Kissimmee, Florida Vacation Rentals

445 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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Rate & Availability Disclaimer
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.
Including nearby results:

Beautiful townhome near Disney

Near Disney! 4BR Home - Resort Pool, Hot Tub!

Private pool, modern home near Disney

Spacious cozy home with private pool near Disney

Stunning Luxury home near Disney

Ultimate luxury home near Disney

Amazing Home with Pool and BBQ at Sonoma 15min to Disney 5Br 5Bath 3056ft

6BR Luxury Home - Private Pool, BBQ - Near Disney!

BRAND NEW townhome wih resort OBA21000

Stunning house with private pool

Large beautiful home by Disney

Spacious home near Disney

Beautiful spacious house near themed parks

Large themed bedroom home near Disney

6BR Near Disney - Games, Pool, Hot Tub, BBQ!

6BR Resort Home - Pool, Games & BBQ - Near Disney!

Stunning home near Disney

Luxury townhome near Disney

3BR Family Home with Private Hot Tub, Near Disney!

8BR Lakefront Home - Pool, Movie Room, Games!

Amazing house with private pool near Disney

9BR Lakefront Resort Home - Pool, Hot Tub, Games!

Bright 6BR Home - Pool, BBQ, Games - Near Disney!

Lovely Family Townhome 12 min to Disney 5Br 3Bath 1496ft

Luxury 6BR - Pool, Hot Tub, Games Room, BBQ!

Luxury 5BR Home - Pool, Hot Tub - Near Disney

Steamboat Mickey - Storey Lake Resort - Pool

Awesome home with private pool near Disney

Luxury home at Storey Lake close to Disney

Charming two themed bedrooms townhome near Disney

OBA2400 4 Bedrooms Bella Vida Resort w/ pool

Disney Retreat

Luxury townhome with private pool near Disney

Chic townhouse with private pool near Disney

Chun's Bella Vida Resort Vacation Home

Amazing 4Br 3Bath Townhome with POOL and BBQ just 15min to Disney 1625ft

Cozy Insta Worthy Townhome 12 min to Disney with Pool and BBQ 3Br 3Bath 1291ft

Charming townhouse with pool at Storey Lake Resort

Spacious home at Storey lake near Disney

Amazing townhome villa at Bella Vida Resort

New Amazing townhome with Private Pool near Disney

New Luxury Townhome with private pool near Disney

Cozy Private Townhome 15min to Disney 3Br 3Bath with patio 1291ft

Cristine's Seasons Vacation Home

Modern Single Home - Pool and Game Room (SL2807)

