Vacation rentals in Windsor at Westside, FL with a pool

Explore 291 vacation rentals, homes, and villas with pools in Windsor at Westside, FL for your next getaway or business trip. Step outside to your own private or shared pool and into a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Family-Friendly Homes. Throughout your stay, unwind poolside, soak up the sun, and enjoy an outdoor space designed for relaxation. With options starting as low as $69 per night and homes offering up to 10 bedrooms and 8 bathrooms, it's easy to book a comfortable, personalized stay. You'll also have access to high-speed Wi-Fi and 24/7 local support, creating a more secure, connected atmosphere for your trip. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, so each trip's more rewarding than the last. Book your next poolside escape with Homes & Villas by Marriott.

291 Homes with Pools in Windsor at Westside

Windsor at Westside Resort 6 Bedroom Home with Game Room

Four Corners, FL, US
6 Bedrooms 12 Guests
Aug 30 - Sep 2
$177 night

Windsor at Westside Resort Vacation Home - includes resort clubhouse amenity access! ​​​​​​​Our 6-bedroom, 4 1/2-bathroom, private pool + spa vacation home is a great option for families wanting a home base to enjoy the best of all that Central Florida has to offer. * Windsor at Westside Resort Private Pool Home Sleeps up to 12 * 6 bedrooms & 4 1/2 bathrooms * Private Pool and Spa - faces East * Pool Table, Foosball in the Game Room * 6 miles to Disney World property * Fully equipped Kitchen with dining for 8 at the dining room table. * Additional three barstools at the breakfast bar * Outdoor Dining Seats 6 * Sun Loungers BEDROOMS 1st Floor (DOWNSTAIRS) Bedroom 1: One King Bedroom (Attached Bathroom) 42" Smart TV BEDROOMS 2nd Floor (UPSTAIRS) Bedroom 2: One King Bedroom (Attached Bathroom) 43" Roku TV Bedroom 3: One Queen Bedroom 50" Roku TV Bedroom 4: One Queen Bedroom 50" Roku TV Bedroom 5: Two Twin Bedroom 50" Roku TV, Princess Theme Bedroom 6: Two Twin Bedroom 43" Roku TV, Indiana Jones Theme Pool/Spa Heater Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool. The Spa will not heat up unless the heater is paid for. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: 4 Car Maximum Do not block the sidewalk or park on the street or the resort will fine you Windsor at Westside Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * Interactive Splash Park with water slide for kids * Fire Pit * Lazy River * Poolside Tiki bar and Restaurant * Fitness center * Arcade * Sand volleyball * Playground * Basketball and Tennis courts Distances to Shopping & Attractions: Property is located on Rome Drive - Walt Disney World® 6 miles - Universal Studios 20 miles - SeaWorld 16 miles - Orlando Airport 29 miles - Atlantic Coast Beaches 83 miles - Gulf Coast Beaches 88 miles - Publix Supermarket 3 miles - Dining 1.5 miles Why Choose this Rental? * Professionally managed to serve all your needs * Management company has over 26 years of experience hosting well over 200,000 families * Go straight to your rental with online email check-in * 24/7 on-call maintenance * Smoke-free and pet-free for your comfort * Towels and linens are provided * Complimentary WiFi * Additional Rental items Available (e.g., 3 & 4 burner BBQs, cribs, pack-n-plays, strollers, high chairs, etc.) Starter welcome packet supplies: - 2 rolls toilet paper per bathroom - 2 round hotel-size bar soap per bathroom - 1 hotel-size shampoo/conditioner per full bathroom - 1 roll paper towel - 1 packet dishwasher detergent - 2 trash bags size-13-gallon - 1 small box laundry detergent (enough for one load) - Garbage can liners in each bedroom/bathroom small garbage cans Any supplies beyond this are up to the guest to replenish, we do not restock these items. No salt/pepper or cleaning supplies are stocked due to safety issues. This is an industry-standard practice. FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights) We will collect a $1,500 deposit. Balance is due 60 days prior to arrival If canceled 90 days or more before arrival, we keep with us $250.00. $1,250.00 will be refunded. If canceled between 61 and 89 days prior to arrival, we keep with us the $1,500.00 deposit. No cancellation or modification 60 days or less prior to arrival.

Windsor Westside Resort 6 Bedroom Private Pool+Spa Home

Four Corners, FL, US
6 Bedrooms 12 Guests
Aug 29 - Sep 1
$189 night

Windsor at Westside Resort Vacation Home - includes resort clubhouse amenity access! Our 6-bedroom, 4 1/2-bathroom, private pool + spa vacation home is a great option for families wanting a home base to enjoy the best of all that Central Florida has to offer. * Windsor at Westside Resort Private Pool Home Sleeps up to 12 * 6 bedrooms & 4 1/2 bathrooms * Private Pool and Spa - faces East * Pool Table, Foosball in the Game Room * 6 miles to Disney World property * Fully equipped Kitchen with dining for 8 at the dining room table. * Additional four barstools at the breakfast bar * Outdoor Dining Seats 6 * Sun Loungers BEDROOMS 1st Floor (DOWNSTAIRS) Bedroom 1: One King Bedroom (Attached Bathroom) 40" TV BEDROOMS 2nd Floor (UPSTAIRS) Bedroom 2: One King Bedroom (Attached Bathroom) 40" TV Bedroom 3: One King Bedroom 40" TV Bedroom 4: One King Bedroom 40" TV Bedroom 5: Two Twin Bedroom 32" TV Bedroom 6: Two Twin Bedroom 32" TV (Mickey Theme) Pool/Spa Heater Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool. The Spa will not heat up unless the heater is paid for. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: 4 Car Maximum Do not block the sidewalk or park on the street or the resort will fine you Windsor at Westside Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * Interactive Splash Park with water slide for kids * Fire Pit * Lazy River * Poolside Tiki bar and Restaurant * Fitness center * Arcade * Sand volleyball * Playground * Basketball and Tennis courts Distances to Shopping & Attractions: The property is located on Rome Drive - Walt Disney World® 6 miles - Universal Studios 20 miles - SeaWorld 16 miles - Orlando Airport 29 miles - Atlantic Coast Beaches 83 miles - Gulf Coast Beaches 88 miles - Publix Supermarket 3 miles - Dining 1.5 miles Why Choose this Rental? * Professionally managed to serve all your needs * Management company has over 26 years of experience hosting well over 200,000 families * Go straight to your rental with online email check-in * 24/7 on-call maintenance * Smoke-free and pet-free for your comfort * Towels and linens are provided * Complimentary WiFi * Additional Rental items Available (e.g., 3 & 4 burner BBQs, cribs, pack-n-plays, strollers, high chairs, etc.) Starter welcome packet supplies: - 2 rolls toilet paper per bathroom - 2 round hotel-size bar soap per bathroom - 1 hotel-size shampoo/conditioner per full bathroom - 1 roll paper towel - 1 packet dishwasher detergent - 2 trash bags size-13-gallon - 1 small box laundry detergent (enough for one load) - Garbage can liners in each bedroom/bathroom small garbage cans Any supplies beyond this are up to the guest to replenish, we do not restock these items. No salt/pepper or cleaning supplies are stocked due to safety issues. This is an industry-standard practice. FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights) We will collect a $1,500 deposit. Balance is due 60 days prior to arrival If canceled 90 days or more before arrival, we keep with us $250.00. $1,250.00 will be refunded. If canceled between 61 and 89 days prior to arrival, we keep with us the $1,500.00 deposit. No cancellation or modification 60 days or less prior to arrival.

