Kissimmee Vacation Rentals - HomeToGo base64Hash Kissimmee Vacation Rentals - HomeToGo

Kissimmee Vacation Rentals

Find 28,594 available home rentals from 84 partners
Anytime
1 guest
Anytime
1 guest

  • Price per night

    • Up to $100
    • $100 - $199
    • From $200

  • Accommodation types

    • House
    • Apartment
    • Resort

  • Distance to center

    • 1 km
    • 2 km
    • 5 km

  • Rating

    • 4.5+
    • 4+

  • Booking Options

    • Instant Booking

  • Services

    • Pool
    • WiFi
    • Air conditioning
    • Kitchen
    • Parking
    • Washing machine
    • TV
    • Dishwasher
    • Microwave
    • Balcony/patio
    • Jacuzzi
    • Yard
    • Crib
    • Fireplace
    • Sauna
    Show more

  • Accommodation type

    • Pet-friendly
    • No smoking
    • No pets
    • Wheelchair access

  • Activities

    • Grill
    • Fishing

Top 15 Recommended vacation rentals in Kissimmee

Find your perfect vacation rental in Kissimmee from just $130 per night!

House Kissimmee
Apr 5 - Apr 12
House ∙ 12 guests ∙ 6 bedrooms

House

Kissimmee, Osceola County, Florida, United States
$341
per night
Excellent(126 ratings)
$341
per night
View deal
House Kissimmee
Feb 16 - Feb 23
House ∙ 5 guests ∙ 2 bedrooms

House

Kissimmee, Osceola County, Florida, United States
$193
per night
$193
per night
View deal
Resort Kissimmee
-31%
May 3 - May 10
Free cancellation
Resort ∙ 127 guests ∙ 2 bedrooms

FantasyWorld Resort

Kissimmee, Osceola County, Florida, United States
$264$192
per night
Excellent
$264$192
per night
View deal
Villa Kissimmee
Apr 5 - Apr 12
Villa ∙ 6 guests ∙ 3 bedrooms

158 m² Villa

Kissimmee, Osceola County, Florida, United States
$257
per night
Very good(111 ratings)
$257
per night
View deal
House Kissimmee
Mar 14 - Mar 21
House ∙ 8 guests ∙ 4 bedrooms

149 m² House

Kissimmee, Osceola County, Florida, United States
$341
per night
Outstanding(161 ratings)
$341
per night
View deal
House Kissimmee
Apr 5 - Apr 12
House ∙ 4 guests ∙ 2 bedrooms

House

Kissimmee, Osceola County, Florida, United States
$162
per night
Outstanding(20 ratings)
$162
per night
View deal
House Kissimmee
Apr 5 - Apr 12
House ∙ 8 guests ∙ 4 bedrooms

168 m² House

Kissimmee, Osceola County, Florida, United States
$352
per night
Very good(15 ratings)
$352
per night
View deal
Condo Kissimmee
-7%
Apr 5 - Apr 12
Condo ∙ 8 guests ∙ 4 bedrooms

123 m² Condo

Kissimmee, Osceola County, Florida, United States
$247$230
per night
Good(52 ratings)
$247$230
per night
View deal
House Kissimmee
Apr 5 - Apr 12
House ∙ 14 guests ∙ 7 bedrooms

House

Kissimmee, Osceola County, Florida, United States
$382
per night
Excellent(21 ratings)
$382
per night
View deal
House Kissimmee
-4%
Apr 5 - Apr 12
House ∙ 8 guests ∙ 4 bedrooms

117 m² House

Kissimmee, Osceola County, Florida, United States
$213$205
per night
Excellent(83 ratings)
$213$205
per night
View deal
House Kissimmee
-3%
Apr 5 - Apr 12
House ∙ 9 guests ∙ 4 bedrooms

House

Kissimmee, Osceola County, Florida, United States
$262$253
per night
Very good(6 ratings)
$262$253
per night
View deal
House Kissimmee
Apr 5 - Apr 12
House ∙ 7 guests ∙ 3 bedrooms

House

Kissimmee, Osceola County, Florida, United States
$243
per night
Outstanding(5 ratings)
$243
per night
View deal
Apartment Kissimmee
-4%
Apr 5 - Apr 12
Apartment ∙ 6 guests ∙ 2 bedrooms

Apartment

Kissimmee, Osceola County, Florida, United States
$242$233
per night
Outstanding(2 ratings)
$242$233
per night
View deal
House Kissimmee
Apr 18 - Apr 25
House ∙ 8 guests ∙ 5 bedrooms

House

Kissimmee, Osceola County, Florida, United States
$250
per night
Excellent(203 ratings)
$250
per night
View deal
House Kissimmee
Apr 5 - Apr 12
House ∙ 8 guests ∙ 4 bedrooms

