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Kissimmee Vacation Rentals

(214 rentals)
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
29 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Indian Creek Disney Retreat is a beautiful 1800SF, well maintained home in the Indian Creek subdivision which is literally on Disney's doorstep and your home away from home. Indian Creek is not a gated community but has a lot of community amenities.In the 1st section of Indian Creek you will...

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Featured review

"Beautiful rental on Santee Drive"

It is our 2nd time staying in this rental home. It does not disappoint. The home is very clean and well equipped. The owner is quick to respond and always pleasant. The outdoor space ( pool and hot tub)...

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$141
avg per night
Last Minute Deal
Kissimmee House
Sleeps 12, 5 bedrooms, 4 bathrooms
5 reviews

Distance to park: 5 miles to Disney's Animal Kingdom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Imagine coming home at the end of an exhilarating day at the parks... You grab a refreshing drink, relax in the poolside living area and reminisce about all you did that day.Memories made, job done!Serendipity offers all the comforts you dreamed of putting on your wish List:★ Private...

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Featured review

"Complete PRIVACY & The WARMEST Pool ️"

️BOOKED May 21-25️️This was our 10th VACA home rental (Cali, TN & FL) and without a doubt, Sarah is 1 of our FAVS as she is an exceptional host and it was our pleasure working with her. Her level...

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$294
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Palm Tree Villa Florida, is tucked away in the much sought after location of Doral Woods. This large 4 Bedroom, 3 Bathroom villa, is ideal for making the perfect vacation.This is our own holiday home, so the furnishings are to a high standard, as you can see from the pictures and video. Fully Air...

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Featured review

"Lovely Villa with a lot of extras !"

Beautiful place for a relaxing holiday or just 15 minutes away from the Disney and Resorts area . The home was perfect and the welcome package was great. Andy was great and checked in on us during our stay....

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$184
avg per night
Kissimmee Villa
Sleeps 9, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Immerse yourself in luxury at our Kissimmee villa, perfectly located minutes from Disney and Universal. Nestled in a secure gated community, our home boasts a private pool and spa, a fully-equipped modern kitchen, and comfortable bedrooms including a master suite with a king bed. Exclusive amenities include...

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$208
avg per night
Kissimmee House
Sleeps 6, 3 bedrooms, 3 bathrooms
1 review

Distance to park: 4 miles to Disney

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

You will love it here in our Boutique styled Condos featuring contemporary interiors, located in Magic Village gated community only 5 minutes away from Disney’s Animal Kingdom. Step into your private villa and discover a chic and contemporary yet invitingly cozy sanctuary. All three bedrooms are...

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Featured review

"Best vacation rental ever!"

This property was absolutely gorgeous, spacious, private and quiet! We stayed for 11 days and wish we could've stayed for 11 more. The amenities are just like being in your own home - we did go to Walmart...

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$217
avg per night

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New
Kissimmee Townhome
Sleeps 8, 3 bedrooms, 3 bathrooms

Distance to park: 9 miles to Epcot

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your perfect Orlando retreat! Located in the heart of the action, our spacious 3-bedroom, 3-bathroom townhome is just minutes from Disney World, Universal Studios, and other top theme parks — and only 30 minutes from Orlando International Airport (MCO).

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$117
avg per night
Kissimmee Villa
Sleeps 26, 9 bedrooms, 10 bathrooms
17 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Imagine a vacation like no other spent in a 9 bedroom, 10 bath custom luxury lakefront pool villa. The Formosa Grand is located in the exclusive gated community of Formosa Gardens Estates and one of the closest communities to Disney (less than 10 minutes!!) No expense was spared in the gorgeous estate...

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Featured review

"A Christmas To Remember"

My Family and I So Enjoyed This Beautiful Mansion For The Week Of Christmas. The Entry/Foyer was decorated with a beautiful tall Christmas Tree. As well as Christmas Decor around the house. Which was an...

