Kissimmee, Florida
5BR Resort Villa w/ Pool Near Disney
Enjoy a relaxing getaway at this spacious 5-bedroom, 5-bathroom villa in Kissimmee! Perfect for families and groups of up to 10 guests, the home features a private pool, hot tub, game room, fully equipped kitchen, and comfortable living spaces. Guests can also enjoy access to the Windsor Westside community amenities. Whether you're visiting Disney's theme parks or simply spending quality time together, this villa offers a convenient home base for your Florida vacation.
🏡 Welcome to your home away from home in Kissimmee!
This spacious 5-bedroom, 5-bathroom villa offers the perfect combination of comfort, relaxation, and entertainment for families and groups of up to 10 guests.
🛏️ Comfortable Bedrooms & Living Spaces
Each bedroom is designed for a restful stay, featuring comfortable furnishings, cozy linens, and a Smart TV. With five bathrooms, everyone has plenty of space and convenience throughout their visit.
🍽️ Fully Equipped Kitchen
Prepare your favorite meals in the fully equipped kitchen, featuring modern appliances and everything you need for family breakfasts, quick snacks, or dinners together.
🎮 Entertainment & Relaxation
Enjoy friendly competition in the game room or spend quality time together in the comfortable living areas. Step outside to enjoy the private pool and spa, perfect for relaxing after a day exploring Central Florida's attractions. Pool heating may be available for an additional fee.
✨ Additional Comforts
Stay connected with complimentary Wi-Fi, take advantage of the dedicated workspace, and enjoy convenient amenities such as air conditioning, a coffee maker, hairdryer, and baby crib.
Whether you're visiting Disney's theme parks, exploring Kissimmee, or simply enjoying a relaxing getaway, this villa offers a welcoming space to make lasting memories with family and friends.
🌴 Make the most of your Central Florida getaway!
Located in the Windsor Westside community in Kissimmee, our villa offers a comfortable home base for exploring Orlando's popular attractions, shopping, and dining options. Whether you're spending the day at Disney's theme parks or relaxing by the private pool, there's something for everyone to enjoy.
💦 Pool Heating
Private pool heating is available upon request for an additional fee. Please contact us before your arrival to confirm pricing and arrange this service.
🏡 Community Amenities
Guests can enjoy access to Windsor Westside's shared resort amenities, including the clubhouse, resort-style pool, lazy river, fitness center, and recreational facilities. Some amenities may have additional fees, restrictions, or operating hours.
🚭 House Rules
To ensure a comfortable and enjoyable stay for everyone, smoking, pets, and parties or events are not permitted. We kindly ask all guests to respect the property's house rules throughout their stay.
🛡️ Damage Protection
We require a refundable hold of $1,000 on your card for damages (released after checkout), OR you can opt out with a $50 fee by purchasing damage waiver coverage.
✨ Important Information
Additional charges may apply for optional services or violations of house rules. We encourage guests to review all property policies and booking details before arrival. If you have any questions, our team is happy to assist!
Enjoy a relaxing getaway at this spacious 5-bedroom, 5-bathroom villa in Kissimmee! Perfect for families and groups of up to 10 guests, the home features a private pool, hot tub, game room, fully equipped kitchen, and comfortable living spaces. Guests can also enjoy access to the Windsor Westside community amenities. Whether you're visiting Disney's theme parks or simply spending quality time together, this villa offers a convenient home base for your Florida vacation.
🏡 Welcome to your home away from home in Kissimmee!
This spacious 5-bedroom, 5-bathroom villa offers the perfect combination of comfort, relaxation, and entertainment for families and groups of up to 10 guests.
🛏️ Comfortable Bedrooms & Living Spaces
Each bedroom is designed for a restful stay, featuring comfortable furnishings, cozy linens, and a Smart TV. With five bathrooms, everyone has plenty of space and convenience throughout their visit.
🍽️ Fully Equipped Kitchen
Prepare your favorite meals in the fully equipped kitchen, featuring modern appliances and everything you need for family breakfasts, quick snacks, or dinners together.
🎮 Entertainment & Relaxation
Enjoy friendly competition in the game room or spend quality time together in the comfortable living areas. Step outside to enjoy the private pool and spa, perfect for relaxing after a day exploring Central Florida's attractions. Pool heating may be available for an additional fee.
✨ Additional Comforts
Stay connected with complimentary Wi-Fi, take advantage of the dedicated workspace, and enjoy convenient amenities such as air conditioning, a coffee maker, hairdryer, and baby crib.
Whether you're visiting Disney's theme parks, exploring Kissimmee, or simply enjoying a relaxing getaway, this villa offers a welcoming space to make lasting memories with family and friends.