Jame's Club Cortile Cortile

Gerald's Club Cortile Condo

William's Lake Berkley Resort Vacation Home

Luxury 5 bedroom House near Disney and Attractions

Near Disney - 6BR Home - Pool, Hot Tub, BBQ, Games

Magical Terra Verde Resort Townhome

Gorgeous 5 Beds Home with Game Room and Pool

Lin's Villas at Seven Dwarfs Condo

Beautiful home with game room

Elegant home with private pool and themed bedrooms

Spacious home with game room near Disney

Sandra's Eagle Pointe Vacation Home

Anastasia's Crystal Cove Vacation Home

Ray's Eagle Pointe Vacation Home

Spacious home near Disney with pool and game room

3-Bedroom Fiesta Key Townhome

Angelo & Linda's Fiesta Key Townhome

Lora's Sweetwater Club Condo

Charles' Sweetwater Club Condo

Luxury house near Disney

Super comfortable home with pool near Disney

Spacious home with a large pool near Disney

Stunning home with private pool near Disney

Enchanting Décor Home with private pool

Private pool, spacious home near Disney

Charming townhome close Disney with Private Pool

Laguna Bay 007

Laguna Bay 019

Charming condo with Mickey themed room near Disney

Amazing Family Home with private Pool and BBQ 10min to Disney 3077ft

Amazing home with themed bedroom near Disney

Laguna Bay 030

Theme Park Haven: Cozy Apartment in Prime Location

Nice home near Disney with private pool

Modern home with a nice private pool near Disney

Beautiful house in Storey Lake near Disney

Elegant home with themed bedrooms near Disney

Spacious and pleasant home near Disney

Modern house with private pool near Disney

Spacious house near Disney with private pool

Great villa near Disney with themed bedroom

Premium home with game room and private pool

Amazing 4 bed/3 bath p/ pool- Storey Lake oba31

Comfortable home at Storey Lake Resort near Disney

Luxury house in Storey Lake near Disney

5 bedroom villa at Storey Lake

Pleasant house in Storey Lake

4 Bedrooms villa - Storey Lake

Beautiful condo house in Storey Lake

Pleasant townhouse at Storey Lake

Perfect Townhome for your Vacation w/ Private Pool

Amazing home with a nice private pool near Disney

Storey Lake Resort Vacation Home

Luxury house in Storey Lake

New 4 bedroom villa, best location

Pleasant home near Disney with private pool

Luxury home at Storey Lake

Brenda's Storey Lake Resort Townhome

Super nice villa at Storey Lake Resort

Amazing house in Storey Lake

Storey Lake Resort 4 Bedrooms 3 baths OBA29000

Super nice townhome near Disney with private pool

Marcia's Somerset Condo

Ryan's Runwaway Beach Condo

Ryan's Runaway Beach Condo

James' Runaway Beach Condo

The Getaway at Runaway Beach

Heng's Runaway Beach Condo

The Runaway Beach Condo

Zacharias' Runaway Beach Condo

Lawrence & Julie's Cane Island Vacation Condo

Charming quiet condo

2RM DisneyResortVillas only 2 miles next to Disney.

Super pleasant Home near Universal

Beautiful apartment near Universal parks

Comfortable home with balcony near Universal Parks

Vista Cay Standard 3 bedroom condo (#3104)

Spacious Vista Cay Condo 5min to Conv Center 3B 2Bath with Balcony 1388ft

Lui's Vista Cay Condo

Modern Vacation Apartment with a Lake View

Modern Condo 5min to Conv Center with balcony 1496ft

Amazing location Condo 5mn to Universal 2Br/2Bath

Vista Cay Standard 2 bedroom condo (#3102)

Spacious Vista Cay Condo 5min to Conv Center 3B 2Bath with Balcony 1388ft

Vista Cay Standard 2 bedroom condo (#3101)

Vista Cay Luxury 4 bedroom condo (#3099)

Vista Cay Luxury 3 bedroom condo (#3103)

Vista Cay Luxury 4 bedroom condo (#3117)

Vista Cay Luxury Lakeview 4 bedroom condo (#3095)

Vista Cay Standard 3 bedroom condo (#3111)

Vista Cay Luxury 3 bedroom Townhouse (#3105)

Spacious Condo with Balcony 5min to Conv Center 3Br 2Bath 1410ft

Amazing Condo 5min to Conv Center 3Br 2Bath with balcony 1410ft

Gorgeous Apartment in Orlando at Vista Cay Resort

Wonderful Apt Convention Center VistaCay (VC50253)

Spacious Condo 5min to Conv Center with Balcony 4Br 2Bath 2087ft

Comfy Condo 5min to Conv Center with Balcony 4Br 2Bath 2020ft

Modern 3Br 2Bath Condo with Balcony 5 min to Conv Center 2087ft

Amazing Vista Cay 5min to Conv Center Condo 3Br 2Bath with Balcony 1391ft

Cozy Private Townhome 5min to Conv Center Resort Style 3Br 4Bath 1732ft

Cozy Private Townhome 5min to Conv Center Resort Style 3Br 4Bath 1732ft

Camile's Sandy Ridge Vacation Home

Robert's Cypress Pointe Vacation Home

Modern Providence Vacation Home

Bright 4BR Home - BBQ, Private Pool - Near Disney!

Rachel's 5-Bed Providence Home

Beautiful Providence Vacation Home

Amazing Home 6 Ensuite Bedrooms w/ a Private Pool

4 Bedrooms 4,5 baths at Magic Viullage OBA26

Gorgeous Single Home with Private Pool at Encore

Oba10000 BrandNew Encore Reunion 4 Bedroom Private

Dream Themed Vacation TownHome (SU2602)

1BR Suite - 2x Queens, Hot Tub, Pool - Near Disney

1BR Queen Suite - Pool, Hot Tub - Near Disney!

1BR Queen Suite - Pool, Hot Tub - Near Disney!

1BR Suite - King Bed, Pool, & More - Near Disney!

