# Spacious 5BR Home with Private Pool in Kissimmee – 5 Bedroom Vacation Rental in Kissimmee, Florida | Casiola - Orlando Welcome to your perfect Central Florida getaway. - Elegant 5BR home with spacious open-plan living area and theme bedrooms. - Short drive to Walt Disney World, Magic Kingdom, and other top attractions. - Private pool with optional heating and outdoor dining on the patio. - High-speed Wi-Fi, smart TVs, and free parking. - Full access to resort shared amenities: lazy river & gym. - Surrounded by lush conservation areas & scenic trails. - Nearby attractions: Orlando Tree Trek & Mighty Jungle Golf. This charming 5-bedroom home in Windsor at Westside is ideal for a Central Florida getaway. Just a short drive from famed attractions like Walt Disney World and Magic Kingdom, the home boasts an open-plan layout with a spacious living area, full kitchen, and themed bedrooms. Total capacity is 11 guests, ensuring ample space for families or groups. Guests can relax in the private pool and enjoy alfresco dining on the patio. Complementary high-speed Wi-Fi, smart TVs, and free parking add to the convenience. Full access to resort amenities, including a lazy river and gym, completes this perfect vacation retreat. - Accommodation Details: The home features 5 well-appointed bedrooms, with unique themes, perfect for enhancing your stay in Florida. It accommodates up to 11 guests comfortably. The property includes 4 bathrooms, ensuring ample convenience for larger parties. The arrangement of beds caters to various sleeping configurations, ideal for families or group stays. - Living Spaces: Designed for relaxation and functionality, the living areas of this home feature a spacious layout ideal for social interactions, complete with cozy seating and entertainment options including smart TVs. There's a dedicated dining space for family meals. Guests also benefit from a dedicated workspace, making it easy to balance work and leisure. - Kitchen Facilities: The property provides a full kitchen equipped with essential appliances including a refrigerator, microwave, stove, oven, and dishwasher. Cooking basics and dining essentials are at your disposal, including a coffee maker and toaster, ensuring you feel right at home when preparing meals. - Private Facilities: Private amenities include laundry facilities with a washer and dryer, hair dryer, and essential toiletries like shampoo and conditioner. For tech and entertainment, enjoy free Wi-Fi, smart TVs, and a dedicated workspace. Outdoors, the private entrance and amenities like a high chair and travel crib enhance convenience. - Outdoor Areas: The property features a private pool perfect for cooling off after a day at the theme parks, complemented by a hot tub for relaxation. Outdoor dining furniture and a BBQ setup ensure enjoyable meals by the poolside. The outside area also provides access to lake views, which adds to the serene environment. - Optional Pool and Spa Heat: Enhance your stay with the optional pool and spa heat package available for $35/day + tax (recommended between November and April). Enjoy the comfort of a heated pool and extend your swimming season year-round. Extending the enjoyment of the pool and spa throughout their stay. - Shared Facilities: Guests have access to Windsor at Westside Resort's shared amenities, including a renowned lazy river and a fitness center. The resort ambiance enhances vacation relaxation with additional spaces to unwind and socialize. **Optional pool heat for this home is available for $35/day + tax. We would recommend adding pool heat to your reservation between the months of November and April.** **Property URL**: https://casiola.wanderos.com/property/726544615569622649/spacious-5br-home-with-private-pool-in-kissimmee **Markdown URL**: https://casiola.wanderos.com/property/726544615569622649/spacious-5br-home-with-private-pool-in-kissimmee.md ## Property Overview - **Sleeps**: 11 guests - **Bedrooms**: 5 bedrooms - **Bathrooms**: 4 - **Square Footage**: 2,486.461 sq ft ## Pricing & Availability - **Nightly Rate**: $113 USD - $1,100 USD (before taxes and fees) - **Next Available**: Nov 1, 2026 - **Available Days**: 482 of 551 days between Oct 31, 2026 and May 3, 2028 - **Daily Pricing (Oct 31, 2026 to May 3, 2028)**: - Oct 31, 2026: $125 USD (Not Available) (2 night min) - Nov 1, 2026: $113 USD (Available) (2 night min) - Nov 2, 2026: $113 USD (Available) (2 night min) - Nov 3, 2026: $113 USD (Available) (2 night min) - Nov 4, 2026: $113 