile flooring throughout, an open-concept floor plan, a durable metal roof, quartz countertops, stainless steel appliances, and beautifully designed living spaces that are both stylish and functional. The thoughtfully selected coastal décor perfectly complements the home's character and inviting atmosphere. The spacious kitchen opens seamlessly to the living and dining areas, creating the perfect space for entertaining family and friends. One of the home's most desirable features is its two private waterfront balconies—one on each level—where you can enjoy peaceful water views, your morning coffee, or spectacular Florida sunsets. Margaritaville Resort Orlando offers an exceptional resort lifestyle with multiple resort pools, a fitness center, live entertainment, shopping, dining, Island H2O Water Park, and the vibrant Promenade at Sunset Walk featuring restaurants, bars, boutiques, and year-round entertainment. Located just minutes from Walt Disney World and Orlando's other world-famous attractions, this rare waterfront property offers an outstanding opportunity as a primary residence, second home, or income-producing investment.

8117 Surf Street, Kissimmee

2938 Salted Rim Road, Kissimmee
$598,000
4 Beds ⋅ 5 Baths ⋅ Rolling Oaks Ph 6b SubDv. ⋅ 34747 Zip Code
Welcome to Paradise! This beautifully furnished 4-bedroom, 4.5-bath luxury home is located in Margaritaville Resort Orlando. With a spacious, light-filled open-concept design, the home showcases a stylish tropical resort-style setting, elegant furnishings and a fully equipped kitchen with stainless steel appliances. The primary suite and additional bedrooms provide comfortable accommodations for residents and guests, while private balconies and a fully fenced yard provide inviting spaces to relax and enjoy the Florida lifestyle. Conveniently located just minutes from Orlando’s world-famous attractions, restaurants, shopping and entertainment. Whether you’re looking for a short-term rental, vacation home, or full-time residence, this beautiful property presents an exceptional opportunity in one of Orlando’s sought-after resort communities.

2938 Salted Rim Road, Kissimmee

2946 Salted Rim Road, Kissimmee
$570,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 6b SubDv. ⋅ 34747 Zip Code
SELLER MOTIVATED - PRIVATE POOL: A must-see Cottage, Model 1384-A at Margaritaville Resort Orlando—bright, inviting, and designed for comfort, style, and tropical charm. This 3-bedroom, 3-bathroom home plus a versatile bonus room offers a smart layout and effortless livability. Step inside to find elegant wood-look tile floors that flow throughout, bathed in abundant natural light that highlights the contemporary finishes. The first-floor primary bedroom features an en-suite bath and French doors opening to a spacious backyard patio, creating a seamless indoor-outdoor living experience. The second floor hosts a second primary suite, a comfortable third bedroom, and a bonus room with a twin bed, plus a full third bathroom—ideal for families or guests needing flexible sleeping arrangements. A well-appointed kitchen awaits, offering modern appliances and convenient connectivity to the living areas, perfect for casual gatherings or entertaining. The backyard is a true standout, with a paved patio and lush tropical landscaping that creates a private oasis for relaxation and outdoor enjoyment. Additional highlights include an in-unit washer and dryer for everyday convenience and an overall design that blends resort-inspired appeal with practical comfort. This cottage is perfectly positioned to enjoy Margaritaville’s amenities and the vibrant resort lifestyle. Whether you’re seeking a stylish vacation hideaway or a solid rental opportunity, this adorable Cottage delivers curb appeal, comfort, and everyday ease in one attractive package. Call today for your private showing.