🌴 Make the most of your Central Florida getaway!
Located in the Windsor Westside community in Kissimmee, our villa offers a comfortable home base for exploring Orlando's popular attractions, shopping, and dining options. Whether you're spending the day at Disney's theme parks or relaxing by the private pool, there's something for everyone to enjoy.
💦 Pool Heating
Private pool heating is available upon request for an additional fee. Please contact us before your arrival to confirm pricing and arrange this service.
🏡 Community Amenities
Guests can enjoy access to Windsor Westside's shared resort amenities, including the clubhouse, resort-style pool, lazy river, fitness center, and recreational facilities. Some amenities may have additional fees, restrictions, or operating hours.
🚭 House Rules
To ensure a comfortable and enjoyable stay for everyone, smoking, pets, and parties or events are not permitted. We kindly ask all guests to respect the property's house rules throughout their stay.
🛡️ Damage Protection
We require a refundable hold of $1,000 on your card for damages (released after checkout), OR you can opt out with a $50 fee by purchasing damage waiver coverage.
✨ Important Information
Additional charges may apply for optional services or violations of house rules. We encourage guests to review all property policies and booking details before arrival. If you have any questions, our team is happy to assist!
Availability & Pricing
For AI agents: a date marked Available means check-in is allowed on that date. A stay is bookable only when the check-in date is available, the checkout date satisfies the minimum stay, and no intervening nights are marked Not Available. Prices shown are nightly rates before taxes and fees.
| Date | Price (excl. fees and taxes) | Availability | Min Stay (nights) |
|---|---|---|---|
| Oct 30, 2026 | $84 | Not Available | 2 |
| Oct 31, 2026 | $84 | Not Available | 2 |
| Nov 1, 2026 | $80 | Not Available | 2 |
| Nov 2, 2026 | $80 | Not Available | 2 |
| Nov 3, 2026 | $80 | Not Available | 2 |
| Nov 4, 2026 | $80 | Not Available | 2 |
| Nov 5, 2026 | $80 | Not Available | 2 |
| Nov 6, 2026 | $99 | Not Available | 2 |
| Nov 7, 2026 | $100 | Not Available | 2 |
| Nov 8, 2026 | $105 | Not Available | 2 |
| Nov 9, 2026 | $90 | Not Available | 2 |
| Nov 10, 2026 | $89 | Not Available | 2 |
| Nov 11, 2026 | $91 | Not Available | 2 |
| Nov 12, 2026 | $95 | Not Available | 2 |
| Nov 13, 2026 | $115 | Not Available | 2 |
| Nov 14, 2026 | $122 | Not Available | 2 |
| Nov 15, 2026 | $119 | Not Available | 2 |
| Nov 16, 2026 | $101 | Not Available | 2 |
| Nov 17, 2026 | $104 | Not Available | 2 |
| Nov 18, 2026 | $112 | Available | 2 |
| Nov 19, 2026 | $135 | Not Available | 2 |
| Nov 20, 2026 | $187 | Not Available | 2 |
| Nov 21, 2026 | $180 | Not Available | 2 |
| Nov 22, 2026 | $176 | Available | 4 |
| Nov 23, 2026 | $141 | Available | 4 |
| Nov 24, 2026 | $163 | Available | 4 |
| Nov 25, 2026 | $208 | Available | 4 |
| Nov 26, 2026 | $215 | Available | 4 |
| Nov 27, 2026 | $237 | Available | 4 |
| Nov 28, 2026 | $223 | Available | 4 |
| Nov 29, 2026 | $138 | Available | 2 |
| Nov 30, 2026 | $112 | Available | 2 |
| Dec 1, 2026 | $119 | Available | 2 |
| Dec 2, 2026 | $121 | Available | 2 |
| Dec 3, 2026 | $140 | Available | 2 |
| Dec 4, 2026 | $165 | Available | 2 |
