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Villa rentals in Kissimmee

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Kissimmee
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Villas with air conditioning

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Top-rated villas in Kissimmee

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Villa Kissimmee
Sep 14 - Sep 21
$150 per night
Villa ∙ 6 guests ∙ 4 bedrooms

Gorgeous Villa in Kissimmee with Large Pool + Conservation Views

4.7
Excellent (107 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Jan 6 - Jan 13
-32%
$175
$120 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Beautiful Villa in Kissimmee with Yard, Patio & Grill + Beautiful View

4.6
Excellent (90 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Aug 3 - Aug 10
$106 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Villa in Kissimmee with Patio & Pool

4.9
Outstanding (110 ratings)
Kissimmee, Osceola County, Florida, United States
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Best Deals and Discounts on Villas

Save up to 54%

Villa Kissimmee
Oct 15 - Oct 22
-54%
$260
$121 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Pleasant Villa in Kissimmee with Private Pool + Lake Views

4.3
Very good (39 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
May 3 - May 10
-35%
$269
$174 per night
Villa ∙ 14 guests ∙ 7 bedrooms

Villa in Kissimmee with Private Pool

4.1
Very good (45 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Apr 29 - May 6
-22%
$316
$246 per night
Villa ∙ 18 guests ∙ 9 bedrooms

Villa in Kissimmee

Kissimmee, Osceola County, Florida, United States
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Villas in Kissimmee: Top Accommodations

Villa Kissimmee
Sep 19 - Sep 26
$157 per night
Villa ∙ 12 guests ∙ 6 bedrooms

Villa in Kissimmee with Pool & Yard

5.0
Outstanding (6 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
May 7 - May 14
$261 per night
Villa ∙ 16 guests ∙ 9 bedrooms

Villa in Kissimmee with Pool & Patio

5.0
Outstanding (8 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Mar 29 - Apr 5
$156 per night
Villa ∙ 10 guests ∙ 5 bedrooms

Villa in Kissimmee with Pool & Patio

4.5
Excellent (37 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Aug 23 - Aug 30
$235 per night
Villa ∙ 18 guests ∙ 1 bedroom

Villa in Kissimmee with Private Pool

Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
May 4 - May 11
$84 per night
Villa ∙ 6 guests ∙ 3 bedrooms

Lovely Villa in Kissimmee with Patio, Pool & Jacuzzi

4.5
Excellent (76 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
May 7 - May 14
$140 per night
Villa ∙ 10 guests ∙ 5 bedrooms

Beautiful Villa in Kissimmee with Pool, Sauna & Patio

4.3
Very good (27 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Sep 19 - Sep 26
$150 per night
Villa ∙ 10 guests ∙ 5 bedrooms

Charming Villa in Kissimmee with Pool, Grill & Patio

4.5
Excellent (25 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Jun 1 - Jun 8
$120 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Kissimmee with Pool

4.3
Very good (27 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Dec 8 - Dec 15
$100 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Charming Villa in Kissimmee with Private Pool

3.9
Good (51 ratings)
Kissimmee, Osceola County, Florida, United States
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Budget-friendly villas in Kissimmee

Our top value vacation rentals for villas

Villa Kissimmee
Sep 19 - Sep 26
-57%
$368
$158 per night
Villa ∙ 13 guests ∙ 6 bedrooms

Villa in Kissimmee with Huge Pool

4.9
Outstanding (20 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
May 18 - May 25
$99 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Modern Villa in Kissimmee with Pool & Sauna

5.0
Outstanding (6 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Sep 19 - Sep 26
$121 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Kissimmee with Private Pool

4.9
Outstanding (83 ratings)
Kissimmee, Osceola County, Florida, United States
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Stay connected: Villas with internet

Villa  Kissimmee
Oct 26 - Nov 2
$74 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Family Friendly Villa in Kissimmee with Pool & Patio

4.7
Excellent (76 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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Villa  Kissimmee
Jun 9 - Jun 16
-37%
$211
$133 per night
Villa ∙ 10 guests ∙ 4 bedrooms

Villa in Kissimmee with Private Pool

4.7
Excellent (127 ratings)
Kissimmee, Osceola County, Florida, United States
Internet
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Villa  Kissimmee
May 3 - May 10
$150 per night
Villa ∙ 12 guests ∙ 6 bedrooms