Mo Jo - Luxury Retreat with Pool, Spa & Game Room

Kissimmee, FL, US
9 Bedrooms 23 Guests
Aug 25 - 29
$414 night

Note: Pool heating is available for an additional fee of $30/day (entire stay only). Please request at least two days before arrival. Service recommendations are available upon request, including a private chef, shuttle services, private car service, and a personal guide service. Welcome to Mo Jo, a magical resort-style retreat in sunny Kissimmee, Florida. This 9-bedroom, 6-bathroom villa offers comfort, lake views, and a clubhouse across the street in a gated community. Relax in the private enclosed pool & spa, enjoy movie nights with large Smart TVs, themed bedrooms, or challenge each other in the fully equipped game rooms - there’s something for everyone at Mo Jo! Important Spa Note: Please note that the spa and pool are designed to share the same temperature. The spa is intended for relaxation and does not heat to a higher temperature than the pool. Resort-Style Outdoor Living: - Private screened pool & spa with lounge seating and outdoor dining - Child-friendly pool area with retractable safety fence, floats, toys and kid slide - BBQ grill and spacious patio with outdoor TV for entertainment and relaxation - Peaceful lake views and access to clubhouse amenities directly across the street - Great safe area for walking and biking Entertainment for All Ages: - Fully equipped game room with pool table, air hockey, foosball, ping pong, darts, board games, and puzzles - Smart TVs in every bedroom, outdoor patio, and game areas - High-speed Wi-Fi, printer, DVD’s, books, toys, and family movie night essentials - Dedicated workspace for remote work and study Spacious & Comfortable Accommodations: - Sleeps 20+ guests comfortably - 9 beautifully designed bedrooms, including themed rooms kids love - Spacious open-concept living and dining areas with ample seating - Washer & dryer, central A/C, ceiling fans, and complimentary ample parking Fully Equipped Kitchen & Dining: - Spacious fully equipped kitchen with modern appliances and ample counter space - Large dining areas designed for group meals and gatherings - Cappuccino and coffee makers, cookware, dishes, utensils, and essential cooking supplies included - Open-concept layout perfect for entertaining and spending time together - Two wet bars Family-Friendly Extras: - High chair, stroller, playpen, child safety gate, child toilet seat, wagon and beach gear - Adult and children’s bikes with helmets - Skateboard, kick scooter and balls - Yoga mat, indoor play tent, outdoor games, pool toys, and more Accessibility & Added Comfort: - Wheelchair ramp, walker, crutches, knee scooter, and handrail accessories available - Remote leather relaxing lazy boy lounging chair - Heated Toto toilet seats for added luxury and comfort - Makeup mirrors, night lights, Dyson vacuum, iron and thoughtful convenience items throughout Resort Amenities: Guests also enjoy access to the nearby resort clubhouse featuring: - Resort-style pool with water slide and lazy river - Kids splash playground and playground park - Fitness centre - Basketball, volleyball, and soccer courts - Arcade, sundry shop, lounge area, and poolside dining options Prime Location: - Located just minutes from Disney, shopping, restaurants, golf and popular attractions - Convenient access to grocery stores, entertainment, and family activities - Peaceful gated resort community with easy access to Central Florida’s top destinations and beaches Convenience & Comfort - Pool heating is available for an additional fee of $30/day for the entire stay. Please request at least 2 days prior to arrival - Concierge-style recommendations are available upon request, including private chef services, transportation, private drivers, and local guide services - For stays, smarter supplies of toiletries, toilet paper, garbage bags, dish washer, laundry, dish soap, body wash, shampoo, conditioner and blow dryer are provided. Guests are responsible for replenishing additional items as needed - Free driveway parking and additional shared street parking available - Please note that packages delivered to the property cannot be guaranteed or monitored - The spa and pool share the same water temperature. The spa is designed for relaxation and does not heat separately above the pool temperature - Easy self check-in with secure smart ➤ IMPORTANT NOTE FOR 1 WEEK STAY OR LONGER: Toilet paper, garbage bags, and basic toiletries will be provided for the guests at the beginning of the stay. It will then be the guest’s responsibility to provide for these for the remainder of their stay. ➤ Guests will have access to the entire unit and its amenities, including the private pool, spa, and game room. You’ll also enjoy access to the resort clubhouse and scenic lake view right across the street. Clubhouse resort amenities include a resort-style pool complete with water slide, lazy river, kids water playground and park playground, fitness center, volleyball and basketball courts, soccer field, sundry shop and video arcade, bar, and fireplace lounge which serves food for poolside dining. Please, make yourself at home. ➤ Availability of free driveway parking + shared street parking. Personal Vehicle: Driving is the most convenient way to navigate the area, with well-connected roads and ample parking facilities.​ Rideshare Services: Popular rideshare platforms like Uber and Lyft operate extensively here, offering flexible transportation options at your fingertips. Public Transit: The local bus system provides reliable service throughout the region, connecting major hubs and residential areas.​ Bicycle Rentals: For a more active mode of transport, several bike rental services are available, allowing you to explore the neighborhood at your own pace.​ Shuttle Services: Various shuttle services operate in the vicinity, offering scheduled routes to key destinations and attractions. ➤ Please keep in mind that I am not responsible for any packages you order to the unit.

Windsor Westside Resort 7 Bedroom Home+Game Room

Four Corners, FL, US
7 Bedrooms 15 Guests
Aug 25 - 28
$217 night

Windsor at Westside Resort Vacation Home - includes resort clubhouse amenity access! Our 7-bedroom, 5 1/2-bathroom, private pool + spa vacation home is a great option for families wanting a home base to enjoy the best of all that Central Florida has to offer. * Windsor at Westside Resort Private Pool+Spa Home Sleeps up to 15 * 7 bedrooms/ 5 1/2 bathrooms * Private Pool and Spa - faces East * Pool Table, Air Hockey and more in Star Wars Themed Game Room * 6 miles to Disney World property * Fully equipped Kitchen with dining for 8 at the dining room table. * Themed Bedrooms include Star Wars and Mickey Mouse * High Chair * Outdoor Dining Seats 6 * 2 Sun Loungers BEDROOMS 1st Floor (DOWNSTAIRS) Bedroom 1: One King Bedroom (Attached Bathroom) 42" TV BEDROOMS 2nd Floor (UPSTAIRS) Bedroom 2: One King Bedroom (Attached Bathroom) 42" TV Bedroom 3: Two Twins Bedroom (Attached Bathroom) 32" TV Bedroom 4: One King Bedroom 32" TV Bedroom 5: One King Bedroom 32" TV Bedroom 6: Two Twin Bedroom 32" TV Bedroom 7: One Twin and One Double Bedroom 32" TV Star Wars Theme Pool/Spa Heater Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool. The Spa will not heat up unless the heater is paid for. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: 4 Car Maximum Do not block the sidewalk or park on the street or the resort will fine you Windsor at Westside Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * Interactive Splash Park with water slide for kids * Fire Pit * Lazy River * Poolside Tiki bar and Restaurant * Fitness center * Arcade * Sand volleyball * Playground * Basketball and Tennis courts Distances to Shopping & Attractions: - Walt Disney World® 6 miles - Universal Studios 20 miles - SeaWorld 16 miles - Orlando Airport 29 miles - Atlantic Coast Beaches 83 miles - Gulf Coast Beaches 88 miles - Publix Supermarket 3 miles - Dining 1.5 miles Why Choose this Rental? * Professionally managed to serve all your needs * Management company has over 26 years of experience hosting well over 200,000 families * Go straight to your rental with online email check-in * 24/7 on-call maintenance * Smoke-free and pet-free for your comfort * Towels and linens are provided * Complimentary WiFi * Additional Rental items Available (e.g., 3 & 4 burner BBQs, cribs, pack-n-plays, strollers, high chairs, etc.) Starter welcome packet supplies: - 2 rolls toilet paper per bathroom - 2 round hotel-size bar soap per bathroom - 1 hotel-size shampoo/conditioner per full bathroom - 1 roll paper towel - 1 packet dishwasher detergent - 2 trash bags size-13-gallon - 1 small box laundry detergent (enough for one load) - Garbage can liners in each bedroom/bathroom small garbage cans Any supplies beyond this are up to the guest to replenish, we do not restock these items. No salt/pepper or cleaning supplies are stocked due to safety issues. This is an industry-standard practice. FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights) We will collect a $1,500 deposit. Balance is due 60 days prior to arrival If canceled 90 days or more before arrival, we keep with us $250.00. $1,250.00 will be refunded. If canceled between 61 and 89 days prior to arrival, we keep with us the $1,500.00 deposit. No cancellation or modification 60 days or less prior to arrival.