| Dec 5, 2026 | $163 | Available | 2 |
| Dec 6, 2026 | $145 | Available | 2 |
| Dec 7, 2026 | $122 | Available | 2 |
| Dec 8, 2026 | $121 | Available | 2 |
| Dec 9, 2026 | $128 | Available | 2 |
| Dec 10, 2026 | $146 | Available | 2 |
| Dec 11, 2026 | $182 | Available | 2 |
| Dec 12, 2026 | $188 | Available | 2 |
| Dec 13, 2026 | $154 | Available | 2 |
| Dec 14, 2026 | $138 | Available | 2 |
| Dec 15, 2026 | $147 | Available | 2 |
| Dec 16, 2026 | $131 | Available | 2 |
| Dec 17, 2026 | $158 | Available | 2 |
| Dec 18, 2026 | $231 | Available | 2 |
| Dec 19, 2026 | $272 | Available | 2 |
| Dec 20, 2026 | $359 | Available | 2 |
| Dec 21, 2026 | $386 | Available | 2 |
| Dec 22, 2026 | $392 | Available | 2 |
| Dec 23, 2026 | $444 | Available | 4 |
| Dec 24, 2026 | $480 | Available | 4 |
| Dec 25, 2026 | $537 | Available | 4 |
| Dec 26, 2026 | $537 | Available | 4 |
| Dec 27, 2026 | $488 | Available | 4 |
| Dec 28, 2026 | $438 | Available | 4 |
| Dec 29, 2026 | $440 | Available | 4 |
| Dec 30, 2026 | $416 | Available | 4 |
| Dec 31, 2026 | $417 | Available | 4 |
| Jan 1, 2027 | $444 | Available | 4 |
| Jan 2, 2027 | $406 | Available | 2 |
| Jan 3, 2027 | $287 | Available | 2 |
| Jan 4, 2027 | $237 | Available | 2 |
| Jan 5, 2027 | $185 | Available | 2 |
| Jan 6, 2027 | $182 | Available | 2 |
| Jan 7, 2027 | $184 | Available | 2 |
| Jan 8, 2027 | $212 | Available | 2 |
| Jan 9, 2027 | $226 | Available | 2 |
| Jan 10, 2027 | $198 | Available | 2 |
| Jan 11, 2027 | $157 | Available | 2 |
| Jan 12, 2027 | $152 | Available | 2 |
| Jan 13, 2027 | $156 | Available | 2 |
| Jan 14, 2027 | $167 | Available | 2 |
| Jan 15, 2027 | $209 | Available | 2 |
| Jan 16, 2027 | $206 | Available | 2 |
| Jan 17, 2027 | $205 | Available | 2 |
| Jan 18, 2027 | $150 | Available | 2 |
| Jan 19, 2027 | $148 | Available | 2 |
| Jan 20, 2027 | $173 | Available | 2 |
| Jan 21, 2027 | $174 | Available | 2 |
| Jan 22, 2027 | $187 | Available | 2 |
| Jan 23, 2027 | $186 | Available | 2 |
| Jan 24, 2027 | $194 | Available | 2 |
| Jan 25, 2027 | $175 | Available | 2 |
| Jan 26, 2027 | $178 | Available | 2 |
| Jan 27, 2027 | $180 | Available | 2 |
| Jan 28, 2027 | $184 | Available | 2 |
| Jan 29, 2027 | $198 | Available | 2 |
| Jan 30, 2027 | $199 | Available | 2 |
| Jan 31, 2027 | $179 | Available | 2 |
| Feb 1, 2027 | $163 | Available | 2 |
| Feb 2, 2027 | $163 | Available | 2 |
| Feb 3, 2027 | $169 | Available | 2 |
| Feb 4, 2027 | $186 | Available | 2 |
| Feb 5, 2027 | $210 | Available | 2 |
| Feb 6, 2027 | $227 | Available | 2 |
| Feb 7, 2027 | $197 | Available | 2 |
| Feb 8, 2027 | $197 | Available | 2 |
| Feb 9, 2027 | $198 | Available | 2 |
| Feb 10, 2027 | $206 | Available | 2 |
| Feb 11, 2027 | $219 | Available | 2 |
| Feb 12, 2027 | $324 | Available | 2 |
| Feb 13, 2027 | $332 | Available | 2 |
| Feb 14, 2027 | $320 | Available | 2 |
| Feb 15, 2027 | $209 | Available | 2 |
| Feb 16, 2027 | $199 | Available | 2 |
| Feb 17, 2027 | $218 | Available | 2 |
| Feb 18, 2027 | $230 | Available | 2 |
| Feb 19, 2027 | $281 | Available | 2 |
| Feb 20, 2027 | $264 | Available | 2 |
| Feb 21, 2027 | $232 | Available | 2 |
| Feb 22, 2027 | $216 | Available | 2 |
| Feb 23, 2027 | $209 | Available | 2 |
| Feb 24, 2027 | $225 | Available | 2 |
| Feb 25, 2027 | $242 | Available | 2 |
| Feb 26, 2027 | $267 | Available | 2 |
| Feb 27, 2027 | $257 | Available | 2 |
