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Vacation Rentals in Kissimmee

194 vacation rentals
2625 Old Kent Circle Kissimmee Fl 34758
1
Apartment
For Rent
2625 Old Kent Circle Kissimmee Fl 34758
viewed
$1,750
Kissimmee, Florida
4 bedrooms
3 bathrooms
Everything you need to live & play! Ideal *vacation*24 hour guard gated* and only 20 minutes from disney! This well-appointed townhouse 4bd/3ba bath, townhome...
1 week + 6 days ago in Rentdigs
Everything you need to live & play! Ideal *vacation*24 hour guard gated* and only 20 minutes from disney! This well-appointed townhouse 4bd/3ba bath, townhome...
4373 Quote Street Kissimmee Fl 34746
1
Apartment
For Rent
4373 Quote Street Kissimmee Fl 34746
viewed
$240
Kissimmee, Florida
4 bedrooms
3 bathrooms
Short term rental, vacation home this is a completely brand new townhouse, 4 bedrooms / 3 bathrooms to accommodate up to 11 guest comfortably. Full equipped kitchen...
Dec 2, 2021 in Rentdigs
Short term rental, vacation home this is a completely brand new townhouse, 4 bedrooms / 3 bathrooms to accommodate up to 11 guest comfortably. Full equipped kitchen...
6051 W Irlo Bronson Mem Hwy Unit: 2325 Kissimmee Fl 34747
1
For Rent
6051 W Irlo Bronson Mem Hwy Unit: 2325 Kissimmee Fl 34747
viewed
Request Details
Kissimmee, Florida
323 sq.feet
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
1 week + 6 days ago in ListedBuy
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
6051 W Irlo Bronson Mem Hwy Unit: 3333 Kissimmee Fl 34747
1
For Rent
6051 W Irlo Bronson Mem Hwy Unit: 3333 Kissimmee Fl 34747
viewed
Request Details
Kissimmee, Florida
323 sq.feet
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
1 week + 6 days ago in ListedBuy
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
6051 W Irlo Bronson Mem Hwy Unit: 1332 Kissimmee Fl 34747
1
For Rent
6051 W Irlo Bronson Mem Hwy Unit: 1332 Kissimmee Fl 34747
viewed
Request Details
Kissimmee, Florida
323 sq.feet
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
1 week + 6 days ago in ListedBuy
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
6051 W Irlo Bronson Mem Hwy Unit: 2327 Kissimmee Fl 34747
1
For Rent
6051 W Irlo Bronson Mem Hwy Unit: 2327 Kissimmee Fl 34747
viewed
Request Details
Kissimmee, Florida
323 sq.feet
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
1 week + 6 days ago in ListedBuy
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
6051 W Irlo Bronson Mem Hwy Unit: 2113 Kissimmee Fl 34747
1
For Rent
6051 W Irlo Bronson Mem Hwy Unit: 2113 Kissimmee Fl 34747
viewed
Request Details
Kissimmee, Florida
323 sq.feet
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
1 week + 6 days ago in ListedBuy
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
Condo For Sale In Kissimmee, Florida
1
Condo
For Sale
Condo For Sale In Kissimmee, Florida
viewed
$35,500,000
Kissimmee, Florida
4 bathrooms
1,647 sq.feet
Community of emerald island resort. It's a short-term rental, fully furniture, open floor plan. It's a corner lot for vacation privacy. Home features 4 bedrooms, 3 baths and 1645...
Dec 28, 2021 in ListedBuy
Community of emerald island resort. It's a short-term rental, fully furniture, open floor plan. It's a corner lot for vacation privacy. Home features 4 bedrooms, 3 baths and 1645...
Condo For Sale In Kissimmee, Florida
1
Condo
For Sale
Condo For Sale In Kissimmee, Florida
viewed
$21,500,000
Kissimmee, Florida
2 bathrooms
This villa is perfect as a primary residence, vacation home, or investment property. Short term rentals allowed, current owner consistently has it booked via airbnb. The villas...
Dec 28, 2021 in ListedBuy
This villa is perfect as a primary residence, vacation home, or investment property. Short term rentals allowed, current owner consistently has it booked via airbnb. The villas...
Home For Sale In Kissimmee, Florida
1
House
For Sale
Home For Sale In Kissimmee, Florida
viewed
$59,900,000
Kissimmee, Florida
3 bathrooms
Enjoy life the margaritaville way! Wether you plan to use as a vacation home, short term rental or full time residence, this pristine 'once upon a tide' cottage...