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$958
avg per night
Kissimmee House
Sleeps 16, 7 bedrooms, 4 bathrooms
69 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • WiFi

About this property

A tropical oasis in Central Florida. Come experience all the details this home away from home has to offer, with the added benefit of being centrally-located to the best attractions in Orlando.Discover magic and family fun at this elegant Emerald Island Resort escape. Perfect for a group getaway,...

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$448
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
19 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This Disney Villa is a fully furnished home and is one of the best kept turnkey properties you will find in Indian Creek ! Has an airy open floor plan, lots of light. Enjoy the crystal clear South facing pool and the covered lanai on your sunny and warm Florida holidays.This luxurious private home...

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Featured review

"Excellent Place to stay"

We had a wonderful stay! The place was very comfortable, well-equipped with all the amenities we needed, and perfectly located. It’s close to Disneyland and other major attractions, with Walmart and gas...

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$140
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 4.5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Perfect Family Destination Best lania/pool Minutes to Disney/Attractions/Conveniences Fun/Clean/ComfortableThis is a fantastic house for family getaways! Enjoy the Food and Wine Festivals. Mickey's Not So Scary Halloween Party, Unforgettable Disney Christmas celebration, and everything else...

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$438
avg per night
New
Kissimmee House
Sleeps 8, 3 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

***FULLY FURNISHED*** 3 bedroom, 2 bathroom house in Kissimmee. Amenities included: central air, central heat, dishwasher, hardwood floors, pool, stainless steel appliance, updated kitchen, washer dryer, and yard. Utilities included: internet. Is pet friendly. Date Available: Oct 8th 2025. $3,000/month...

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$100
avg per night
Kissimmee Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • Rentals by owner
  • WiFi

About this property

You have arrived in the "Vacation Capital of the World" and you're going to love staying in our luxury, 3 bedroom, 2.5 bath, fully equipped vacation townhouse rental situated near DisneyWorld and all other theme park attractions. The property rental is located within the resort community...

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Featured review

"Beautiful Condo! Exactly as shown!"

We are a retired couple who stayed for 3 months from Jan to March. Beautiful Condo, exactly as pictured. Furniture is very comfy. Close to all attractions. We felt very safe. Publix and Walmart are...

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$105
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
9 reviews

Distance to park: 4 miles to Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to La Casita on the Island (The Little House on the Island) "Our house, our casita" If you want a place to relax and enjoy the beautiful weather of Florida, I invite you to see the "encanto" (charm) that you can experience during your stay at La Casita on the Island.Enjoy...

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Featured review

"Great Villa"

Had a fantastic stay in the villa. Would definitely stay again and highly recommend. It was extremely clean and in a great location near shops, resturaunts and 192 and Disney. Would highly recommend and...

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$157
avg per night
Kissimmee Villa
Sleeps 6, 3 bedrooms, 3.5 bathrooms

Distance to park: 4 miles to Disney

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Magic Village Views, part of Trademark Collection by Wyndham. "Boutique style 3BDR very spacious Town house, ideally located in Magic Village community……right next to Disney’s parks like Magic Kingdom. All Units have unique furnishings, complete kitchens with gas range,...

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$240
avg per night
Kissimmee Villa
Sleeps 12, 6 bedrooms, 5 bathrooms
1 review

Distance to park: 5 miles to Disney’s Animal Kingdom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Welcome to your elegant vacation retreat in Emerald Island Resort, Orlando, FL! This spacious 6-bedroom, 5-bathroom home has been recently upgraded and is located just 3 miles from Walt Disney World and only minutes from top attractions like Universal Studios, SeaWorld, and Old Town Kissimmee. With plenty...

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Featured review

"Wonderful stay"

We rented this property for the month of February 2025. As a family of 9 with Grandparents, parents and 2 young grandchildren, we found the villa to be spacious without feeling cavernous. It was well...

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$250
avg per night
Kissimmee Townhome
Sleeps 8, 3 bedrooms, 2.5 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Pet friendly
  • Pool
  • WiFi

About this property

One of the closest possible communities to Walt Disney World (less than 3 miles away), Emerald Island is a quiet oasis in which to spend your vacation. Emerald Island is an exclusive gated community less than a mile from the world famous US Highway 192 where you will find shops, restaurants, and entertainment....

