Traveler Login
Owner Login
Viewed
Favorites
Inquired
My Trips
My Profile
Owner Dashboard
Logout
Help
Travelers
How it Works
Community
Help
Homeowners
How it Works
List Your Property
Community
Help
Property Managers
How it Works
Help
List Your Property
Search
You have sent
a request for
information to
this owner.
FILTERS
List View
Map View
Cancel
Apply Filters
Clear Filters
FILTERS
68
Results
Location
Kissimmee
Property Manager
Price
Price Per Week
$
Any
0
750
1,000
1,250
1,500
2,000
3,000
4,000
5,000
6,000
7,000
8,000
9,000
$
Any
750
1,000
1,250
1,500
2,000
3,000
4,000
5,000
6,000
7,000
8,000
9,000
10,000
Clear
Apply Filter
Sleeps
Any
1+
(
557,272
)
2+
(
556,982
)
3+
(
532,062
)
4+
(
517,248
)
5+
(
411,795
)
6+
(
374,719
)
7+
(
240,771
)
8+
(
218,402
)
9+
(
130,939
)
10+
(
118,007
)
11+
(
71,558
)
12+
(
65,303
)
13 or more
(
39,658
)
Bedrooms
Any
Studio
(
23,150
)
1
(
90,335
)
2
(
165,736
)
3
(
146,190
)
4
(
79,144
)
5
(
34,095
)
6+
(
28,973
)
Booking
Book Online
(
5
)
Accepts online payments
(
15
)
More Filters
Hide Filters
Price Per Week
$
$
Sleeps
Bedrooms
Bathrooms
Booking Options
Booking Options
Book Online
(
5
)
Accepts online payments
(
15
)
Property Type
Property Type
Apartments
Apartments
(
2
)
Bungalows
Bungalows
(
2
)
Condos
Condos
(
78
)
Hotels
Hotels
(
2
)
Homes
Homes
(
243
)
Studios
Studios
(
1
)
Townhomes
Townhomes
(
47
)
Villas
Villas
(
68
)
Barns
Barns
(
0
)
Cabins
Cabins
(
0
)
Castles
Castles
(
0
)
Chalets
Chalets
(
0
)
Cottages
Cottages
(
0
)
Estates
Estates
(
0
)
Farmhouses
Farmhouses
(
0
)
Lodges
Lodges
(
0
)
Yachts
Yachts
(
0
)
Location Type
Location Type
beach
(
1
)
downtown
(
2
)
lake
(
8
)
mountain
(
0
)
near the ocean
(
0
)
river
(
0
)
waterfront
(
1
)
golf
(
55
)
skiing
(
1
)
Even More Filters
Even More Filters
special deals & offers
(
0
)
long term renters welcome
(
17
)
luxury
(
13
)
budget
(
2
)
Featured Listing
(
7
)
1+ reviews
(
42
)
Features
Features
Air Conditioning
(
64
)
Fireplace
(
1
)
Hot Tub
(
38
)
Internet Access
(
59
)
Outdoor Grill
(
36
)
Parking Included
(
57
)
Pool
(
-1
)
Satellite or Cable TV
(
60
)
Washing Machine
(
64
)
children welcome
(
50
)
long term renters welcome
(
17
)
non smoking only
(
61
)
Pets Considered
(
18
)
suitable for elderly or infirm
(
24
)
wheelchair accessible
(
22
)
Managed By
Managed By
Owner
(
35
)
Property Manager
(
33
)
Any
Cancel
Clear Filters
Apply Filters
Vacation Rentals
>
World
>
USA
>
Florida
>
Disney / Orlando
>
Kissimmee Area
>
Kissimmee
3
BR /
2
BA /
1
HF BA /
Sleeps
8
From $79/nt
Featured
4
BR /
3
BA /
Sleeps
8
From $140/nt
Featured
2
BR /
2
BA /
Sleeps
6
From $85/nt
Featured
5
BR /
4
BA /
1
HF BA /
Sleeps
12
From $119/nt
Featured
2
BR /
2
BA /
Sleeps
6
Featured
Kissimmee Villa Rentals with Pools
(68)
sort by
HomeAway Sort
HomeAway Sort
Average Rating
Availability Last Updated
Accepts Online Payments
Bedrooms: Least to Most
Bedrooms: Most to Least
Price: High to Low
Price: Low to High
Number of Reviews
Special Offers First
Reunion Resort with beautiful furnishings and private pool
5 Bedrooms,
5
Bathrooms
,
1
Half Bath
, Sleeps 12
$450 - $500
per night
Reunion Resort with beautiful furnishings and private pool
Book it Now!