2946 Salted Rim Road, Kissimmee

2960 Salted Rim Road, Kissimmee
$549,000
4 Beds ⋅ 5 Baths ⋅ Rolling Oaks Ph 6 SubDv. ⋅ 34747 Zip Code
Use it or Rent it, your choice. It's Margaritaville where you can find your Lost Shaker of Salt in this truly rare opportunity to own the a furnished 4 bedroom 4 bath model (sleeps 10)! Super close to three Fins Up lagoon-style pools and 14-acre H2O Live! water park (separate ticket needed). Plenty of restaurants to find your Cheeseburger in Paradise, bars with refreshing Boat Drinks, live music, gym, full-service St. Somewhere Spa, dog park, Parakeet's Kid’s Club, playground, volleyball courts and plenty of retail shops and movie theater in adjacent Sunset Walk. Keep as your secondary/vacation or investment property. Sleep up to 10 in this lush, tropical paradise where even the Son of the Son of a Sailor would want an invitation. And this price won’t Blow out your Flip Flop! Turn-key Ethan Allen furniture package includes everything from couches to bedrooms and Tv’s to the Frozen Concoction Machine. Complimentary shuttles to Disney and Universal. It's 5 O' Clock Here so I've gotta run!

2960 Salted Rim Road, Kissimmee

3172 Caribbean Soul Drive, Kissimmee
$530,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Indulge in the height of comfort and style with this charming 3 bedroom, 3 bath Villa in Margaritaville. As you enter, you'll be greeted by a bright and airy atmosphere that invites relaxation. The thoughtfully designed floor plan seamlessly combines style and functionality, providing the perfect setting for creating lasting memories. The villa features Samsung appliances, a washer and dryer, and a well-appointed kitchen with quartz countertops. With volume ceilings, 8 ft doors, and wood stairs, this home exudes sophistication and craftsmanship. Immerse yourself in the resort-style amenities, including 3 large pools, a hot tub, live entertainment, a full-service spa, and a fitness center, plus 4 additional pools just walking distance from your Villa. The convenience of nearby restaurants and complimentary shuttles adds an extra layer of ease to your daily life. Situated less than 2 miles from the entrance to Animal Kingdom, this villa offers the perfect balance of tranquility and accessibility. Don't miss the opportunity to make this exceptional property your own. ***MRO Approved City Furniture/Housewares Package INCLUDED IN LIST! Furniture/Housewares Package Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE!

3172 Caribbean Soul Drive, Kissimmee

8067 Knee Deep Road, Kissimmee
$472,000
4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 6 SubDv. ⋅ 34747 Zip Code
GORGEOUS 2-Story Cottage in Margaritaville Resort Orlando! FULLY FURNISHED with MRO Approved City Furniture "CARIBBEAN OASIS". This BEAUTIFUL 1539-C Model Features 3 Bedrooms and 3 Bathrooms and the 'SON OF A SAILOR' INTERIOR UPGRADES. Home Features Primary En Suite Bedroom Located on First Floor, QUARTZ Countertops, Ceiling Fans, Upgraded Appliances, High Ceilings, 'WOOD' Tile Flooring Throughout. Upstairs You Will Find Two More Bedrooms (One En Suite), a BONUS Room With Twin Bed and High Capacity Washer and Dryer. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

8067 Knee Deep Road, Kissimmee

8036 Surf Street, Kissimmee
$470,000
4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code
BEST PARKVIEW BACKYARD IN THE ENTIRE RESORT WITH GRASS! NOTHING ELSE COMPARES! 'PIRATES IN PARROTDISE' Cottage at Margaritaville Resort Orlando! Spacious Model 1384-C with 3 Bedrooms, 3 Bathrooms and an ADDITIONAL BONUS BEDROOM, BACK PATIO RETRACTABLE AWNING and a HOT TUB! Premium Location Near the Pedestrian Bridge! Spacious Living Room has a HUGE 75-INCH TV. IMMACULATE CONDITION ~ WELL MAINTAINED HOME. This home has NEVER been an STR and has been used as a SECOND HOME and LONG-TERM RENTAL most recently. First Floor Bedroom has En-Suite Bathroom and French Doors Leading to Spacious Backyard Patio with a Gorgeous GRASSY Backyard and TIKI HUTS. Second Floor has Primary En-Suite Bedroom with Front Balcony Access. Bonus Room has been Converted to a Bunk Room. The Kitchen features Upgraded Appliances, and Quartz Countertops. This Home also features Tile Flooring, Ceiling Fans Throughout, Washer and Dryer, Landscaping has Beautiful Foliage! All Furniture, Linens, Housewares and Decor INCLUDED IN LIST PRICE! Includes HIGH END ETHAN ALLEN FURNISHINGS, Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! LOCATED MINUTES FROM DISNEY PARKS! Come Enjoy the Margaritaville Lifestyle in Paradise!

