Book Direct & Save - No Booking Fees

Kissimmee Vacation Rentals

(204 rentals)
Kissimmee Villa
Sleeps 10, 4 bedrooms, 4 bathrooms
2 reviews

Key Amenities

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

About this property

Name Of Home: Walking on Sunshine VillaLocation: Windsor Hills Resort (24/7 guard gated community - Disney World only mins away!)Home Highlights: Recently Renovated Home - Incredible Air Conditioned 80s Game Room - Private South Facing Pool/Spa - Bunk Bedroom with PS5Property Type: Single...

View all property information

$200
avg per night
Kissimmee House
Sleeps 16, 7 bedrooms, 5.5 bathrooms
5 reviews

Distance to park: 8 miles to Disney World

Key Amenities

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

About this property

Themed Villa Retreat Near Disney – Sleeps 16! - 20 minutes to Disney - 30 minutes to Universal Studios - 25 minutes to SeaWorldGet ready for the ultimate vacation at this fun-filled 7-bedroom, 5.5-bathroom villa, perfect for family and friends! Featuring a private south-facing pool &...

View all property information

$905
avg per night
Kissimmee Villa
Sleeps 12, 6 bedrooms, 5 bathrooms
5 reviews

Distance to park: 4 miles to Disney

Key Amenities

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

About this property

We are only 3.5 miles from Disney!! So close to all the fun, Hollywood Studios, Sea World, beaches, walks, restaurants and shopping!! We are in the middle of it all! You will enjoy our lovely villa by yourself or with a group. Our pool is one of the biggest among the rental communities. When comparing...

View all property information

Featured review

"Wow!!!! Perfect 10 out of 10!!!!"

We stayed at the property for 6 nights during our recent family's Disney World vacation. Right from the start of the process, the owner was very courteous and prompt with her responses to our many questions....

See all reviews

$429
avg per night
Kissimmee Bungalow
Sleeps 9, 4 bedrooms, 3 bathrooms
6 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Amazing Villa near Universal Studios and 15 Minutes from Disney with Large Private Pool, Game Room and Free Wifi. LCD TVs and Game Room in the villa complement the upscale furnishings and large pool included in the villa. There is plenty of space to spread out with 4 bedrooms and 3 bathrooms.Welcome...

View all property information

Featured review

"The house was fantastic and a great location."

The house was very easy to find, quiet neighborhood and Walmart was 2 minutes away. The was neat and tidy with all kitchen amenities needed to prepare a home cook meal. The Air conditioner was the best,...

See all reviews

$110
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 3 bathrooms
21 reviews

Distance to park: 4 miles to MGM, Universal, Epcot,

Key Amenities

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

About this property

Beautiful and spacious 4 bedroom /3 bath private villa only 3 miles to Disney and all parks. Including heated pool/jacuzzi and game room and Wi fi . Fully furnished with all kitchen needs . Greatest location to shopping , all major restaurants and stores including supermarkets and more. Minutes to...

View all property information

Featured review

"Florida Vacation"

The house decorations were amazing from the first time we stepped in this beautiful home until the last day. Each room was decorated wonderfully with its own unique manner. The pool was great and provided...

See all reviews

$125
avg per night

Why Choose FloridaRentals.com?

No booking or service fees

No Booking or Service Fees

Save up to 25% compared to other websites - no hidden costs.

Connect Directly with Hosts

Connect Directly with Hosts

Book with confidence and get the best rates.

Florida's #1 vacation rental listings site

Florida's #1 Vacation Rental Site

Trusted by millions - your go-to for the perfect Florida getaway.

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 Fenced...

View all property information

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...

See all reviews

$425
avg per night
Kissimmee House
Sleeps 18, 9 bedrooms, 6 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Solara Resort - Kissimmee, Florida, is an upscale community just 7 miles from Walt Disney World. This gated resort community sits nestled just outside of Orlando, Florida. During your stay, you will enjoy this well-appointed home that has been designed and decorated to provide you and your family an abundance...

View all property information

Featured review

"Family Vacation"

House was great with the exception of the bathrooms’ showers (having some rust and the corner of the doors molding).Then boys wanted a bigger pool. :-)

See all reviews

$425
avg per night
Kissimmee House
Sleeps 10, 5 bedrooms, 4 bathrooms
9 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

You can also view our 5 stars reviews on Airbnb Please ask for details.Reunion Resort is the home to many multiple custom million dollar homes. It is not your standard rental community. This is home to many residents.Our beautiful 3000sq 5 Bed, 4 Bathroom home is located on a generous corner...