1BR Suite - Two Queen, Hot Tub, Pool - Near Disney

1BR Suite - Queen Bed, Pool, Hot Tub - Near Disney

Near Disney - 1BR Suite - Two Queens, Pool, Arcade

1BR Suite - Pool, Hot Tub, 2x Queens - Near Disney

Near Disney - 1BR Suite - 2x Queens, Pool, Arcade!

1BR Suite - Two Queen Beds, - Close to Disney!

Home with Game Room, Movie Room and a Pvt Pool 405

Clifford's Pinewood Estates Vacation Home

Neil's Windsor Hills Townhouse

Family Friendly Windsor Hills Townhouse

Magical Disney Getaway Windsor Hills Townhome

Karen's Windsor Hill's Resort Condo

Amazing Condo in Windsor Hills - Close to Disney

6-Bedroom Watersong Vacation Home

Martin's Windsor Hills Condo

Luxurious Escape at Indian Ridge Oaks

Enchanted Windsor Hills Vacation Home

OBA23000 WATERSONG 6 Bedrooms 4,5 baths refurnitur

Christopher's Windsor Hills Home

Warm & Welcoming: Comfortable Orlando Apartment

Modern and Spacious 3-Suite Apartment

Comrow Castle Magical Getaway

beautiful apartment with a pool view (RE7683)

Colin and Cherryl's Indian Ridge Vacation Home

28 Room DisneyMansionEstate only 9 miles to Disney.

Modern decorated home with Mickey themed bedrooms

Maya's 4-Bed Indian Creek Vacation Home

Let Loose at Windsor Palms

James' Sunridge Woods Home

The Stirling Luxury Solterra Vacation Home

3 Bed Windsor Palms Condo - Conservation Views

5 Bed Luxury Solterra Resort Holiday Home

Lou's Indian Creek Vacation Home

Avengers Assemble

The Chester Solterra Resort Vacation Home

Spacious home near Disney Parks

Paradise Away From The Parks at Solterra

5 Bed Solterra Sensation Vacation Home

Fun, Games & Relaxation at Solterra Resort

Beautiful Themed Vacation Home with Private Pool

Fabulous Single Home w/ Pool at Solterra Resort

Rolando's Emerald Island Resort Townhouse

Windwood Bay Vacation Home

Apollo's Solterra Resort Vacation Home

Richard's Solterra Vacation Home

Wonderful 3 Bedrooms and 2,5 baths with pool OBA38

Amazing 3Br 3Bath Private Townhome just 10min to Disney 1270ft

Cozy Private Townhome 10min to Disney Resort Style 4Br 4Bath 1636ft

9 Bedroom Family Friendly Retreat - Private Pool

Charlotte's Emerald Island Vacation Home

Amazing Townhouse close Disney 3 bedrooms OBA9000

3 BR Encantada Resort Townhouse

Michael's Encantada Townhouse

Luxury Home just 10min to Disney with Pool and BBQ 7Br 6Bath 4788ft

Near Disney! 8BR Home - Pool, Hot Tub & More!

Ricardo's Villas at Island Club Condo

Judy's Villas at Island Club Condo

Maria's Island Club Condo

Super nice condo with amazing golf view

Fantastic Home with themed bedroom near Disney

Super spacious apt in Champions Gate

Chic and spacious Condo near Disney

Comfortable and charming home near Disney

Wonderful Home with game room near Disney

Happy Place at Windsor at Westside

Wonderful Windsor at Westside Home

Great home with private pool near Disney

Amazing Townhome 3min to Disney with Pool & BBQ 5Br 5Bath 2260ft

Home with movie room near Disney

Noemie's 7 Bed Windsor at Westside Holiday Home

Alesha's Castle at Champions Gate

Spacious balcony and private pool near Disney

Ken's West Haven Vacation Home

Uniquely designed townhome

Joanne's West Haven Vacation Home

Brand new house with game room at Solara (SA8924)