8036 Surf Street, Kissimmee

8061 Lost Shaker Lane, Kissimmee
$469,900
4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 6 SubDv. ⋅ 34747 Zip Code
GORGEOUS 'ONCE UPON A LIME' 3 Bed 3 Bath COTTAGE with Additional Bonus Room at Margaritaville Resort Orlando! This AMAZING Two-Floor Home features an Open Concept Living and Dining Room with Ceiling Fan, a Kitchen with QUARTZ Countertops, Stainless Steel Appliances, Side By-Side Washer and Dryer and Abundant Natural Light. Each of the Three Bedrooms and Living Room has Ceiling Fans, One Bathroom has a Shower/Tub Combo. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Gorgeous Landscaping, Palm Trees and Tropical Foliage. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares Package with Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

8061 Lost Shaker Lane, Kissimmee

8036 Lost Shaker Lane, Kissimmee
$435,000
4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 6 SubDv. ⋅ 34747 Zip Code
Welcome to paradise at Margaritaville Resort Orlando, where every day feels like a vacation! This colorful, fully furnished single family cottage brings together resort style living, comfort, flexibility, and an incredible location. Whether you are searching for a primary residence, second home, vacation escape, or income producing property, this home gives you the freedom to make it your own. The property is currently operating as an active vacation rental and is being sold completely turnkey with the resort approved furniture package, furnishings, décor, appliances, and furniture included. Simply bring your suitcase and start enjoying the Margaritaville lifestyle! The flexible floor plan offers three bedrooms plus an additional private flex room that can be used as a fourth sleeping space, home office, or bonus room. The first floor features a king bedroom with a full bathroom, making it perfect for guests or anyone who prefers convenient first floor accommodations. Upstairs you will find another queen bedroom, a full shared bathroom, and a smaller flex room currently set up with a single bed. A stylish barn door upgrade was added to provide privacy, giving this space even more versatility. The spacious king primary suite is also upstairs and features its own private ensuite bathroom. Step outside and enjoy one of this home's standout features. The private patio opens to a generously sized backyard area, offering more usable outdoor space than many cottages within the resort. It is a wonderful spot to relax, entertain, or simply enjoy the Florida sunshine. The fun continues beyond your front door! Owners and guests can enjoy access to world class resort amenities, including the Margaritaville Hotel and Fins Up Beach Club. Spend your days poolside, soak up the tropical atmosphere, and enjoy the resort lifestyle right outside your door. Even better, dining, entertainment, and shopping are conveniently walkable, giving you the freedom to park the car and enjoy everything this exciting destination has to offer. Fully furnished, completely turnkey, packed with personality, and located in the heart of Margaritaville Resort Orlando, this cottage is ready for its next chapter. Live here full time, escape for weekends, make it your Florida second home, or continue operating it as a vacation rental. Flexibility is key and the possibilities are endless!

8036 Lost Shaker Lane, Kissimmee

8217 Surf Street, Kissimmee
$435,000
4 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to 8217 Surf St, a beautifully furnished 4-bedroom, 3-full-bath corner townhome located in the highly sought-after Margaritaville Resort Orlando. This spacious two-story home offers an open-concept living and dining area filled with natural light, stylish wood-look tile flooring, and a modern kitchen featuring quartz countertops, stainless steel appliances, ample cabinetry, and everything needed for a fully equipped vacation rental. The flexible floor plan includes a queen bedroom and full bathroom downstairs, while upstairs features three additional bedrooms: a spacious king bedroom, a queen bedroom, and a bunk room with two twin beds. Offered completely turnkey, the property includes all appliances, furniture, TVs, décor, artwork, housewares, kitchen necessities, dishware, linens, and furnishings, allowing the next owner to begin enjoying or renting the property right away. Whether you're looking for an income-producing short-term rental, a second home, or your own Florida vacation retreat, this property offers incredible flexibility. Margaritaville Resort Orlando offers a true resort lifestyle with multiple pools, fitness amenities, Island H2O Water Park, and convenient access to the restaurants, shopping, entertainment, and live music at Sunset Walk. Best of all, you're just minutes from Walt Disney World and Orlando's world-famous attractions. With its desirable corner location, spacious 4-bedroom layout, and complete turnkey setup, 8217 Surf St is an exceptional opportunity to own in one of Central Florida's most unique vacation resort communities—where every day can feel like a vacation.