View all property information

Featured review

"Excitement Place at Christmas time was Incredible!"

Knowing at the beginning of 2024 that we were going to take a family vacation to Disney World with all of our children and grandchildren over the Christmas 2024 Holiday, we would need accommodations for...

See all reviews

$200
avg per night
Kissimmee Villa
Sleeps 12, 5 bedrooms, 3 bathrooms
18 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This villa is a stunning 5 Bed 3 Bath villa that can comfortably sleep 12 guests.A stunning, larger than average, 5 Bed 3 Bathroom villa with a fantastic private pool. All rooms in the villa are spacious. The villa is furnished and maintained to a very high standard.The villa is spaciously arranged...

View all property information

Featured review

"Lovely villa in a quiet location"

We stayed here in April for 14 days, the villa was lovely and clean and had everything we needed. The villa is roughly 20 minutes to the disney parks and 35 to universal. We would stay here again!

See all reviews

$140
avg per night
Last Minute Deal
Kissimmee Villa
Sleeps 10, 5 bedrooms, 5 bathrooms
1 review

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!...

View all property information

Featured review

"Place is fantastic"

Stayed for a week in April. Had everything we needed, felt at home, and close to all of the major attractions. Was a great quiet area, kids swam in the pool everyday, and hot tub was a needed amenity...

See all reviews

$220
avg per night
Kissimmee Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to park: 4 miles to Disney Parks

Key Amenities

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

About this property

Looking for the Perfect Vacation spot near the Magic? Our 4 Bedroom, 3 Bathroom Disney-Themed Condo in Kissimmee, FL is your Dream Getaway! ️ Sleeps up to 8 Only 4 miles from Disney Park Entrance Lakefront views for serene Mornings & Magical Evenings Fully equipped Kitchen – Perfect...

View all property information

$119
avg per night
Kissimmee Townhome
Sleeps 8, 4 bedrooms, 3 bathrooms

Distance to park: 8 miles to Disney World

Key Amenities

  • Air conditioning
  • Pool
  • WiFi

About this property

Venetian Bay Villages - Kissimmee, FL is an upscale vacation community ideally situated near Orlando's most prominent attractions, including Walt Disney World, Universal Studios, and SeaWorld. This resort is renowned for its captivating Mediterranean-inspired architecture and its comprehensive resort-style...

View all property information

$105
avg per night
Kissimmee House
Sleeps 12, 6 bedrooms, 5 bathrooms
3 reviews

Key Amenities

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

About this property

Fantastic 2 KING bed EnSuite Villa w heated pool HOT TUB Mins to DisneyFamily-friendly Kissimmee vacation home in Four Corners with water parkContactless one time access code check in! All white linen! Private pool heat up to 104 degree. It’s like a 5 star hotel but better! Pet Friendly...

View all property information

Featured review

"Great place"

The owners were very easy to work with. The house was in perfect condition, very clean and well maintained. We had 9 people and plenty of room for everyone. Definitely would recommend the house.

See all reviews

$200
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

View all property information

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...

See all reviews

$135
avg per night
Kissimmee House
Sleeps 12, 5 bedrooms, 4 bathrooms
8 reviews

Distance to park: 6 miles to Disney Animal Kingdom

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

***FREE WIRELESS INTERNET JUST BRING YOUR MOBILE DEVICES**. (Please note - there is no landline in the home). Your relaxing home from home. 15 minutes to Disney. Located on a gated community.Sleeps a maximum 10 guests, with a maximum of 8 guests over the age of 14 years old.As you enter our...

View all property information

Featured review

"Great Location"

The house was very nice. We enjoyed the pool, spa and game room. Very close to Disney. Great place to stay on vacation. Highly recommended.

See all reviews

$180
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 4.5 bathrooms
1 review

Key Amenities

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

About this property

5 star property! Reviews say it all!You will be delighted by the great combination of lux comfort and Disney theming for the whole family! Located in the upscale Emerald Island Resort gated community, our newly remodeled home is a welcome oasis to return to after a long day enjoying the parks. Relax...

View all property information

Featured review

"Where to even start!!!"

Whenever we travel, I read reviews. Some reviews you wonder about because no two people seem to see it the same way. However with this house everyone seemed to love it and after staying there I can see...