USD (Available) (2 night min) - Nov 5, 2026: $113 USD (Available) (2 night min) - Nov 6, 2026: $115 USD (Not Available) (2 night min) - Nov 7, 2026: $138 USD (Not Available) (2 night min) - Nov 8, 2026: $113 USD (Available) (2 night min) - Nov 9, 2026: $113 USD (Available) (2 night min) - Nov 10, 2026: $113 USD (Available) (2 night min) - Nov 11, 2026: $113 USD (Available) (2 night min) - Nov 12, 2026: $113 USD (Available) (2 night min) - Nov 13, 2026: $128 USD (Available) (2 night min) - Nov 14, 2026: $162 USD (Available) (2 night min) - Nov 15, 2026: $125 USD (Available) (2 night min) - Nov 16, 2026: $125 USD (Available) (2 night min) - Nov 17, 2026: $125 USD (Available) (2 night min) - Nov 18, 2026: $125 USD (Available) (2 night min) - Nov 19, 2026: $125 USD (Available) (2 night min) - Nov 20, 2026: $210 USD (Available) (2 night min) - Nov 21, 2026: $223 USD (Available) (2 night min) - Nov 22, 2026: $169 USD (Available) (2 night min) - Nov 23, 2026: $143 USD (Available) (2 night min) - Nov 24, 2026: $146 USD (Available) (2 night min) - Nov 25, 2026: $168 USD (Available) (2 night min) - Nov 26, 2026: $180 USD (Available) (2 night min) - Nov 27, 2026: $233 USD (Available) (2 night min) - Nov 28, 2026: $212 USD (Available) (2 night min) - Nov 29, 2026: $146 USD (Available) (2 night min) - Nov 30, 2026: $125 USD (Available) (2 night min) - Dec 1, 2026: $125 USD (Available) (2 night min) - Dec 2, 2026: $125 USD (Not Available) (2 night min) - Dec 3, 2026: $125 USD (Not Available) (2 night min) - Dec 4, 2026: $205 USD (Not Available) (3 night min) - Dec 5, 2026: $204 USD (Available) (2 night min) - Dec 6, 2026: $152 USD (Available) (2 night min) - Dec 7, 2026: $134 USD (Available) (2 night min) - Dec 8, 2026: $133 USD (Available) (2 night min) - Dec 9, 2026: $135 USD (Available) (2 night min) - Dec 10, 2026: $152 USD (Available) (2 night min) - Dec 11, 2026: $202 USD (Available) (3 night min) - Dec 12, 2026: $203 USD (Available) (3 night min) - Dec 13, 2026: $149 USD (Available) (2 night min) - Dec 14, 2026: $134 USD (Available) (2 night min) - Dec 15, 2026: $134 USD (Available) (2 night min) - Dec 16, 2026: $135 USD (Available) (2 night min) - Dec 17, 2026: $151 USD (Available) (2 night min) - Dec 18, 2026: $201 USD (Available) (4 night min) - Dec 19, 2026: $229 USD (Available) (4 night min) - Dec 20, 2026: $195 USD (Available) (4 night min) - Dec 21, 2026: $153 USD (Available) (4 night min) - Dec 22, 2026: $154 USD (Not Available) (4 night min) - Dec 23, 2026: $294 USD (Not Available) (4 night min) - Dec 24, 2026: $328 USD (Not Available) (4 night min) - Dec 25, 2026: $518 USD (Not Available) (4 night min) - Dec 26, 2026: $532 USD (Not Available) (4 night min) - Dec 27, 2026: $451 USD (Not Available) (4 night min) - Dec 28, 2026: $423 USD (Not Available) (4 night min) - Dec 29, 2026: $291 USD (Not Available) (4 night min) - Dec 30, 2026: $329 USD (Not Available) (4 night min) - Dec 31, 2026: $341 USD (Not Available) (4 night min) - Jan 1, 2027: $397 USD (Available) (4 night min) - Jan 2, 2027: $336 USD (Available) (4 night min) - Jan 3, 2027: $239 USD (Available) (4 night min) - Jan 4, 2027: $150 USD (Available) (2 night min) - Jan 5, 2027: $149 USD (Available) (2 night min) - Jan 6, 2027: $152 USD (Available) (2 night min) - Jan 7, 2027: $167 USD (Available) (2 night min) - Jan 8, 2027: $216 USD (Available) (2 night min) - Jan 9, 2027: $216 USD (Available) (2 night min) - Jan 10, 2027: $167 USD (Available) (2 night min) - Jan 11, 2027: $150 USD (Not Available) (2 night min) - Jan 12, 2027: $149 USD (Not Available) (2 night min) - Jan 13, 2027: $152 USD (Not Available) (2 night min) - Jan 14, 2027: $169 USD (Not Available) (2 night min) - Jan 15, 2027: $225 USD (Not Available) (3 night min) - Jan 16, 2027: $229 USD (Not Available) (3 night min) - Jan 17, 2027: $177 USD (Not Available) (2 night min) - Jan 18, 2027: $163 USD (Not Available) (2 night min) - Jan 19, 2027: $162 USD (Not Available) (2 night min) - Jan 20, 2027: $157 USD (Not Available) (2 night min) - Jan 21, 2027: $175 USD (Not Available) (2 night min) - Jan 22, 2027: $229 USD (Not Available) (3 night min) - Jan 23, 2027: $230 USD (Not Available) (3 night min) - Jan 24, 2027: $177 USD (Not Available) (2 night min) - Jan 25, 2027: $161 USD (Available) (2 night min) - Jan 26, 2027: $160 USD (Available) (2 night min) - Jan 27, 2027: $164 USD (Available) (2 night min) - Jan 28, 2027: $181 USD (Available) (2 night min) - Jan 29, 2027: $238 USD (Available) (3 night min) - Jan 