Kissimmee, Florida Vacation Rentals

307 listings found
Kissimmee, Florida Vacation Rentals
About Kissimmee, Florida

Kissimmee resort community, located in central Florida, is the perfect destination for a fun filled family getaway in the Florida sunshine. With year round warm temperatures and a centralized location a Kissimmee rental will transport you away from everyday stressors and into a relaxing world focused on family fun. Imagine starting every morning with the beautiful Florida sunshine in your Kissimmee house rental.  Enjoy the family environment and numerous activities, all within an easy drive from your Kissimmee condominium.  You and your family will have so many options while staying in your vacation house in Kissimmee, FL it may be difficult finding time to do everything. Have the vacation of a lifetime in the Kissimmee resort community.

Convenience of Kissimmee, Florida

If family fun and convenience are what you seek, look no further than planning a Kissimmee vacation, as a Kissimmee condo rental will deliver both. Not only will your Kissimmee condo have every comfort of home, the location will put you and your family in the middle of one of Florida’s most popular tourist areas. While staying in your condominium in Kissimmee you and your family will have convenient access to all of the activities you may be looking for. A short drive south will bring you to Orlando and all of the theme parks there.  You can also take a short car trip east and find yourself at the Atlantic Ocean.

Whether you desire a vacation filled with roller coasters or days spent on the golf course, a Kissimmee vacation rental will give you and your family the opportunity to experience these activities, and many others. Your condominium in Kissimmee is the perfect spot to start your fun filled day. Take the family into Orlando for a day at any one of the major theme parks. After a day packed full of excitement return to your luxury Kissimmee condo rental to catch up on sleep so you will be prepared for your next day full of activity. Pack up the car, heading east from your Kissimmee rental for a day filled with beach activities on the white sandy shores of the Atlantic Ocean. Make time for a special romantic dinner of fresh seafood at one of the local eateries and a walk on the moonlit beach before returning for an amazing night in your Kissimmee condo rental. Be sure to include time for an awesome airboat ride in your Kissimmee vacation. Regardless of how you choose to spend your days, and nights, your time in Kissimmee will be full of excitement and create amazing memories.

Kissimmee Vacation Rentals

Whether you and your family are looking for a cozy Kissimmee condo rental or a large luxurious Kissimmee house rental you will surely find a vacation house in Kissimmee resort community to fill your every dream requirement. A condominium in Kissimmee, FL will give you all the comforts of home with the warmth of Florida sunshine that will start every day perfectly. If a single family home is what you desire for your Kissimmee vacation rental you will be amazed at the variety of choices at your fingertips. You and your family can enjoy a luxury vacation house rental in Kissimmee large enough for the comfort of your entire extended family or find an intimate Kissimmee house rental for the perfect romantic getaway. A Kissimmee rental will give you an amazing getaway full of memories to last a lifetime.

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Base rates (EXCLUDING any applicable taxes, fees, and promotions) are displayed as provided by rental managers and are not guaranteed. Rates are based on the start date or arrival date selected in the search and may vary on subsequent days. Properties marked ‘Available’ or ‘Booked’ are done so based on information provided by the rental manager and are not guaranteed. For completed details (including minimum stay length, full availability information, approved arrival days and other booking rules for the property) select ‘Book Now” (on available properties) or ‘Check Availability’ (booked properties) to be directed to the rental manager’s website or click “Contact” to send them a specific request.

