Kissimmee Vacation Rentals
287 Kissimmee Vacation Rentals were found matching your criteria. These vacation rentals are presented by their owners or managers. Please click on the photos or links below, then contact them directly with your inquiries. Use the search criteria box on the left of the page to refine your search within Kissimmee, Central Florida-Orlando-Disney, Florida, United States.
Central Florida-Orlando-Disney Top Cities
Home:
6 Bedroom, 4 Bathroom, Sleeps 12
Location: Kissimmee, Florida, United States
Description: Spacious 2 storey home in the gated community of Villa Sol offering 6 bedrooms (including 2 masters), 4 bathrooms, 2 living areas, dining room, ful... Learn More
Location: Kissimmee, Florida, United States
Description: Spacious 2 storey home in the gated community of Villa Sol offering 6 bedrooms (including 2 masters), 4 bathrooms, 2 living areas, dining room, ful... Learn More
Rates
$169 - $199 night
$1183 - $1393 week
$169 - $199 night
$1183 - $1393 week
Featured
Villa:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States
Description: Windsor Hills Resort is a secure guard gated community located 1.5 miles to Disney World within the heart of Orlando’s premier tourist attractions!... Learn More
Location: Kissimmee, Florida, United States
Description: Windsor Hills Resort is a secure guard gated community located 1.5 miles to Disney World within the heart of Orlando’s premier tourist attractions!... Learn More
Rates
$105 - $130 night
$735 - $910 week
$105 - $130 night
$735 - $910 week
Featured
Home:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States
Description: Enjoy this classic 3 bedroom 2 bath beautiful home in the established community of Lindfields just 10 minutes from Disney. A great location for all... Learn More
Location: Kissimmee, Florida, United States
Description: Enjoy this classic 3 bedroom 2 bath beautiful home in the established community of Lindfields just 10 minutes from Disney. A great location for all... Learn More
Rates
$85 - $120 night
$595 - $840 week
$85 - $120 night
$595 - $840 week
Featured
Villa:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States
Description: This 3 bedroom, 2 bathroom villa sleeps up to 6 people comfortably. The inviting, heated pool lures at you from the many windows overlooking it. Gr... Learn More
Location: Kissimmee, Florida, United States
Description: This 3 bedroom, 2 bathroom villa sleeps up to 6 people comfortably. The inviting, heated pool lures at you from the many windows overlooking it. Gr... Learn More
Rates
$73 - $99 night
$515 - $903 week
$73 - $99 night
$515 - $903 week
Featured
Villa:
6 Bedroom, 4 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States
Description: This tastefully decorated 2-storey villahas 6 bedrooms, 4 bathrooms and is located on cue de sac. It is spacious enough for large families or for ... Learn More
Location: Kissimmee, Florida, United States
Description: This tastefully decorated 2-storey villahas 6 bedrooms, 4 bathrooms and is located on cue de sac. It is spacious enough for large families or for ... Learn More
Rates
$213 - $444 night
$1491 - $3108 week
$213 - $444 night
$1491 - $3108 week
Featured
Condo:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot clubhouse with amenities that consisting of a la... Learn More
Location: Kissimmee, Florida, United States
Description: Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot clubhouse with amenities that consisting of a la... Learn More
Rates
$85 - $150 night
$595 - $1050 week
$85 - $150 night
$595 - $1050 week
Featured
Condo:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: This luxurious 3 bedroom and 2 full bath condo is tastefully furnished and tiled throughout with all the comforts of home. There are 4 TV's, a DVD ... Learn More
Location: Kissimmee, Florida, United States
Description: This luxurious 3 bedroom and 2 full bath condo is tastefully furnished and tiled throughout with all the comforts of home. There are 4 TV's, a DVD ... Learn More
Rates
$100 - $174 night
$700 - $1218 week
$100 - $174 night
$700 - $1218 week
Featured
Villa:
3 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: This 3 bedroom 2.5 bath Orlando Florida vacation home is located in the Sunset Lakes subdivision. This gem of a home has tile through out, colorful... Learn More
Location: Kissimmee, Florida, United States
Description: This 3 bedroom 2.5 bath Orlando Florida vacation home is located in the Sunset Lakes subdivision. This gem of a home has tile through out, colorful... Learn More
Rates
$105 - $130 night
$735 - $910 week
$105 - $130 night