Hendrik's West Haven Vacation Home

Carl's West Haven Vacation Home

Great 7 bedroom pool home close to all attractions

10 Bed - Private Pool - Game Room - Solara Resort

Vibrant 7BR Home with Pool Hot Tub and Games Room

Luxury Lake View w/Pool- Star Wars Game RoomSA2145

Walt's West Haven Vacation Home

Beautiful villa at Champion Gate with private pool

Brand New 6 Bedroom with Private Pool

Vikram's Stylish Windsor at Westside Home

Sunshine Haven: A Dream Vacation Home in Orlando

Margarita's West Haven Vacation Home

Luxury Single Home with Private Pool and Game Room

Relax and Unwind at Windsor at Westside

Richie's West Haven Vacation Home

Amazing 6 Bedroom 5 Bathroom Solara Resort8999Oba

Spacious house with a private pool near Disney

Game Room - Private Pool - Windsor at Westside

Luxurious Vacation Townhome with Private Pool

Nice home with a nice private pool near Disney

8903Oba Champions Gate 6 Bedroom 5 Bathroom Villa

Marie's West Haven Vacation Home

Janice's West Haven Vacation Home

Amazing 5 Bedroom 4 Bath Paradise Palm OBA3000

Fun at Paradise Palms

Amazing Family Home with Pool and BBQ 10min to Disney 6Br 6Bath

Janet's West Haven Vacation Home

Comfortable villa with private pool near Disney

Spacious villa near Disney

themed bedroom townhouse near Disney

Comfortable home with private pool near Disney

Family-friendly 4-bed townhome near Disney World

Modern villa in Champions Gate

Margaret's Paradise Palms Resort Townhouse

Champions Gate Resort - Modern Furnishings

Sweet townhouse at Paradise Palms

Modern and spacious 5 bed home resort

Modern home with private pool near Disney

Lovely Family Home 11 min to Disney with Pool and BBQ 5Br 5Bath 2744ft

Spacious home with private pool near Disney

Elegant and modern home near Disney

Themed bedroom house near Disney

Jodie's Luxury Solara Home

John's West Haven Vacation Home

Christine's West Haven Vacation Home

TIm and Helen's West Haven Vacation Home

Luxury condo in resort-style near Disney area

Stylish townhome near Disney

Charming house near Disney

Amazing decoration 3 bedroms West Lucaya OBA6000B

Charming townhome near Disney

Comfortable home in Champions Gate

Spacious house with private pool near Disney

A Touch Of Class - 5 Bed Champions Gate Home

Sweet home with private pool near Disney

Calabria Villa Near Disney - Pool - Game Room

Cozy townhome near Disney Parks

Extravagant new home near Disney World

New spacious pool home by Disney

Stunning spacious home near Disney

Allen, Lisa & Holland's Champions Gate Home

Carolyn's 3-Bed Caribe Cove Condo

Charming pool home near Disney

3BR Condo with Hot Tub and Pool - Near Disney!

Near Disney - 3BR Condo - Pool, Hot Tub and Games!

3BR Condo - Balcony, Pool, Hot tub - Near Disney

Adriaan's West Haven Vacation Home

Malcom's West Haven Vacation Home

Wishing Star

Pleasant modern home with private pool near Disney

Champions Gate Oasis - 7 bed - Private Pool

Stunning home at Champions Gate with private pool

The Pride of Windsor Island - 10 Bed, Games Rooms

Luxury & Fun at Champions Gate

Julie's West Haven Vacation Home

Rafael's Solana Resort Vacation Home

Tropical Getaway at Solana Resort (SC1438 O4E)

Modern house in Champions Gate with private pool

Bo's Luxury Getaway at Windsor Island Resort

Living Large on Lelani

8 Bed Themed Windsor Island Resort Holiday Home

Sarah's Hampton Lakes Vacation Home

Spectacular Champions Gate Vacation Home

Daniel's Townhome Getaway at Windsor Island Resort

5 Bed Windsor Island Vacation Townhome

Wonderful Windsor Island Getaway

Best Windsor Island House

Luxury Champions Gates Vacation Home

A Touch of Blue at Windsor Island Resort

Spacious themed bedroom home

Lesa's Solana Resort Vacation Home

Luxury on Lilac Way - 10 Bed Windsor Island Home

Kandice's 10-Bed Themed Windsor Island Home

Daniel's Solana House

Windsor Island Retreat

Spacious themed home near Disney

6BR Near Disney! Pool, Hot Tub, Cool Theater Room!

Len & Arlene's Tuscan Ridge Vacation Home

Jagjit's Tuscan Hills Vacation Home

Andy's Westridge Villa *

William's Calabay Parc Vacation Home

Ron's Highlands Reserve Vacation Home

Themed bedrooms near Disney

Pool Pleasure at Highlands Reserve

Grand Golf Views at Highlands Reserve (TC1061 O4E)

Comfortable Tuscan Ridge Vacation Home

Charming townhome with private pool near Disney

Pleasant villa with private pool near Disney

Ian's Highlands Reserve Vacation Home

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

The Views at Highlands Reserve (DS154 O4E)

28 Room DisneyMansionEstate only 9 miles to Disney.

14 room DisneyMansion only 9 miles from Disney World.