30, 2027: $243 USD (Available) (3 night min) - Jan 31, 2027: $184 USD (Available) (2 night min) - Feb 1, 2027: $172 USD (Available) (2 night min) - Feb 2, 2027: $171 USD (Available) (2 night min) - Feb 3, 2027: $176 USD (Available) (2 night min) - Feb 4, 2027: $196 USD (Available) (2 night min) - Feb 5, 2027: $257 USD (Available) (3 night min) - Feb 6, 2027: $264 USD (Available) (3 night min) - Feb 7, 2027: $199 USD (Available) (2 night min) - Feb 8, 2027: $180 USD (Available) (2 night min) - Feb 9, 2027: $181 USD (Available) (2 night min) - Feb 10, 2027: $184 USD (Available) (2 night min) - Feb 11, 2027: $212 USD (Available) (2 night min) - Feb 12, 2027: $273 USD (Available) (2 night min) - Feb 13, 2027: $289 USD (Available) (2 night min) - Feb 14, 2027: $217 USD (Not Available) (2 night min) - Feb 15, 2027: $206 USD (Not Available) (2 night min) - Feb 16, 2027: $206 USD (Not Available) (2 night min) - Feb 17, 2027: $196 USD (Not Available) (2 night min) - Feb 18, 2027: $215 USD (Not Available) (2 night min) - Feb 19, 2027: $286 USD (Not Available) (3 night min) - Feb 20, 2027: $280 USD (Not Available) (3 night min) - Feb 21, 2027: $211 USD (Not Available) (2 night min) - Feb 22, 2027: $190 USD (Not Available) (2 night min) - Feb 23, 2027: $189 USD (Not Available) (2 night min) - Feb 24, 2027: $192 USD (Not Available) (2 night min) - Feb 25, 2027: $213 USD (Not Available) (2 night min) - Feb 26, 2027: $284 USD (Available) (2 night min) - Feb 27, 2027: $285 USD (Available) (2 night min) - Feb 28, 2027: $204 USD (Available) (2 night min) - Mar 1, 2027: $185 USD (Available) (2 night min) - Mar 2, 2027: $184 USD (Available) (2 night min) - Mar 3, 2027: $187 USD (Available) (2 night min) - Mar 4, 2027: $207 USD (Available) (2 night min) - Mar 5, 2027: $271 USD (Available) (3 night min) - Mar 6, 2027: $281 USD (Available) (3 night min) - Mar 7, 2027: $209 USD (Available) (2 night min) - Mar 8, 2027: $191 USD (Available) (2 night min) - Mar 9, 2027: $190 USD (Available) (2 night min) - Mar 10, 2027: $194 USD (Available) (2 night min) - Mar 11, 2027: $210 USD (Available) (2 night min) - Mar 12, 2027: $383 USD (Available) (2 night min) - Mar 13, 2027: $386 USD (Not Available) (3 night min) - Mar 14, 2027: $271 USD (Not Available) (2 night min) - Mar 15, 2027: $262 USD (Not Available) (2 night min) - Mar 16, 2027: $260 USD (Not Available) (2 night min) - Mar 17, 2027: $264 USD (Not Available) (2 night min) - Mar 18, 2027: $269 USD (Not Available) (2 night min) - Mar 19, 2027: $324 USD (Available) (2 night min) - Mar 20, 2027: $330 USD (Available) (2 night min) - Mar 21, 2027: $272 USD (Available) (2 night min) - Mar 22, 2027: $258 USD (Available) (2 night min) - Mar 23, 2027: $186 USD (Available) (2 night min) - Mar 24, 2027: $190 USD (Available) (2 night min) - Mar 25, 2027: $274 USD (Not Available) (2 night min) - Mar 26, 2027: $336 USD (Not Available) (3 night min) - Mar 27, 2027: $348 USD (Not Available) (3 night min) - Mar 28, 2027: $316 USD (Not Available) (2 night min) - Mar 29, 2027: $282 USD (Not Available) (2 night min) - Mar 30, 2027: $271 USD (Not Available) (2 night min) - Mar 31, 2027: $273 USD (Available) (2 night min) - Apr 1, 2027: $287 USD (Available) (2 night min) - Apr 2, 2027: $350 USD (Available) (2 night min) - Apr 3, 2027: $329 USD (Available) (2 night min) - Apr 4, 2027: $298 USD (Available) (2 night min) - Apr 5, 2027: $255 USD (Available) (2 night min) - Apr 6, 2027: $179 USD (Not Available) (2 night min) - Apr 7, 2027: $182 USD (Not Available) (2 night min) - Apr 8, 2027: $203 USD (Not Available) (2 night min) - Apr 9, 2027: $271 USD (Available) (2 night min) - Apr 10, 2027: $270 USD (Available) (2 night min) - Apr 11, 2027: $201 USD (Available) (2 night min) - Apr 12, 2027: $179 USD (Available) (2 night min) - Apr 13, 2027: $178 USD (Available) (2 night min) - Apr 14, 2027: $180 USD (Available) (2 night min) - Apr 15, 2027: $200 USD (Available) (2 night min) - Apr 16, 2027: $277 USD (Available) (3 night min) - Apr 17, 2027: $323 USD (Available) (3 night min) - Apr 18, 2027: $223 USD (Available) (2 night min) - Apr 19, 2027: $198 USD (Available) (2 night min) - Apr 20, 2027: $195 USD (Available) (2 night min) - Apr 21, 2027: $198 USD (Available) (7 night min) - Apr 22, 2027: $220 USD (Available) (7 night min) - Apr 23, 2027: $299 USD (Available) (7 night min) - Apr 24, 2027: $305 USD (Available) (7 night min) - Apr 25, 2027: $222 USD (Available) (7 night min) - Apr 26, 2027: $195 USD (Available) (7 night min) - Apr 