5 - 7 night minimum stay
5
BR,
5
BA,
1
HF BA,
Sleeps
12
Kissimmee Area
>
Kissimmee Villa
#3007092
Compare
Spacious vacation home with private pool, close to Disney and free Wi-Fi.
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$81 - $99
per night
Spacious vacation home with private pool, close to Disney and free Wi-Fi.
3 - 14 night minimum stay
3
BR,
2
BA,
Sleeps
6
Kissimmee Area
>
Kissimmee Villa
#3501833
(12)
Compare
Your Vacation is Waiting. Free Pool Heat October and Nov!
6 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 14
$179 - $209
per night
Your Vacation is Waiting. Free Pool Heat October and Nov!
4 - 7 night minimum stay
6
BR,
3
BA,
1
HF BA,
Sleeps
14
Kissimmee Area
>
Kissimmee Villa
#480069vb
Compare
Luxury 7BR/4.5BA Villa, 10-15min to Disney
7 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 16
Luxury 7BR/4.5BA Villa, 10-15min to Disney
7
BR,
4
BA,
1
HF BA,
Sleeps
16
Kissimmee Area
>
Kissimmee Villa
#288861
(23)
Compare
5 Star Luxury Vacation Villa- South Facing Pool
5 Bedrooms,
4
Bathrooms
, Sleeps 10
$1,100 - $1,450
per week
5 Star Luxury Vacation Villa- South Facing Pool
7 night minimum stay
5
BR,
4
BA,
Sleeps
10
Kissimmee Area
>
Kissimmee Villa
#392913
(3)
Compare
Home Sweet Home - 4 bedroom villa w/private pool, 4 miles to Disney!
4 Bedrooms,
2
Bathrooms
, Sleeps 10
$170
per night
Home Sweet Home - 4 bedroom villa w/private pool, 4 miles to Disney!
3 - 5 night minimum stay
4
BR,
2
BA,
Sleeps
10
Kissimmee Area
>
Kissimmee Villa
#3023763
(4)
Compare
Luxurious Home With Private Movie Theater, Games Room & South-East Pool & Spa!
6 Bedrooms,
4
Bathrooms
, Sleeps 13
Luxurious Home With Private Movie Theater, Games Room & South-East Pool & Spa!
6
BR,
4
BA,
Sleeps
13
Kissimmee Area
>
Kissimmee Villa
#3016676
Compare
Westgate Town Center 1BDRM Family & Pet Friendly Close to Disney - Book Online now!
1 Bedrooms,
1
Bathroom
, Sleeps 4
$89 - $189
per night
Westgate Town Center 1BDRM Family & Pet Friendly Close to Disney - Book Online now!
1
BR,
1
BA,
Sleeps
4
Kissimmee Area
>
Kissimmee Villa
#3484152
Compare
Westgate Town Center 2BDRM Family, Pet Friendly Resort Close to Disney - Book Online now!
2 Bedrooms,
1
Bathroom
, Sleeps 6
$129 - $239
per night
Westgate Town Center 2BDRM Family, Pet Friendly Resort Close to Disney - Book Online now!
2
BR,
1
BA,
Sleeps
6
Kissimmee Area
>
Kissimmee Villa
#3484573
Compare
Westgate Vacation Villas 1BDRM Family & Pet Friendly Close to Disney - Book Online now!
1 Bedrooms,
1
Bathroom
, Sleeps 4
$89 - $199
per night
Westgate Vacation Villas 1BDRM Family & Pet Friendly Close to Disney - Book Online now!