8217 Surf Street, Kissimmee

2968 On The Rocks Point, Kissimmee
$415,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Step into a little slice of paradise with this fully furnished 3-bed/3-bath Key West–inspired villa tucked inside the Margaritaville Resort, just minutes from Disney. From the moment you walk in, the bright and breezy feel sets the tone for a relaxing escape, with 10-foot ceilings, wood-look tile floors, gorgeous quartz surfaces, and a full suite of Samsung appliances already in place. The open layout makes everyday living easy, and the sliding doors lead to a private patio with brick pavers—perfect for morning coffee or unwinding at the end of the day. The spare bedrooms each feature fun themed wall murals that add an extra touch of magic, especially in a setting so close to the parks. You’ll also enjoy an incredible selection of resort-style amenities, including multiple pools, the H2O water park, restaurants, bars, walking trails, a fitness center, a full-service spa, and endless entertainment options nearby. This villa includes a lockable owners’ closet, double-paned windows for added efficiency, and stylish furnishings. It’s an inviting, turnkey opportunity in one of the most carefree settings in Central Florida—schedule your visit and experience it for yourself.

2968 On The Rocks Point, Kissimmee

3113 Caribbean Soul Drive, Kissimmee
$409,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to Paradise! This Beautifully Furnished WATERFRONT VILLA in Margaritaville Resort has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances. Kitchen has Island with Seating, Stainless Steel Appliances, Large Counter Space and Windows with Lots of Natural Light. Master Bedroom Located Upstairs has En Suite Bathroom. Each Bedroom has Ceiling Fans and One Bathroom Includes a Shower/Tub Combo. Backyard has a Beautiful Paved Patio with Tropical Foliage! High Capacity Washer and Dryer. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares with Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation.

3113 Caribbean Soul Drive, Kissimmee

8041 Lost Shaker Lane, Kissimmee
$401,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 6 SubDv. ⋅ 34747 Zip Code
Short Sale. BANK APPROVED SHORT SALE AT CURRENT LIST PRICE! NO LONG WAITING PERIODS TO CLOSE! AMAZING COTTAGE FOR SALE AT MARGARITAVILLE RESORT ORLANDO. This Cottage has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances, High Capacity Washer and Dryer. Kitchen has Large Counter Space and Windows with Lots of Natural Light. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping with Shell Pathways, Palm Trees and Tropical Foliage. Primary Bedroom Located Upstairs has En Suite Bathroom. One Bathroom has a Shower/Tub Combo. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES ALL Furniture and Housewares, Also Includes Blinds, Drapes, TVs, Artwork, Linens, and So MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice for Living or a Great Investment Property For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

8041 Lost Shaker Lane, Kissimmee

8060 Dreamsicle Drive, Kissimmee
$399,900
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code
YOUR ORLANDO VACATION HOME IS READY—JUST BRING YOUR SUITCASE! Fully furnished and turnkey inside Margaritaville Resort Orlando, this 3-bedroom + BONUS ROOM, 3-bath cottage delivers the resort lifestyle buyers dream about just minutes from Walt Disney World. A desirable CORNER LOCATION and DUAL PRIMARY SUITES one upstairs and one downstairs, create exceptional flexibility for owners, families, and vacationing guests. Inside, soaring ceilings and abundant natural light complement the open-concept design, quartz countertops, stainless steel appliances, upgraded cabinetry, and signature “Son of a Sailor” interior package. Step outside to your private tropical retreat featuring a paved patio and HEATED HOT TUB, the perfect ending to a day at the parks.Best of all, it’s FULLY FURNISHED, including furniture, TVs, décor, linens, kitchen essentials, housewares, and more. Enjoy it immediately as your Florida getaway, second home, or SHORT-TERM RENTAL opportunity. Walk to Margaritaville resort amenities and enjoy nearby Sunset Walk dining, shopping, entertainment, and live music. Minutes from Disney, Universal Orlando, Epic Universe, golf, and Central Florida attractions. Don’t just visit paradise...OWN IT.

