Kissimmee, FL holiday rentals

Holiday Rentals in Kissimmee, FL

11009 available vacation rental offers

2 1
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Choose the perfect holiday accommodation
Price per night
Accommodation type
Rating

11009 Holiday rentals and Airbnb in Kissimmee, FL

Beautiful 3 Bedrooms Townhome , 2.5 Bath , Close To All Orlando Parks. - Kissimmee, FL
8.3Very good 477 reviews
Kissimmee, FL
19 9
1029 €/nighttotal: 3087 € (3 )

Beautiful 3 Bedrooms Townhome , 2.5 Bath , Close To All Orlando Parks.

house
Kissimmee
3br 2bath Magic Cozy Relax Near Disney - Kissimmee, FL
9.0Excellent 592 reviews
Kissimmee, FL
5 4
181 €/nighttotal: 1448 € (8 )

3br 2bath Magic Cozy Relax Near Disney

apartment
Kissimmee
Mickey's Vero Paradise Townhouse - Kissimmee, FL
9.5Excellent 34 reviews
Kissimmee, FL
5 3
179 €/nighttotal: 1432 € (8 )

Mickey's Vero Paradise Townhouse

house
Kissimmee
Three Bedrooms, Free Internet, Wii, Private Spa, Great Location For Uni-dis(l) - Kissimmee, FL
9.6Excellent 290 reviews
Kissimmee, FL
1 3
138 €/nighttotal: 4140 € (30 )

Three Bedrooms, Free Internet, Wii, Private Spa, Great Location For Uni-dis(l)

apartment
Kissimmee
Family Vacation Resort With Spa Near Orlando Parks & International Airport. - Kissimmee, FL
9.7Excellent 154 reviews
Kissimmee, FL
4 3
168 €/nighttotal: 672 € (4 )

Family Vacation Resort With Spa Near Orlando Parks & International Airport.

resort
Kissimmee
2605SD townhouse - Kissimmee, FL
8.8Very good 53 reviews
Kissimmee, FL
5 4
177 €/nighttotal: 1416 € (8 )

2605SD townhouse

house
Kissimmee
Sonoma Resort 6 Bedroom Vacation Home With Pool 1768 - Kissimmee, FL
8.4Very good 478 reviews
Kissimmee, FL
19 7
657 €/nighttotal: 1971 € (3 )

Sonoma Resort 6 Bedroom Vacation Home With Pool 1768

house
Kissimmee
Barefoot Beach Resort - Kissimmee, FL
8.7Very good 284 reviews
Kissimmee, FL
19 7
678 €/nighttotal: 2034 € (3 )

Barefoot Beach Resort

resort
Indian Shores
Only Minutes To Theme Park,  Family Condo, Beautiful Resort Style. - Kissimmee, FL
9.7Excellent 115 reviews
Kissimmee, FL
5 4
234 €/nighttotal: 1872 € (8 )

Only Minutes To Theme Park, Family Condo, Beautiful Resort Style.

resort
Kissimmee
Entire Home - Luxury Resort - 3 Bedrooms - Kissimmee, FL
9.6Excellent 275 reviews
Kissimmee, FL
4 3
162 €/nighttotal: 2592 € (16 )

Entire Home - Luxury Resort - 3 Bedrooms

house
Kissimmee
Cost-effective Townhome With Hot Tub,near Disney,seaworld And Convention Center - Kissimmee, FL
8.8Very good 517 reviews
Kissimmee, FL
1 4
88 €/nighttotal: 16192 € (184 )

Cost-effective Townhome With Hot Tub,near Disney,seaworld And Convention Center

house
Kissimmee
Family-friendly Townhouse In A Quite Gated Community Close To Disney Parks - Kissimmee, FL
8.9Very good 121 reviews
Kissimmee, FL
4 4
170 €/nighttotal: 680 € (4 )

Family-friendly Townhouse In A Quite Gated Community Close To Disney Parks

house
Kissimmee

Other types of accommodation in Kissimmee, FL

Best Kissimmee, FL holiday rentals with a pool

Among the 11009 accommodations in Kissimmee, FL, here are the 8 best rentals with a pool

Honey Pot Villa- 4 Bedrooms With A Private Pool- Close To Disney! - Kissimmee, FL
9.8Excellent 199 reviews
Kissimmee, FL
4 4
294 €/nighttotal: 1176 € (4 )