1
BR,
1
BA,
Sleeps
4
Kissimmee Area
>
Kissimmee Villa
#3475464
Compare
Westgate Vacation Villas 2BDRM Family & Pet Friendly Close to Disney - Book Online now!
2 Bedrooms,
2
Bathrooms
, Sleeps 6
$119 - $249
per night
Westgate Vacation Villas 2BDRM Family & Pet Friendly Close to Disney - Book Online now!
2
BR,
2
BA,
Sleeps
6
Kissimmee Area
>
Kissimmee Villa
#3475397
Compare
Westgate Town Center STUDIO Family & Pet Friendly Close to Disney
Studio,
1
Bathroom
, Sleeps 4
$79 - $179
per night
Westgate Town Center STUDIO Family & Pet Friendly Close to Disney
Studio,
1
BA,
Sleeps
4
Kissimmee Area
>
Kissimmee Villa
#3470614
Compare
Westgate Towers 2BDRM Family Friendly Resort Close to Disney - Book Online now!
2 Bedrooms,
3
Bathrooms
, Sleeps 8
$119 - $259
per night
Westgate Towers 2BDRM Family Friendly Resort Close to Disney - Book Online now!
2
BR,
3
BA,
Sleeps
8
Kissimmee Area
>
Kissimmee Villa
#3485254
Compare
Dalmatian Villa - Themed bedrooms for the young and young at heart.
4 Bedrooms,
3
Bathrooms
, Sleeps 8
$99 - $145
per night
Dalmatian Villa - Themed bedrooms for the young and young at heart.
Book it Now!
2 - 7 night minimum stay
4
BR,
3
BA,
Sleeps
8
Kissimmee Area
>
Kissimmee Villa
#3015102
(16)
Compare
Very spacious vacation home with private pool, gated community, free Wi-Fi
4 Bedrooms,
2
Bathrooms
,
1
Half Bath
, Sleeps 8
$89 - $109
per night
Very spacious vacation home with private pool, gated community, free Wi-Fi
3 - 14 night minimum stay
4
BR,
2
BA,
1
HF BA,
Sleeps
8
Kissimmee Area
>
Kissimmee Villa
#3172546
(4)
Compare
6 bedrooms 4 king beds, max 14 gated community resort
6 Bedrooms,
4
Bathrooms
, Sleeps 14
$110 - $250
per night
6 bedrooms 4 king beds, max 14 gated community resort
3 - 7 night minimum stay
6
BR,
4
BA,
Sleeps
14
Kissimmee Area
>
Kissimmee Villa
#964089
(13)
Compare
Elegant Orlando 5/4 villa, Pool, Spa, WiFi, TVs, game, clubhouse, near Disney
5 Bedrooms,
4
Bathrooms
, Sleeps 12
$140 - $172
per night
Elegant Orlando 5/4 villa, Pool, Spa, WiFi, TVs, game, clubhouse, near Disney
3 - 4 night minimum stay
5
BR,
4
BA,
Sleeps
12
Kissimmee Area
>
Kissimmee Villa
#264898
1 Review
Compare
Luxury Villa Next to Disney in gated Windsor Hills
5 Bedrooms,
5
Bathrooms
, Sleeps 10
$150 - $180
per night
Luxury Villa Next to Disney in gated Windsor Hills
5 - 7 night minimum stay
5
BR,
5
BA,
Sleeps
10
Kissimmee Area
>
Kissimmee Villa
#253667
1 Review
Compare
Huge 6 BR/4BA (3 master) Villa South Pool/Spa in Resort near Disney
6 Bedrooms,
4
Bathrooms
, Sleeps 13
$149
per night
Huge 6 BR/4BA (3 master) Villa South Pool/Spa in Resort near Disney
3 night minimum stay
6
BR,
4
BA,
Sleeps
13
Kissimmee Area
>
Kissimmee Villa
#206389
(11)
Compare
Great rates on 7bd 4.5 ba villa with south facing pool/spa, WiFi and games room
7 Bedrooms,
4
Bathrooms
,
1
Half Bath
, Sleeps 16
$159
per night
Great rates on 7bd 4.5 ba villa with south facing pool/spa, WiFi and games room
3 night minimum stay