Pleasant Villa in Kissimmee with Free Pool

Kissimmee, Osceola County, Florida, United States
Internet
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Stay Cool: Villas with Air Conditioning

Villa  Kissimmee
May 1 - May 8
-70%
$697
$209 per night
Villa ∙ 14 guests ∙ 6 bedrooms

Villa in Kissimmee with Optional Pool

4.7
Excellent (17 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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Villa  Kissimmee
Jan 6 - Jan 13
-27%
$170
$125 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Kissimmee with Professional Pool + Water View

4.6
Excellent (128 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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Villa  Kissimmee
Nov 28 - Dec 5
$95 per night
Villa ∙ 8 guests ∙ 3 bedrooms

Luxurious Villa in Kissimmee with Large Pool + Lake View

4.7
Excellent (86 ratings)
Kissimmee, Osceola County, Florida, United States
Air conditioning
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Villas with kitchens

Villa  Kissimmee
May 17 - May 24
-39%
$259
$158 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Kissimmee with Screened-In Pool

4.7
Excellent (59 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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Villa  Kissimmee
Aug 23 - Aug 30
-47%
$266
$140 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Villa in Kissimmee with Gorgeous Pool + Lake View

4.4
Very good (39 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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Villa  Kissimmee
Oct 26 - Nov 2
$249 per night
Villa ∙ 12 guests ∙ 6 bedrooms

Villa in Kissimmee with Large Pool + Great Views

4.9
Outstanding (143 ratings)
Kissimmee, Osceola County, Florida, United States
Kitchen
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Villas with Hot Tubs

Rentals Featuring Jacuzzis and Whirlpools

Villa Kissimmee
Jun 1 - Jun 8
$107 per night
Villa ∙ 8 guests ∙ 4 bedrooms

Sunny Villa in Kissimmee with Outdoor Pool

4.3
Very good (38 ratings)
Kissimmee, Osceola County, Florida, United States
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Villa Kissimmee
Nov 11 - Nov 18
-63%
$656
$242 per night
Villa ∙ 12 guests ∙ 6 bedrooms

Villa in Kissimmee with Hot Tub & Pool

Kissimmee, Osceola County, Florida, United States
Free cancellation
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Villa Kissimmee
Apr 18 - Apr 25
-76%
$1,648
$395 per night
Villa ∙ 26 guests ∙ 12 bedrooms

Charming Villa in Kissimmee with Grill, Pool, Hot Tub

Kissimmee, Osceola County, Florida, United States
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Villas in Kissimmee for Any Type of Traveler

Staying with a big group in Kissimmee?

HomeToGo offers numerous Villas in Kissimmee with 7+ bedrooms and many bathrooms. Find luxurious Villas for big groups in Kissimmee, complete with private pool, big kitchen, and lots of space to relax. September is the most affortable time to stay in Kissimmee with a large group, when nightly prices for Villas will range from $368 to $682 per night. Begin browsing the available Villas for big groups and plan the perfect vacation!

Searching for a private vacation in Kissimmee with your partner?

Book cozy Villas in Kissimmee for a private retreat, complete with jacuzzi, spa, and a picturesque view of Kissimmee's stunning scenery. You can find many relaxing activities to try with your partner on your romantic trip, including hiking, swimming, biking, and many other outdoor activities. The most affordable time to book is September with prices starting at $74 per night. Browse HomeToGo's best offers for romantic getaways in Kissimmee today!
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Information about Villa rentals in Kissimmee

🏡 Villas available 3,213 rentals
💳 Possible discounts up to 53%
🌙 Nightly prices starting at $74
⭐ Popular amenities Grill, Crib and Wheelchair accessible
🐾 Pet friendly homes 213 homes
🏊 Villas with pools 2,933 homes

Frequently Asked Questions

Villa rentals in Kissimmee: What is the nightly price for a stay?

You can get an incredible rental from $368 and find discounts up to 53%!

Can I find a vacation home for a group for Villa rentals in Kissimmee?

in Kissimmee, large groups should look for Villa since they fit 14 guests.

Searching for something else?

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