27, 2027: $190 USD (Available) (7 night min) - Apr 28, 2027: $193 USD (Available) (7 night min) - Apr 29, 2027: $216 USD (Available) (7 night min) - Apr 30, 2027: $291 USD (Available) (2 night min) - May 1, 2027: $232 USD (Available) (2 night min) - May 2, 2027: $176 USD (Available) (2 night min) - May 3, 2027: $159 USD (Available) (2 night min) - May 4, 2027: $157 USD (Available) (2 night min) - May 5, 2027: $158 USD (Available) (2 night min) - May 6, 2027: $177 USD (Available) (2 night min) - May 7, 2027: $230 USD (Available) (3 night min) - May 8, 2027: $231 USD (Available) (3 night min) - May 9, 2027: $178 USD (Available) (2 night min) - May 10, 2027: $153 USD (Available) (2 night min) - May 11, 2027: $151 USD (Available) (2 night min) - May 12, 2027: $153 USD (Available) (2 night min) - May 13, 2027: $167 USD (Available) (2 night min) - May 14, 2027: $217 USD (Available) (3 night min) - May 15, 2027: $226 USD (Available) (3 night min) - May 16, 2027: $169 USD (Available) (2 night min) - May 17, 2027: $153 USD (Available) (2 night min) - May 18, 2027: $153 USD (Available) (2 night min) - May 19, 2027: $156 USD (Available) (2 night min) - May 20, 2027: $173 USD (Available) (2 night min) - May 21, 2027: $254 USD (Available) (3 night min) - May 22, 2027: $255 USD (Available) (3 night min) - May 23, 2027: $171 USD (Available) (2 night min) - May 24, 2027: $167 USD (Available) (2 night min) - May 25, 2027: $166 USD (Available) (2 night min) - May 26, 2027: $167 USD (Available) (2 night min) - May 27, 2027: $178 USD (Available) (2 night min) - May 28, 2027: $228 USD (Available) (3 night min) - May 29, 2027: $228 USD (Available) (3 night min) - May 30, 2027: $180 USD (Available) (2 night min) - May 31, 2027: $170 USD (Available) (2 night min) - Jun 1, 2027: $214 USD (Available) (2 night min) - Jun 2, 2027: $197 USD (Available) (2 night min) - Jun 3, 2027: $220 USD (Available) (2 night min) - Jun 4, 2027: $287 USD (Available) (3 night min) - Jun 5, 2027: $294 USD (Available) (3 night min) - Jun 6, 2027: $222 USD (Available) (2 night min) - Jun 7, 2027: $204 USD (Available) (2 night min) - Jun 8, 2027: $199 USD (Available) (2 night min) - Jun 9, 2027: $202 USD (Available) (2 night min) - Jun 10, 2027: $224 USD (Available) (2 night min) - Jun 11, 2027: $295 USD (Available) (3 night min) - Jun 12, 2027: $304 USD (Available) (3 night min) - Jun 13, 2027: $226 USD (Available) (2 night min) - Jun 14, 2027: $203 USD (Available) (2 night min) - Jun 15, 2027: $202 USD (Available) (2 night min) - Jun 16, 2027: $206 USD (Not Available) (2 night min) - Jun 17, 2027: $277 USD (Not Available) (2 night min) - Jun 18, 2027: $312 USD (Not Available) (3 night min) - Jun 19, 2027: $314 USD (Not Available) (3 night min) - Jun 20, 2027: $229 USD (Not Available) (2 night min) - Jun 21, 2027: $206 USD (Not Available) (2 night min) - Jun 22, 2027: $205 USD (Not Available) (2 night min) - Jun 23, 2027: $208 USD (Available) (2 night min) - Jun 24, 2027: $232 USD (Available) (2 night min) - Jun 25, 2027: $317 USD (Available) (2 night min) - Jun 26, 2027: $340 USD (Available) (3 night min) - Jun 27, 2027: $250 USD (Available) (2 night min) - Jun 28, 2027: $210 USD (Available) (2 night min) - Jun 29, 2027: $206 USD (Available) (2 night min) - Jun 30, 2027: $212 USD (Available) (2 night min) - Jul 1, 2027: $238 USD (Available) (2 night min) - Jul 2, 2027: $328 USD (Available) (3 night min) - Jul 3, 2027: $338 USD (Available) (3 night min) - Jul 4, 2027: $440 USD (Available) (2 night min) - Jul 5, 2027: $432 USD (Available) (2 night min) - Jul 6, 2027: $370 USD (Available) (2 night min) - Jul 7, 2027: $356 USD (Available) (2 night min) - Jul 8, 2027: $401 USD (Available) (2 night min) - Jul 9, 2027: $467 USD (Available) (3 night min) - Jul 10, 2027: $461 USD (Available) (3 night min) - Jul 11, 2027: $228 USD (Available) (2 night min) - Jul 12, 2027: $204 USD (Available) (2 night min) - Jul 13, 2027: $203 USD (Available) (2 night min) - Jul 14, 2027: $206 USD (Available) (2 night min) - Jul 15, 2027: $229 USD (Available) (2 night min) - Jul 16, 2027: $306 USD (Available) (3 night min) - Jul 17, 2027: $301 USD (Available) (3 night min) - Jul 18, 2027: $233 USD (Available) (2 night min) - Jul 19, 2027: $203 USD (Available) (2 night min) - Jul 20, 2027: $202 USD (Available) (2 night min) - Jul 21, 2027: $203 USD (Available) (2 night min) - Jul 22, 2027: $226 USD (Available) (2 night min) - Jul 23, 2027: $300 USD (Available) (3 night min) - Jul 24, 2027: $298 USD (Available) (3 night min) - Jul 25, 2027: $224 USD (Available) (2 night min) - Jul 26, 2027: $202 USD (Available) (2 night min) - Jul 27, 2027: $202 USD (Available) (2 night min) - Jul 28, 2027: $203 USD (Available) (2 night min) - Jul 29, 2027: $222 USD (Available) (2 night min) - Jul 30, 2027: $290 USD (Available) (3 night min) - Jul 31, 2027: $287 USD (Available) (3 night min) - Aug 1, 2027: $173 USD (Available) (2 night min) - Aug 2, 2027: $157 USD (Available) (2 night min) - Aug 3, 2027: $157 USD (Available) (2 night min) - Aug 4, 2027: $161 USD (Available) (2 night min) - Aug 5, 2027: $172 USD (Available) (2 night min) - Aug 6, 2027: $224 USD (Available) (3 night min) - Aug 7, 2027: $221 USD (Available) (3 night min) - Aug 8, 2027: $169 USD (Available) (2 night min) - Aug 9, 2027: $153 USD (Available) (2 night min) - Aug 10, 2027: $151 USD (Available) (2 night min) - Aug 11, 2027: $153 USD (Available) (2 night min) - Aug 12, 2027: $171 USD (Available) (2 night min) - Aug 13, 2027: $222 USD (Available) (3 night min) - Aug 14, 2027: $221 USD (Available) (3 night min) - Aug 15, 2027: $171 USD (Available) (2 night min) - Aug 16, 2027: $155 USD (Available) (2 night min) - Aug 17, 2027: $152 USD (Available) (2 night min) - Aug 18, 2027: $153 USD (Available) (2 night min) - Aug 19, 2027: $168 USD (Available) (2 night min) - Aug 20, 2027: $218 USD (Available) (3 night min) - Aug 21, 2027: $218 USD (Available) (3 night min) - Aug 22, 2027: $164 USD (Available) (2 night min) - Aug 23, 2027: $149 USD (Available) (2 night min) - Aug 24, 2027: $144 USD (Available) (2 night min) - Aug 25, 2027: $157 USD (Available) (2 night min) - Aug 26, 2027: $169 USD (Available) (2 night min) - Aug 27, 2027: $216 USD (Available) (3 night min) - Aug 28, 2027: $213 USD (Available) (3 night min) - Aug 29, 2027: $159 USD (Available) (2 night min) - Aug 30, 2027: $141 USD (Available) (2 night min) - Aug 31, 2027: $139 USD (Available) (2 night min) - Sep 1, 2027: $141 USD (Available) (2 night min) - Sep 2, 2027: $161 USD (Available) (2 night min) - Sep 3, 2027: $215 USD (Available) (3 night min) - Sep 4, 2027: $214 USD (Available) (3 night min) - Sep 5, 2027: $168 USD (Available) (2 night min) - Sep 6, 2027: $150 USD (Available) (2 night min) - Sep 7, 2027: $148 USD (Available) (2 night min) - Sep 8, 2027: $138 USD (Available) (2 night min) - Sep 9, 2027: $154 USD (Available) (2 night min) - Sep 10, 2027: $226 USD (Available) (3 night min) - Sep 11, 2027: $228 USD (Available) (3 night min) - Sep 12, 2027: $152 USD (Available) (2 night min) - Sep 13, 2027: $133 USD (Available) (2 night min) - Sep 14, 2027: $130 USD (Available) (2 night min) - Sep 15, 2027: $134 USD (Available) (2 night min) - Sep 16, 2027: $150 USD (Available) (2 night min) - Sep 17, 2027: $202 USD (Available) (3 night min) - Sep 18, 2027: $203 USD (Available) (3 night min) - Sep 19, 2027: $153 USD (Available) (2 night min) - Sep 20, 2027: $134 USD (Available) (2 night min) - Sep 21, 2027: $131 USD (Available) (2 night min) - Sep 22, 2027: $135 USD (Available) (2 night min) - Sep 23, 2027: $151 USD (Available) (2 night min) - Sep 24, 2027: $204 USD (Available) (3 night min) - Sep 25, 2027: $205 USD (Available) (3 night min) - Sep 26, 2027: $153 USD (Available) (2 night min) - Sep 27, 2027: $134 USD (Available) (2 night min) - Sep 28, 2027: $133 USD (Available) (2 night min) - Sep 29, 2027: $136 USD (Available) (2 night min) - Sep 30, 2027: $152 USD (Available) (2 night min) - Oct 1, 2027: $202 USD (Available) (3 night min) - Oct 2, 2027: $203 USD (Available) (3 night min) - Oct 3, 2027: $154 USD (Available) (2 night min) - Oct 4, 2027: $152 USD (Available) (2 night min) - Oct 5, 2027: $151 USD (Available) (2 night min) - Oct 6, 2027: $151 USD (Available) (2 night min) - Oct 7, 2027: $166 USD (Available) (2 night min) - Oct 8, 2027: $204 USD (Available) (3 night min) - Oct 9, 2027: $208 USD (Available) (3 night min) - Oct 10, 2027: $166 USD (Available) (2 night min) - Oct 11, 2027: $159 USD (Available) (2 night min) - Oct 12, 2027: $147 USD (Available) (2 night min) - Oct 13, 2027: $153 USD (Available) (2 night min) - Oct 14, 2027: $158 USD (Available) (2 night min) - Oct 15, 2027: $206 USD (Available) (3 night min) - Oct 16, 2027: $210 USD (Available) (3 night min) - Oct 17, 2027: $168 USD (Available) (2 night min) - Oct 18, 2027: $153 USD (Available) (2 night min) - Oct 19, 2027: $136 USD (Available) (2 night min) - Oct 20, 2027: $139 USD (Available) (2 night min) - Oct 21, 2027: $155 USD (Available) (2 night min) - Oct 22, 2027: $204 USD (Available) (3 night min) - Oct 23, 2027: $208 USD (Available) (3 night min) - Oct 24, 2027: $158 USD (Available) (2 night min) - Oct 25, 2027: $138 USD (Available) (2 night min) - Oct 26, 2027: $137 USD (Available) (2 night min) - Oct 27, 2027: $139 USD (Available) (2 night min) - Oct 28, 2027: $155 USD (Available) (2 night min) - Oct 29, 2027: $204 USD (Available) (3 night min) - Oct 30, 2027: $204 USD (Available) (3 night min) - Oct 31, 2027: $155 USD (Available) (2 night min) - Nov 1, 2027: $138 USD (Available) (2 night min) - Nov 2, 2027: $137 USD (Available) (2 night min) - Nov 3, 2027: $140 USD (Available) (2 night min) - Nov 4, 2027: $156 USD (Available) (2 night min) - Nov 5, 2027: $214 USD (Available) (3 night min) - Nov 6, 2027: $216 USD (Available) (3 night min) - Nov 7, 2027: $163 USD (Available) (2 night min) - Nov 8, 2027: $146 USD (Available) (2 night min) - Nov 9, 2027: $141 USD (Available) (2 night min) - Nov 10, 2027: $148 USD (Available) (2 night min) - Nov 11, 2027: $162 USD (Available) (2 night min) - Nov 12, 2027: $205 USD (Available) (3 night min) - Nov 13, 2027: $207 USD (Available) (3 night min) - Nov 14, 2027: $157 USD (Available) (2 night min) - Nov 15, 2027: $141 USD (Available) (2 night min) - Nov 16, 2027: $139 USD (Available) (2 night min) - Nov 17, 2027: $141 USD (Available) (2 night min) - Nov 18, 2027: $157 USD (Available) (2 night min) - Nov 19, 2027: $209 USD (Available) (3 night min) - Nov 20, 2027: $777 USD (Available) (3 night min) - Nov 21, 2027: $602 USD (Available) (2 night min) - Nov 22, 2027: $543 USD (Available) (2 night min) - Nov 23, 2027: $511 USD (Available) (2 night min) - Nov 24, 2027: $553 USD (Available) (2 night min) - Nov 25, 2027: $725 USD (Available) (2 night min) - Nov 26, 2027: $938 USD (Available) (3 night min) - Nov 27, 2027: $868 USD (Available) (3 night min) - Nov 28, 2027: $620 USD (Available) (2 night min) - Nov 29, 2027: $480 USD (Available) (2 night min) - Nov 30, 2027: $476 USD (Available) (2 night min) - Dec 1, 2027: $161 USD (Available) (2 night min) - Dec 2, 2027: $190 USD (Available) (2 night min) - Dec 3, 2027: $248 USD (Available) (3 night min) - Dec 4, 2027: $207 USD (Available) (3 night min) - Dec 5, 2027: $155 USD (Available) (2 night min) - Dec 6, 2027: $137 USD (Available) (2 night min) - Dec 7, 2027: $135 USD (Available) (2 night min) - Dec 8, 2027: $138 USD (Available) (2 night min) - Dec 9, 2027: $155 USD (Available) (2 night min) - Dec 10, 2027: $205 USD (Available) (3 night min) - Dec 11, 2027: $205 USD (Available) (3 night min) - Dec 12, 2027: $154 USD (Available) (2 night min) - Dec 13, 2027: $136 USD (Available) (2 night min) - Dec 14, 2027: $134 USD (Available) (2 night min) - Dec 15, 2027: $138 USD (Available) (2 night min) - Dec 16, 2027: $155 USD (Available) (2 night min) - Dec 17, 2027: $205 USD (Available) (3 night min) - Dec 18, 2027: $206 USD (Available) (4 night min) - Dec 19, 2027: $167 USD (Available) (4 night min) - Dec 20, 2027: $1,100 USD (Available) (4 night min) - Dec 21, 2027: $1,100 USD (Available) (4 night min) - Dec 22, 2027: $1,100 USD (Available) (4 night min) - Dec 23, 2027: $1,100 USD (Available) (4 night min) - Dec 24, 2027: $1,100 USD (Available) (4 night min) - Dec 25, 2027: $1,100 USD (Available) (4 night min) - Dec 26, 2027: $1,100 USD (Available) (4 night min) - Dec 27, 2027: $1,100 USD (Available) (4 night min) - Dec 28, 2027: $1,100 USD (Available) (4 night min) - Dec 29, 2027: $1,100 USD (Available) (4 night min) - Dec 30, 2027: $1,100 USD (Available) (4 night min) - Dec 31, 2027: $1,100 USD (Available) (4 night min) - Jan 1, 2028: $1,100 USD (Available) (4 night min) - Jan 2, 2028: $1,100 USD (Available) (4 night min) - Jan 3, 2028: $1,100 USD (Available) (4 night min) - Jan 4, 2028: $1,100 USD (Available) (2 night min) - Jan 5, 2028: $1,100 USD (Available) (2 night min) - Jan 6, 2028: $154 USD (Available) (2 night min) - Jan 7, 2028: $201 USD (Available) (3 night min) - Jan 8, 2028: $201 USD (Available) (3 night min) - Jan 9, 2028: $154 USD (Available) (2 night min) - Jan 10, 2028: $138 USD (Available) (2 night min) - Jan 11, 2028: $137 USD (Available) (2 night min) - Jan 12, 2028: $141 USD (Available) (2 night min) - Jan 13, 2028: $158 USD (Available) (2 night min) - Jan 14, 2028: $209 USD (Available) (3 night min) - Jan 15, 2028: $210 USD (Available) (3 night min) - Jan 16, 2028: $165 USD (Available) (2 night min) - Jan 17, 2028: $145 USD (Available) (2 night