Super nice villa at Storey Lake Resort

Bright house villa near Disney

New 4 bedroom villa, best location

10Br/8Bath Pvt Home BBQ+Pool☼15min→Disney 4250ft²

Modern home with private pool near Disney

Comfortable home with game room near Disney

Spacious and cozy home with private pool near Disn

Stunning Luxury home near Disney

Modern home with pool and themed room near Disney

Ultimate luxury home near Disney

5Br/5Bath Pvt Home w/BBQ+Pool☼15min→Disney 3056ft²

Amazing home with private pool near Disney

BRAND NEW townhome wih resort OBA21000

Stunning house with private pool

Large beautiful home by Disney

Large themed bedroom home near Disney

Incredible large home minutes from Disney

Spacious home near Disney

Amazing house with private pool near Disney

Great home near Disney with private pool

5Br/3Bath Private Townhome☼13min→Disney 1496ft²

Awesome home with private pool near Disney

Charming two themed bedrooms townhome near Disney

OBA2400 4 Bedrooms Bella Vida Resort w/ pool

Amazing 3 bedrooms Bellavida Resort OBA8000

Luxury townhome with private pool near Disney

Chic townhouse with private pool near Disney

Modern townhome with private pool near Disney

4Br/3Bath Townhome w/BBQ+Pool☼15min→Disney 1625ft²

3Br/2.5Bath Townhome w/BBQ+Pool☼15min→Disney 1291ft²

Charming townhouse with pool at Storey Lake Resort

Spacious home at Storey lake near Disney

Amazing townhome villa at Bella Vida Resort with private pool near Disney

Gorgeous New Townhome at Storey Lake

New Amazing townhome with Private Pool near Disney

New Luxury Townhome with private pool near Disney

3Br/2.5Bath Pvt Townhome w/Patio☼15min→Disney 1291ft²

Luxury 5 bedroom House near Disney and Attractions

Beautiful home with game room

Elegant home with private pool and themed bedrooms

Spacious home with game room near Disney

Beautiful home with nice private pool near Disney

Magnificent home with private pool near Disney

Spacious home near Disney with pool and game room

Luxury house near Disney

Pleasant villa at Storey Lake with private pool

Comfortable home with private pool near Disney

Spacious home with a large pool near Disney

Stunning home with private pool near Disney

6Br/5Bath Pvt Home w/BBQ+Pool☼10min→Disney 3282ft²

Private pool, spacious home near Disney

Amazing house in Storey Lake with themed bedrooms

Charming condo with Mickey themed room near Disney

5Br/5Bath Pvt Home w/BBQ+Pool☼10min→Disney 3077ft²

Amazing home with themed bedroom near Disney

Nice home near Disney with private pool

Modern apartment with Mickey themed bedroom

Pleasant home with Frozen themed bedroom

Modern home with a nice private pool near Disney

Beautiful house in Storey Lake near Disney

Pleasant house in Storey Lake with private pool

Beautiful Condo at Storey Lake near Disney

Elegant home with themed bedrooms near Disney

Spacious and pleasant home near Disney

Modern house with private pool near Disney

Mickey themed bedroom condo near Disney

Spacious house near Disney with private pool

Sweet home condo with Mickey themed bedroom near Disney

Great villa near Disney with themed bedroom

Premium home with game room and private pool

Splendid home with private pool near Disney

Luxury house in Storey Lake near Disney

5 bedroom villa at Storey Lake

Beautiful condo house in Storey Lake

Amazing 3 bedroom condo with Star Wars bedroom

Pleasant house in Storey Lake

4 Bedrooms villa - Storey Lake

Pleasant townhouse at Storey Lake

Pleasant home near Disney with private pool

Comfortable home at Storey Lake Resort near Disney

Amazing home with a nice private pool near Disney

Luxury house in Storey Lake

Luxury home at Storey Lake

Amazing house in Storey Lake

Storey Lake Resort 4 Bedrooms 3 baths OBA129

Super nice townhome near Disney with private pool

Beautiful and comfortable townhome near Disney

OBA22000

Including nearby results:

2 room Celebration Disney Poolside SPA-Golf Condo

Amazing Apartment brand new at VISTA CAY 3 BEDROOM

Super pleasant Home near Universal

Beautiful apartment near Universal parks

Comfortable home with balcony near Universal Parks

Vista Cay Standard 3 bedroom condo (#3091)

Vista Cay Standard 3 bedroom condo (#3104)

Vista Cay Standard 3 bedroom condo (#3040)

3Br/2Bath Condo w/Balcony☼5min→Conv Center 1388ft²

NEW! Lake View Excellence. Near all Parks and OCCC

Huge Vista Cay Hideaway Corner Condo. Near Parks & Int'l Dr

Huge Luxury Haven Condo near Pools all Parks & OCCC

Vista Cay LakeView Fantasy - New! Near Parks & OCCC

Vista Cay Lake View Outlook Penthouse near All Parks & Convention

Huge Vista Cay LakeView Loft Penthouse. Near Parks & OCCC

All New Vista Cay Luxury Oasis. Near Parks & Pool!

2Br/2Bath Condo w/Balcony☼5min→Conv Center 1496ft²

2Br/2Bath Condo w/Balcony☼5min→Universal 1497ft²

Vista Cay Huge Lakeview Paradise Condo by Pool. Near Parks & OCCC

New! Vista Cay Poolside Escape Condo. Near Parks & OCCC.

3Br/2Bath Condo w/Balcony☼5min→Conv Center 1388ft²

Vista Cay Executive Penthouse.Remodeled.Near all Parks & OCCC

Vista Cay Penthouse Prize Near the All Parks & I Drive

Luxury Vista Cay Lake View Joy.Next to Pool Near Parks & OCCC

Vista Cay Lake View Treasure Fab Location by Pool Near Parks & OCCC

Luxury Lake View Delight Condo Near Pool and Parks NEW!

Vista Cay Jewel. Huge, New, Stylish. Near all Parks & Conventions

NEW Huge Vista Cay Epic Condo. Near all Parks and Walk to Conventions

New Vista Cay LakeView Penthouse Ciélo Near All Parks & OCCC

Stylish New Penthouse Gem. Near All Parks & Conventions

Brand New Super Cool Fountain View Condo by Main Pool. Nr Parks & OCCCC

All New Super Cool Vista Cay Star Condo - Near Parks & OCCC

Vista Cay Luxury 4 bedroom condo (#3099)

Vista Cay Luxury 3 bedroom condo (#3103)

Vista Cay Luxury 3 bedroom condo (#3066)

Vista Cay Luxury 4 bedroom condo (#3117)

Vista Cay Luxury Lakeview 4 bedroom condo (#3095)

Vista Cay Luxury 3 bedroom condo (#3068)

Vista Cay Standard 2 bedroom condo (#3102)

Vista Cay Standard 3 bedroom condo (#3111)

Vista Cay Luxury Lakeview 3 bedroom condo (#3087)

Vista Cay Standard 2 bedroom condo (#3101)

Vista Cay Luxury 3 bedroom Townhouse (#3105)

Vista Cay Luxury 3 bedroom condo (#3030)

Vista Cay Luxury 2 bedroom condo (#3097)

Vista Cay Luxury 3 bedroom condo (#3096)

Vista Cay Lake View Escape. Near All Parks & OCCC

Vista Cay Penthouse Cabana Next to Pool Near Parks & OCCC

Vista Cay Poolside Charm Near Theme Parks & OCCC

Lake & Pool View Penthouse near all the Parks New!

Vista Cay Diamond Condo Close to Pool. Near Parks & OCCC

New! Huge, Lake & Pool View Vista. Close to Parks & OCCC

Vista Cay Lake View Classic. Minutes to all Parks & Convention Center

Stylish Vista Cay Dream Condo. Near all Parks & Conventions

Super Vista Cay Deluxe Condo near all Parks & Convention Center

Vista Cay Island Breeze Lake View Condo Near all Parks. Walk to OCCC!

All New! Vista Cay Lakeview Lodge Condo. Huge! Near Parks/OCCC

All New! Huge Vista Cay Luxury Treat Condo Walk to Conventions and Near All Parks

3Br/2Bath Condo w/Balcony☼5min→Conv Center 1410ft²

3Br/2Bath Condo w/Balcony☼5min→Conv Center 1410ft²

New Vista Cay Lumiére Penthouse Condo by Convention Center and All Parks

4Br/2Bath Condo w/Balcony☼5min→Conv Center 2087ft²

4Br/2Bath Condo w/Balcony☼5min→Conv Center 2020ft

Vista Cay Luxury Getaway 2001sqf Huge! Near all Parks/OCCC

Huge Vista Cay Casa Viva Condo Near Theme Parks and Conventions

NEW. Vista Cay Penthouse Vision. Beyond Fabulous! Near all Parks and OCCC

3Br/2Bath Condo w/Balcony☼5min→Conv Center 2087ft²

3Br/2Bath Condo w/Balcony☼5min→Conv Center 1391ft²

Explore All Parks and Conventions From This Vista Cay Sophisticated Retreat Condo

3Br/3.5Bath Townhome ☼5min→Conv Center 1732ft²

Vista Cay Luxury Villa - Allergy Free

Super pleasant villa centrally located in Orlando

3Br/3.5Bath Townhome ☼5min→Conv Center 1732ft²

OBA25000 Magic Village Resort 3 bedroms

4 Bedrooms 4,5 baths at Magic Viullage OBA26

OBA10000 BRAND NEW Encore Reunion 4 BEDROOMS priva

OBA23000 WATERSONG 6 Bedrooms 4,5 baths refurnitur

Disney DeLuxe 28 room Golf Resort Pool Golf Tennis SPA Villas

Beautiful villa for best Disney vacation

Modern decorated home with Mickey themed bedrooms

Super spacious and comfortable 5 bedroom villa

Beautifully decorated home near Disney

5 bedroom villa with private pool, close to Disney

Stylish 4 bedroom home, 10 min from Disney

Excellent home with private pool near Disney

New Luxury Townhome Super Close to Disney Parks

Wonderful home near Disney with private pool

Classy house with private pool near Disney

Spacious and modern decorated home near Disney

Stylish home with themed bedrooms

Best 4 bedroom home for your Disney vacation

Modern home with themed bedrooms near Disney

Brand new home with Mickey themed bedrooms

New decorated home near Disney with themed bedroom

Super spacious near Disney with private pool

New Villa for your Disney vacation

Cozy condo near Disney Parks

Spacious home near Disney Parks

Fabulous house with private pool near Disney

3Br/2.5Bath Private Townhome☼10min→Disney! 1270ft²

4Br/3.5Bath Private Townhome☼10min→Disney! 1636ft²

Amazing Townhouse close Disney 3 bedrooms OBA9000

House Encantada Resort 3 Bedrooms OBA12000

Amazing Townhouse close Disney 3 beds OBA13000

7Br/5.5Bath Pvt Home Pool+BBQ☼13min→Disney 4788ft²

Super nice condo with amazing golf view

Charming condo with great golf view near Disney

Fantastic Home with themed bedroom near Disney

Super spacious apt in Champions Gate

Chic and spacious Condo near Disney

OBA27000 Fantastic 3-Bedroom at Champions Gate Golf Course View

Wonderful Home with game room near Disney

Comfortable and charming home near Disney

Great home with private pool near Disney

5Br/4.5Bath Townhome Pool+BBQ☼13min→Disney 2260ft

Wonderful home with movie room near Disney

Stunning home with private pool and game room

(Inactive) Comfortable home with a nice private pool near Disney

Brand New charming themed home near Disney

Incredibly beautiful Mickey themed condo

Extraordinary home near Disney with game room

Beautiful villa at Champion Gate with private pool

Spacious house with a private pool near Disney

Luxury home with themed bedrooms near Disney

Stunning home with two game room and private pool near Disney

Stunning house with private pool near Disney

Nice home with a nice private pool near Disney

Amazing 5 Bedroom 4 Bath Paradise Palm OBA3000

6Br/5.5Bath Pvt Home w/Pool☼10min→Disney 3282ft²

Spacious villa near Disney

Townhouse at Paradise Palms with private pool

Comfortable home with private pool near Disney

Modern villa in Champions Gate

Comfortable villa with private pool near Disney

Modern home with private pool

Modern home with private pool near Disney

5Br/4.5Bath Pvt Home Pool+BBQ☼11min→Disney 2744ft²