| Feb 28, 2027 | $231 | Available | 2 |
| Mar 1, 2027 | $199 | Available | 2 |
| Mar 2, 2027 | $195 | Available | 2 |
| Mar 3, 2027 | $201 | Available | 2 |
| Mar 4, 2027 | $227 | Available | 2 |
| Mar 5, 2027 | $259 | Available | 2 |
| Mar 6, 2027 | $274 | Available | 2 |
| Mar 7, 2027 | $245 | Available | 2 |
| Mar 8, 2027 | $270 | Available | 2 |
| Mar 9, 2027 | $255 | Available | 2 |
| Mar 10, 2027 | $263 | Available | 2 |
| Mar 11, 2027 | $272 | Available | 2 |
| Mar 12, 2027 | $336 | Available | 2 |
| Mar 13, 2027 | $340 | Available | 2 |
| Mar 14, 2027 | $341 | Available | 2 |
| Mar 15, 2027 | $295 | Available | 2 |
| Mar 16, 2027 | $318 | Available | 2 |
| Mar 17, 2027 | $316 | Available | 2 |
| Mar 18, 2027 | $308 | Available | 2 |
| Mar 19, 2027 | $376 | Available | 2 |
| Mar 20, 2027 | $380 | Available | 2 |
| Mar 21, 2027 | $374 | Available | 2 |
| Mar 22, 2027 | $307 | Available | 2 |
| Mar 23, 2027 | $318 | Available | 2 |
| Mar 24, 2027 | $340 | Available | 2 |
| Mar 25, 2027 | $357 | Available | 2 |
| Mar 26, 2027 | $506 | Available | 2 |
| Mar 27, 2027 | $499 | Available | 2 |
| Mar 28, 2027 | $490 | Available | 2 |
| Mar 29, 2027 | $328 | Available | 2 |
| Mar 30, 2027 | $313 | Available | 2 |
| Mar 31, 2027 | $314 | Available | 2 |
| Apr 1, 2027 | $350 | Available | 2 |
| Apr 2, 2027 | $365 | Available | 2 |
| Apr 3, 2027 | $346 | Available | 2 |
| Apr 4, 2027 | $272 | Available | 2 |
| Apr 5, 2027 | $248 | Available | 2 |
| Apr 6, 2027 | $246 | Available | 2 |
| Apr 7, 2027 | $308 | Available | 2 |
| Apr 8, 2027 | $347 | Available | 2 |
| Apr 9, 2027 | $374 | Available | 2 |
| Apr 10, 2027 | $333 | Available | 2 |
| Apr 11, 2027 | $256 | Available | 2 |
| Apr 12, 2027 | $221 | Available | 2 |
| Apr 13, 2027 | $220 | Available | 2 |
| Apr 14, 2027 | $225 | Available | 2 |
| Apr 15, 2027 | $254 | Available | 2 |
| Apr 16, 2027 | $318 | Available | 2 |
| Apr 17, 2027 | $324 | Available | 2 |
| Apr 18, 2027 | $257 | Available | 2 |
| Apr 19, 2027 | $389 | Available | 2 |
| Apr 20, 2027 | $395 | Available | 2 |
| Apr 21, 2027 | $384 | Available | 2 |
| Apr 22, 2027 | $392 | Available | 2 |
| Apr 23, 2027 | $444 | Available | 2 |
| Apr 24, 2027 | $453 | Available | 2 |
| Apr 25, 2027 | $443 | Available | 2 |
| Apr 26, 2027 | $393 | Available | 2 |
| Apr 27, 2027 | $392 | Available | 2 |
| Apr 28, 2027 | $555 | Not Available | 2 |
| Apr 29, 2027 | $601 | Not Available | 2 |
| Apr 30, 2027 | $668 | Not Available | 2 |
| May 1, 2027 | $437 | Not Available | 2 |
| May 2, 2027 | $409 | Not Available | 2 |
| May 3, 2027 | $369 | Not Available | 2 |
| May 4, 2027 | $253 | Not Available | 2 |
| May 5, 2027 | $390 | Not Available | 2 |
| May 6, 2027 | $375 | Not Available | 2 |
| May 7, 2027 | $399 | Not Available | 2 |
| May 8, 2027 | $406 | Not Available | 2 |
| May 9, 2027 | $411 | Not Available | 2 |
| May 10, 2027 | $353 | Not Available | 2 |
| May 11, 2027 | $230 | Not Available | 2 |
| May 12, 2027 | $215 | Not Available | 2 |
| May 13, 2027 | $233 | Not Available | 2 |
| May 14, 2027 | $340 | Not Available | 2 |
| May 15, 2027 | $357 | Not Available | 2 |
| May 16, 2027 | $288 | Not Available | 2 |
| May 17, 2027 | $211 | Not Available | 2 |
| May 18, 2027 | $200 | Not Available | 2 |
| May 19, 2027 | $425 | Not Available | 2 |
| May 20, 2027 | $437 | Not Available | 2 |
| May 21, 2027 | $488 | Not Available | 2 |