Dec 27, 2021 in ListedBuy
Enjoy life the margaritaville way! Wether you plan to use as a vacation home, short term rental or full time residence, this pristine 'once upon a tide' cottage...
Home For Sale In Kissimmee, Florida
NEW
House
For Sale
Home For Sale In Kissimmee, Florida
viewed
$34,995,000
Kissimmee, Florida
2 bathrooms
From the pool area. Zoned for short term rentals this home can be used as a primary residence or as a vacation home. The indian ridge home association fees are very low at $70 per year but include...
19 hours ago in ListedBuy
From the pool area. Zoned for short term rentals this home can be used as a primary residence or as a vacation home. The indian ridge home association fees are very low at $70 per year but include...
Home For Rent In Kissimmee, Florida
House
For Rent
Home For Rent In Kissimmee, Florida
viewed
Request Details
Kissimmee, Florida
5 bathrooms
Month-to-month rental opportunity. Are you re-locating or traveling with family and pets? Do not let this opportunity pass. 5 bedroom, 4.5 bathroom, fully furnished...
1 day + 19 hours ago in ListedBuy
Month-to-month rental opportunity. Are you re-locating or traveling with family and pets? Do not let this opportunity pass. 5 bedroom, 4.5 bathroom, fully furnished...
Condo For Sale In Kissimmee, Florida
Condo
For Sale
Condo For Sale In Kissimmee, Florida
viewed
$29,000,000
Kissimmee, Florida
2 bathrooms
! Short term rentals, long term rentals and residents are welcome! Imagine feeling like you (or your renters) are on vacation immediately as you arrive! This community...
2 days + 18 hours ago in ListedBuy
! Short term rentals, long term rentals and residents are welcome! Imagine feeling like you (or your renters) are on vacation immediately as you arrive! This community...
Condo For Sale In Kissimmee, Florida
Condo
For Sale
Condo For Sale In Kissimmee, Florida
viewed
$24,500,000
Kissimmee, Florida
2 bathrooms
Looking for an investment property, second home, vacation spot, or your primary... A first home, or savvy investors looking for rental income. It has a successful...
4 days + 19 hours ago in ListedBuy
Looking for an investment property, second home, vacation spot, or your primary... A first home, or savvy investors looking for rental income. It has a successful...
Home For Sale In Kissimmee, Florida
House
For Sale
Home For Sale In Kissimmee, Florida
viewed
$38,500,000
Kissimmee, Florida
3 bathrooms
Producing vacation or long-term rental. Huge extended and improved screened in pool...
4 days + 19 hours ago in ListedBuy
Producing vacation or long-term rental. Huge extended and improved screened in pool...
Condo For Sale In Kissimmee, Florida
Condo
For Sale
Condo For Sale In Kissimmee, Florida
viewed
$29,990,000
Kissimmee, Florida
2 bathrooms
Residential or investors as the community allows for vacation rentals. If financing is a concern, the seller will allow for seller financing. Future rental bookings are available...
1 week ago in ListedBuy
Residential or investors as the community allows for vacation rentals. If financing is a concern, the seller will allow for seller financing. Future rental bookings are available...
Home For Sale In Kissimmee, Florida
House
For Sale
Home For Sale In Kissimmee, Florida
viewed
$82,900,000
Kissimmee, Florida
5 bathrooms
Short term rental property minutes from disney. This luxury water front 8 bedroom... This luxury vacation home community located in the most desirable area -only 4 miles...
1 week ago in ListedBuy
Short term rental property minutes from disney. This luxury water front 8 bedroom... This luxury vacation home community located in the most desirable area -only 4 miles...
6051 W Irlo Bronson Mem Hwy Unit: 2112 Kissimmee Fl 34747
For Rent
6051 W Irlo Bronson Mem Hwy Unit: 2112 Kissimmee Fl 34747
viewed
Request Details
Kissimmee, Florida
323 sq.feet
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
1 week + 6 days ago in ListedBuy
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
3000 Maingate Lane Unit: 512 Kissimmee Fl 34747
For Rent
3000 Maingate Lane Unit: 512 Kissimmee Fl 34747
viewed
Request Details
Kissimmee, Florida
301 sq.feet
Short-term vacation rental only! No airbnb, owner can only vacation there for up to 14... Palms hotel in kissimmee. Great investment location 5 minutes from the walt disney...