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Featured review

"Ernest & June"

Emerald Isles Resort. 2725 Sun Key Place, Kissimmee Fla. We were there for 2 months , great place very beautiful, well kept and neighbors were great. The Club house and pool are fantastic. Anyone who wants...

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Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
21 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

ASK ABOUT SPECIAL RATES FOR REMAINING OPEN DATES IN 2025 AND EARLY 2026!Note: The availability calendar is only accurate up to 18 months in advance. If your desired dates are beyond that timeframe, please confirm availability.Luxury 4 BR / 3 Bath Villa with Private Pool and Spa in Guarded Gated...

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Featured review

"Fantastic Disney Getaway"

A wonderfully positioned and well equipped villa for Disney, Universal and shopping in a beautiful, secure gated community. 5 adults had an excellent 2 week stay, wanted for nothing and are eager to come...

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$202
avg per night
Kissimmee Villa
Sleeps 10, 5 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

ONE OF THE NEAREST LOCATIONS TO DISNEY! ANNUAL IMPROVEMENTS PROJECTS INCLUDING NEW TV'S TO ALL BEDROOMS, NEW 70 inch smart T.V TO FAMILY AREA, FREE WI-FI, NEW EXTRA CAPACITY POOL HEATER FOR 2025. HARRY POTTER AND DISNEY THEMED BEDROOMS & NEMO BATHROOM. This beautifully furnished 5 bed 3 bathroom...

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$200
avg per night
Kissimmee House
Sleeps 16, 8 bedrooms, 4.5 bathrooms
27 reviews

Distance to park: 3 miles to Disney's Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Mickey's Mansion is the perfect vacation getaway! Our 8-bedroom, 4.5-bath home is conveniently located in the Four Corners area of Kissimmee, just minutes from Disney. Whether you’re looking for excitement or relaxation, Mickey's Mansion offers the best of both worlds, with a lively atmosphere...

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Featured review

"A Great Family Vacation Destination"

This was our second year staying at a home in Emerald Island Resort. The house was immaculate and set up perfectly when we arrived. We paid to have the pool and hot tub heated which was great because we...

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$315
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Distance to park: 3 miles to Disney Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Great location - fabulous pool area South West Facing - Fully Fenced Area

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Featured review

"Total Relaxation"

Exactly what I was looking for. Great location.Definitely not 1 of those show homes that you are afraid to do anything in. This villa is so Homely and Comfortable with Everything you'll need throughout...

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$147
avg per night
Last Minute Deal
Kissimmee Villa
Sleeps 10, 5 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Minnie's Mansion! A 5 bd/ 5 bth pool home located in the closest community to Disney World-Windsor Hills Resort!WE HAVE ALL 5 STAR REVIEWS ON VRBO #3553563This resort features, $2.1 mil Lagoon Style pool with Zero Depth Entry and Water Slides. Also, with a Water Park for the littles!...

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$241
avg per night
Kissimmee Villa
Sleeps 16, 8 bedrooms, 4 bathrooms
14 reviews

Distance to park: 6 miles to Disney

Key Amenities

  • Air conditioning
  • Hot tub
  • Pet friendly
  • Private pool
  • Rentals by owner
  • WiFi

About this property

AMAZING Pool Deck Extension cira 2023! Its the BIGGEST pool deck at the resort! Plus JAW DROPPING, Fancy, Fun, Fountain Jets w/ LED lighting, high-end glass tile & a Mickey Mosaic giving you an ULTIMATE luxury pool experience. This SALT WATER POOL/SPA will leave your skin feeling soft w/ no eye-sting...

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Featured review

"Family Vacation"

Mad Men Magic Kingdom House was grand. We loved the designed rooms, the pool and outside area, the fame room and the convenience of getting to the Parks. The hosts were quick in responding to any of our...