Windsor Westside Resort 7 Bedroom Home with Game Room

Four Corners, FL, US
7 Bedrooms 16 Guests
Aug 25 - 28
$217 night

Windsor at Westside Resort Vacation Home - includes resort clubhouse amenity access! MOR2109 is professionally managed by Global Vacation Rentals. Our 7-bedroom, 5 1/2-bathroom, private pool + spa vacation home is a great option for families wanting a home base to enjoy the best of all that Central Florida has to offer. * Windsor at Westside Resort Private Pool+Spa Home Sleeps up to 16 * 7 bedrooms/ 5 1/2 bathrooms * Private Pool and Spa - faces East * Pool Table, Air Hockey and more in Game Room * 6 miles to Disney World property * Fully equipped Kitchen with dining for 8 at the dining room table. * Additional four barstools at the breakfast bar * 2 Pack n Plays, 1 High Chair * Outdoor Dining Seats 6 * 2 Sun Loungers BEDROOMS 1st Floor (DOWNSTAIRS) Bedroom 1: One King Bedroom (Attached Bathroom) 32" Smart TV BEDROOMS 2nd Floor (UPSTAIRS) Bedroom 2: One King Bedroom (Attached Bathroom) 32" Smart TV Bedroom 3: Two Twins Bedroom (Attached Bathroom) 32" Smart TV Bedroom 4: One King Bedroom 32" Smart TV Bedroom 5: One King Bedroom 32" Smart TV Bedroom 6: One Twin and One Double Bedroom 32" Smart TV Bedroom 7: One Twin over Double with additional Twin Trundle Bedroom 32" Smart TV Mickey Theme (3 Beds Total) Pool/Spa Heater Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool. The Spa will not heat up unless the heater is paid for. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: 4 Car Maximum ​​​​​​​Do not block the sidewalk or park on the street or the resort will fine you Security Camera Disclosure: Front entry Windsor at Westside Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * Interactive Splash Park with water slide for kids * Fire Pit * Lazy River * Poolside Tiki bar and Restaurant * Fitness center * Arcade * Sand volleyball * Playground * Basketball and Tennis courts Distances to Shopping & Attractions: - Walt Disney World® 6 miles - Universal Studios 20 miles - SeaWorld 16 miles - Orlando Airport 29 miles - Atlantic Coast Beaches 83 miles - Gulf Coast Beaches 88 miles - Publix Supermarket 3 miles - Dining 1.5 miles Why Choose this Rental? * Professionally managed to serve all your needs * Management company has over 26 years of experience hosting well over 200,000 families * Go straight to your rental with online email check-in * 24/7 on-call maintenance * Smoke-free and pet-free for your comfort * Towels and linens are provided * Complimentary WiFi * Additional Rental items Available (e.g., 3 & 4 burner BBQs, cribs, pack-n-plays, strollers, high chairs, etc.) Starter welcome packet supplies: - 2 rolls toilet paper per bathroom - 2 round hotel-size bar soap per bathroom - 1 hotel-size shampoo/conditioner per full bathroom - 1 roll paper towel - 1 packet dishwasher detergent - 2 trash bags size-13-gallon - 1 small box laundry detergent (enough for one load) - Garbage can liners in each bedroom/bathroom small garbage cans Any supplies beyond this are up to the guest to replenish, we do not restock these items. No salt/pepper or cleaning supplies are stocked due to safety issues. This is an industry-standard practice. FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights) We will collect a $1,500 deposit. Balance is due 60 days prior to arrival If canceled 90 days or more before arrival, we keep with us $250.00. $1,250.00 will be refunded. If canceled between 61 and 89 days prior to arrival, we keep with us the $1,500.00 deposit. No cancellation or modification 60 days or less prior to arrival.

Windsor at Westside Townhouse with Pool, 9mi to Disney!

Kissimmee, FL, US
5 Bedrooms 11 Guests
Aug 28 - 30
$177 night

Light and bright, this 5 bedroom, 5 bathroom Windsor at Westside townhouse makes the perfect home away from home for your Orlando vacation. Tons of natural light fills the living spaces, where the whole crew can enjoy quality time together. The home comes with a ton of little extras like complimentary Wi-Fi and flat-screen TVs in each bedroom. Guests here also enjoy easy access to Orlando’s best attractions with Walt Disney World and Universal Studios just minutes away. Cool off in the dip pool out back, housed under the protective screen of the lanai. The pool deck has several loungers and an outdoor living room area for enjoying meals outdoors. There’s also a gas grill and patio table for dining outdoors. **Optional pool and spa heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.** In the light-filled living room, sliding glass doors connect the inside to the outside. The room mixes metals, fabrics and colors to create a chic and comfortable space. The upstairs loft area has more hang-out space with a couch and flat-screen TV. Put on your own cooking show in the gorgeous fully-equipped kitchen that boasts granite countertops and stainless appliances. The center island provides extra prep space, as well as additional dining spots with four barstools. Fit six more around the formal dining room table. Sultry silvers and grays outfit the first bedroom, which comes with a king bed. Bedroom #2 is ideal for the kids with a set of twin-over-full bunk beds and cute character décor. Over in the third bedroom, the king bed is set against a stunning accent wall. Rounding out the sleeping spaces, bedroom #4 has a queen bed and bedroom #5 comes with a king bed. Just 10 minutes from Disney, Windsor at Westside boasts a ton of great amenities including 10,000-square foot clubhouse, resort style pool with lazy river, Tiki bar, fitness center, sundry shop and video arcade. No excuses for being bored here!

Group-friendly retreat w/ pool & free water park

Kissimmee, FL, US
9 Bedrooms 21 Guests
Aug 25 - 27
$169 night

Welcome in - your group-friendly retreat near Orlando’s top attractions, with space to relax and reconnect after busy park days. This entire villa sits in a gated resort community with shared amenities and a private pool at home. - Sleeps 16+ | 9 bedrooms | 13 beds | 6 baths - Private pool w/ optional heat & BBQ grill - Resort water park, lazy river, hot tub & gym - Full kitchen, open living & dining areas - Washer/dryer, smart lock, free parking - Pet-friendly Sunlight spills through wide windows as palm-lined streets set the pace for relaxed days near Orlando’s most iconic attractions. Mornings unfold easily here, whether you’re sharing coffee before heading out or easing into the day after a late night of laughter. Evenings invite everyone back together, with space to spread out and reconnect under the Florida sky. This entire villa is set within the Windsor at Westside Resort, a gated community known for its extensive shared amenities and proximity to the area’s major theme parks. The home is designed for large groups, offering room for both togetherness and quiet moments. Living spaces The main living area offers generous seating, making it easy for everyone to gather after a day out. Open sightlines connect the living room, dining area, and kitchen, creating a natural flow for group meals, games, or movie nights on the TV. Climate control with air conditioning and heating keeps the home comfortable year-round. Kitchen and dining The kitchen is fully equipped and ready for home-cooked meals, with a dedicated dining area for shared breakfasts or relaxed dinners. Whether you’re planning quick snacks or full family meals, everything you need is close at hand. Sleeping arrangements The villa features 9 bedrooms and 6 full bathrooms. Downstairs, you’ll find 2 bedrooms and 2 bathrooms, offering convenience for guests who prefer main-floor access. Upstairs, there are 7 additional bedrooms and 4 bathrooms. With a total of 13 beds, the layout comfortably supports larger groups while allowing privacy across both floors. Outdoor areas Step outside to your private pool, located just beyond the back door. The patio provides space to unwind, enjoy the grill, or spend time together outdoors. Pool heat is available as an option, and the area is well suited for relaxed afternoons or calm evenings after busy days out. Resort amenities As a guest, you’ll have free access to Windsor at Westside’s shared resort amenities. These include a large resort-style pool, lazy river, water slides, splash pool, hot tub, fitness center, and a clubhouse with arcade games and a bar and lounge. Sports courts, picnic areas, and BBQ spaces round out the experience, all within walking distance of the home. Location The villa is located off State Road 192 and US 27, near I-4, placing you within easy reach of shopping, dining, and entertainment. Disney World is approximately 20–25 minutes away, with SeaWorld and Universal Studios a short drive further. Everything you need is close, yet the community setting offers a comfortable place to return to at the end of the day. Please note: We provide the grill, but propane is not included. Guests are responsible for purchasing propane if needed. During your stay, you will have complete and exclusive access to the entire home and complimentary access to all Resort amenities. Feel safe and right at home when you enter the resort, which is located within a gated community. Parking can accommodate up to (3) vehicles in the driveway parked side to side. The home is professionally cleaned and sanitized between each guest. We ensure that our cleaners are committed to the highest standards of cleanliness. If you would like to add pool and spa heating to your reservation, please let us know in advance, and we can coordinate to set that up for you. The cost for this amenity is $35 per day of stay, which will be invoiced separately. We kindly ask for at least a week’s notice. During inclement (cold and/or rainy) weather we do not advise using the pool. The pool gets serviced weekly. Please note that, after it rains, there may be some debris that wash into the pool, which may cause the water to appear slightly discolored. A damage protection option is required for all reservations and is processed through our third-party system prior to arrival. The available options depend on the length of your stay: -For 1-Night Reservations: Guests are required to provide a $500 refundable security deposit. This is a pre-authorized hold (not a charge) that is released following a damage-free inspection after checkout. -For Reservations of 2 Nights or More: Guests may choose between the $500 refundable security deposit or a non-refundable damage waiver of $20 per night (capped at a maximum of $100). This waiver covers accidental damages beyond normal wear and tear. Please be reminded that check-out time is 10AM. In order to prepare our property for the next guests, housekeeping is scheduled to arrive promptly upon check-out. Late check-outs affect housekeeping schedules and future guest reservations. In the event you stay beyond the original scheduled check-out time, you may incur a fee of up to $300. It is a self-catering home, therefore, we do not refill any supplies during your stay. Each bathroom will have shampoo/conditioner, body wash, a single roll of toilet paper, and hand soap. In the laundry room we provide enough detergent pods for UP TO two (2) loads. In the kitchen, a paper towel roll, a couple of trash bags, dishwashing detergent, and sponge. There is a coffee maker, however coffee is not. Salt/pepper and cooking oil are available for use. If anything is missing, please let us know immediately upon check in so we can arrange restocking. We appreciate your understanding!