See all reviews

$499
avg per night
Kissimmee House
Sleeps 12, 6 bedrooms, 6 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Vacation in style with this luxurious family-friendly villa with your very own pool, spa and lake view. Family games room.The villa is located on the 5 Star safe gated Bella Vida Resort in the heart of Kissimmee, close to shops, restaurants and bars, and is only 15 minutes from Disney.Offering...

View all property information

Featured review

"Beautiful"

Beautiful home and spacious with all the things you would need to enjoy your stay . After out all day come back and relax in the roomy and comfortable home.The weather did't pan out while we were there...

See all reviews

$260
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
3 reviews

Distance to park: 6 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Veranda Palms Resort- Kissimmee, Florida is an upscale gated community located just 5 miles from Walt Disney World. This resort sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired resorts in the Orlando area. During your stay, you will enjoy this well-appointed...

View all property information

Featured review

"Communication was bad"

The house is spacious and worked well for our large family of 10. We had to buy a frying pan and pans, because everything stuck to theirs. They could do some upgrading with the kitchen utensils. Communications...

See all reviews

$135
avg per night
Kissimmee House
Sleeps 14, 6 bedrooms, 4 bathrooms
4 reviews

Key Amenities

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

About this property

Welcome to your ultimate themed vacation experience in the heart of Kissimmee, Florida! Prepare to embark on an extraordinary journey as you step into this spectacular 6-bedroom, 4-bathroom house in the prestigious Windsor Hills community. This newly listed paradise has been meticulously designed to immerse...

View all property information

Featured review

"Amazing"

This was an amazing experience for my kids and I. I would definitely choose again!!!!!!!!!!!!!!!!!!!

See all reviews

$867
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...

View all property information

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...

See all reviews

$129
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
10 reviews

Distance to park: 5 miles to Walt Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Located in the 5 star gated (guarded) resort of Windsor Palms, this 4 bedroom home is minutes away from Disney World, Universal Studios, and other major attractions. Keyless entry for easy access.You'll find all the comforts of home including a private pool, flat screen HDTVs, XBOX 360 and N64,...

View all property information

Featured review

"Great Location"

We had an excellent stay during our time at this location. It was close to everything that we needed and wanted to do. The pool heat was perfect for the kids to swim in and the house had everything we needed...

See all reviews

$225
avg per night
Special Offer
Kissimmee House
Sleeps 16, 8 bedrooms, 6 bathrooms
2 reviews

Key Amenities

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

About this property

Welcome to Your Family’s Kissimmee Retreat — Space, Comfort & Resort Luxury Minutes From Disney Step into a 4,000 sq ft haven designed for families and groups who want to spread out, relax, and create unforgettable memories together. With a private heated pool + spa, multiple king suites,...

View all property information

Featured review

"Kissimmee Home/Windsor"

My family & I enjoyed our stay at this lovely home during the summer time. This house gave us an enjoyable experience that we will all remember. We didnt have any problems with the house and we hope to...

See all reviews

$957
avg per night
Kissimmee Bungalow
Sleeps 6, 3 bedrooms, 2 bathrooms
1 review

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...

View all property information

Featured review

"We enjoyed our stay"

When you rent a place to stay you never know what you are going to get until you get there. As soon as we walked in the front door we knew we had done well. Nicely decorated, very clean, in a nice neighborhood. We...

See all reviews

$145
avg per night
Kissimmee Townhome
Sleeps 6, 3 bedrooms, 2.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Hot tub
  • Pool
  • WiFi

About this property

Welcome to our beautiful townhome villa located at the luxurious 24-Hour Guard-Gated Emerald Island Resort in Kissimmee, Florida. Just 3 miles from Disney World's main gate.No cramped pool deck! No Shade from nearby houses blocking that fabulous Florida Sun! No shortage of pool chairs, tables...

View all property information

Featured review

"Outstanding rental!"

We spent three weeks in this rental and had a wonderful stay. Location is terrific. Very close to the pool, yet very quiet. Owner was great to work with and fast with communication. Home is clean and well...

See all reviews

$110
avg per night
Kissimmee House
Sleeps 16, 7 bedrooms, 4 bathrooms
77 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,...