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$359
avg per night
Kissimmee House
Sleeps 10, 4 bedrooms, 3 bathrooms
9 reviews

Distance to park: 3 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

4 Bedroom (2 master suites) 3 full baths, separate living and family rooms, will sleep up to 10 people. Decor in this house is Timeless!! Pool is newly resurfaced!The game room includes an 8 foot pool table and foosball table,. The private pool deck provides a distant view of the nightly DisneyWorld...

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Featured review

"Wonderful home!"

My family and I stayed here for a week and would definitely return. The home was spacious and clean. because it sat high, the back was private and did not look into another yard. The owner was very responsive...

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$150
avg per night
Kissimmee House
Sleeps 6, 4 bedrooms, 2 bathrooms
14 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

CHEERY AND BRIGHT. Just what a vacation home should be. 4 bedrooms, 2 bathrooms, great views and just minutes from all the fun. Fully furnished , just bring personal items or things you cannot live without. Located in Eagle Pointe, a well sought-after vacation home community. Just minutes from what...

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Featured review

"Well equipped villa in a beautiful setting"

Beautiful setting, overlooking a lake with bird life to watch, and quiet neighbourhood. 15 minute easy access to 2 large supermarkets and a variety of eateries. Villa itself is large with plenty of space,...

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$121
avg per night
Kissimmee Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to park: 5 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Perfect Vacation Home for Disney LoversAfter a thrilling day at the parks, retreat to your own private oasis in this stunning vacation home. The king-size master suite offers a peaceful escape for couples, featuring a plush bed, a large flat-screen TV for late-night movie marathons, and an inviting...

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$147
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Distance to park: 3 miles to Disney Parks

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This home is thoughtfully furnished. Recently upgraded with a Tempur-Pedic contour supreme king size mattress, LED TV in every bedroom, Frozen themed and Mickey themed twin rooms. This four bedroom luxury home is specifically set up for vacationing guests. The house, just three miles from Disney, is located...

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Featured review

"Relax vacation home"

I stay in Ren house two weeks ago with my family. Everything runs great. Close to attractions and restaurants. Owner always available.

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$141
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Distance to park: 4 miles to Disney's Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

The Perfect Affordable Family Vacation Home – Just Minutes from Disney!Looking for the ideal family getaway? This spacious vacation home has everything you need for a fun, relaxing, and affordable trip to Disney. Enjoy free WiFi, a fully equipped game room, and TVs in every room to keep everyone...

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Featured review

"Fantastic!"

We stayed Sept 7-13 and could not have been more pleased with our accomodations! Everything was clean and very comfortable. We especially enjoyed the pool and the game room. Our host was always available...

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$166
avg per night
Kissimmee Townhome
Sleeps 8, 3 bedrooms, 3 bathrooms
3 reviews

Distance to park: 6 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Name Of Home: Ohana Mouse HouseLocation: Windsor Hills Resort (24/7 guard gated community - Disney World only mins away!)Home Highlights: Recently Renovated Home - Private Pool - Bunk Bedroom with PS4Property Type: Townhouse, Two Stories (1,437 SF)Bedrooms: 3 Total - 1 Master w/ King Bed,...

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Featured review

"Perfect Family Getaway – Great Location, Pool, and Space!"

We stayed in Kissimmee from June 28 to July 5 and had a fantastic vacation overall! The location was super convenient—just a short drive to Disney, which made our park days easy. The private pool and...

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$196
avg per night
Kissimmee Villa
Sleeps 16, 8 bedrooms, 6 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Escape to a magical 8-bed 6-bath retreat for up to 16 guests at the Windsor at the Westside resort community. This is an entire home rental. Super Mario game room, Beauty and the Beast dining, Paris-themed kitchen, Guardians of the Galaxy primary bedroom. Upstairs: Hollywood, Pirates, Mickey Mouse, Princesses,...