14 room at Disney Estate only 9 miles from Disney World.

Barry's Marbella North Vacation Home

Modern house with private pool

Wonderful home with private pool

Sweet home with a nice private pool near Disney

14 room DisneyEstate only 9 miles from Disney World.

New modern villa near Disney

Sweet and pleasant villa with private pool

Stuart's Bridgeford Crossing Vacation Home

Backyard Fun at Highlands Reserve

Stephen's Highlands Reserve Villa

4 Bedroom - Regal Palms Resort - Communal Pool

Julie's Highlands Reserve Vacation Home

Arler House - Amazing 4 Bed 3 Bath - Private Pool

Richard's Clear Creek Vacation Homes

Patrick's Clear Creek Hideout

The Hill at Highlands Reserve

Amanda's Cozy Clear Creek Vacation Home

Pleasant Townhome with private pool near Disney

Henrik's Highlands Reserve Retreat

Lynval's Regal Palms Resort Townhome

Elegant home with private pool near Disney

Maria's Regal Palms Resort Townhouse

Modern and spacious home with private pool

Clear Creek Vacation Home

Elegant townhome near themed parks

Amazing home with private pool near Disney

Comfortable Townhome with private pool near Disney

Unique vacation home with private pool near Disney

Daniel's Highgate Park Vacation Home

Magne's Sand Hill Vacation Home

Rachel and Dale's Highlands Reserve Vacation Home

Enchanted Sand Hill Vacation Home

Eric's Highgate Park Vacation Home

Legacy Park at Highgate Park Home

Kevin's Highgate Park Vacation Home

Shannon's Glenbrook Vacation Home

Sharon's Calabay Parc Vacation Home

Fiona's Southern Dunes Vacation Home

Kevin's Southern Dunes House

Family Home at Tower Lake

Kevin's Southern Dunes House

Stephen's Southern Dunes Vacation Home

Debra's Southern Dunes Vacation Home

Paul's Southern Dunes Vacation Home

Hali's Southern Dunes Vacation Home

Cathy's Southern Dunes Vacation Home

Paul's Southern Dunes House

The Gathering Home at Southern Dunes

Ceri's Southern Dunes Vacation Home

OBA28000 Amazing House at Clermont pool and gate

Simon's Southern Dunes Vacation Home

The Dunes Getaway Home

Mike's Southern Dunes Vacation Home

Craig's Southern Dunes Vacation Home

Dennis' Southern Dunes Vacation Home

Cary's Southern Dunes Vacation Home

Gary's Southern Dunes Vacation Home

Lyn's Southern Dunes Vacation Home

Christina's Southern Dunes Vacation Home

Ian's Southern Dunes Vacation Home

Simon's Southern Dunes Vacation Home

The Lake Condo at Southern Dunes

Southern Dunes Vacation Home

Claus' Southen Dunes Vacation Home

Glenna's Southern Dunes Vacation Home

Anthony's Southern Dunes Vacation Home

Maria's Southern Dunes Vacation Home

Hidden Gem at Southern Dunes

Kay's Southern Dunes Vacation Home

Ezra's Vacation Home at Southern Dunes

Southern Taylor Escapes at Southern Dunes

The Mariner Cay House at Southern Dunes

Robert's Classy Southern Dunes Holiday Home

Villa Rosalie at Southern Dunes

The Cozy Home at Southern Dunes

Polo's Southern Dunes Home

Alain's Southern Dunes Vacation Home

Jim's Southern Dunes House

The Keywest House at Southern Dunes

Susan's Southern Dunes Vacation Home

David's Southern Dunes Vacation Home

The Dunes Court Home at Southern Dunes

Carey's Southern Dunes Vacation Home

Michael's Southern Dunes Vacation Home

Sandra's Southern Dunes Vacation Home

Nick's Southern Dunes Vacation Home

Robin's Southern Dunes Vacation Home

Sinshu's Southern Dunes Vacation Home

Simon's Southern Dunes Vacation Home

The Dunes Apartment

Hemingway Apartment at Southern Dunes