8060 Dreamsicle Drive, Kissimmee

8028 Dreamsicle Drive, Kissimmee
$399,000
2 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code
BEAUTIFUL and SPACIOUS Cottage For Sale with 2 Bedrooms, 2.5 Bathrooms and a HOT TUB at Margaritaville Resort Orlando! Located in a PREMIUM RESORT LOCATION, Close to the Pedestrian Bridge and just a Short Walk to the Resort Amenities! This HOME IS RENT READY. MRO Approved City Furniture/Housewares Package is INCLUDED IN LIST PRICE! The home features "IN PARADISE" Interior Upgrades, QUARTZ Countertops, Ceiling Fans, Upgraded Appliances, High Ceilings, 'WOOD' Tile Flooring Throughout, TANKLESS WATER HEATER, HIGH CAPACITY Washer and Dryer and a Large Backyard with Paved Patio and Tropical Foliage. Upstairs You Will Find Two En Suite Bedrooms. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price INCLUDES Furniture/Housewares with Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

8028 Dreamsicle Drive, Kissimmee

8056 Dreamsicle Drive, Kissimmee
$390,000
2 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code
Welcome to 8056 Dreamsicle Drive in Kissimmee, a beautifully maintained 2 bedroom, 2 1/2 bathroom home located in the highly sought-after Margaritaville Resort Orlando community. This charming two-story home features inviting coastal architecture, bright interior spaces, and a functional layout designed for both comfortable living and successful vacation rental potential. The exterior showcases a picturesque front porch and balcony along with tropical landscaping that complements the vibrant resort-style surroundings. Inside, the home offers an open-concept living area filled with natural light, tile flooring throughout the main living spaces, and modern finishes. The spacious kitchen features quartz countertops, stainless steel appliances, abundant cabinetry, and a convenient breakfast bar perfect for entertaining or casual dining. The adjoining living and dining areas create a welcoming space to relax or host guests. Each of the three bedrooms provides comfort and privacy, while the three full bathrooms provide updated fixtures and ample space for residents and visitors alike. The rear of the home features a private patio area ideal for outdoor seating, relaxation, or enjoying Florida’s warm weather. Located within the world-renowned Margaritaville Resort Orlando, residents and guests enjoy access to exceptional resort-style amenities including multiple swimming pools, a fitness center, spa services, water park access, and beautifully maintained walking paths. Just a short stroll away is the vibrant Sunset Walk entertainment district offering a variety of restaurants, live music venues, boutique shopping, and family-friendly attractions. Popular dining options nearby include Ford’s Garage, Estefan Kitchen, Rock & Brews, and multiple casual waterfront-style eateries perfect for enjoying the Florida lifestyle. This property offers an unbeatable location just minutes from Walt Disney World Resort, including Magic Kingdom, EPCOT, Hollywood Studios, and Animal Kingdom. Other major attractions such as Universal Orlando Resort, SeaWorld Orlando, and ICON Park are also easily accessible. For shopping enthusiasts, nearby options include Orlando Vineland Premium Outlets, The Mall at Millenia, and a wide variety of retail stores along US-192 and nearby ChampionsGate. Travel convenience is another advantage, with Orlando International Airport approximately 30 minutes away and Orlando Sanford International Airport about 50 minutes away, making travel simple for both homeowners and visiting guests. The home is also located near several medical facilities including AdventHealth Celebration Hospital, Orlando Health Horizon West Hospital, and HCA Florida Osceola Hospital, providing excellent healthcare access. With its prime location near world-class attractions, resort amenities, entertainment, dining, shopping, and major travel routes, 8056 Dreamsicle Drive offers an exceptional opportunity whether you are seeking a vacation home, investment property, or primary residence in one of Central Florida’s most desirable resort communities.