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$354
avg per night
Special Offer
Kissimmee Villa
Sleeps 12, 5 bedrooms, 5 bathrooms
2 reviews

Distance to park: 5 miles to Disney World/Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Our Disney vacation villa is furnished to the highest standard and offers your family the luxury of a Five star hotel combined with the relaxed atmosphere of a family vacation home. Soak up the Florida sun on our extended deck where you can relax in the pool and spa, or simply enjoy the shade of the lanai...

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Featured review

"Fantastic Stay"

We loved staying at this house it was truly amazing. There were 9 of us altogether, 6 adults and 3 children aged 10,8 & 4. The kids loved the games room and the pool, everything you could wish for in...

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$308
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

More info can be found at property website www. dolphinvillas-orlando dot com or directly click the links at end of this page.For over 15 years, Dolphin Villa - Doral Woods has been listed with Holiday Lettings/Trip Advisor, receiving 5-star reviews. If you're interested, we can provide you...

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Featured review

"Excellent!"

Of the many homes we have rented over a period of several years, the Dolphin Villa was outstanding! With a private south facing pool and hot tub, our stay was enjoyable and relaxing for the family. This...

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$185
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 5 bathrooms
2 reviews

Distance to park: 2 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool

About this property

The Floridian Oasis is a terrific 5-bedroom/5-bathroom rental home located in Windsor Hills Resort. This beautiful villa includes upstairs and downstairs King Bedroom suites. It also has a Queen Bedroom and Twin Bedroom on the first floor. And there is an another Twin Bedroom on second floor making this...

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Featured review

"Disney get away"

Had a great time at this property love location definitely recommend.The clubhouse at this resort was really well-maintained and we had a great time

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$270
avg per night
Kissimmee Condo
Sleeps 6, 2 bedrooms, 2 bathrooms
4 reviews

Distance to park: 5 miles to Disney World

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Our lakeside condo is on the ground floor and has a screened lanai seating area for your enjoyment. The living room is quite spacious and has a flat screen television, a DVD player, a queen sleeper sofa bed, and has seating for up to six guests. The dining area also has seating for six. Save money by...

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Featured review

"Very Comfortable and Quiet Long Term Stay"

We spent 6 weeks in Mary's Ground Floor 4 Bedroom Condo at Legacy Dunes. The condo is spacious and tastefully decorated, it is very clean and well equipped with all we needed for a comfortable long term...

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$134
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
5 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Beautiful 4 bedroom/3 bathroom house in the luxurious Emerald Island Resort - Only ~ 4 miles from Disney & close to other major attractions! This home is equipped with a heated private pool, spa & game room. There is a large SMART TV in the living room & in each bedroom. There are queen beds...

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Featured review

"Beautiful resort"

We stayed for 2 1/2 months at the Villa. It was very clean and had updated living room furniture that was very comfortable. The Manager was very responsive to any of our concerns and checked in with us...

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$152
avg per night
Kissimmee Villa
Sleeps 16, 7 bedrooms, 6.5 bathrooms

Distance to park: 6 miles to Disney

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Welcome to your 7-bedroom Disney villa! And now, we’ve added something truly one-of-a-kind: QR Clue, a new in-home escape room-style adventure that turns your stay into an interactive mystery game! Work together to solve puzzles to find clues hidden throughout the house and unlock a prize to take...

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$452
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 2 miles to Disney's Animal Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

4 Bedroom /3 Bath / Pool & Spa Vacation HomeCONTACT US AND REQUEST A DETAILED QUOTE !! No Booking Fees - Book Direct with the HomeownerCheck our Reviews on VRBO - Property #284051

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Featured review

"Awesome"

Thank you Awesome Would do again Very close to everything Great pool sand hot tub Felt safe Thank you again

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$200
avg per night
New
Kissimmee House
Sleeps 26, 9 bedrooms, 11 bathrooms

Distance to park: 12 miles to Disney World - Epcot

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Welcome to Wondara Retreat at Reunion, a breathtaking luxury escape where imagination, relaxation, and entertainment come together to create an unforgettable vacation experience. Nestled in the prestigious Reunion Resort, just minutes from Orlando's iconic attractions, this 9-bedroom estate is designed...