7 Bed Luxury Home With Great Amenities!

Kissimmee, FL, US
7 Bedrooms 18 Guests
Aug 30 - Sep 2
$476 night

So much room! 7 bedrooms and 5.5 bathrooms, this spacious home sleeps 20 people comfortably. Bedroom Configuration This brand new and modern decorated vacation home is surely to excite as it boasts plenty of space for your family and guests. 1-King 1-King 1-Queen 1-Queen 1-Twin and Full Bunk Bed also 1-Twin 1-Twin and Full Bunk Bed also 1-Twin 1-Twin and Full Bunk Bed also 1-Twin These are decorated in a Lego, Disney Princess and Star Wars theme and so much fun for the kids! All bedrooms feature a flat screen TV’s in them. On the second floor you’ll find a loft with projector image ready to play your favorite show and entertain the whole family! The open concept floor plan allows everyone to be together, whether you are hanging out watching your favorite show on one of the flat screens or cooking dinner. The fully equipped kitchen has all you’ll need with wonderful granite counter tops and stainless appliances. There’s even a game room with Foosball, air hockey and ping pong table; fun for the entire family! After a long day in the parks or other Central Florida attractions, you’ll love your very own pool and spa,complete with chaise loungers and a dining table; a perfect spot to grill out and enjoy the Florida sun and relax. Washer and dryer and free Wi-Fi are also included. You’ll enjoy this luxury town home in the beautiful Windsor at Westside Resort, just 10 minutes from Walt Disney World. As our guest, you’ll have unlimited access to a 10,000 square foot clubhouse with a tiki bar, fitness center, sundry shop and video arcade. The sparkling resort-style pool also features a water slide and a lazy river! Optional pool heat is available ask for rate. We would recommend adding pool heat to your reservation between the months of November and April.

Glamorous Home, Private Pool Sleeps 14 | WW103

kissimmee, fl, US
6 Bedrooms 14 Guests
Aug 31 - Sep 3
$169 night

Enjoy this comfortable vacation home that has everything you need to make wonderful family memories! The kids and family will have plenty space to have fun: With a beautiful outdoor Heated Pool, a Game Room", If more space is needed to hang out, there is an additional TV Room upstairs! Windsor at Westside Resort is a new and prestigious collection of Single Family Homes just 15 minutes from the entrance to Walt Disney World! It features a Resort Clubhouse filled with amenities for active families that include multiple sports courts, children’s playgrounds as well as a resort-style swimming pool with a splash water park. The Clubhouse features also a full-service restaurant and bar. POOL/SPA - The Home has a welcoming Pool and Spa so you can swing or simply relax outside all day long! Heating has an additional cost of USD50 USD per Day (service only for the whole stay). ATTENTION: This house doesn’t have a hot tub, the water flows into the pool so the temperature from the jets or jacuzzi area is going to be the same. The jets are just air injected by a blower, so the pool will be warm but not hot. Important message: We clean the pool weekly and check the BBQ propane regularly with or without guests in our home. If you want to be notified of the date we will go to do the inspection, please let us know so we can avoid an inconvenience for both parties. POOL TOWELS - Columbia Vacation Homes does provide pool towels so there is no need to bring towels from your home. We really appreciate taking care of them and leaving all of them in the home. BBQ Grill - Patio with alfresco dining and BBQ grill (let us know in advance if you plan to use the grill; we must apply a USD75 fee to cover the cost of setup and cleaning) PARKING - Vehicles are to be parked in designated parking areas only. The reserved parking space number for this property is the same as the street address. Per resort regulations, this home accommodates up to 4 registered vehicles. Vehicles beyond the limit will be denied entry and must find off-site parking. PERMITTED VEHICLES: Please note that the resort does not allow commercial vehicles, U-Hauls or moving trucks, trailers, RVs, buses, oversized vehicles, or cars with loud modifications. Only standard non-commercial passenger vehicles are permitted. SHIPPING POLICY - All deliveries can be done via private carriers such as Federal Express and UPS as well as USPS. Guests must use the property address for door delivery. The resort does not receive, store, or hold packages on behalf of guests. VALET TRASH PICK-UP - Door-step collection begins after 11 AM - 7 days a week. Please bag and tie all waste – loose items are a safety hazard and will not be collected. Do not include needles or other sharp objects. Please breakdown all cardboard boxes. PARTY/EVENTS - No parties or loud activities are permitted. If guests are found to have had a party without host permission which results in extra cleaning, guests will be responsible for extra cleaning charges, and in the unfortunate event of the disruptions alerting neighbors, our community patrols will contact the authorities and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY. The House has been decorated with great dedication featuring different theme rooms like Mickey Mouse, Harry Potter, Toy Story, and a GameRoom for the Kids!—the perfect mix of relaxed and refined style. Perks at this 6-bedroom, 4-bathroom Home include: · Smart TVs in every bedroom and the family room · Modern, fully equipped, eat-in kitchen with new stainless appliances · Waterfall granite island with bar-stool seating · Washer and dryer in your villa · A free Pack ’n Play and highchair are available upon request. If an additional set is needed, a USD35 fee will apply · Pool/ Spa Patio with alfresco dining and BBQ grill (let us know in advance if you plan to use the grill; we must apply a USD75 fee to cover the cost of cleaning) · WiFi · Comfortable appointed beds · Open-concept, group-friendly layout · Dining table for 12 (plus 4 at the kitchen bar) · Shared community amenities like a lazy river, tennis courtsl, outdoor basketball, Full gym, pool access and more. · Pet-friendly! A non-refundable fee of USD135 per pet applies only if bringing pets · A/C Guest Interaction Guests will check themselves into their villa using the digital lock with a keypad on the front door. Please note that Columbia Vacation Homes does not have a 24-hour staff. Our hours of operation are 9 a.m. to 5 p.m., seven days a week. If you arrive after our regular hours of operation, you will be good! The door is controlled with an electronic code. Resort Access At Windsor at Westside Resort, you will have year-round access to a great variety of amenities for free when renting our Home!