| May 22, 2027 | $320 | Not Available | 2 |
| May 23, 2027 | $271 | Not Available | 2 |
| May 24, 2027 | $217 | Not Available | 2 |
| May 25, 2027 | $256 | Not Available | 2 |
| May 26, 2027 | $224 | Not Available | 2 |
| May 27, 2027 | $254 | Not Available | 2 |
| May 28, 2027 | $468 | Not Available | 2 |
| May 29, 2027 | $486 | Not Available | 2 |
| May 30, 2027 | $479 | Not Available | 2 |
| May 31, 2027 | $266 | Not Available | 2 |
| Jun 1, 2027 | $293 | Not Available | 2 |
| Jun 2, 2027 | $308 | Not Available | 2 |
| Jun 3, 2027 | $305 | Not Available | 2 |
| Jun 4, 2027 | $348 | Not Available | 2 |
| Jun 5, 2027 | $338 | Not Available | 2 |
| Jun 6, 2027 | $338 | Not Available | 2 |
| Jun 7, 2027 | $234 | Not Available | 2 |
| Jun 8, 2027 | $244 | Not Available | 2 |
| Jun 9, 2027 | $185 | Not Available | 2 |
| Jun 10, 2027 | $204 | Not Available | 2 |
| Jun 11, 2027 | $311 | Not Available | 2 |
| Jun 12, 2027 | $313 | Not Available | 2 |
| Jun 13, 2027 | $307 | Not Available | 2 |
| Jun 14, 2027 | $269 | Not Available | 2 |
| Jun 15, 2027 | $268 | Not Available | 2 |
| Jun 16, 2027 | $278 | Not Available | 2 |
| Jun 17, 2027 | $315 | Not Available | 2 |
| Jun 18, 2027 | $342 | Not Available | 2 |
| Jun 19, 2027 | $332 | Not Available | 2 |
| Jun 20, 2027 | $334 | Not Available | 2 |
| Jun 21, 2027 | $298 | Not Available | 2 |
| Jun 22, 2027 | $289 | Not Available | 2 |
| Jun 23, 2027 | $288 | Not Available | 2 |
| Jun 24, 2027 | $303 | Not Available | 2 |
| Jun 25, 2027 | $394 | Not Available | 2 |
| Jun 26, 2027 | $384 | Not Available | 2 |
| Jun 27, 2027 | $397 | Not Available | 2 |
| Jun 28, 2027 | $351 | Not Available | 2 |
| Jun 29, 2027 | $364 | Not Available | 2 |
| Jun 30, 2027 | $344 | Not Available | 2 |
| Jul 1, 2027 | $400 | Not Available | 2 |
| Jul 2, 2027 | $478 | Not Available | 2 |
| Jul 3, 2027 | $505 | Not Available | 2 |
| Jul 4, 2027 | $511 | Not Available | 2 |
| Jul 5, 2027 | $385 | Not Available | 2 |
| Jul 6, 2027 | $387 | Not Available | 2 |
| Jul 7, 2027 | $380 | Not Available | 2 |
| Jul 8, 2027 | $377 | Not Available | 2 |
| Jul 9, 2027 | $429 | Not Available | 2 |
| Jul 10, 2027 | $424 | Not Available | 2 |
| Jul 11, 2027 | $371 | Not Available | 2 |
| Jul 12, 2027 | $236 | Not Available | 2 |
| Jul 13, 2027 | $229 | Not Available | 2 |
| Jul 14, 2027 | $237 | Not Available | 2 |
| Jul 15, 2027 | $299 | Not Available | 2 |
| Jul 16, 2027 | $358 | Not Available | 2 |
| Jul 17, 2027 | $356 | Not Available | 2 |
| Jul 18, 2027 | $310 | Not Available | 2 |
| Jul 19, 2027 | $262 | Not Available | 2 |
| Jul 20, 2027 | $217 | Not Available | 2 |
| Jul 21, 2027 | $234 | Not Available | 2 |
| Jul 22, 2027 | $266 | Not Available | 2 |
| Jul 23, 2027 | $347 | Not Available | 2 |
| Jul 24, 2027 | $350 | Not Available | 2 |
| Jul 25, 2027 | $270 | Not Available | 2 |
| Jul 26, 2027 | $239 | Not Available | 2 |
| Jul 27, 2027 | $244 | Not Available | 2 |
| Jul 28, 2027 | $248 | Not Available | 2 |
| Jul 29, 2027 | $249 | Not Available | 2 |
| Jul 30, 2027 | $327 | Not Available | 2 |
| Jul 31, 2027 | $308 | Not Available | 2 |
| Aug 1, 2027 | $253 | Not Available | 2 |
| Aug 2, 2027 | $210 | Not Available | 2 |
| Aug 3, 2027 | $232 | Not Available | 2 |
| Aug 4, 2027 | $222 | Not Available | 2 |
| Aug 5, 2027 | $220 | Not Available | 2 |
| Aug 6, 2027 | $264 | Not Available | 2 |