min) - Jan 18, 2028: $147 USD (Available) (2 night min) - Jan 19, 2028: $150 USD (Available) (2 night min) - Jan 20, 2028: $163 USD (Available) (2 night min) - Jan 21, 2028: $208 USD (Available) (3 night min) - Jan 22, 2028: $209 USD (Available) (3 night min) - Jan 23, 2028: $164 USD (Available) (2 night min) - Jan 24, 2028: $145 USD (Available) (2 night min) - Jan 25, 2028: $145 USD (Available) (2 night min) - Jan 26, 2028: $148 USD (Available) (2 night min) - Jan 27, 2028: $165 USD (Available) (2 night min) - Jan 28, 2028: $216 USD (Available) (3 night min) - Jan 29, 2028: $217 USD (Available) (3 night min) - Jan 30, 2028: $168 USD (Available) (2 night min) - Jan 31, 2028: $151 USD (Available) (2 night min) - Feb 1, 2028: $155 USD (Available) (2 night min) - Feb 2, 2028: $159 USD (Available) (2 night min) - Feb 3, 2028: $179 USD (Available) (2 night min) - Feb 4, 2028: $235 USD (Available) (3 night min) - Feb 5, 2028: $236 USD (Available) (3 night min) - Feb 6, 2028: $181 USD (Available) (2 night min) - Feb 7, 2028: $164 USD (Available) (2 night min) - Feb 8, 2028: $164 USD (Available) (2 night min) - Feb 9, 2028: $167 USD (Available) (2 night min) - Feb 10, 2028: $185 USD (Available) (2 night min) - Feb 11, 2028: $259 USD (Available) (3 night min) - Feb 12, 2028: $251 USD (Available) (3 night min) - Feb 13, 2028: $226 USD (Available) (2 night min) - Feb 14, 2028: $199 USD (Available) (2 night min) - Feb 15, 2028: $203 USD (Available) (2 night min) - Feb 16, 2028: $204 USD (Available) (2 night min) - Feb 17, 2028: $227 USD (Available) (2 night min) - Feb 18, 2028: $297 USD (Available) (3 night min) - Feb 19, 2028: $292 USD (Available) (3 night min) - Feb 20, 2028: $227 USD (Available) (2 night min) - Feb 21, 2028: $195 USD (Available) (2 night min) - Feb 22, 2028: $186 USD (Available) (2 night min) - Feb 23, 2028: $194 USD (Available) (2 night min) - Feb 24, 2028: $221 USD (Available) (2 night min) - Feb 25, 2028: $277 USD (Available) (3 night min) - Feb 26, 2028: $277 USD (Available) (3 night min) - Feb 27, 2028: $194 USD (Available) (2 night min) - Feb 28, 2028: $176 USD (Available) (2 night min) - Feb 29, 2028: $174 USD (Available) (2 night min) - Mar 1, 2028: $177 USD (Available) (2 night min) - Mar 2, 2028: $197 USD (Available) (2 night min) - Mar 3, 2028: $262 USD (Available) (3 night min) - Mar 4, 2028: $265 USD (Available) (3 night min) - Mar 5, 2028: $198 USD (Available) (2 night min) - Mar 6, 2028: $178 USD (Available) (2 night min) - Mar 7, 2028: $177 USD (Available) (2 night min) - Mar 8, 2028: $182 USD (Available) (2 night min) - Mar 9, 2028: $205 USD (Available) (2 night min) - Mar 10, 2028: $370 USD (Available) (3 night min) - Mar 11, 2028: $269 USD (Available) (3 night min) - Mar 12, 2028: $255 USD (Available) (2 night min) - Mar 13, 2028: $246 USD (Available) (2 night min) - Mar 14, 2028: $243 USD (Available) (2 night min) - Mar 15, 2028: $250 USD (Available) (2 night min) - Mar 16, 2028: $261 USD (Available) (2 night min) - Mar 17, 2028: $318 USD (Available) (3 night min) - Mar 18, 2028: $311 USD (Available) (3 night min) - Mar 19, 2028: $258 USD (Available) (2 night min) - Mar 20, 2028: $245 USD (Available) (2 night min) - Mar 21, 2028: $242 USD (Available) (2 night min) - Mar 22, 2028: $248 USD (Available) (2 night min) - Mar 23, 2028: $263 USD (Available) (2 night min) - Mar 24, 2028: $301 USD (Available) (3 night min) - Mar 25, 2028: $319 USD (Available) (3 night min) - Mar 26, 2028: $305 USD (Available) (2 night min) - Mar 27, 2028: $284 USD (Available) (2 night min) - Mar 28, 2028: $283 USD (Available) (2 night min) - Mar 29, 2028: $268 USD (Available) (2 night min) - Mar 30, 2028: $280 USD (Available) (2 night min) - Mar 31, 2028: $346 USD (Available) (3 night min) - Apr 1, 2028: $345 USD (Available) (3 night min) - Apr 2, 2028: $300 USD (Available) (2 night min) - Apr 3, 2028: $243 USD (Available) (2 night min) - Apr 4, 2028: $335 USD (Available) (2 night min) - Apr 5, 2028: $328 USD (Available) (2 night min) - Apr 6, 2028: $324 USD (Available) (2 night min) - Apr 7, 2028: $262 USD (Available) (3 night min) - Apr 8, 2028: $265 USD (Available) (3 night min) - Apr 9, 2028: $193 USD (Available) (2 night min) - Apr 10, 2028: $171 USD (Available) (2 night min) - Apr 11, 2028: $170 USD (Available) (2 night min) - Apr 12, 2028: $179 USD (Available) (2 night min) - Apr 13, 2028: $199 USD (Available) (2 night min) - Apr 14, 2028: $267 USD (Available) (3 night min) - Apr 15, 2028: $267 USD (Available) (3 night min) - Apr 