House

Kissimmee, Osceola County, Florida, United States
$249
per night
Very good(85 ratings)
$249
per night
View deal

Apartments with a balcony or patio

House Kissimmee
May 10 - May 17
-58%
$649
$181 per night
House ∙ 8 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Balcony/Patio
View deal
House Kissimmee
Dec 7 - Dec 14
-4%
$197
$210 per night
House ∙ 6 guests ∙ 3 bedrooms
Kissimmee, Osceola County, Florida, United States
Balcony/Patio
View deal
House Kissimmee
May 10 - May 17
-28%
$631
$232 per night
House ∙ 10 guests ∙ 4 bedrooms
Kissimmee, Osceola County, Florida, United States
Free cancellation
Balcony/Patio
View deal
See all offers

Best Vacation Home Deals in Kissimmee

Save up to 75%

House Kissimmee
Jan 26 - Feb 2
-70%
$2,030
$687 per night
House ∙ 24 guests ∙ 12 bedrooms
5.0
Outstanding(1 rating)
Kissimmee, Osceola County, Florida, United States
Free cancellation
View deal
House Kissimmee
Mar 14 - Mar 21
-75%
$1,382
$253 per night
House ∙ 12 guests ∙ 4 bedrooms
3.8
Good(23 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
View deal
Villa Kissimmee
Jan 19 - Jan 26
-70%
$1,994
$546 per night
Villa ∙ 26 guests ∙ 12 bedrooms
Kissimmee, Osceola County, Florida, United States
View deal

Compare and find a dreamlike vacation rental from $130 per night by searching among the 28,594 options available in Kissimmee. HomeToGo immediately features the best offers by comparing all of the available vacation rentals in Kissimmee from its various partners.

Budget-friendly Rentals in Kissimmee

Find Fantastic yet Inexpensive Rentals

Condo Kissimmee
Apr 5 - Apr 12
-5%
$191
$182 per night
Condo ∙ 6 guests ∙ 3 bedrooms
4.9
Outstanding(65 ratings)
Kissimmee, Osceola County, Florida, United States
View deal
House Kissimmee
Apr 18 - Apr 25
-8%
$324
$300 per night
House ∙ 8 guests ∙ 4 bedrooms
4.9
Outstanding(263 ratings)
Kissimmee, Osceola County, Florida, United States
View deal
Villa Kissimmee
Sept 1 - Sept 8
-46%
$961
$515 per night
Villa ∙ 12 guests ∙ 6 bedrooms
4.8
Outstanding(62 ratings)
Kissimmee, Osceola County, Florida, United States
Free cancellation
View deal

Top-Rated Offers and Accommodations in Kissimmee

Book Vacation Rentals with the Highest User Rating

House Kissimmee
Mar 10 - Mar 17
$360 per night
House ∙ 8 guests ∙ 5 bedrooms
5.0
Outstanding(2 ratings)
Kissimmee, Osceola County, Florida, United States
View deal
Apartment Kissimmee
Apr 5 - Apr 12
-4%
$207
$199 per night
Apartment ∙ 2 guests ∙ 1 bedroom
4.9
Outstanding(102 ratings)
Kissimmee, Osceola County, Florida, United States
View deal
Villa Kissimmee
Mar 14 - Mar 21
-36%
$961
$613 per night
Villa ∙ 12 guests ∙ 6 bedrooms
4.8
Outstanding(62 ratings)
Kissimmee, Osceola County, Florida, United States
View deal

Customer ratings and reviews

How are reviews collected?
Jamie K.
Guest verified by HomeToGo

We loved this rental. The location is quiet and not too far from the theme parks. The house had cute Disney touches everywhere. Our family of 3 greatly appreciated the 3 bathrooms! The screened-in porch with hot tub was wonderful after a day spent walking around theme parks.

Reviewed on 1/28/2025 | Family
House Kissimmee
from $231 per night
HomeToGo
House ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding(1 rating)
Kissimmee, Osceola County, Florida, United States
View deal
from $231 per night
House ∙ 7 guests ∙ 3 bedrooms
5.0
Outstanding(1 rating)
Kissimmee, Osceola County, Florida, United States
HomeToGo
View deal
Omar B.
Guest verified by HomeToGo

The area location of this townhome is safe as it is a gated community, however, on several nights there was a long line of cars waiting to enter the gates, and one night we had to wait for over 10 minutes to enter the property. The house is nicely decorated and modern, with very comfortable rooms and beds. the pool is small, more like an oversized jacuzzi, and even though the description of the property says that it is a heated pool, there is a charge of $40.00 per day to heat the pool. The kitchen was clean and well-equipped, however, we did see a few unwanted insects, I reported to the property management team and they were ready to take care of the problem. communication with the property management team was good and fast.