View all property information

$179
avg per night
Kissimmee Villa
Sleeps 12, 6 bedrooms, 6 bathrooms
1 review

Key Amenities

  • Air conditioning
  • Pet friendly
  • Private pool
  • WiFi

About this property

Your vacation home from home! Our home is a 6-bedroom, 5-bathroom vacation villa, located on the desirable Highlands Reserve golf community.It has an open, inviting floorplan complemented by stylish, furnishing. A light and bright villa, allowing the Florida sun to brighten up your day.Our villa...

View all property information

Featured review

"Lovely stay at this villa"

Booking process very easy. Had lovely stay here with family. Villa is great location, is clean modern and well furnished/equipped. We will stay here again next visit to Micky. Stan

See all reviews

$250
avg per night
Kissimmee House
Sleeps 22, 9 bedrooms, 5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Storey Lake - Kissimmee, Florida is a brand new vacation community located just 4 miles from the magical world of Disney and just minutes to Universal, Sea World, and the many water parks in the area. Central Florida is also home to some of the nation's top-rated golf courses and many are within...

View all property information

Featured review

"Family Vacation"

Everything was just lovely and very spacious. Only one objection just needed some air in the game room. It was really hot in there.

See all reviews

$425
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...

View all property information

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...

See all reviews

$105
avg per night
Kissimmee Townhome
Sleeps 10, 4 bedrooms, 3.5 bathrooms
17 reviews

Distance to park: 5 miles to Animal Kingdom

Key Amenities

  • Air conditioning
  • Pool
  • Rentals by owner
  • WiFi

About this property

Enjoy Orlando, Florida, home to Disney World, Sea World, Universal Studios, and Islands of Adventure, in style. Our home is within minutes of all the Orlando attractions, golf courses, shopping, and exciting night life. Our richly appointed vacation Townhouse will give you luxurious living and a vacation...

View all property information

Featured review

"Great!"

We love staying here. Close to everything, clean, spacious and reasonable priced. The area is quite and we have never had a problem. We have stayed here twice now and will cont when we visit Florida.

See all reviews

$115
avg per night
Kissimmee Villa
Sleeps 8, 4 bedrooms, 2 bathrooms
9 reviews

Distance to park: 7 miles to Walt Disney World

Key Amenities

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

About this property

Welcome to our Florida villa, the Lake House at Sunset Lakes. The Lake House at Sunset Lakes is an upscale rental villa in the greater Orlando Florida area, minutes away from Disney’s Magic Kingdom and theme parks, your choice of fine golf courses and many other attractions. This four bedroom house...

View all property information

Featured review

"Perfect"

I am a senior , my first time searching for a place ...I was a bit nervous. I was bringing my son, daughter in law and my 7 year old granddaughter for her birthday ...Jane's place took all the pressure...

See all reviews

$165
avg per night
Kissimmee House
Sleeps 12, 6 bedrooms, 5 bathrooms
4 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

The Retreat at Champions Gate - Kissimmee, Florida is a new upscale gated resort community located just 12 miles from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and will quickly become one of the most desired locations in the Orlando area. During your stay, you...

View all property information

Featured review

"Sonoma"

When I say my family had a BLAST of a time in Florida and the house we rented was well worth the price. Friendly estate and every amenity you can think of. Rooms was sufficient (8 bedrooms) Pool was worth...

See all reviews

$285
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...

View all property information

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...

See all reviews

$180
avg per night
New
Kissimmee Condo
Sleeps 6, 2 bedrooms, 2 bathrooms

Key Amenities

  • Air conditioning
  • WiFi

About this property

Located just minutes away from Walt Disney World, our home away from home offers unparalleled convenience to all major attractions. Immerse yourself in the magic of Walt Disney World, discover the thrills of Universal Studios, or dive into wonder at Sea World. Windsor Hills is a fabulous Five Star gated...

View all property information

$110
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 4.5 bathrooms
18 reviews

Distance to park: 3 miles to Disney World Parks

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

Spacious 7-Bedroom Orlando Vacation Home – Perfect for Families & Large Groups! Bring the whole family to this huge 7-bedroom, 4.5-bath vacation rental just minutes from Orlando’s world-famous attractions! Comfortably accommodating up to 14 guests, this home is ideal for family reunions,...

View all property information

Featured review

"Best home away from home rental"

This was truly a Dream Come True Rental. Very clean , no surprises every thing just advertised. I'm setting up another stay now and hopefully yearly stays going forward.

See all reviews

$209
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...

View all property information

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,...