16, 2028: $197 USD (Available) (2 night min) - Apr 17, 2028: $194 USD (Available) (2 night min) - Apr 18, 2028: $184 USD (Available) (2 night min) - Apr 19, 2028: $189 USD (Available) (2 night min) - Apr 20, 2028: $213 USD (Available) (2 night min) - Apr 21, 2028: $291 USD (Available) (3 night min) - Apr 22, 2028: $291 USD (Available) (3 night min) - Apr 23, 2028: $212 USD (Available) (2 night min) - Apr 24, 2028: $185 USD (Available) (2 night min) - Apr 25, 2028: $181 USD (Available) (2 night min) - Apr 26, 2028: $185 USD (Available) (2 night min) - Apr 27, 2028: $209 USD (Available) (2 night min) - Apr 28, 2028: $137 USD (Available) (2 night min) - Apr 29, 2028: $137 USD (Not Available) (2 night min) - Apr 30, 2028: $137 USD (Not Available) (2 night min) - May 1, 2028: $137 USD (Not Available) (2 night min) - May 2, 2028: $137 USD (Not Available) (2 night min) - May 3, 2028: $137 USD (Not Available) (2 night min) ## Availability Rules 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 listed minimum stay, and no intervening nights are marked "Not Available". - Prices are nightly rates before taxes and fees. Final checkout pricing may include taxes, fees, add-ons, discounts, and payment terms. - The daily pricing table covers every date through May 3, 2028. A date missing from the table has no published nightly rate. - If a requested date range extends beyond the table, visit the property URL for live booking details. ## Stay Timing - **Check-in**: After 4:00 PM - **Check-out**: Before 11:00 AM ## Location - **Address**: Kissimmee, Florida, United States - **Postal Code**: 34747 - **Coordinates**: 28.3118709, -81.6403595 - **Local Area**: Nestled amidst the enchanting landscape of Kissimmee, Florida, Windsor at Westside Resort offers a captivating blend of tranquility and excitement for your vacation escape. Surrounded by lush conservation areas and pristine lakes, the neighborhood exudes a serene ambiance, perfect for relaxation and rejuvenation. Guests can explore scenic walking paths and nature trails, immersing themselves in the natural beauty and abundant wildlife that call this area home. Within proximity, an array of dining options awaits, from charming local eateries serving up authentic flavors to upscale restaurants offering delectable cuisine from around the world. Minutes Away From Everything, you can easily explore the neighborhood. You can enjoy your time at the theme parks as they are only a few miles away. This perfect accommodation is located just 10 minutes away from the gates of Walt Disney World! Discover an elevated, outdoor obstacle course featuring zip lines, suspended bridges, nets & Tarzan swings at Orlando Tree Trek Adventure Park about 10 minutes away. Or get ready for a wild experience at Mighty Jungle Golf Adventure (9-minute drive). You can visit Aquatica® which is one of Orlando's most popular water parks, about a 22-minute ride from the property. Have fun and enjoy exploring Universal Studios which is only 22 minutes travel from the property. Another must-see place for you is Discovery Cove and you can try swimming with dolphins which is a 20-minute ride away from the property. Whether you're yearning for outdoor adventures, cultural experiences, or simply relaxation under the Florida sun, Windsor at Westside Resort and its surrounding neighborhood offer the ideal backdrop for an unforgettable vacation experience. ## Amenities - Pool outdoor - Hot tub - BBQ Area - Air conditioning - Bed linens - Coffee maker - Community Pool - Cooking basics - Dishes - Dishwasher - Dryer - Cleaning supplies - Toys - Free parking - Hair dryer - Heating - Wifi - Iron - Kitchen - Dedicated workspace - Microwave - Oven - Garden - Pool table - Fridge - Smoke detector - Stove - TV - Washer ## Guest Services - **24/7 Concierge**: Available through the Casiola - Orlando app - **Housekeeping**: Professional cleaning service - **Maintenance**: On-call support for any issues - **Local Recommendations**: Dining, activities, and experiences ## Property Details - **Property ID**: 726544615569622649 - **Property Slug**: spacious-5br-home-with-private-pool-in-kissimmee ## Booking Information For more information and to book this property, visit: https://casiola.wanderos.com/property/726544615569622649/spacious-5br-home-with-private-pool-in-kissimmee Or contact Casiola - Orlando customer service for assistance. --- *Last modified: Oct 31, 2026* *This markdown file is generated automatically for AI agents and search engines.*