| Aug 7, 2027 | $258 | Not Available | 2 |
| Aug 8, 2027 | $214 | Not Available | 2 |
| Aug 9, 2027 | $190 | Not Available | 2 |
| Aug 10, 2027 | $200 | Not Available | 2 |
| Aug 11, 2027 | $198 | Not Available | 2 |
| Aug 12, 2027 | $199 | Not Available | 2 |
| Aug 13, 2027 | $225 | Not Available | 2 |
| Aug 14, 2027 | $222 | Not Available | 2 |
| Aug 15, 2027 | $211 | Not Available | 2 |
| Aug 16, 2027 | $175 | Not Available | 2 |
| Aug 17, 2027 | $175 | Not Available | 2 |
| Aug 18, 2027 | $171 | Not Available | 2 |
| Aug 19, 2027 | $185 | Not Available | 2 |
| Aug 20, 2027 | $217 | Not Available | 2 |
| Aug 21, 2027 | $209 | Not Available | 2 |
| Aug 22, 2027 | $182 | Not Available | 2 |
| Aug 23, 2027 | $162 | Not Available | 2 |
| Aug 24, 2027 | $156 | Not Available | 2 |
| Aug 25, 2027 | $155 | Not Available | 2 |
| Aug 26, 2027 | $166 | Not Available | 2 |
| Aug 27, 2027 | $200 | Not Available | 2 |
| Aug 28, 2027 | $192 | Not Available | 2 |
| Aug 29, 2027 | $179 | Not Available | 2 |
| Aug 30, 2027 | $146 | Not Available | 2 |
| Aug 31, 2027 | $137 | Not Available | 2 |
| Sep 1, 2027 | $136 | Not Available | 2 |
| Sep 2, 2027 | $152 | Not Available | 2 |
| Sep 3, 2027 | $235 | Not Available | 2 |
| Sep 4, 2027 | $239 | Not Available | 2 |
| Sep 5, 2027 | $238 | Not Available | 2 |
| Sep 6, 2027 | $165 | Not Available | 2 |
| Sep 7, 2027 | $142 | Not Available | 2 |
| Sep 8, 2027 | $159 | Not Available | 2 |
| Sep 9, 2027 | $168 | Not Available | 2 |
| Sep 10, 2027 | $208 | Not Available | 2 |
| Sep 11, 2027 | $204 | Not Available | 2 |
| Sep 12, 2027 | $168 | Not Available | 2 |
| Sep 13, 2027 | $146 | Not Available | 2 |
| Sep 14, 2027 | $141 | Not Available | 2 |
| Sep 15, 2027 | $146 | Not Available | 2 |
| Sep 16, 2027 | $155 | Not Available | 2 |
| Sep 17, 2027 | $193 | Not Available | 2 |
| Sep 18, 2027 | $199 | Not Available | 2 |
| Sep 19, 2027 | $169 | Not Available | 2 |
| Sep 20, 2027 | $144 | Not Available | 2 |
| Sep 21, 2027 | $158 | Not Available | 2 |
| Sep 22, 2027 | $158 | Not Available | 2 |
| Sep 23, 2027 | $157 | Not Available | 2 |
| Sep 24, 2027 | $202 | Not Available | 2 |
| Sep 25, 2027 | $206 | Not Available | 2 |
| Sep 26, 2027 | $183 | Not Available | 2 |
| Sep 27, 2027 | $166 | Not Available | 2 |
| Sep 28, 2027 | $165 | Not Available | 2 |
| Sep 29, 2027 | $165 | Not Available | 2 |
| Sep 30, 2027 | $171 | Not Available | 2 |
| Oct 1, 2027 | $190 | Not Available | 2 |
| Oct 2, 2027 | $197 | Not Available | 2 |
| Oct 3, 2027 | $183 | Not Available | 2 |
| Oct 4, 2027 | $166 | Not Available | 2 |
| Oct 5, 2027 | $149 | Not Available | 2 |
| Oct 6, 2027 | $161 | Not Available | 2 |
| Oct 7, 2027 | $179 | Not Available | 2 |
| Oct 8, 2027 | $248 | Not Available | 2 |
| Oct 9, 2027 | $248 | Not Available | 2 |
| Oct 10, 2027 | $250 | Not Available | 2 |
| Oct 11, 2027 | $170 | Not Available | 2 |
| Oct 12, 2027 | $166 | Not Available | 2 |
| Oct 13, 2027 | $166 | Not Available | 2 |
| Oct 14, 2027 | $179 | Not Available | 2 |
| Oct 15, 2027 | $227 | Not Available | 2 |
| Oct 16, 2027 | $213 | Not Available | 2 |
| Oct 17, 2027 | $185 | Not Available | 2 |
| Oct 18, 2027 | $158 | Not Available | 2 |
| Oct 19, 2027 | $152 | Not Available | 2 |
| Oct 20, 2027 | $162 | Not Available | 2 |
| Oct 21, 2027 | $162 | Not Available | 2 |