Playroom, Cinema, HeatedPool, Free Resort, 9MI Disney

Kissimmee, FL, US
5 Bedrooms 19 Guests
Aug 25 - 27
$252 night

Step into our spacious, upscale villa located in the sought-after Windsor at Westside community. Designed with large families and groups in mind, this Super Mario-inspired home welcomes over 16 guests for a truly memorable stay, just a short drive from Orlando’s most popular attractions. ‣ Disney World: 20–25 minutes ‣ SeaWorld: 30 minutes ‣ Universal Studios: 35 minutes Villa Highlights 5 generously sized bedrooms ‣ 4.5 bathrooms ‣ Comfortable living room for family gatherings ‣ Complimentary washer and dryer ‣ Dining room for group meals ‣ Game room with pool table, arcade machines, and a game console ‣ Home cinema for movie nights ‣ Fully equipped kitchen with stainless steel appliances ‣ Private pool with optional heating ‣ Indoor and outdoor dining areas ‣ Outdoor patio with loungers and a grill FREE access to the community water park and clubhouse amenities Bedrooms -Downstairs ‣ Master Bedroom: King bed, sleeps 2, with private ensuite bathroom -Upstairs Super Mario Bedroom: Queen bunk bed, sleeps 4 ‣ Toad Bedroom: Four queen beds, sleeps 8 ‣ Queen A Bedroom: Sleeps 2 ‣ Queen B Bedroom: Sleeps 2 Living Spaces ‣ Living Room: Spacious seating for the whole family to relax together ‣ Outdoor Area: Private pool with loungers and grill; perfect for entertaining or unwinding ‣ Kitchen: Large and fully stocked with stainless steel appliances and everything needed for meal prep Additional Features ‣ Game Room: Pool table, two arcade machines with over 1,000 games, and a Nintendo Switch with multiplayer options ‣ Sports accessories for up to 4 players included During your stay, you’ll enjoy full private access to the entire villa, along with complimentary use of all resort amenities. Enjoy peace of mind in this gated resort community, where you can feel completely at home. The driveway can fit up to three vehicles parked side by side. Please note that the garage has been transformed into a game room, so indoor parking is not available. Your vacation home is professionally cleaned and sanitized between each guest, with our team committed to the highest standards of cleanliness. A refundable security deposit of $500 will be authorized as a hold on your credit card by our system, prior to your arrival. This is a pre-authorization hold, not a charge, and will be released following a damage-free inspection after your departure. Any damages or excessive cleaning needs beyond normal wear and tear will be claimed against this hold. If you’d like to add heating for the pool and spa, please let us know in advance so we can arrange it. This service is $35 per day and will be invoiced separately. We kindly request at least one week’s notice. Please note that during cold or rainy weather, using the pool is not recommended. The pool is serviced weekly, and after rain, some debris may wash in, temporarily affecting water clarity. Welcome to your spacious, luxury retreat in the prestigious Windsor at Westside resort community in Kissimmee, Florida. Perfect for large families and groups, this 5-bedroom, 5-bathroom home accommodates over 16 guests and offers a premium stay just a short drive from Orlando’s top attractions. Check-out is at 10 AM. Housekeeping is scheduled immediately after check-out to prepare the home for incoming guests. Late check-outs can impact cleaning schedules and may result in a fee of up to $300. As a self-catering home, we do not restock supplies during your stay. Each bathroom includes shampoo, conditioner, body wash, hand soap, and a single roll of toilet paper. The laundry room provides detergent pods for up to two loads, and the kitchen includes a paper towel roll, a few trash bags, dishwashing detergent, and a sponge. A coffee maker is provided, though coffee is not. Salt, pepper, and cooking oil are available for use. If anything is missing, please notify us upon check-in so we can replenish supplies. For your safety and privacy, a Ring camera is installed by the front door. We appreciate your understanding and cooperation, and we hope you enjoy a wonderful, worry-free stay!

Large retreat w/ pvt pool & cinema

Kissimmee, FL, US
5 Bedrooms 19 Guests
Aug 25 - 27
$144 night

Welcome to your Orlando escape - a roomy home near top attractions w/ plenty of space to relax & play! - Sleeps 16+ | 5 bedrooms | 9 beds | 5 baths - Private pool w/ optional heat & BBQ grill - Game room w/ pool table, arcades & console - Home cinema & spacious living areas - Kitchen & indoor/outdoor dining - Resort access incl. water park, lazy river & hot tub - beach essentials included Soft morning light fills the open living area as you settle in with the ease of being close to Orlando’s theme parks while still enjoying the calm of a private retreat. The flow between indoor comfort and the pool area creates an inviting space to unwind after days spent exploring nearby attractions. With access to community amenities and plenty of room inside the home, your stay balances relaxation and activity as you move easily between gathering spaces, games, and restful bedrooms. Sleeping arrangements The home features 5 bedrooms designed to accommodate groups of various sizes. Downstairs, a bedroom with a king bed offers an ensuite bathroom. Upstairs, the Mario Bross room includes a bunk bed with a queen bed that sleeps 4, while the Toad room features four queen beds that sleep 8. Two additional rooms upstairs, Queen A and Queen B, each include a queen bed. Bathrooms are arranged with 1 ensuite and a shared half bathroom downstairs, plus 3 bathrooms upstairs. Indoor amenities The main living area provides comfortable seating for spending time together, whether you are relaxing between park visits or winding down for the night. A home cinema offers an additional gathering space for movie nights, while the game room includes a pool table, 2 arcades with multiple games, and a Nintendo Switch that supports group play. A free washer and dryer add convenience during longer stays, and WiFi with a dedicated workspace allows you to stay connected if needed. Kitchen and dining The full kitchen includes stainless steel appliances and plenty of room to prepare meals for your group. Indoor dining areas make it easy to enjoy shared meals, and the layout supports both quick breakfasts before heading out and relaxed dinners after returning from the parks. Outdoor living Right outside the living area, a private pool provides an inviting spot for cooling off or enjoying downtime, with the option to add heat. The outdoor patio includes a grill and loungers, offering space to relax in Florida’s consistently warm climate. Poolside dining is available with the outdoor setup, and both free parking on premises and free street parking add to the convenience. Community amenities and neighborhood Located in Windsor at Westside, you have access to resort features such as the water park, amenity center, and clubhouse. The community includes a resort-style pool, lazy river, water slides, a splash pool, a hot tub, recreational courts, and areas for picnics and BBQs. Just a short distance from the clubhouse, the home sits near dining, shopping, and entertainment, with easy access to major roads and a short drive to local theme parks. Perfect for Large families, groups visiting nearby attractions, or guests seeking a mix of entertainment and relaxation, all within reach of Orlando’s well-known destinations. Please note: We provide the grill, but propane is not included. Guests are responsible for purchasing propane if needed. During your stay, you will have complete and exclusive access to the entire home and complimentary access to all Resort amenities. Feel safe and right at home when you enter the resort, which is located within a gated community. Parking can accommodate up to (3) vehicles in the driveway parked side to side. The garage has been converted into a game room. Therefore, indoor parking is not available. The home is professionally cleaned and sanitized between each guest. We ensure that our cleaners are committed to the highest standards of cleanliness. A damage protection option is required for all reservations and is processed through our third-party system prior to arrival. The available options depend on the length of your stay: -For 1-Night Reservations: Guests are required to provide a $500 refundable security deposit. This is a pre-authorized hold (not a charge) that is released following a damage-free inspection after checkout. -For Reservations of 2 Nights or More: Guests may choose between the $500 refundable security deposit or a non-refundable damage waiver of $20 per night (capped at a maximum of $100). This waiver covers accidental damages beyond normal wear and tear. If you would like to add pool and spa heating to your reservation, please let us know in advance, and we can coordinate to set that up for you. The cost for this amenity is $35 per day of stay, which will be invoiced separately. We kindly ask for at least a week’s notice. During inclement (cold and/or rainy) weather we do not advise using the pool. The pool gets serviced weekly. Please note that, after it rains, there may be some debris that wash into the pool, which may cause the water to appear slightly discolored. Please be reminded that check-out time is 10AM. In order to prepare our property for the next guests, housekeeping is scheduled to arrive promptly upon check-out. Late check-outs affect housekeeping schedules and future guest reservations. In the event you stay beyond the original scheduled check-out time, you may incur a fee of up to $300. It is a self-catering home, therefore, we do not refill any supplies during your stay. Each bathroom will have shampoo/conditioner, body wash, a single roll of toilet paper, and hand soap. In the laundry room we provide enough detergent pods for UP TO two (2) loads. In the kitchen, a paper towel roll, a couple of trash bags, dishwashing detergent, and sponge. There is a coffee maker, however coffee is not. Salt/pepper and cooking oil are available for use. If anything is missing, please let us know immediately upon check in so we can arrange restocking. We value safety and privacy and that’s why we would like to mention we have a ring camera by the front door We appreciate your understanding!