See all reviews

$109
avg per night
Kissimmee Villa
Sleeps 20, 9 bedrooms, 5 bathrooms
100 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.WE ARE A TOP 5 STAR LUXURY VILLA AND INVITED TO FEATURE ON THE EMMY AWARD WINNING SHOW STAYCATION ON THE DESTINATION CHANNEL.Experience luxury and entertainment in this 9-bedroom villa that has 7 different themed rooms, a private pool/hot tub, and unobstructed...

View all property information

$285
avg per night
Kissimmee House
Sleeps 9, 4 bedrooms, 2.5 bathrooms
13 reviews

Distance to park: 6 miles to Disneyworld

Key Amenities

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

About this property

Our villa is modern style furnished, has everything you would expect in a holiday home, 4 bedrooms, 2 with king-size beds, 1 with single bed´s, 1 with triple bunk bed all with private TV. 2 bathrooms, 1 guest toilet, fully equipped kitchen, etc. with ceran stove, fridge, oven, microwave, coffee...

View all property information

Featured review

"Great home"

The house was perfect for my wife who is in a wheelchair.Shower door was big enough to fit a transport chair .Pool was great and lanai was awesome.Location was guiet and Walmart within two minute drive...

See all reviews

$125
avg per night
New
Kissimmee Villa
Sleeps 12, 6 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Luxury 6 bedroom 5 bathroom Brentwood villa with a south facing pool and jacuzzi with extended pool deck.Pool heat provided complimentary during colder months, barbecue and heat to the hot tub provided all year round.The villa is continually updated each time we visit from the UK, since October...

View all property information

$295
avg per night
Kissimmee House
Sleeps 8, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 8 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Villa Sol - Orlando is located in a scenic residential area, approximately 15 minutes from the Orlando International Airport. The area is surrounded by large 100-year-old oak trees and is located near East Lake Toho, one of Orlando's largest lakes. There is a Walmart Neighborhood Grocery store and...

View all property information

Featured review

"Open space, perfect for entertaining and gathering."

Property is very nice and well maintained. Space is very accommodating for large families. Well enjoyed!

See all reviews

$145
avg per night
Kissimmee House
Sleeps 14, 7 bedrooms, 4.5 bathrooms
1 review

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...

View all property information

Featured review

"Amazing holiday stay"

This villa was absolutely fantastic, we had a brilliant time staying here on our holiday. The location was ideal for frequent trips to Disney as well as close to many shops and restaurants. The host Jeanne...

See all reviews

$499
avg per night
Kissimmee House
Sleeps 15, 7 bedrooms, 5 bathrooms
3 reviews

Distance to park: 4 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Emerald Island Resort - Kissimmee, Florida is a resort paradise located 2.5 miles from the area's main attraction, Walt Disney World. During your stay, you will enjoy this well-appointed pool home that has been designed and decorated to provide you and your family with an abundance of luxury amenities...

View all property information

Featured review

"Family vacation"

This is a wonderful house to stay in. It is just beautiful inside and out. The property manager was just great. You want a no worry place to stay choose yhis rental.

See all reviews

$215
avg per night
Kissimmee House
Sleeps 10, 4 bedrooms, 3 bathrooms
1 review

Distance to park: 14 miles to Disney World

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

Windsor at Westside - Kissimmee, Florida is an upscale gated community located just 10 minutes from Walt Disney World. This luxury home sits nestled just outside of Orlando, Florida, and has quickly become one of the most desired locations in the Orlando area. During your stay, you will enjoy this well-appointed...

View all property information

Featured review

"Recommend it"

Very clean and welcoming we would definitely come again !!! It had everything we need close and convenient to shops and parks

See all reviews

$140
avg per night
Kissimmee House
Sleeps 13, 6 bedrooms, 5 bathrooms
3 reviews

About this property

Spacious 6 bed, 5 bath, sleeps thirteen Fully screened South facing pool with relaxing spa Formal, informal and outside dining options Upstairs TV lounge with a further two living areas downstairs Pool table in the games room Located on gated resort of Solterra with excellent amenities

View all property information

Featured review

"Loved it.."

We had a wonderful time can't wait to visit again. I believe the kids favorite part was the pool. They did not want to leave..

See all reviews

$225
avg per night
Kissimmee Villa
Sleeps 14, 7 bedrooms, 7.5 bathrooms
3 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

This lake home is one of the larger homes on Lake Berkley and boasts 7 bedrooms 7.5 bathrooms. This really is the perfect place to unwind after a busy day visiting central Florida's attractions or just enjoying the home for everything it has to offer.This home is perfect for the larger families...