Reviewed on 12/8/2024 | Family
House Kissimmee
from $288 per night
HomeToGo
House ∙ 10 guests ∙ 4 bedrooms
4.0
Very good(1 rating)
Kissimmee, Osceola County, Florida, United States
View deal
from $288 per night
House ∙ 10 guests ∙ 4 bedrooms
4.0
Very good(1 rating)
Kissimmee, Osceola County, Florida, United States
HomeToGo
View deal
Kathryn C.
Guest verified by HomeToGo

There were several issues with this home upon checking in, BUT the management company was super accommodating on getting the issues resolved quickly so we could enjoy our family vacation!

Reviewed on 12/2/2024 | Family
Villa Kissimmee
from $409 per night
HomeToGo
Villa ∙ 16 guests ∙ 8 bedrooms
4.0
Very good(1 rating)
Kissimmee, Osceola County, Florida, United States
View deal
from $409 per night
Villa ∙ 16 guests ∙ 8 bedrooms
4.0
Very good(1 rating)
Kissimmee, Osceola County, Florida, United States
HomeToGo
View deal
Sarah M.
Guest verified by HomeToGo

Beautiful, spacious, comfortable! Beautifully decorated, clean, great location ! Large rooms, comfortable beds, awesome dining area and kitchen, great play room. Beautiful pool and pool area. We enjoyed the privacy of our rooms, we all had our own full bathrooms. We fell safe in the area. Hosts were wonderful, answered all questions promptly, really great communication! Location is excellent. I do have a suggestion, the front door and the single door to the pool need either a curtain or blinds. Also let the guests know you do not supply a change of linen unless they pay extra! That was our main complaint!

Reviewed on 10/1/2024 | Family
House Kissimmee
from $328 per night
HomeToGo
House ∙ 14 guests ∙ 6 bedrooms
5.0
Outstanding(1 rating)
Kissimmee, Osceola County, Florida, United States
View deal
from $328 per night
House ∙ 14 guests ∙ 6 bedrooms
5.0
Outstanding(1 rating)
Kissimmee, Osceola County, Florida, United States
HomeToGo
View deal
Vickie H.
Guest verified by HomeToGo

The house was big enough and accommodated all our Board members. But there were a few issues.

Reviewed on 9/8/2024 | Group
House Kissimmee
from $391 per night
HomeToGo
House ∙ 20 guests ∙ 10 bedrooms
4.5
Excellent(2 ratings)
Kissimmee, Osceola County, Florida, United States
View deal
from $391 per night
House ∙ 20 guests ∙ 10 bedrooms
4.5
Excellent(2 ratings)
Kissimmee, Osceola County, Florida, United States
HomeToGo
View deal
Ronnie H.
Guest verified by HomeToGo

Nice place to come back to after hours at the theme parks. better than a hotal room

Reviewed on 6/25/2024 | Family
Villa Kissimmee
from $231 per night
HomeToGo
Villa ∙ 8 guests ∙ 4 bedrooms
4.5
Excellent(2 ratings)
Kissimmee, Osceola County, Florida, United States
View deal
from $231 per night
Villa ∙ 8 guests ∙ 4 bedrooms
4.5
Excellent(2 ratings)
Kissimmee, Osceola County, Florida, United States
HomeToGo
View deal
Danielle M.
Guest verified by HomeToGo

The home was just as described (except the couch in the living room is different than the picture but no big deal!). We had enough towels and linens and everyone had plenty of space. The owners were prompt with messaging when we had questions and we got the access codes before our trip. We all felt the house was a great value!

Reviewed on 5/30/2024 | Family
House Kissimmee
from $317 per night
HomeToGo
House ∙ 12 guests ∙ 5 bedrooms
4.0
Very good(2 ratings)
Kissimmee, Osceola County, Florida, United States
View deal
from $317 per night
House ∙ 12 guests ∙ 5 bedrooms
4.0
Very good(2 ratings)
Kissimmee, Osceola County, Florida, United States
HomeToGo
View deal
Terry O.
Guest verified by HomeToGo

A few changes can be made. Master bath...a roach crawled up from the left sink drain. Master shower head needs to be replaced. Put a bathmat by sink on left as you enter. We could not find extra white trash bags for kitchen trash cans. We couldn't find more toilet paper or dish washing soap.

Reviewed on 4/14/2024 | Family
House Kissimmee
from $328 per night
HomeToGo
House ∙ 12 guests ∙ 5 bedrooms
4.6
Excellent(44 ratings)
Kissimmee, Osceola County, Florida, United States
View deal
from $328 per night
House ∙ 12 guests ∙ 5 bedrooms
4.6
Excellent(44 ratings)
Kissimmee, Osceola County, Florida, United States
HomeToGo
View deal
Jackie P.
Guest verified by HomeToGo

This was a great place for 3 of us ladies to get away. The price was right and the unit was just what we had hoped for. The complex was very well taken care of and the pool was beautiful (except it was not heated and too cold to swim).