1 week + 6 days ago in ListedBuy
Short-term vacation rental only! No airbnb, owner can only vacation there for up to 14... Palms hotel in kissimmee. Great investment location 5 minutes from the walt disney...
6051 W Irlo Bronson Mem Hwy Unit: 2101 Kissimmee Fl 34747
For Rent
6051 W Irlo Bronson Mem Hwy Unit: 2101 Kissimmee Fl 34747
viewed
Request Details
Kissimmee, Florida
323 sq.feet
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
1 week + 6 days ago in ListedBuy
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
6051 W Irlo Bronson Mem Hwy Unit: 1326 Kissimmee Fl 34747
For Rent
6051 W Irlo Bronson Mem Hwy Unit: 1326 Kissimmee Fl 34747
viewed
Request Details
Kissimmee, Florida
323 sq.feet
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
1 week + 6 days ago in ListedBuy
Investor alert! This listing is for a vacation rental property in green point... At green point kissimmee or green point essential when completed...
4 Bedroom, Kissimmee Florida 34746
23
Condo
For Sale
4 Bedroom, Kissimmee Florida 34746
viewed
$449,000
Kissimmee, Florida
4 bedrooms
3 bathrooms
1,914 sq.feet
Shops and restaurants. This vacation home is tile throughout the entertainment... Pool and lazy river, two water slides and a huge splash park. Kayak rentals are available...
Dec 27, 2021 in Listanza
Shops and restaurants. This vacation home is tile throughout the entertainment... Pool and lazy river, two water slides and a huge splash park. Kayak rentals are available...
4 Bedroom Single Family Home Kissimmee Fl For Sale At 375000
6
House
For Sale
4 Bedroom Single Family Home Kissimmee Fl For Sale At 375000
viewed
$375,000
Kissimmee, Florida
4 bedrooms
3 bathrooms
Lid: usa_42629784 4 bedroom single family home in kissimmee fl. Perfect investment or vacation home in kissimmee florida. You can use it multiple times a year and rent...
Jul 31, 2021 in Listanza
Lid: usa_42629784 4 bedroom single family home in kissimmee fl. Perfect investment or vacation home in kissimmee florida. You can use it multiple times a year and rent...
4 Bedroom, Kissimmee Fl 34746
6
Townhouse
For Sale
4 Bedroom, Kissimmee Fl 34746
viewed
$375,000
Kissimmee, Florida
4 bedrooms
3 bathrooms
Lid: 42629784 perfect investment or vacation home in kissimmee florida. You... Or rent it whole year daily or weekly. This home is what vacation dreams are made...
Apr 19, 2021 in Listanza
Lid: 42629784 perfect investment or vacation home in kissimmee florida. You... Or rent it whole year daily or weekly. This home is what vacation dreams are made...
8 Bedroom, Kissimmee Florida 34746
NEW
House
For Sale
8 Bedroom, Kissimmee Florida 34746
viewed
$829,000
Kissimmee, Florida
8 bedrooms
5 bathrooms
4,289 sq.feet
Storey lake is a perfect vacation community. The amazing clubhouse features tiki bar/grille, canoe/kayak rental, lazy river, fitness center, miniature golf, quiet...
19 hours ago in Listanza
Storey lake is a perfect vacation community. The amazing clubhouse features tiki bar/grille, canoe/kayak rental, lazy river, fitness center, miniature golf, quiet...
194 vacation rentals
Location
Florida (189)
Any
Kissimmee(184)
Orlando(2)
Auburndale(1)
River Ranch(1)
Last updated
One day ago
One week ago
15 days ago
One month ago
Price: $
 - 
Customize
$0 - $500
$500 - $1,000
$1,000 - $1,500
$1,500 - $2,000
$2,000 - $2,500
$2,500 - $4,000
$4,000 - $5,500
$5,500 - $7,000
$7,000 - $8,500
$8,500 - $10,000
$10,000 +
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Bedrooms
1+ bedrooms
2+ bedrooms
3+ bedrooms
4+ bedrooms
Size of the property: sq.feet
 - 
Customize
0 - 45 sq.feet
45 - 90 sq.feet
90 - 135 sq.feet
135 - 180 sq.feet
180 - 225 sq.feet
225 - 360 sq.feet
360 - 495 sq.feet
495 - 630 sq.feet
630 - 765 sq.feet
765 - 900 sq.feet
900+ sq.feet
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Bathrooms
1+ bathrooms
2+ bathrooms
3+ bathrooms
4+ bathrooms
Pictures
With Pictures(90)
Vacation Rentals in Kissimmee