Honey Pot Villa- 4 Bedrooms With A Private Pool- Close To Disney!

house
Kissimmee
Snow House - Kissimmee, FL
9.5Excellent 15 reviews
Kissimmee, FL
4 3
163 €/nighttotal: 2608 € (16 )

Snow House

house
Kissimmee
Lake View 3 Bedroom Villa. Enjoy Private Hot Tub! - Kissimmee, FL
9.6Excellent 125 reviews
Kissimmee, FL
4 3
192 €/nighttotal: 768 € (4 )

Lake View 3 Bedroom Villa. Enjoy Private Hot Tub!

house
Kissimmee
Vacation Villa Near Disney And Attractions With Wireless Internet. - Kissimmee, FL
8.9Very good 94 reviews
Kissimmee, FL
4 3
150 €/nighttotal: 2400 € (16 )

Vacation Villa Near Disney And Attractions With Wireless Internet.

house
Kissimmee
Video! 4 br in gated resort, privat pool, spelrum, mycket nära disney, wifi - Kissimmee, FL
9.5Excellent 301 reviews
Kissimmee, FL
1 4
224 €/nighttotal: 7168 € (32 )

Video! 4 br in gated resort, privat pool, spelrum, mycket nära disney, wifi

resort
Kissimmee
3br/2bath, P/pool With Child Protection Fence. - Kissimmee, FL
9.4Excellent 121 reviews
Kissimmee, FL
4 3
198 €/nighttotal: 3168 € (16 )

3br/2bath, P/pool With Child Protection Fence.

apartment
Kissimmee
New Listing! Luxury Vacation Home At Terra Verde Resort - Kissimmee, FL
10Excellent 16 reviews
Kissimmee, FL
1 4
209 €/nighttotal: 38456 € (184 )

New Listing! Luxury Vacation Home At Terra Verde Resort

resort
Kissimmee
Villas at Fortune Place - Kissimmee, FL
8.8Very good 487 reviews
Kissimmee, FL
19 3
636 €/nighttotal: 1908 € (3 )

Villas at Fortune Place

aparthotel
Kissimmee

Best family friendly Kissimmee, FL holiday rentals

Among the 11009 accommodations in Kissimmee, FL, here are the 8 best family friendly rentals

Luxury Modern Upgraded 7/4.5 Villa On 5 Stars Terra Verde Resort Near Disney - Kissimmee, FL
9.6Excellent 123 reviews
Kissimmee, FL
1 7
321 €/nighttotal: 59064 € (184 )

Luxury Modern Upgraded 7/4.5 Villa On 5 Stars Terra Verde Resort Near Disney

house
Kissimmee
Magic Moment Resort and Kids Club - Kissimmee, FL
8.2Very good 15248 reviews
Kissimmee, FL
19 5
846 €/nighttotal: 2538 € (3 )

Magic Moment Resort and Kids Club

hotel
Celebration
Venetian Bay Villages Resort - Kissimmee, FL
8.8Very good 243 reviews
Kissimmee, FL
1 3
144 €/nighttotal: 4320 € (30 )

Venetian Bay Villages Resort

house
Kissimmee
Fun Filled Florida Holidays - Kissimmee, FL
9.4Excellent 163 reviews
Kissimmee, FL
1 3
98 €/nighttotal: 18032 € (184 )

Fun Filled Florida Holidays

house
Kissimmee
2 Master Suites And A Private South Facing Pool With A Forest View With A Games Room For The Kids. - Kissimmee, FL
9.5Excellent 137 reviews
Kissimmee, FL
5 4
230 €/nighttotal: 1840 € (8 )

2 Master Suites And A Private South Facing Pool With A Forest View With A Games Room For The Kids.

apartment
Kissimmee
Amazing Pool Home, Hardwood Floors, Game Room, Safety Pool Fence. Has It All!!! - Kissimmee, FL
8.5Very good 101 reviews
Kissimmee, FL
4 4
198 €/nighttotal: 3168 € (16 )

Amazing Pool Home, Hardwood Floors, Game Room, Safety Pool Fence. Has It All!!!