Reviewed on 4/9/2024 | Group
Condo Kissimmee
from $153 per night
HomeToGo
Condo ∙ 4 guests ∙ 2 bedrooms
4.6
Excellent(63 ratings)
Kissimmee, Osceola County, Florida, United States
View deal
from $153 per night
Condo ∙ 4 guests ∙ 2 bedrooms
4.6
Excellent(63 ratings)
Kissimmee, Osceola County, Florida, United States
HomeToGo
View deal
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Trust in the quality and comfort of your stay with verified guest reviews.

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Spend your budget exactly as planned by comparing thousands of providers.

Smart search made simple

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Transform vacation planning into a joy with advanced, AI-powered search tools.

Find your dream stay

Find your dream stay

Explore 15 million+ rentals, the world’s biggest selection of vacation homes.

Popular Rental Amenities in Kissimmee

  • Pool (22,910)
  • WiFi (26,488)
  • Air conditioning (25,048)
  • Kitchen (25,896)
  • Parking (2,108)
  • Washing machine (18,521)
  • TV (23,104)
  • Dishwasher (15,876)
  • Grill (8,160)
  • Pet-friendly (3,341)
  • Microwave (19,930)
  • Balcony/patio (5,926)

Many vacationers spend more time comparing the vacation rentals offering a pool. Most of the properties have one in this destination. Apartment rental with pools in Kissimmee are a wonderful choice for groups of 7 and usually cost around $576 per night. one-third of Kissimmee's vacation rentals including a pool are located within two kilometres of water, choose between some pool time or waterfront moments.

Price and Availability Index in Kissimmee

Click on any bar to see price and availability information

Vacation Rental Price Information in Kissimmee

We analyzed price data and rendered them in this graph, which shows vacation rental prices for the next twelve months in Kissimmee. The week with the highest average prices is in December (12/20 – 12/27). During this week, a night will cost on average $822. Conversely, the cheapest average prices are in a week of August (8/30 – 9/6).

Rental availability information in Kissimmee

Have a look at the above graph to see the global availability of vacation rentals in Kissimmee. The busiest time to book a rental in Kissimmee so far is in November (11/15 – 11/22), where only 18% rentals are available. The week with the most available rentals is in March (3/29 – 4/5), with 49% of the vacation rentals available.

Discover Magical Theme Parks From Your Kissimmee Vacation Rental

Many Kissimmee vacation rentals are modern, spacious apartments and homes within a short drive of the area's major theme parks.

What are the best activities for families in Kissimmee?

Discovery Cove and SeaWorld

For a break from theme parks' fast pace and crowds, take the kids to Discovery Cove for the day. Swim with dolphins, interact with stingrays, walk along the reef with a dive helmet, and snorkel on the coral reef before relaxing on the lazy river and beaches.

Older children will love the big coasters at SeaWorld, such as Manta and Kraken. The whole family will enjoy the dolphin and whale shows, massive aquarium, and touch pools.

Where are the unique attractions in Kissimmee?

Disney World and Universal Studios

Disney World, the theme park that made Orlando famous, comprises four distinct parks: Disney World, Hollywood Studios, Animal Kingdom, Magic Kingdom, and Epcot. You'll need to spend at least a day in each park to get the most out of a Disney vacation. Magic Kingdom, the most popular of the parks, is home to the famous Disney castle at the end of Main Street.

Universal Studios is great for those with older children. Visit the Wizarding World of Harry Potter, spend a day swimming and rocketing down high-speed water slides at Volcano Bay, and experience all the classic Universal attractions, such as E.T Adventure, the Simpsons Ride, and the Incredible Hulk Coaster

Information about vacation rentals in Kissimmee

🏡 Vacation rentals available 28,594 rentals
💳 Possible discounts up to 75%
🌙 Nightly prices starting at $130
⭐ Popular amenities Pool, Internet and Air conditioning
🐾 Pet friendly homes 3,373 homes
🏊 Vacation rentals with pools 22,879 homes
1,786,282 reviews
Kissimmee vacation rentals have an average rating of 4.3/5 on 1,786,282 reviews left by travelers.

Frequently Asked Questions

What is the typical availability of vacation rentals in Kissimmee?

We found 28,594 vacation homes in Kissimmee available for your next trip.

What are the most popular vacation home amenities in Kissimmee?

Many travellers are searching for Pool, Internet, and Air conditioning when booking a vacation home in Kissimmee.

Are there pet-friendly vacation rentals in Kissimmee?

If you're travelling with a dog, over 12% of vacation rentals in Kissimmee are pet-friendly.

What's the best month to visit Kissimmee?

The warmest time of year in Kissimmee is August and June, with the nightly price of a vacation home starting at $130.

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