5 BD/ 4.5 BA/ Windsor at Westside (8928 SA)

Kissimmee, FL, US
5 Bedrooms 15 Guests
Aug 31 - Sep 2
$142 night

• Community: Windsor at Westside • 5 Bedrooms/ 4.5 Bathrooms/ Sleeps 15 • Disney (6.7 mi) SeaWorld (16.2 mi) Legoland (28.0 mi) • Convention Center (10.5 mi) Universal Studios (20.0 mi) • Location: Sydney Avenue, Kissimmee FL 34747 DETAILS • Central AC • Washer & Dryer • Gated Community • Free Cable TV & WIFI • TV In Every Bedroom • Fully Equipped Kitchen • Towels & Linens Provided • Stainless Steel Appliances • Washcloths Are Not Provided • Family Room with Flat Screen TV • Hair Dryers, Iron & Ironing Board • Private Door Code for Each Guest Stay • Outdoor Patio Furniture with Sun Loungers • Pack ’n play/ High Chair (Free Upon Request) • Private Screened-in Pool + Child Safety Pool Fence - BEDROOM SETUP FIRST FLOOR • Bedroom 1: 1 King Bed (Private Bathroom) + Half Bathroom Near The Pool SECOND FLOOR • Bedroom 2: 1 King Bed (Private Bathroom) • Bedroom 3: 1 Queen Bed (Private Bathroom) • Bedroom 4: 2 Twin Beds + Twin Floormatress • Bedroom 5: 1 Bunk Bed (Twin Over Full + Twin Floor Matress) + Full Bathroom Near It + Sofa Bed - USEFUL INFORMATION • CHECKING IN AND OUT - Check-in after 4:00 PM - Checkout before 10:00 AM • WINDSOR AT WESTSIDE PARKING - Parking is free. - Maximum of 3 Vehicles. Vehicles exceeding the limit will not be permitted entry and must arrange for offsite parking. - Commercial vehicles, RV’s, trailers, buses, golf carts, recreational vehicles or watercraft is not permitted at Windsor At Westside. There is a $50 fee violation. • THIS HOME IS SELF-CATERING We do provide a small welcome kit to get you started. Please stop by the nearest supermarket to gather any additional items you may need for the duration of your stay. • POOL HEAT - OPTIONAL 1-Cost: $35 per day. 2-Minimum: 2 consecutive days. 3-Temperature will not exceed 95F. 4-Must be requested 48h in advance. 5-Heater works through HEAT EXCHANGE and WILL NOT WORK in cold weather. If you still would like to heat the pool during cold conditions and it does not reach the desired temperature, we will not be able to offer a refund. The pool heater pumps have a safety system that prevents overheating of the element when the pump is working overtime in cold weather. It automatically shuts off briefly until the pump can regain its functionality efficiently. Keep in mind this service is optional and may not be available at times. • BBQ RENTAL - OPTIONAL - Cost: $75 All Stay • TRASH DISPOSAL Please dispose the trash daily in the plastic bench or dumpster to keep a clean home. • HOUSEKEEPING There is no daily housekeeping service provided in the rental rate. Before check-in, the unit will be thoroughly cleaned and inspected by a professional cleaning company. Mid-stay cleaning services during your stay can be requested for an additional fee. • ONLINE PURCHASE If the online seller uses USPS, it will not get delivered as the Post Office does not recognize vacation homes as regular addresses and the package will be returned back to the sender. Only UPS, DHL and FEDEX delivers them. In some resorts the packages are delivered to the clubhouse. Fees may apply. Some resorts may not accept them. Keep in mind we are not responsible for unexpected issues with your online purchases. If you have any questions, please contact us. WINDSOR AT WESTSIDE RESORT AMENITIES • Extraordinary 5000 sq.ft. clubhouse • Lounge • Lake Pier • Lazy River • Water Slide • Sundry Shop • Games Room • Video Arcade • Fitness Center • Kids Play Area • Pool Side Tiki Bar • On-site sundries shop • Huge Resort-Style Pool • Gated with 24h Attendant • Tennis and Basketball Courts • Volleyball Court And Soccer Field PLEASE NOTE: Additional charges apply when the owner has to fix something or pay for additional cleaning if not complied.

Splash Pool * FREE BBQ * FREE Waterpark

Kissimmee, FL, US
5 Bedrooms 12 Guests
Aug 31 - Sep 2
$156 night

This beautiful 5 bedroom/ 4.5 bath townhome includes a private pool, BBQ and plenty of little extras such as free Wi-Fi, washer/dryer in unit, and a fully equipped kitchen with granite countertops. With accommodations for up to 12 guests, this luxury townhome offers plenty of space and comfort to relax and enjoy your next Florida vacation. You can enjoy your time at the theme parks as they are only a few miles away! The resort clubhouse offers a water park featuring a Lazy River and splash pad as well as an arcade room, gym and basketball court. THE SPACE: The living area features a large flat screen TV and with large plush comfy couches, you’ll be sure to float away in relaxation. Just a few steps away, you’ll find the dining area with seating for six. The kitchen boasts granite countertops and stainless steel appliances as well as an open concept so the chef is never left out of the fun! Hang out and have your morning coffee at the breakfast bar with additional seating for four. The amenities don’t stop there! Your own private splash pool allows everyone to stay cool and the grill makes outdoor dining a breeze. A full size washer and dryer and free Wi-Fi are also included. You’ll find the first bedroom downstairs, equipped with a queen size bed and adjacent bathroom. Located upstairs is the main bedroom offering a king size bed and en-suite bathroom featuring his and her sinks and walk-in glass shower. You’ll also find two fun and exciting themed rooms for the kids! Their favorite mouse can be found in the double bunk bed room and a galaxy far, far away awaits in the twin room. The 5th bedroom offers a nautical theme and queen size bed to round out the sleeping spaces. The upstairs loft provides extra entertainment that functions as a second living room or the perfect movie watching spot. Just grab your popcorn! The check-in process is a breeze! You’ll receive a door code to gain access to your home prior to your stay, so you can avoid busy lobbies! You’ll love this luxury townhome in the beautiful Windsor at Westside Resort! Just 10 minutes from Walt Disney World and as our guest, you’ll have unlimited access to the 10,000 square foot clubhouse equipped with a tiki bar, fitness center, sundry shop and video arcade. The sparkling resort-style pool also features a water slide and lazy river! **For your private pool, optional pool heat is available for $35/day + tax. We recommend adding this option to your reservation between the months of November and April.**

Windsor Westside Resort 6 Bedroom Private Pool Home

Four Corners, FL, US
6 Bedrooms 14 Guests
Aug 28 - 31
$195 night

Windsor at Westside Resort Vacation Home - includes resort clubhouse amenity access! Our 6-bedroom, 4 1/2-bathroom, private pool + spa vacation home is a great option for families wanting a home base to enjoy the best of all that Central Florida has to offer. * Windsor at Westside Resort Private Pool+Spa Home Sleeps up to 15 * 6 bedrooms/ 6 1/2 bathrooms * Private Pool and Spa - faces North * Pool Table and Air Hockey in the Game Room * 6 miles to Disney World property * Fully equipped Kitchen with dining for 8 at the dining room table. * Themed Bedrooms include Avengers and Mickey Mouse * Outdoor Dining Seats 6 * 2 Sun Loungers BEDROOMS 1st Floor (DOWNSTAIRS) Bedroom 1: One King Bedroom (Attached Bathroom) 43" TV BEDROOMS 2nd Floor (UPSTAIRS) Bedroom 2: One King Bedroom (Attached Bathroom) 55" Smart TV Bedroom 3: Two Doubles Bedroom 32" TV (Mickey Theme) Bedroom 4: One King Bedroom 43" TV Bedroom 5: Two Twins Bedroom 32" Smart TV (Avengers Theme) Bedroom 6: One Twin Over One Double Bunkbed Bedroom 32" Smart TV (Mickey Theme) Pool/Spa Heater Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool. The Spa will not heat up unless the heater is paid for. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: 4 Car Maximum Do not block the sidewalk or park on the street or the resort will fine you Windsor at Westside Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * Interactive Splash Park with water slide for kids * Fire Pit * Lazy River * Poolside Tiki bar and Restaurant * Fitness center * Arcade * Sand volleyball * Playground * Basketball and Tennis courts Distances to Shopping & Attractions: - Walt Disney World® 6 miles - Universal Studios 20 miles - SeaWorld 16 miles - Orlando Airport 29 miles - Atlantic Coast Beaches 83 miles - Gulf Coast Beaches 88 miles - Publix Supermarket 3 miles - Dining 1.5 miles Why Choose this Rental? * Professionally managed to serve all your needs * Management company has over 26 years of experience hosting well over 200,000 families * Go straight to your rental with online email check-in * 24/7 on-call maintenance * Smoke-free and pet-free for your comfort * Towels and linens are provided * Complimentary WiFi * Additional Rental items Available (e.g., 3 & 4 burner BBQs, cribs, pack-n-plays, strollers, high chairs, etc.) Starter welcome packet supplies: - 2 rolls toilet paper per bathroom - 2 round hotel-size bar soap per bathroom - 1 hotel-size shampoo/conditioner per full bathroom - 1 roll paper towel - 1 packet dishwasher detergent - 2 trash bags size-13-gallon - 1 small box laundry detergent (enough for one load) - Garbage can liners in each bedroom/bathroom small garbage cans Any supplies beyond this are up to the guest to replenish, we do not restock these items. No salt/pepper or cleaning supplies are stocked due to safety issues. This is an industry-standard practice. FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights) We will collect a $1,500 deposit. Balance is due 60 days prior to arrival If canceled 90 days or more before arrival, we keep with us $250.00. $1,250.00 will be refunded. If canceled between 61 and 89 days prior to arrival, we keep with us the $1,500.00 deposit. No cancellation or modification 60 days or less prior to arrival.