$735 - $910 week
Featured
Condo:
3 Bedroom, 2 Bathroom, Sleeps 6
Location: Kissimmee, Florida, United States
Description: Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot clubhouse with amenities that consisting of a la... Learn More
Location: Kissimmee, Florida, United States
Description: Windsor Palms is a family resort, only 3 miles from Disney World! With a luxury 7,500 square foot clubhouse with amenities that consisting of a la... Learn More
Rates
$85 - $150 night
$595 - $1050 week
$85 - $150 night
$595 - $1050 week
Featured
Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: DescriptionHome 2916 is a luxurious recently renovated single story 4 bedroom, 3 bathroom home with Wi-Fi, situated in a quiet cul-de-sac with its ... Learn More
Location: Kissimmee, Florida, United States
Description: DescriptionHome 2916 is a luxurious recently renovated single story 4 bedroom, 3 bathroom home with Wi-Fi, situated in a quiet cul-de-sac with its ... Learn More
Rates
$151 - $193 night
$1022 - $1316 week
$151 - $193 night
$1022 - $1316 week
Featured
Home:
5 Bedroom, 4.5 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: 4200 sq ft of luxury! Pamper yourself when you stay in this beautifully furnished two storey 5 bedroom, 4.5 bathroom home located in the gated com... Learn More
Location: Kissimmee, Florida, United States
Description: 4200 sq ft of luxury! Pamper yourself when you stay in this beautifully furnished two storey 5 bedroom, 4.5 bathroom home located in the gated com... Learn More
Rates
$155 - $185 night
$1085 - $1295 week
$155 - $185 night
$1085 - $1295 week
Featured
Villa:
4 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: Venetian Bay Village Townhouse Vacation Rental 4 Bedroom/3 Bath Our 1470 sq. ft. Townhouse has 4 bedrooms with enough room to sleep up to 10 adul... Learn More
Location: Kissimmee, Florida, United States
Description: Venetian Bay Village Townhouse Vacation Rental 4 Bedroom/3 Bath Our 1470 sq. ft. Townhouse has 4 bedrooms with enough room to sleep up to 10 adul... Learn More
Rates
$92 - $115 night
$644 - $805 week
$92 - $115 night
$644 - $805 week
Home:
4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: Do you want Orlando comfort? Come stay at this completely remodeled 4 bed, 3 bath luxury guest home in the gated Windsor Palms resort. Two master... Learn More
Location: Kissimmee, Florida, United States
Description: Do you want Orlando comfort? Come stay at this completely remodeled 4 bed, 3 bath luxury guest home in the gated Windsor Palms resort. Two master... Learn More
Rates
$140 - $275 night
$1050 - $1950 week
$140 - $275 night
$1050 - $1950 week
Villa:
3 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Why stay in a hotel room when you can rent this 3 bedroom 2 baths condominium located in Sweetwater Club. This cozy condo has all the amenities one... Learn More
Location: Kissimmee, Florida, United States
Description: Why stay in a hotel room when you can rent this 3 bedroom 2 baths condominium located in Sweetwater Club. This cozy condo has all the amenities one... Learn More
Rates
$85 - $105 night
$595 - $735 week
$85 - $105 night
$595 - $735 week
Home:
4 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: 4 bedroom, 2 bathroom pool home in the gated community of Villa Sol. Bed arrangements: queen in master, queen, two twins, two twins. Home comfort... Learn More
Location: Kissimmee, Florida, United States
Description: 4 bedroom, 2 bathroom pool home in the gated community of Villa Sol. Bed arrangements: queen in master, queen, two twins, two twins. Home comfort... Learn More
Rates
$140 - $160 night
$980 - $1120 week
$140 - $160 night
$980 - $1120 week
Home:
4 Bedroom, 3 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: This Orlando vacation home, is convenient to everything, just off Hwy 192 at Marker 14. Less than 10 minutes away from Disney and about 15 minutes ... Learn More
Location: Kissimmee, Florida, United States
Description: This Orlando vacation home, is convenient to everything, just off Hwy 192 at Marker 14. Less than 10 minutes away from Disney and about 15 minutes ... Learn More
Rates
$125 - $150 night
$875 - $1050 week
$125 - $150 night
$875 - $1050 week
Home:
7 Bedroom, 6 Bathroom, Sleeps 14
Location: Kissimmee, Florida, United States
Description: If you are searching for a luxury vacation villa close to Disney, search no further. Utopia is precisely the definition of it's name - A BEAUTIFUL,... Learn More
Location: Kissimmee, Florida, United States