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Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
11 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

5 star Property!Welcome to Sunset Magic Villa!Delightful Windsor at Westside Resort home villa8 bedrooms (2 Downstairs/6 Upstairs) and 6 full bathrooms. Space for up to 16 guests, (stretch out and relax with all the comforts of home) WEST facing private pool ensuring stunning sunset...

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$348
avg per night
Kissimmee Villa
Sleeps 11, 5 bedrooms, 3 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Christmas dates available from 13th December. Minimum 14 night bookings. Now also taking bookings for 2026/27. Welcome to “Hibiscus on the Lake” with a true south facing pool/spa. The villa has stunning, uninterrupted views of the largest lake with an island in the middle full of beautiful...

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Featured review

"Great location"

Stayed here in April for 2 weeks as a family of 6 adults. Villa is in a great location with easy access to the parks. It is on the main lake with beautiful views. Lots of wildlife. Saw a family of otters...

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$258
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Sunset Villa - your gateway to a magical Florida holiday experience. This ideally situated villa gives you convenient access to all Disney, Universal & Sea World theme parks, Sunset Villa is located in the community development of Cumbrian Lakes, (a gated community) set in a rural conservation area,...

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$195
avg per night
Kissimmee House
Sleeps 14, 6 bedrooms, 3 bathrooms
1 review

Distance to park: 5 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Experience a relaxing & unforgettable vacation in this stunning Tiffany Blue-colored villa, nestled in a peaceful & safe residential neighborhood. Enjoy easy access to theme parks, golf, restaurants, and supermarkets, all just a short drive away. Don't miss out - contact me with any questions!...

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Featured review

"Amazing family-friendly home w/ a stunning pool"

Excellent location very close to Disney World. Beautiful and clean home. Host is very welcoming and helpful. The pool is stunning. The pictures do not do it justice. Wish we would have stayed longer!

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$180
avg per night
Kissimmee House
Sleeps 7, 3 bedrooms, 2 bathrooms
5 reviews

Distance to park: 6 miles to Disney - Animal Kingdom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The "Sweet Retreat" is just 6 miles to Disney! This "Sweet" Villa has 3 Bedrooms, 2 Baths and sparkling Sunny private pool... Perfect for families & "Sweet" on your feet with all tile in the main rooms & carpet in the bedrooms.The living room feels bright and...

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Featured review

"Very nice villa"

Had a 2 week stay at this very nice villa. Clean, comfortable and great pool area. Good locaction. We highly recommend.

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$119
avg per night
Kissimmee Villa
Sleeps 20, 9 bedrooms, 5 bathrooms
78 reviews

Distance to park: 7 miles to Disneyworld

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

SCAN QR CODE for a VIRTUAL TOUR. Experience luxury and entertainment in this 9-bedroom villa that has 7 different themed rooms, a private pool/hot tub, and unobstructed lake views. Enjoy our Avengers movie room, Star Wars game room, Harry Potter, Frozen, Toy Story, Moana, Mickey bedrooms and 2 exclusive...

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$644
avg per night
Kissimmee Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Private 2 story home with 4 Bedroom/3 Bathroom with private pool which has all of the spacious and convenient accommodations for your entire family vacation. Storey Lake is near to all of the major parks & attractions of Disney World, Epcot, Animal Kingdom, Disney Water Parks, Universal Studios and...

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Featured review

"Great place"

We stayed here for a tournament at Orange County Convention and this was a perfect location and the amenities were amazing!! We loved this townhouse and would love to stay here again

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$170
avg per night
Special Offer
Kissimmee Villa
Sleeps 12, 6 bedrooms, 4.5 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

The Villa is fully air conditioned, pool has solar heating, all rooms have cable tv, Free WIFI, local calls are free, Safe and baby equipment also available for use at no extra cost.The villa has a 30ft South West facing solar heated Pool/Spa with a large patio area with table chairs and sun loungers,Also...

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Featured review

"Extremely Satisfied"

My family and I enjoyed our stay at Brendas home. It was clean and very comfortable. It felt just like “home”. Though it was too cold that week in Florida, we weren’t able to enjoy the pool and jacuzzi...

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$194
avg per night
Kissimmee Villa
Sleeps 20, 9 bedrooms, 5 bathrooms

Distance to park: 7 miles to Magic Kingdom

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • Rentals by owner
  • WiFi

About this property

Escape to Peace of Paradise, a stunning, professionally designed villa in Storey Lake’s newest gated section, just 4 miles from Disney and minutes from Universal, SeaWorld, and Orlando’s top attractions.This spacious retreat was created for families and groups who appreciate both luxury...

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$499
avg per night
Kissimmee House
Sleeps 10, 4 bedrooms, 3 bathrooms

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Charming brand new 4 br, 3 bath townhouse with pool. Located in the desirable Storey Lake Resort, in the new quiet Preserve Area, It has capacity for 12 guests. Storey Lake has a resort-style clubhouse full of amenities and fun for families, including a business center, basketball court, ping pong table,...

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$208
avg per night
Kissimmee House
Sleeps 7, 3 bedrooms, 2 bathrooms
14 reviews

Distance to park: 6 miles to Disney - Animal Kingdom

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

This private, lakefront with nature reserve, pool home offers a fusion of luxury, comfort, and convenience. This spacious 3 bedroom and 2 bath home has cathedral ceilings and an open floorplan, with a living room, breakfast nook, and formal dining area. The kitchen is fully outfitted with all the appliances...

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Featured review

"Wonderful"

We couldn't have been more pleased with this rental. The location was perfect for Disney with very little drive time to parks. It had all of the amenities we needed and the price was very responsible. Would...

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$119
avg per night
New
Last Minute Deal
Kissimmee Apartment
Sleeps 6, 3 bedrooms, 2 bathrooms

Distance to park: 4 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • Rentals by owner
  • WiFi

About this property

The Parks are for the kids. Where you stay is for you. Skip the Mickey overload and live like a VIP just 10 mins to Disney, 20 to Universal! Modern 3BR/2BA: 2 king suites (one with spa bath & balcony), plus 2nd balcony off the living room, 3rd BR w/ 2 full beds, and a fully equipped kitchen. Inside...

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$194
avg per night
Kissimmee Townhome
Sleeps 6, 3 bedrooms, 2 bathrooms
3 reviews

Distance to park: 2 miles to Fun Spot America Theme Parks

Key Amenities

  • Air conditioning
  • Hot tub
  • Rentals by owner
  • WiFi

About this property

Your family will be close to everything when you stay at this centrally-located place.This property it is fully renovated; first-floor unit with a laminate floor, high ceiling in the living room, open floor plan. The kitchen and bathrooms have been upgraded. The whole community was recently replumbed.Nice...

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Featured review

"Great Vacation Home"

We found the townhouse to be nicely decorated with cute little touches, updated, very clean and equipped with all the necessities for a fabulous experience. It's a very safe, quiet, peaceful location,...

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$122
avg per night
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Kissimmee Weather

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7222°  489°
JANUARY
7323°  499°
FEBRUARY
7725°  5312°
MARCH
8228°  5814°
APRIL
8731°  6418°
MAY
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JULY
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AUGUST
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SEPTEMBER
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OCTOBER
7926°  5714°
NOVEMBER
7323°  5010°
DECEMBER

FAQ

Proximity to Attractions

How close are Kissimmee rentals to the main entrance of Walt Disney World versus Orlando rentals?

Some Kissimmee vacation rentals are only 12 miles from Walt Disney World. Orlando rentals are a little further away from the amusement park at around 20 miles.

What is the average drive time from Kissimmee to Universal Studios or SeaWorld?

The average drive time from Kissimmee to Universal Studios is 23 minutes, while the average drive to SeaWorld takes 25 minutes.

Are there Kissimmee communities that offer shuttle services to the theme parks?