Windsor at Westside Resort 8 Bedroom Pool+Spa Home

Four Corners, FL, US
8 Bedrooms 16 Guests
Aug 25 - 28
$255 night

Windsor at Westside Resort Vacation Home - includes resort clubhouse amenity access! Our 8-bedroom, 6-bathroom, private pool + spa vacation home is a great option for families wanting a home base to enjoy the best of all that Central Florida has to offer. ​​​​​​​ * Windsor at Westside Resort Private Pool Home Sleeps up to 16 * 8 bedrooms/ 6 bathrooms * Private Pool and Spa - faces Southwest with maximum sun exposure during the day * Pool Table, Foosball and more in Game Room * 6 miles to Disney World property * Fully equipped Kitchen with dining for 16 at the dining room table. * Additional three barstools at the breakfast bar * Pack n Play * Outdoor Dining Seats 4 * 4 Sun Loungers BEDROOMS 1st Floor (DOWNSTAIRS) Bedroom 1: One King Bedroom (Attached Bathroom) 55" TV Bedroom 2: One Queen Bedroom 32" TV BEDROOMS 2nd Floor (UPSTAIRS) Bedroom 3: One King Bedroom (Attached Bathroom) 43" TV Bedroom 4: One Queen Bedroom (Jack & Jill Bathroom shared with Bedroom 5) 32" TV Bedroom 5: Two Twin Bedroom (Jack & Jill Bathroom shared with Bedroom 4) 32" TV Harry Potter Theme Bedroom 6: Two Twin Bedroom 32" TV Mickey Theme Bedroom 7: Two Twin Bedroom 32" TV Frozen Theme Bedroom 8: One King Bedroom (Attached Bathroom) 55" TV Pool/Spa Heater Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool. The Spa will not heat up unless the heater is paid for. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: 5 Car Maximum Do not block the sidewalk or park on the street or the resort will fine you Security Camera Disclosure: Above the Garage Door Windsor at Westside Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * Interactive Splash Park with water slide for kids * Fire Pit * Lazy River * Poolside Tiki bar and Restaurant * Fitness center * Arcade * Sand volleyball * Playground * Basketball and Tennis courts Distances to Shopping & Attractions: - Walt Disney World® 6 miles - Universal Studios 20 miles - SeaWorld 16 miles - Orlando Airport 29 miles - Atlantic Coast Beaches 83 miles - Gulf Coast Beaches 88 miles - Publix Supermarket 3 miles - Dining 1.5 miles Why Choose this Rental? * Professionally managed to serve all your needs * Management company has over 26 years of experience hosting well over 200,000 families * Go straight to your rental with online email check-in * 24/7 on-call maintenance * Smoke-free and pet-free for your comfort * Towels and linens are provided * Complimentary WiFi * Additional Rental items Available (e.g., 3 & 4 burner BBQs, cribs, pack-n-plays, strollers, high chairs, etc.) Starter welcome packet supplies: - 2 rolls toilet paper per bathroom - 2 round hotel-size bar soap per bathroom - 1 hotel-size shampoo/conditioner per full bathroom - 1 roll paper towel - 1 packet dishwasher detergent - 2 trash bags size-13-gallon - 1 small box laundry detergent (enough for one load) - Garbage can liners in each bedroom/bathroom small garbage cans Any supplies beyond this are up to the guest to replenish, we do not restock these items. No salt/pepper or cleaning supplies are stocked due to safety issues. This is an industry-standard practice. FOR GUESTS WHO BOOK 30 NIGHTS OR LONGER STAYS: (this does not apply if you are staying less than 30 nights) We will collect a $1,500 deposit. Balance is due 60 days prior to arrival If canceled 90 days or more before arrival, we keep with us $250.00. $1,250.00 will be refunded. If canceled between 61 and 89 days prior to arrival, we keep with us the $1,500.00 deposit. No cancellation or modification 60 days or less prior to arrival.

Near Disney! FREE water park! BBQ Grill!

Kissimmee, FL, US
5 Bedrooms 14 Guests
Aug 25 - 27
$174 night

Escape to the extraordinary with a stay at our 5-bedroom townhome nestled within the enchanting Windsor at Westside resort. Immerse yourself in a world of luxury and leisure, surrounded by a plethora of resort amenities that promise an unforgettable vacation experience. As you step into this stunning townhome, you’ll be greeted by a beautiful living area that sets the tone for relaxation and comfort. The adjacent dining area offers a perfect space for shared meals, and the fully equipped kitchen is a chef’s delight, providing everything you need for culinary adventures. The sleeping arrangements are equally impressive. The first bedroom boasts a queen-size bed and a smart TV, creating a serene retreat for a peaceful night’s sleep. Bedroom 2 is a haven for superhero enthusiasts, featuring a double bed and a single bunk bed adorned with delightful superhero details. Bedroom 3 showcases a playful Minions decor and offers both a double and a single bed for flexibility and comfort. Bedroom 4 is a true sanctuary, complete with a king-size bed, smart TV, and a private bathroom featuring a walk-in shower. The attention to detail in this space creates an inviting and visually appealing atmosphere. Meanwhile, Bedroom 5 provides a king-size bed, ceiling fan, smart TV, and a spacious private bathroom with a walk-in shower, ensuring a luxurious and comfortable stay. Step outside to discover your own private oasis. The townhome features a private pool, ideal for refreshing dips under the sun. The BBQ grill and outdoor dining area beckon for al fresco meals, while the pool lounges offer a perfect spot for basking in the warmth of the Florida sun. Additionally, a free washer and dryer are provided for your convenience, ensuring a stress-free and enjoyable stay. **Optional pool and spa heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.** Stay connected with complimentary Wi-Fi throughout the townhome and retreat to the loft on the second floor for entertainment. The big-screen TV in the loft provides a cozy space for movie nights or catching up on your favorite shows. Indulge in the resort’s array of amenities, from the lazy river and basketball court to the volleyball court and the unique build-your-bear store. The convenience store ensures you have easy access to essentials, while the pool and water kids park guarantee fun for the entire family. In summary, our 5-bedroom townhome not only offers a luxurious retreat within the Windsor at Westside resort but also provides convenient access to Disney World, a diverse selection of restaurants, and enticing shopping areas. Your dream vacation awaits at this extraordinary home, where magic, culinary delights, and retail therapy are all within reach.