Description: If you are searching for a luxury vacation villa close to Disney, search no further. Utopia is precisely the definition of it's name - A BEAUTIFUL,... Learn More
Rates
$375 - $475 night
$2625 - $3325 week
$375 - $475 night
$2625 - $3325 week
Home:
4 Bedroom, 2.5 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Beautifully presented and spacious 2 storey family home with 4 bedrooms, 2.5 bathrooms, 2 living rooms, dining room, fully equipped eat-in kitchen.... Learn More
Location: Kissimmee, Florida, United States
Description: Beautifully presented and spacious 2 storey family home with 4 bedrooms, 2.5 bathrooms, 2 living rooms, dining room, fully equipped eat-in kitchen.... Learn More
Rates
$129 - $149 night
$903 - $1043 week
$129 - $149 night
$903 - $1043 week
Home:
4 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Located in the gated community of Villa Sol, this contemporary style single storey home offers 4 bedrooms, 2 bathrooms, living room, dining room, s... Learn More
Location: Kissimmee, Florida, United States
Description: Located in the gated community of Villa Sol, this contemporary style single storey home offers 4 bedrooms, 2 bathrooms, living room, dining room, s... Learn More
Rates
$140 - $160 night
$980 - $1120 week
$140 - $160 night
$980 - $1120 week
Home:
3 Bedroom, 2 Bathroom, Sleeps 11
Location: Kissimmee, Florida, United States
Description: Do you want to go on a orlando vacation with your family pet, but can't find a kissimmee vacation home that allows pets? Rent this 3 bed 2 bath dog... Learn More
Location: Kissimmee, Florida, United States
Description: Do you want to go on a orlando vacation with your family pet, but can't find a kissimmee vacation home that allows pets? Rent this 3 bed 2 bath dog... Learn More
Rates
Contact Owner
Directly For Rates
Contact Owner
Directly For Rates
Home:
4 Bedroom, 2 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: This beautiful home is located in Villa Sol - one of the newest developments in the area. Ideally located at the end of the Osceola Parkway - just ... Learn More
Location: Kissimmee, Florida, United States
Description: This beautiful home is located in Villa Sol - one of the newest developments in the area. Ideally located at the end of the Osceola Parkway - just ... Learn More
Rates
$140 - $160 night
$980 - $1120 week
$140 - $160 night
$980 - $1120 week
Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: 4 bedroom 3 bath townhouse features a king size bed in downstairs master; a queen size bed in 2nd master and two rooms with 2 twin beds each. •Loca... Learn More
Location: Kissimmee, Florida, United States
Description: 4 bedroom 3 bath townhouse features a king size bed in downstairs master; a queen size bed in 2nd master and two rooms with 2 twin beds each. •Loca... Learn More
Rates
$115 - $135 night
$805 - $945 week
$115 - $135 night
$805 - $945 week
Home:
4 Bedroom, 3 Bathroom, Sleeps 8
Location: Kissimmee, Florida, United States
Description: Enjoy your next Disney vacation when you stay at The Captiva - a spacious 4 bedroom, 3 bathroom home with private pool and spa. Bed configuration:... Learn More
Location: Kissimmee, Florida, United States
Description: Enjoy your next Disney vacation when you stay at The Captiva - a spacious 4 bedroom, 3 bathroom home with private pool and spa. Bed configuration:... Learn More
Rates
$129 - $149 night
$903 - $1043 week
$129 - $149 night
$903 - $1043 week
Home:
6 Bedroom, 4 Bathroom, Sleeps 13
Location: Kissimmee, Florida, United States
Description: Our Luxurious Villa features: • 6 bedroom 4 bath 2,812 sq feet • 2 King Master bedrooms, 1 Queen bedroom, 1 Double bedroom and 2 Twin bedrooms • Sl... Learn More
Location: Kissimmee, Florida, United States
Description: Our Luxurious Villa features: • 6 bedroom 4 bath 2,812 sq feet • 2 King Master bedrooms, 1 Queen bedroom, 1 Double bedroom and 2 Twin bedrooms • Sl... Learn More
Rates
$200 - $275 night
$200 - $275 night
Home:
5 Bedroom, 3.5 Bathroom, Sleeps 10
Location: Kissimmee, Florida, United States
Description: Stunning waterfront property perfectly located in the golfing community of Windsor Park @ Remington, this lavishly furnished home offers 5 bedrooms... Learn More
Location: Kissimmee, Florida, United States
Description: Stunning waterfront property perfectly located in the golfing community of Windsor Park @ Remington, this lavishly furnished home offers 5 bedrooms... Learn More
Rates
$160 - $180 night
$1120 - $1260 week
$160 - $180 night
$1120 - $1260 week
This map is intended to be used as a reference only.
Please confirm the exact location with the property owner or manager.
Find additional Vacation Rentals:
