Kissimmee, Florida Vacation Rentals

300 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.

Modern home at Storey Lake

Pleasant house in Storey Lake near Disney

Super nice villa at Storey Lake Resort

Bright house villa near Disney

Modern house in Storey Lake

New 4 bedroom villa, best location

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

Comfortable and modern home with private pool near Disney

Modern home with game room

Spacious and cozy home with private pool near Disney

Stunning home near Disney

Modern and spacious house near Disney

Spacious house near Disney with private pool

Beautiful home with private pool and themed bedroom 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

Amazing house with private pool near Disney

Incredible large home minutes from Disney

Great home near Disney with private pool

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

Awesome home with private pool near Disney

OBA2400 4 Bedrooms Bella Vida Resort w/ pool

Amazing 3 bedrooms Bellavida Resort OBA8000

Chic townhouse with private pool near Disney

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

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

Spacious home at Storey lake with private pool near Disney

Modern townhome with private pool near Disney

Wonderful townhome with private pool near Disney

Charming townhouse with pool at Storey Lake Resort

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

Pleasant Townhome with private pool near Disney

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

Cozy and spacious house near Disney and attractions

Beautiful home with game room

Super spacious home with cinema and game room near Disney

Spacious home near Disney with private pool and game room

Beautiful home with a nice private pool near Disney

Magnificent home with game room and private pool near Disney

Spacious house near Disney with private pool

Pleasant villa at Storey Lake with private pool near Disney

Super comfortable home with private pool near Disney

Stunning home with private pool near Disney

Modern house near Disney

Spacious home with a great private pool near Disney

Spacious home with a large pool near Disney

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

Amazing house in Storey Lake with themed bedrooms

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

Spacious house with a nice private pool near Disney

Nice home near Disney with private pool

Pleasant home with Frozen themed decorated bedroom near Disney

Charming condo with Mickey themed decorated bedroom near Disney

Modern home with a nice private pool near Disney

Beautiful Condo at Storey Lake near Disney

Beautiful house in Storey Lake near Disney

Elegant home with themed bedrooms near Disney

Pleasant house in Storey Lake with a nice private pool

Modern house with private pool near Disney

Sweet home condo with Mickey themed bedroom near Disney

Sweet home with Mickey themed decorated bedroom near Disney

Sophisticated apartment with Mickey themed bedroom near Disney

Amazing home with Mickey themed decorated bedroom near Disney

Great villa near Disney with themed bedroom

Wonderful home with themed bedrooms

Premium home with game room and private pool

Splendid home with private pool and game room near Disney

Modern house in Storey Lake near Disney

Pleasant house in Storey Lake

Amazing 3 bedroom condo with Star Wars bedroom

Amazing home with a nice private pool near Disney

Pleasant home near Disney with private pool

Comfortable villa at Storey Lake Resort near Disney

Amazing house in Storey Lake

Super nice townhome near Disney with private pool

Beautiful and comfortable townhome near Disney

OBA22000

Pleasant townhouse at Storey Lake

Pleasant villa at Storey Lake

Beautiful condo house in Storey Lake

Including nearby results:

2 room Celebration Disney Poolside SPA-Golf Condo

Comfortable home with balcony near Universal Parks

Amazing Apartment brand new at VISTA CAY 3 BEDROOM

Super pleasant Home near Universal

Vista Cay Standard 3 bedroom condo (#3091)

Beautiful and comfortable apartment near Universal parks

Vista Cay Standard 3 bedroom condo (#3104)

Vista Cay Standard 3 bedroom condo (#3040)

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

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

Huge Luxury Haven 2/2 Condo near Pools all Parks & OCCC

LakeView Outlook Penthouse

Vista Cay LakeView Fantasy - New! Near Parks & OCCC

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

Stylish New Penthouse Gem. Near All Parks & Conventions

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

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!

Lake View Panorama

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 Large Condo ☼5min→Conv Center 1732ft²