7
BR,
4
BA,
1
HF BA,
Sleeps
16
Kissimmee Area
>
Kissimmee Villa
#300364
(4)
Compare
Newly furnished, spacious 5bd 4ba (3 master) large private pool near Disney
5 Bedrooms,
4
Bathrooms
, Sleeps 12
Newly furnished, spacious 5bd 4ba (3 master) large private pool near Disney
5
BR,
4
BA,
Sleeps
12
Kissimmee Area
>
Kissimmee Villa
#229919
(3)
Compare
Minutes from Disney and Action - Family Friendly with Pool
3 Bedrooms,
2
Bathrooms
, Sleeps 8
Minutes from Disney and Action - Family Friendly with Pool
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Kissimmee Villa
#3176247
(9)
Compare
2438 Sweetwater Unit 50
3 Bedrooms,
2
Bathrooms
, Sleeps 8
$85 - $105
per night
2438 Sweetwater Unit 50
3 night minimum stay
3
BR,
2
BA,
Sleeps
8
Kissimmee Area
>
Kissimmee Villa
#3201876
Compare
Great vacation home near Disney, private pool, flat screen TV and free Wi-Fi
2 Bedrooms,
2
Bathrooms
, Sleeps 7
$75 - $90
per night
Great vacation home near Disney, private pool, flat screen TV and free Wi-Fi
3 - 14 night minimum stay
2
BR,
2
BA,
Sleeps
7
Kissimmee Area
>
Kissimmee Villa
#3172544
2 Reviews
Compare
$270 for 6/29~7/2 or 7/9~12. Rachael Ray Recommends, Minutes to Parks, Free WiFi
4 Bedrooms,
3
Bathrooms
, Sleeps 10
$19 - $99
per night
$270 for 6/29~7/2 or 7/9~12. Rachael Ray Recommends, Minutes to Parks, Free WiFi
1 - 7 night minimum stay
4
BR,
3
BA,
Sleeps
10
Kissimmee Area
>
Kissimmee Villa
#297423
(21)
Compare
Luxury Brand new with private pool single family house HDTV/Internet
4 Bedrooms,
3
Bathrooms
, Sleeps 10
$109 - $114
per night
Luxury Brand new with private pool single family house HDTV/Internet
Book it Now!
3 - 7 night minimum stay
4
BR,
3
BA,
Sleeps
10
Kissimmee Area
>
Kissimmee Villa
#392202
(4)
Compare
L@@K No Further.. 3 bedrooms home with private pool 10 minutes drive from Disney
3 Bedrooms,
2
Bathrooms
, Sleeps 6
$75 - $100
per night
L@@K No Further.. 3 bedrooms home with private pool 10 minutes drive from Disney
6 night minimum stay
3
BR,
2
BA,
Sleeps
6
Kissimmee Area
>
Kissimmee Villa
#282833
(53)
Compare
Enjoy the Peace & tranquility after the Magic of Disney!
4 Bedrooms,
3
Bathrooms
, Sleeps 8
$120 - $130
per night
Enjoy the Peace & tranquility after the Magic of Disney!
3 - 5 night minimum stay
4
BR,
3
BA,
Sleeps
8
Kissimmee Area
>
Kissimmee Villa
#251369
(23)
Compare
REUNION RENTALS ORLANDO - Designer Super Cool Luxury Villa 5.2 MILES TO DISNEY
4 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 8
$349
per night
REUNION RENTALS ORLANDO - Designer Super Cool Luxury Villa 5.2 MILES TO DISNEY
Book it Now!
5 - 7 night minimum stay
4
BR,
3
BA,
1
HF BA,
Sleeps
8
Kissimmee Area
>
Kissimmee Villa
#396614
Compare
Orlando Dream
6 Bedrooms,
3
Bathrooms
,
1
Half Bath
, Sleeps 12
$300
per night
Orlando Dream
Book it Now!
2 - 7 night minimum stay
6
BR,
3
BA,
1
HF BA,
Sleeps
12
Kissimmee Area
>
Kissimmee Villa
#3165745
1 Review
Compare
1 - 30 of 68
Show
15
30
60
properties
Advertisement