View all property information

Featured review

"Beautiful villa"

Great villa in a beautiful location. Villa was everything we hoped for and more. Booking was easy as was checking in. The villa itself was very clean with everything that you could need provided. I would...

See all reviews

$250
avg per night
Kissimmee House
Sleeps 10, 3 bedrooms, 2 bathrooms
31 reviews

Key Amenities

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

About this property

Escape to our modern coastal home, a private oasis just 4 miles from Disney World! Perfect for families, this spacious retreat comfortably accommodates 4 adults and 6 kids. Enjoy a private pool for relaxing after long park days, a fully equipped kitchen for family meals, and a dedicated workspace if you...

View all property information

Featured review

"Vacation retreat/$15 Uber to Disney/ HGTV looking retreat"

We are completing our stay in the morning at this beautiful vacation retreat! We brought the family all seven of us ranging from age in two years old to 60 years old. The pool and patio is incredibly maintained,...

See all reviews

$300
avg per night
Kissimmee Villa
Sleeps 14, 7 bedrooms, 5 bathrooms
6 reviews

Distance to park: 7 miles to Disney Magic Kingdom

Key Amenities

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

About this property

* Gated and Guarded Resort 7 -10 minutes to Disney * Stunning Lake Views from Enclosed Pool Deck * Pool with 24 Hour Spa on Over ride - Handrails * Lots of Baby Equipment - Free to Use * 2 Lounges - Leather sofas * Game Room Disney Themed -Air conditioned - Slate Bed Pool Table *New Gaming Station...

View all property information

Featured review

"Great place to stay"

Our family of 10 rented this property. The host was unbelievable and assisted us every step of the way. The property is clean and neat with everything you could need. Its location is excellent for the parks....

See all reviews

$240
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 near Disney and Universal. Nestled in a secure gated community, our home boasts a private pool and hot tub, a fully-equipped kitchen, and comfortable bedrooms including a master suite with a king bed. Exclusive amenities include access...

View all property information

$375
avg per night
Kissimmee Villa
Sleeps 8, 3 bedrooms, 2 bathrooms
15 reviews

Distance to park: 12 miles to All Disney Theme Park

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

If you will be visiting Orlando Florida for all of the great attractions including Walt Disney World, Universal Studios, Sea World theme parks, and all of the other major attractions? You can stay in our beautifully decorated 3 bedroom private villa, which boasts it's own private pool for less than...

View all property information

Featured review

"Wonderful Vacation"

We enjoyed a lot during our stay. Everything was perfect! Thank you Mariana for making our stay excellent.

See all reviews

$109
avg per night
Kissimmee Villa
Sleeps 6, 3 bedrooms, 2 bathrooms
2 reviews

Key Amenities

  • Air conditioning
  • Private pool
  • WiFi

About this property

We welcome you to our beautiful professionally decorated and furnished 3 Bed, 2 Bath Villa located at Highlands Reserve. Have your vacation here in comfort and relaxation with air conditioning throughout.Your villa overlooks the golf course.Full air con and hi-speed WiFi throughout.The spacious...

View all property information

Featured review

"Perfect serene environment"

My family and I thoroughly enjoyed our stay at the villa. It’s truly one of the best private rental properties in Florida, and we would rate it over 100%!

See all reviews

$140
avg per night
Kissimmee House
Sleeps 12, 6 bedrooms, 5 bathrooms

Key Amenities

  • Air conditioning
  • Hot tub
  • Private pool
  • WiFi

About this property

A Truly Luxurious Executive Retreat, Main Level Features: Quality Ceramic Tile Flooring throughout. Spacious Family Room with Vaulted Ceiling and Corner Leather Sofa.70″ TV with 5.1 surround sound with blue tooth capabilities. Formal Dining Room/ Sitting Area with table for six, Fabulous Kitchen...

View all property information

$285
avg per night
Full map
Map

Kissimmee Weather

 | 

7222°  489°
JANUARY
7323°  499°
FEBRUARY
7725°  5312°
MARCH
8228°  5814°
APRIL
8731°  6418°
MAY
9032°  7021°
JUNE
9233°  7222°
JULY
9233°  7222°
AUGUST
9032°  7122°
SEPTEMBER
8429°  6518°
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.