house
Kissimmee
3br 3bath Pvt Townhome Patio 15min Disney 1291ft - Kissimmee, FL
8.6Very good 16 reviews
Kissimmee, FL
1 3
68 €/nighttotal: 2040 € (30 )

3br 3bath Pvt Townhome Patio 15min Disney 1291ft

house
Kissimmee
Perfect Home And Private Pool In Exclusive Resort - Kissimmee, FL
8.7Very good 23 reviews
Kissimmee, FL
2 6
236 €/nighttotal: 1652 € (7 )

Perfect Home And Private Pool In Exclusive Resort

house
Kissimmee

Frequently Asked Questions about vacation rentals in Kissimmee

  • What are the best Airbnb and holiday rentals in Kissimmee, FL?

  • What types of vacation rentals can I find in Kissimmee?

    You can find all kinds of vacation rentals in Kissimmee, Florida. There are entire houses, apartments, bungalows and cottages you can rent out, as well as more unique vacation rentals, such as cabins, tree houses, or tiny houses. We can help you find the right vacation rental for your stay in Kissimmee.

  • What are the most popular Airbnbs in Kissimmee, FL?

  • What is there to do in Kissimmee?

    Kissimmee is world-famous for its theme parks, like Walt Disney World Resorts, Seaworld Parks & Resorts, and Universal Orlando Resort. However, there is much more to Kissimmee than theme parks. You can get out in nature, go fishing, ride a hot air balloon, go on an airboat adventure through the Central Florida Everglades, visit a Native American Village, go horse riding and more. You can also catch a game with the Orlando Solar Bears or get a round of golf in. There is something for everyone in Kissimmee.

  • What are the best holiday rentals with a pool in Kissimmee, FL?

  • What are the main attractions in Kissimmee?

    Top attractions in Kissimmee include Old Town, where you'll find a Ferris wheel, ride attractions like a roller coaster, a classic merry-go-round and more. You can visit Old Town for free anytime, and there are many places to eat and drink. Medieval Times Dinner and Tournament is another popular attraction, where you're welcomed into the king's court for a four-course feast and a show complete with jousting and more. Then, of course, there's Walt Disney World, which needs no introduction.

  • What are the best rentals for families and kids in Kissimmee, FL?

  • How can I get around Kissimmee?

    It's easy to get around Kissimmee, as you'll find a range of transportation options, from taxis and rideshares like Uber and Lyft to shuttles and LYNX, the public transportation system for Central Florida mostly consisting of local bus services.

  • What are the best rentals or Airbnbs with a jacuzzi in Kissimmee, FL?

    The best vacation rentals or Airbnb with a jacuzzi in Kissimmee, FL are Modern Luxury Villa With Everything, 2bd/2ba Condo Close To Disney - Storey Lake and Storey Lake House Near Disney.

  • When is the best time to go to Kissimmee?

    The best time to come to Kissimmee is between January and April, as there is little rain and the temperatures are warm, but not too hot.

Destinations nearby

Best pet friendly Kissimmee, FL holiday rentals

Among the 11009 accommodations in Kissimmee, FL, here are the 5 best pet friendly rentals

4 Bedroom Home Near Walt Disney World - Kissimmee, FL
9.4Excellent 40 reviews
Kissimmee, FL
2 4
233 €/nighttotal: 1631 € (7 )

4 Bedroom Home Near Walt Disney World

house
Kissimmee
Luxury Villa With South Facing Pool; 15 Minutes From Disneyworld - Kissimmee, FL
9.8Excellent 57 reviews
Kissimmee, FL
5 4
257 €/nighttotal: 2056 € (8 )

Luxury Villa With South Facing Pool; 15 Minutes From Disneyworld

house
Kissimmee
Terra Verde 705 - Kissimmee, FL
8.9Very good 83 reviews
Kissimmee, FL
4 4
269 €/nighttotal: 4304 € (16 )

Terra Verde 705

house
Kissimmee
Terra-verde-9 - Kissimmee, FL
9.1Excellent 14 reviews
Kissimmee, FL
5 6
310 €/nighttotal: 2480 € (8 )

Terra-verde-9

house
Kissimmee
Fantasy World Resort - Kissimmee, FL
8.9Very good 4981 reviews
Kissimmee, FL
19 8
1143 €/nighttotal: 3429 € (3 )

Fantasy World Resort

resort
Hunters Creek