8056 Dreamsicle Drive, Kissimmee

2976 On The Rocks Point, Kissimmee
$380,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to Paradise. Margaritaville Orlando 3 Bedroom 3 Bath Villa Turnkey Ready for your Personal Vacation Home or Short Term Rental investment property. The Villa showcases an MRO approved City Furniture/Housewares Package ($35K Included), ceiling fans, upgraded appliances, sleek QUARTZ countertops, and beautiful 'wood 'ceramic tile flooring. A high-capacity washer and dryer conveniently located on the second floor. Resort features multiple pools, a state-of-the-art gym, H2O on-site water park, Sunset Walk Restaurants, bars, live music, retail, and more! Terrific location just minutes from DISNEY with free shuttle to the Disney, Universal and Sea World Parks. Furniture/Housewares Package included in list price. Don't Delay !

2976 On The Rocks Point, Kissimmee

8185 Surf Street, Kissimmee
$379,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
GORGEOUS VILLA with WATER VIEW in Margaritaville Resort Orlando. This AMAZING Two-Floor Home features an Open Concept Living and Dining Room with Ceiling Fan, "WOOD" Tile Floors, an Island Kitchen with QUARTZ Countertop, Stainless Steel Appliances, Washer and Dryer and Abundant Natural Light, Each of the Three Bedrooms has Ceiling Fans. One Bathroom has a Shower/Tub Combo. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping, Palm Trees and Tropical Foliage with a Serene Water Views. This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! List Price Includes Furniture/Housewares. Also Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

8185 Surf Street, Kissimmee

8063 Knee Deep Road, Kissimmee
$379,000
2 Beds ⋅ 2 Baths ⋅ Rolling Oaks Ph 6 SubDv. ⋅ 34747 Zip Code
***FABULOUS MARGARITAVILLE RESORT***FANTASTIC RENTAL OR VACATION HOME*** OWN ONE OF THE BEST LEASING FLOORPLANS with a DOWNSTAIRS Bedroom and BATH*** Your opportunity to own a TROPICAL COTTAGE OASIS in Margaritaville Resort Orlando! Enjoy 5 O'clock somewhere everyday!!! The property is perfect as a Primary Residence or use it as an INVESTMENT / VACATION home and be part of the Margaritaville Rental program! The spacious cottage offers 2 Bedrooms/2 Bathrooms and is a short walk or bike ride to all the amenities that Margaritaville Resort has to offer! ALL FURNITURE AND HOUSEWARES INCLUDED IN LIST PRICE! (The furnishings/Housewares are a $15,000 - $20,000 value). Wonderful Key West style furnishings. This Awesome property offers two Primary suites with bathrooms, one on the First Floor with Access to the Outdoor Patio! Second Floor En Suite Bedroom has a King Size Bed, Private Bathroom with a Tub/Shower Combo and a Private Balcony with Seating Area. Upon arriving to the property guests will enjoy the quaint Covered Front Porch, Ceiling Fans, Upgraded Appliances, QUARTZ Countertops and 'Wood' Tile Flooring. Full size Washer and Dryer on First Floor. Backyard has Paved Patio with Table, Chairs. The Turnkey Furniture Package Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishes/Glasses, Linens and SO MUCH MORE! A one of a Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! MINUTES FROM ALL ORLANDO HAS TO OFFER INCLUDING DISNEY PARKS, UNIVERSAL ORLANDO, SEA WORLD AND THE UP AND COMING EPIC UNIVERSE! Come LIVE, VACATION and INVEST in PARADISE and MARGARITAVILLE!!! If you choose to stay with the same rental company, there are reservations on the books for 2024 and 2025, Or if you want as your primary the bookings can be moved. Schedule a showing today!!