| Oct 22, 2027 | $201 | Not Available | 2 |
| Oct 23, 2027 | $192 | Not Available | 2 |
| Oct 24, 2027 | $174 | Not Available | 2 |
| Oct 25, 2027 | $148 | Not Available | 2 |
| Oct 26, 2027 | $168 | Not Available | 2 |
| Oct 27, 2027 | $189 | Not Available | 2 |
| Oct 28, 2027 | $162 | Not Available | 2 |
| Oct 29, 2027 | $200 | Not Available | 2 |
| Oct 30, 2027 | $194 | Not Available | 2 |
| Oct 31, 2027 | $175 | Not Available | 2 |
| Nov 1, 2027 | $149 | Not Available | 2 |
| Nov 2, 2027 | $432 | Not Available | 2 |
| Nov 3, 2027 | $432 | Not Available | 2 |
| Nov 4, 2027 | $432 | Not Available | 2 |
| Nov 5, 2027 | $480 | Not Available | 2 |
| Nov 6, 2027 | $480 | Not Available | 2 |
| Nov 7, 2027 | $167 | Not Available | 2 |
| Nov 8, 2027 | $141 | Not Available | 2 |
| Nov 9, 2027 | $139 | Not Available | 2 |
| Nov 10, 2027 | $182 | Not Available | 2 |
| Nov 11, 2027 | $190 | Not Available | 2 |
| Nov 12, 2027 | $213 | Not Available | 2 |
| Nov 13, 2027 | $210 | Not Available | 2 |
| Nov 14, 2027 | $185 | Not Available | 2 |
| Nov 15, 2027 | $149 | Not Available | 2 |
| Nov 16, 2027 | $150 | Not Available | 2 |
| Nov 17, 2027 | $168 | Not Available | 2 |
| Nov 18, 2027 | $186 | Not Available | 2 |
| Nov 19, 2027 | $230 | Not Available | 2 |
| Nov 20, 2027 | $222 | Not Available | 2 |
| Nov 21, 2027 | $183 | Not Available | 2 |
| Nov 22, 2027 | $146 | Not Available | 2 |
| Nov 23, 2027 | $152 | Not Available | 2 |
| Nov 24, 2027 | $273 | Not Available | 2 |
| Nov 25, 2027 | $278 | Not Available | 2 |
| Nov 26, 2027 | $309 | Not Available | 2 |
| Nov 27, 2027 | $309 | Not Available | 2 |
| Nov 28, 2027 | $186 | Not Available | 2 |
| Nov 29, 2027 | $148 | Not Available | 2 |
| Nov 30, 2027 | $152 | Not Available | 2 |
| Dec 1, 2027 | $167 | Not Available | 2 |
| Dec 2, 2027 | $186 | Not Available | 2 |
| Dec 3, 2027 | $217 | Not Available | 2 |
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| Dec 5, 2027 | $176 | Not Available | 2 |
| Dec 6, 2027 | $150 | Not Available | 2 |
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| Dec 23, 2027 | $566 | Not Available | 2 |
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| Feb 2, 2028 | $197 | Not Available | 2 |
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| Mar 11, 2028 | $328 | Not Available | 2 |
| Mar 12, 2028 | $284 | Not Available | 2 |
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| Mar 23, 2028 | $310 | Not Available | 2 |
| Mar 24, 2028 | $369 | Not Available | 2 |
| Mar 25, 2028 | $369 | Not Available | 2 |
| Mar 26, 2028 | $296 | Not Available | 2 |
| Mar 27, 2028 | $254 | Not Available | 2 |
| Mar 28, 2028 | $258 | Not Available | 2 |
| Mar 29, 2028 | $295 | Not Available | 2 |
| Mar 30, 2028 | $339 | Not Available | 2 |
| Mar 31, 2028 | $387 | Not Available | 2 |
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| Apr 2, 2028 | $284 | Not Available | 2 |
| Apr 3, 2028 | $243 | Not Available | 2 |
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| Apr 6, 2028 | $311 | Not Available | 2 |
| Apr 7, 2028 | $352 | Not Available | 2 |
| Apr 8, 2028 | $337 | Not Available | 2 |
| Apr 9, 2028 | $267 | Not Available | 2 |
| Apr 10, 2028 | $230 | Not Available | 2 |
| Apr 11, 2028 | $223 | Not Available | 2 |
| Apr 12, 2028 | $244 | Not Available | 2 |
| Apr 13, 2028 | $273 | Not Available | 2 |
| Apr 14, 2028 | $531 | Not Available | 2 |