Yes. Encore Resort Condo, Wyndham Bonnet Creek Resort Condo, and Champions Gate Condo are some of Kissimmee’s vacation rentals offering shuttle service to Walt Disney World, Universal Studios, SeaWorld, and other attractions.

How bad is the traffic on US-192 or I-4 when driving from Kissimmee to the parks?

Both US-192 and I-4 are busy roadways leading to the parks. Traffic is heavier or lighter depending on the day of the week and the time of day. Weekday mornings, early evenings, and Saturdays are especially crowded.

Property Type & Communities

What are the most popular resort communities in Kissimmee (e.g., Reunion, ChampionsGate, Windsor Hills)?

Champions Gate, Reunion, Emerald Island, Windsor Hills, and Indian Creek are all popular resort communities in Kissimmee.

What kind of exclusive amenities do these large resort communities offer?

Some exclusive amenities include a clubhouse, tennis courts, a fitness center, a movie theater, a sauna, and a marketplace to purchase food.

Is it better to stay in a large resort or a smaller, non-gated community in Kissimmee?

The answer depends on your preferences. A smaller, non-gated community in Kissimmee offers fewer amenities than a large resort but still has a collection of fun activities nearby.

What are the main differences between staying in Kissimmee versus staying in Orlando?

Orlando is a large, bustling city full of restaurants, shops, and attractions, while Kissimmee is less crowded with a more family-friendly atmosphere. Though both cities are close to the major parks, Kissimmee is closer to Disney World, whereas Orlando is closer to Universal Studios.

Amenities & Features

What size homes are typically available for rent in Kissimmee?

The typical Kissimmee vacation home has four bedrooms and ranges from 1,980 to 2,000 square feet.

Do most house rentals come with a private, screened-in pool and lanai?

Though most house rentals come with a private, screened-in swimming pool, not all of them have a lanai.

Are multi-generational homes with multiple master suites common?

Yes, multiple master suites are common in Kissimmee vacation homes for rent.

What are some unique amenities to look for in Kissimmee homes, like private movie theaters or elaborate game rooms?

Check listings for unique amenities in Kissimmee house rentals such as EV chargers, gardens, balconies, ping pong tables, pool tables, game rooms, and heated pools.

Booking & Cost

Is it generally more affordable to rent a large house in Kissimmee compared to a similar one in Orlando?

Yes, when comparing similar homes in these two Florida cities, Kissimmee house rentals are the more affordable option.

What are the typical resort fees or community access fees I should budget for?

The typical resort fee is around $40 per day.

Are there any "hidden costs" associated with Kissimmee rentals, like pool heating or BBQ grill rental?

Studying the “Fees” section of a Kissimmee rental’s listing can help you avoid any surprise costs. Some owners list fees for services like pool heating, damage protection, and pets.

What is the best time of year to find deals on Kissimmee vacation homes?

September and October are the best times to find deals on Kissimmee vacation homes because fewer people are booking rentals.

Kissimmee Specifics

What attractions are there to see in Kissimmee itself, outside of the major theme parks?

Boggy Creek Airboat Adventures, Gatorland, Shingle Creek Regional Park, Congo River Golf, and Lake Tohopekaliga (Lake Taho) are all unique attractions in Kissimmee.

What are the best places for shopping and dining in the Kissimmee area?

The Promenade at Sunset Walk, The Crosslands, and Universal CityWalk are some of the best places for shopping, dining, or both.

How does the vibe of Kissimmee differ from the International Drive area in Orlando?

Orlando’s International Drive has a high-energy vibe with dozens of shops, restaurants, shows, spas, and other attractions. While Kissimmee has its own collection of shops, eateries, and attractions, the city’s vibe is more laid-back.

Are there any good nature-based activities, like airboat tours, that are easily accessible from Kissimmee?

Yes. Wild Florida Adventure Park, Gatorland Bird Rookery, and horseback riding sessions at Lazy H Ranch give visitors the opportunity to admire Kissimmee’s natural environment.