8063 Knee Deep Road, Kissimmee

3077 Caribbean Soul Drive, Kissimmee
$370,000
2 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Welcome to this stunning, like-new 3-bedroom, 3-bathroom single-family home, offering the perfect combination of luxury, comfort, and resort-style living in one of Central Florida's most desirable vacation communities. Beautifully appointed with stylish finishes and numerous upgrades, this exceptional property is ideal as a primary residence, vacation getaway, or investment opportunity. Nestled within an exclusive guard-gated community, the home is just a 3-minute stroll from Margaritaville's spectacular resort pools, fitness center, Salty Rim Bar & Grill, and hotel. Only an 8-minute walk away, Sunset Walk offers an incredible selection of restaurants, shopping, a movie theater, live entertainment, and nightlife. Ideally located just minutes from Walt Disney World, Celebration Hospital, and world-class attractions, with convenient access to US-192 and SR-429. CURRENTLY TENANT-OCCUPIED WITH A LEASE IN PLACE THROUGH OCTOBER 2027, OFFERING INVESTORS THE OPPORTUNITY TO ACQUIRE AN INCOME-PRODUCING PROPERTY WITH AN EXISTING TENANT!

3077 Caribbean Soul Drive, Kissimmee

3117 Caribbean Soul Drive, Kissimmee
$369,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
CDD BOND IS PAID OFF SAVING THOUSANDS ON YOUR PROPERTY TAX BILL EVERY YEAR! AMAZING VILLA IN MARGARITAVILLE RESORT ORLANDO! CURRENTLY LEASED WITH QUALITY LONG TERM TENANT THROUGH 10/23/26. LEASE CAN BE ASSIGNED TO BUYER. This Villa has 3 Bedrooms, 3 Baths, High-End Quartz Countertops, Upgraded "Wood" Tile Flooring and Appliances, High Capacity Washer and Dryer. Kitchen has Island with Seating, Large Counter Space and Windows with Lots of Natural Light. The Door from the Kitchen Leads you to a Beautiful Patio with Lounge Chairs and Tropical Landscaping, Palm Trees and Tropical Foliage with a Serene WATER VIEWS. Primary Bedroom Located Upstairs has En Suite Bathroom. Furniture Package is INCLUDED in List Price! Furniture Package Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! This Unique First of its Kind Resort has Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants, Bars, Live Music, Retail and More! LOCATED MINUTES FROM DISNEY PARKS!, All While Being Conveniently Close to The Best Shopping, Dining, And Entertainment Options in Florida. This Home Is Not Just a Residence; It's A Lifestyle Choice for Those Who Want to Experience the Best of Florida Living, Where Every Day Feels Like a Vacation.

3117 Caribbean Soul Drive, Kissimmee

8205 Surf Street, Kissimmee
$365,000
3 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
GORGEOUS VILLA IN MARGARITAVILLE RESORT ORLANDO! This AMAZING two-story townhome is ideally located on Surf Street next to the Cottages. Featuring an open-concept living and dining area with ceiling fan, wood-look tile flooring, abundant natural light, and an island kitchen with quartz countertops and stainless steel appliances. The home includes a full-size washer and dryer, three bedrooms with ceiling fans, and a first-floor bedroom for added convenience. The primary bedroom is located upstairs and features a king bed and en-suite bathroom with dual sinks. The door from the kitchen opens to a beautiful patio with lounge chairs and tropical landscaping, including palm trees and lush foliage — the perfect space to relax outdoors. List Price Includes Furniture/Housewares. Also Includes Blinds, Drapes, TVs, Artwork, Kitchen Necessities, Dishware, Linens, and so MUCH MORE! This is a Wonderful Community to Live in Full Time, Own a Second Home or Invest in a Vacation Rental Property! Unique First of its Kind Resort with Multiple Pools, Gym, On-Site Water Park, Sunset Walk Restaurants Bars, Live Music, Retail, Live Music and More! LOCATED MINUTES FROM DISNEY! It's A Lifestyle Choice For Those Who Want To Experience The Best Of Florida Living, Where Every Day Feels Like A Vacation!