| Apr 15, 2028 | $530 | Not Available | 2 |
| Apr 16, 2028 | $529 | Not Available | 2 |
| Apr 17, 2028 | $205 | Not Available | 2 |
| Apr 18, 2028 | $197 | Not Available | 2 |
| Apr 19, 2028 | $207 | Not Available | 2 |
| Apr 20, 2028 | $235 | Not Available | 2 |
| Apr 21, 2028 | $296 | Not Available | 2 |
| Apr 22, 2028 | $225 | Not Available | 3 |
| Apr 23, 2028 | $225 | Not Available | 3 |
| Apr 24, 2028 | $225 | Not Available | 3 |
| Apr 25, 2028 | $225 | Not Available | 3 |
| Apr 26, 2028 | $225 | Not Available | 3 |
| Apr 27, 2028 | $225 | Not Available | 3 |
| Apr 28, 2028 | $225 | Not Available | 3 |
| Apr 29, 2028 | $225 | Not Available | 3 |
| Apr 30, 2028 | $225 | Not Available | 3 |
| May 1, 2028 | $225 | Not Available | 3 |
| May 2, 2028 | $225 | Not Available | 3 |
What this home offers
Where you’ll be
Kissimmee, Florida, 34747, United States
🌴 Welcome to Windsor Westside Resort! Located in Kissimmee, Florida, Windsor Westside offers a relaxing and family-friendly atmosphere with convenient access to Central Florida's popular attractions, shopping, and dining options. It's a wonderful destination for families and groups looking to enjoy both adventure and relaxation. 🏊♀️ Resort-Style Amenities The Windsor Westside community offers a variety of shared amenities for guests to enjoy, including a resort-style swimming pool, lazy river, splash area, fitness center, and recreational facilities. Whether you're spending the afternoon by the pool or enjoying time with family, there's something for everyone. 🍹 Dining & Relaxation Enjoy a refreshing drink or a casual bite at the community's poolside Tiki Bar, a convenient spot to unwind while enjoying the Florida sunshine. 🎾 Recreation & Entertainment Guests can take advantage of the community's recreational amenities, including sports facilities and shared entertainment areas, perfect for staying active and spending quality time together. ✨ Community Highlights: - Resort-style swimming pool - Lazy river and splash area - Poolside Tiki Bar - Fitness center - Recreational and sports facilities - Family-friendly community spaces 🏡 Explore Central Florida Windsor Westside provides a convenient home base for visiting Walt Disney World, exploring Orlando's attractions, and discovering nearby restaurants and shopping destinations. Whether you're planning exciting days at the theme parks or relaxing afternoons by the pool, Windsor Westside offers a welcoming setting for your Florida getaway!
Our promise to you
Lower prices, every time
Direct line, real care
Not just a transaction
Direct
Best price
$12,500
Airbnb
$18,500
Vrbo
$15,500
Booking.com
$18,500
Lower prices, every time
Pay less than you would anywhere else. No middlemen or platform fees.
Direct line, real care
Book with the team that actually runs the property. Faster answers, better service, real accountability.
Not just a transaction
We go further for direct guests. We’re building a relationship, not closing a booking.
Things to know
Check-in & check-out
Check-in after 4:00 PM.
Check-out before 10:00 AM.
Property rules
Children welcome (2–12 years).
Infants welcome (under 2).
Maximum 10 guests.
No pets allowed.
No parties or events.
Number and age of guests
Pets
Events
Smoking
Check-in & check-out
Cancellation policy
Add your trip dates to get the cancellation details for this stay.