Amazing 5 Bedrooms, pool modern furniture OBA4000

Elegant and modern home near Disney

Modern house with themed decorated near Disney

Spacious home with private pool near Disney

Comfortable home with themed bedroom near Disney

Luxury condo in resort-style area near Disney

Spacious Condo Star Wars themed room near Disney

Stylish townhome near Disney

Charming house near Disney

Charming townhome near Disney

Amazing decoration 3 bedroms West Lucaya OBA6000B

Chic home, themed room and game room near Disney

Spacious house with private pool near Disney

Comfortable home in Champions Gate

Sweet and spacious home, private pool by Disney

New Spacious charming home near Disney

Pleasant modern home with private pool near Disney

Stunning home at Champions Gate with private pool

Modern house in Champions Gate with private pool

Amazing house with a nice private pool near Disney

Charming townhome with private pool near Disney

Pleasant villa with private pool near Disney

Beautiful suites at Serenity Resort

New and modern villa near Disney

Pleasant house villa with private pool near Disney

Charming townhouse at Serenity Resort near Disney

Modern house with private pool

DisneyMansion DeLuxe 14 room Golf Resort Pool Golf Tennis SPA Villa

DisneyEstate Luxe 14 room Golf Resort Pool Golf Tennis SPA Villa

DisneyEstateMansion Luxe 28 rm Golf Resort Pool Golf Tennis SPA Villas

Wonderful home with private pool

Sweet home with a nice private pool near Disney

DisneyEstate Luxe 14 room Golf Resort Pool Golf Tennis SPA Villa

Charming home with a nice private pool near Disney

Pleasant home with private pool near Disney

Sweet and pleasant villa with private pool

Pleasant Townhome with private pool near Disney

Elegant home with private pool near Disney

Modern and spacious home with private pool near Di

Luxury villa with amazing themed bedrooms

Amazing home with private pool near Disney

Comfortable Townhome with private pool near Disney

Unique vacation home with private pool near Disney

OBA28 Amazing House at Clermont w/ pool and gate

OAKMONT RANCH HOUSE with access to River Ranch Resort!

DELUXE SUITE CONDO with Kitchenette and Balcony 253

Turn-key RV Glamping Package! FREE Golf Cart!

River Ranch BISON RANCH HOUSE steps to Pool! 246

FIRST FLOOR CORNER Suite w/ Private Patio! 158

COURTYARD SUITE steps to Pool and Rodeo! 257

Welcome to the Ranch! Spacious LUXURY FAMILY SUITE 202

COWBOY CONDO! Walk to everything at River Ranch! 228

COWBOY FAMILY SUITE! Perfect for Large Groups! 204

TRUE BLUE RANCH Family Suite with Balcony! 205

Upscale Private COTTAGE with FREE Golf Cart 401

Newly Updated BULL RIDER CORNER Condo steps to Rodeo and Saloon! 267

Turn Key Tiki Hut Glamping On-site RV Package! FREE Golf Cart! 182

RV Rental Great for Large Groups! 2bed 2bath

2 BATH Fully Stocked RV w/ FREE Golf Cart! 200

HAPPY GLAMPERS RV! Turn-Key Glamping Package! 236

Brand New On-site RV RENTAL at River Ranch! 272

Perfect studio apartment for Bike Week

Bike Week Perfection

Perfect Bikeweek condo in Destination Daytona

Your relaxing home from home!

Amazing location, amazing amenities

Relax, Revive and Renew You!

Relax in Style in a Gorgeous Apartment

Great Location - A Perfect Place to Stay

Upgraded 2 bed apt close to beaches and Mayo Clinic!

Delightful, Refurbished Apt! Everything you need!

Superb Location & Luxury Amenities

Great location and upgraded apartment!

Upgraded 3 bed apt close to beaches and Mayo Clinic!

Upgraded apt with everything you need!

Upscale, modern, resort-style retreat, great location

Relax, Revive and Renew in a great apt!

Perfect Amenities and Perfect Location

Palm River Estate

Orchid Estate #1

Orchid Estates

Orchid Estate #2

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