Vista Cay Luxury Villa - Allergy Free

Super pleasant villa centrally located in Orlando

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

OBA25000 Magic Vullage Resort 3 bedroms

4 Bedrooms 4,5 baths at MAGIC VILLAGE OBA26

OBA10000 BRAND NEW Encore Reunion 4 BEDROOMS priva

OBA23000 WATERSONG 6 Bedrooms 4,5 baths refurnitur

Charming house near Disney

Disney DeLuxe 28 room Golf Resort Pool Golf Tennis SPA Villas

Simply the best accommodation, 10 min from Disney

Brand new 5 bed villa with private pool

Beautiful and new 5 bed villa, 10 min from Disney World

5 bedroom villa at Formosa Valley Resort

5 bedroom villa with private pool, close to Disney

Super spacious and comfortable 5 bedroom villa

Home with private pool and themed bedrooms

New luxury home super close to Disney parks

Glamorous home accommodating 12 people

New charming villa close to Disney

New Villa for your Disney vacation

Bautiful and spacious villa for best Disney vacation

Amazing villa with Mickey and Harry Potter bedrooms

4 bedroom villa, best location, private pool

Incredible new 4 bed villa, just 10 minutes from Disney

Brand New Luxury 4 bedroom home by Disney

New Luxury home with themed bedroomS

Best 4 bedroom home for your Disney vacation

Stylish 4 bedroom home, 10 min from Disney

Super spacious 4 bedroom villa, 10 min from Disney

New 4 bedroom villa close to Disney

New and sophisticated home near Disney

Unique home with Harry Potter and Mickey themed bedrooms

Amazing home with themed bedrooms, 5 min from Disney

Stylish home with themed bedrooms and private pool

Fabulous house with private pool near Disney

Comfortable home at Solterra with private pool near Disney

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

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

Elegant and modern home near Disney

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

Comfortable and charming home near Disney

Chic and spacious Condo near Disney

Fantastic Home with themed bedroom near Disney

Charming condo with great golf view near Disney

Incredibly beautiful Mickey themed condo

OBA27000 Fantastic 3-Bedroom at Champions Gate Golf Course View

Wonderful Home with game room close to Disney

Spacious Vacation Home with Private Pool & Game Room near Disney

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

Stunning home with private pool and game room

Amazing home with themed bedrooms

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

Super spacious apt in Champions Gate

Beautiful villa at Champions Gate with a nice private pool

Extraordinary home near Disney with game room

Stunning home with two game room and private pool near Disney

Fantastic 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

Super comfortable home with Mickey-themed bedroom near Disney

Cozy home with themed bedrooms near Disney

Spacious villa near Disney

Sweet townhouse at Paradise Palms with private pool near Disney

Comfortable home with private pool near Disney

Modern villa in Champions Gate

Comfortable villa with private pool near Disney

Modern home with private pool

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

Amazing 5 Bedrooms, pool modern furniture OBA4000

Modern home with private pool near Disney

Modern house beautifully Mickey-themed decorated near Disney

Spacious home with private pool near Disney

Stylish townhome near Disney

Charming townhome near Disney

Amazing condo in resort-style area near Disney

Amazing decoration 3 bedroms West Lucaya OBA6000B

Spacious New Condo with Star Wars themed decorated bedroom near Disney

Chic home with themed bedroom and game room in resort-style area near Disney

Sweet and spacious home with private pool near Disney

Super comfortable home in Champions Gate with private pool

Super nice and spacious home with private pool near Disney

Pleasant and 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 with private pool near Disney

Beautiful villa in Serenity Resort

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

Sweet and pleasant villa with private pool near Disney

Charming home with a nice private pool near Disney

Pleasant home with private pool near Disney

Pleasant Townhome with private pool near Disney

Elegant home with private pool near Disney

Modern and spacious home with private pool near Disney

Great villa with amazing themed bedrooms

Nice and pleasant townhome villa with private pool near Disney

Comfortable Townhome with private pool near Disney

Unique vacation condo with private pool near Disney

OBA28 Amazing House at Clermont w/ pool and gate

NEW Private RIVER RANCH House with access to Westgate Resort! FREE Golf Cart

On-site RV Rental at RIVER RANCH! Glamping Package with Grill and Golf Cart! 181

Westgate River Ranch Renovated BISON RANCH HOUSE! Walk to Pool and Rodeo! 246

Westgate River Ranch First Floor DELUXE COWBOY COTTAGE with Private Patio 158

Westgate River Ranch RODEO RANCH HOUSE DELUXE SUITE with Private Patio! 253

River Ranch Rodeo Courtyard Suite with Private Porch! Walk to Pool! 257

Westgate River Ranch Resort and Rodeo! Luxury FAMILY SUITE with Balcony 202

River Ranch RODEO RANCH HOUSE steps to pool and LIVE Rodeo! 228

Westgate River Ranch Luxury COWBOY SUITE with Balcony and Full Kitchen! 204

Westgate River Ranch TRUE BLUE COWGIRL Luxury Family Suite with Balcony! 205

River Ranch Private COZY COTTAGE with Porch, Laundry, Full Kitchen and Grill!

Westgate River Ranch Deluxe Condo steps to Rodeo, Pool and Saloon! 267

ON-SITE RV RENTAL at River Ranch! Enjoy the Tiki Hut and FREE Golf Cart! 182

River Ranch On-site RV Rental with Golf Cart! Great for Large Groups! 144

RIVER RANCH On-site RV RENTAL! 2 Bath, Fully Stocked RV with FREE Golf Cart! 200

On-site RV Rental at RIVER RANCH! New Fully Stocked RV with FREE Golf Cart! 236

NEW On-Site RV Rental at River Ranch! Turn Key Glamping! Free Golf Cart! 272

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!

Your relaxing home from home!

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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