8205 Surf Street, Kissimmee

2939 Castaway Lane, Kissimmee
$330,000
2 Beds ⋅ 3 Baths ⋅ Rolling Oaks SubDv. ⋅ 34747 Zip Code
Welcome to resort-style living in the heart of Margaritaville Resort Orlando! This bright and spacious 2-bedroom townhome with a bonus room is located in the desirable Rolling Oaks community, just minutes from Walt Disney World. The flexible bonus room is currently set up with a twin bed, making it a great additional sleeping space, guest room, or cozy retreat. Inside, you’ll find stylish wood-look tile, quartz countertops, upgraded appliances, wood stairs, high ceilings, a private owner’s closet, and plenty of space to relax and unwind. Whether you’re looking for a full-time residence, a Florida getaway, or a short-term rental investment, this property offers incredible flexibility. Margaritaville Resort delivers the vacation lifestyle with multiple resort-style pools, restaurants and bars, a fitness center, full-service spa, walking trails, gated security, and convenient access to Sunset Walk, where shopping, dining, entertainment, and Island H2O Water Park are practically at your doorstep. With exterior maintenance, landscaping, and lawn care included, you can spend less time worrying about upkeep and more time enjoying everything Central Florida has to offer!

2939 Castaway Lane, Kissimmee

3008 Caribbean Soul Drive, Kissimmee
$329,000
2 Beds ⋅ 3 Baths ⋅ Rolling Oaks Ph 7 SubDv. ⋅ 34747 Zip Code
Bright and spacious TWO BEDROOM VILLA WITH BONUS BUNK ROOM located in the heart of Margaritaville Resort just 5 minutes from Disney! This spacious townhome is located on a premium lot with open greenspace views and has two large bedrooms, plus a bonus bunk room, cozy and perfect for children or guests. It also comes with high end wood look tile, quartz countertops, upgraded appliances, wooden stairs, private owners' closet, high ceilings, and so much more! This property can be used as a full-time residence, second home, or short-term rental property. This resort style community features three large swimming pools near the Margaritaville Resort Hotel, 4 pools just steps from the villa itself, multiple restaurants and bars, fitness center, full-service spa, lush and tranquil walking trails to all ends of the community, as well as a moments walk to all of the restaurants, bars, shops and entertainment that Sunset Walk has to offer! Low maintenance resort living includes fully maintained grounds, home exterior, lawn care, and 24/7 roaming and manned gated security entrance.

3008 Caribbean Soul Drive, Kissimmee

3054 Pirate Way, Kissimmee
$299,999
1 Beds ⋅ 1 Baths ⋅ Rolling Oaks Ph 5 SubDv. ⋅ 34747 Zip Code
Welcome to Pirate Way — EXTREMELY RARE OPPORTUNITY to own a 1 out of 7, 1-bedroom cottage located in the heart of Margaritaville Resort Orlando for under $300k! If you've been dreaming of owning your own piece of paradise, this charming, TURNKEY cottage offers the perfect combination of vacation-home lifestyle, resort living and investment potential. Step inside and you'll immediately feel the Margaritaville vibe. This FULLY FURNISHED, one-story cottage features ceiling fans throughout, a bright and colorful coastal-inspired design, and an open-concept kitchen that flows seamlessly into the living area — perfect for relaxing after a day at the parks or entertaining family and friends and NO carpet! Step outside to your private back patio, complete with a table and four chairs plus two lounge chairs — the perfect spot to enjoy your morning coffee or unwind after a day of fun. And then there's the LOCATION! This cottage is ideally positioned within Margaritaville Resort Orlando, just steps from the resort's incredible amenities. Enjoy access to 7 resort pools, the Fins Up Beach Club, fitness center, resort transportation and shuttle service to the theme parks. The community is also pet-friendly and features Barkaritaville, a dedicated dog park. When you're ready to venture out, you're surrounded by everything that makes this area one of Central Florida's most desirable vacation destinations. Sunset Walk is just steps away, offering restaurants, bars, live entertainment, shopping and more, while Island H2O Water Park is right nearby. Disney, Universal, SeaWorld and Orlando's other major attractions are all just minutes away. Even better, the monthly HOA includes high-speed internet, cable, phone service, daily doorstep trash pickup, landscaping, pest control, a resort shuttle and a shuttle to the parks adding even more convenience to resort living. Whether you're looking for a vacation getaway, second home, full-time residence or a short-term rental investment, this is your opportunity to own a fully furnished cottage in one of Central Florida's most popular resort communities. Pack your flip-flops and come see why life really is better in Margaritaville! Schedule your private showing today!

3054 Pirate Way, Kissimmee

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