Beautiful Spacious 6 Bed Pool, Spa, Game Room

Kissimmee, FL, US
6 Bedrooms 12 Guests
Aug 25 - 28
$476 night

We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool and spa located in the gorgeous Solara Resort. Plus, as our guest you get to enjoy all the amenities of the resort such as the lazy river, splash pool for the kids, 2 other large pools, tennis courts, fully equipped exercise room, on site cinema, arcade games, and family restaurant. You will feel immediately relaxed as you enter our 6 bedroom, 5 bathroom executive home which sleeps up to 12 comfortably. The living area offers plenty of space for all guests to spread out. For family get togethers the dining area is ideal to share a meal around the elegant dining table or have a quick meal at the kitchen breakfast bar. The bright and airy kitchen has all the appliances and utensils that you would expect in your own home. There is also a full size washer and dryer on the 2nd floor for your convenience. This home has 2 king bedrooms, 2 Queens Rooms and a further 2 rooms with two twin beds, all with flat screen TV’s and plenty storage space. You can also enjoy a game of air hockey or fooseball in the games room, or the adults can all watch a movie or a sports game together in the spacious lounge , while the kids watch their own show in the upstairs loft area Why not take a dip in your very own Private Pool and Spa, you can make the most of the famous Florida sunshine. Chill outside on the patio, the perfect place to sit and relax on the sun loungers or have an outdoor meal around the patio table by the pool. Solara is one of Kissimmee’s newest and most luxurious resort community. An extraordinary 5,000 sq.ft. clubhouse is the centerpiece, as well as a huge resort-style pool, complete with cabanas, a water slide, and lazy river – perfect for families to enjoy for hours! When it’s time for a drink or a bite to eat, the tiki bar serves both your favorite libation, along with a tempting menu for poolside dining. With all the latest in cardio and strength building equipment, the fitness center will keep you in shape while on vacation. For some friendly competition, there are sand volleyball courts and a multi- purpose sports courts. In addition, a sundry shop is located in the clubhouse, along with a video arcade. Solara is a gated community, with an attendant, to ensure the safety for all our visiting guests. Solara strategically located in the Kissimmee area, with easy access to the theme parks, dining and shopping. For those who are visiting Disney, the location provides quick access to all the Disney parks, via just one exit up Toll Road 429 to the Western Way Blvd. Disney entrance. Access to this “secret” west Disney entrance is just 8 minutes away and avoids the heavy traffic that can occur with the main Disney entrance.

Gorgeous Villa, Private Pool!

kissimmee, fl, US
5 Bedrooms 11 Guests
Aug 25 - 27
$126 night

Create everlasting memories with family and friends in our comfortable home with a private pool! • Community: Windsor At Westside • 5 Bedrooms/4.5 Bathrooms/Sleeps 11 • Disney (8 min) Sea World (21 min) Universal (30 min) • Convention Center (18 min) Legoland (40 min) The space: Downstairs: 1 queen room, the bathroom is right next to it 1/2 batroom by the pool Upstairs 1 bunk bed (double and twin) 2 twin beds. These two rooms share a bathroom 1 king room with a complete bathroom 1 queen room with a complete bathroom • Central AC • Washer and Dryer • Gated Community • Free Cable TV and WIFI • TV In Every Bedroom • Fully Equipped Kitchen • Towels and Linens Provided • Stainless Steel Appliances • Washcloths Are Not Provided • Family Room with Flat Screen TV • Hair Dryers, Iron and Ironing Board • Pool Heat USD50 Per Day - Optional • BBQ Rental USD75 Whole Stay - Optional • Pack ’n play/ High Chair (Free Upon Request) • Private Pool + Child Safety Pool Fence WINDSOR AT WESTSIDE RESORT AMENITIES • Lounge • Lake Pier • Lazy River • Water Slide • Sundry Shop • Games Room • Video Arcade • Fitness Center • Kids Play Area • Pool Side Tiki Bar • On-site sundries shop • Huge Resort-Style Pool • Gated with 24h Attendant • Tennis and Basketball Courts • Volleyball Court And Soccer Field • Extraordinary 5000 sq.ft. clubhouse Important message: We clean the pool weekly and check the BBQ propane regularly with or without guests in our home. If you want to be notified of the date we will go to do the inspection, please let us know so we can avoid an inconvenience for both parties. POOL TOWELS - Columbia Vacation Homes does provide pool towels so there is no need to bring towels from your home. We really appreciate taking care of them and leaving all of them in the home. PARKING - Vehicles are to be parked in designated parking areas only. The reserved parking space number for this property is the same as the street address. If you have more than one vehicle in your party, please use the designated "guest" parking spaces. SHIPPING POLICY - All deliveries can be done via private carriers such as Federal Express and UPS as well as USPS. Guests must use the property address for door delivery. The resort does not receive, store, or hold packages on behalf of guests. VALET TRASH PICK-UP - Door-step collection begins after 9 AM - 7 days a week. Please bag and tie all waste – loose items are a safety hazard and will not be collected. Do not include needles or other sharp objects. Please breakdown all cardboard boxes. PARTY/EVENTS - No parties or loud activities are permitted. If guests are found to have had a party without host permission which results in extra cleaning, guests will be responsible for extra cleaning charges, and in the unfortunate event of the disruptions alerting neighbors, our community patrols will contact the authorities and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY. Other Things to Note · Columbia Management provides each property with a small starter kit, which includes: One (1) roll of toilet paper, one (1) hand soap, one (1) shampoo and one (1) conditioner per bathroom; one (1) sponge, one (1) dishwasher soap, one (1) paper towel in the kitchen; one (1) laundry detergent; one (1) trash bag. Additional supplies must be purchased by the guest. · Linens and towels are provided at the start of your stay. . Washcloths are not provided. Those are considered as personal items. . Pet-friendly! A non-refundable fee of USD135 per pet applies only if bringing pets. You must be 21 years or older to rent this property.

5 BD/ 4.5 BA/ Windsor at Westside (8917 SA)

Kissimmee, FL, US
5 Bedrooms 10 Guests
Aug 25 - 27
$123 night

• Community: Windsor At Westside • 5 Bedrooms/ 4.5 Bathrooms/ Sleeps 10 • Disney (6.7 mi) SeaWorld (16.2 mi) Legoland (28.0 mi) • Convention Center (10.5 mi) Universal Studios (20.0 mi) • Location: Sydney Avenue, Kissimmee FL 34747 DETAILS • Central AC • Washer & Dryer • Free Cable TV & WIFI • Fully Equipped Kitchen • Towels & Linens Provided • Stainless Steel Appliances • Washcloths Are Not Provided • Family Room with Flat Screen TV • Hair Dryers, Iron & Ironing Board • Private Door Code for Each Guest Stay • Outdoor Patio Furniture with Sun Loungers • Pack ’n play/ High Chair (Free Upon Request) • Private Screened-in Pool + Child Safety Pool Fence BEDROOMS FIRST FLOOR Bedroom 1: 1 Queen Bed 1 Full Bathroom Beside It 1/2 Bath In The Pool Area BEDROOMS SECOND FLOOR Bedroom 2: 1 King Bed (Private Bathroom) Bedroom 3: 2 Twin Beds (Private Bathroom) Bedroom 4: 2 Twin Beds Bedroom 5: 2 Twin Beds +1 Full Bathroom Beside It - USEFUL INFORMATION • CHECKING IN AND OUT - Check-in after 4:00 PM - Checkout before 10:00 AM • WINDSOR AT WESTSIDE PARKING - Parking is free. - Maximum of 3 Vehicles. Vehicles exceeding the limit will not be permitted entry and must arrange for offsite parking. - Commercial vehicles, RV’s, trailers, buses, golf carts, recreational vehicles or watercraft is not permitted at Windsor At Westside. There is a $50 fee violation. • THIS HOME IS SELF-CATERING We do provide a small welcome kit to get you started. Please stop by the nearest supermarket to gather any additional items you may need for the duration of your stay. • POOL HEAT - OPTIONAL 1-Cost: $35 per day. 2-Minimum: 2 consecutive days. 3-Temperature will not exceed 95F. 4-Must be requested 48h in advance. 5-Attached spa is NOT a hot tub. It can only be heated if the entire pool is heated. They both will have the same temperature. It does not have jets. 6-Heater works through HEAT EXCHANGE and WILL NOT WORK in cold weather. If you still would like to heat the pool during cold conditions and it does not reach the desired temperature, we will not be able to offer a refund. The pool heater pumps have a safety system that prevents overheating of the element when the pump is working overtime in cold weather. It automatically shuts off briefly until the pump can regain its functionality efficiently. Keep in mind this service is optional and may not be available at times. • BBQ RENTAL - OPTIONAL - Cost: $75 All Stay • TRASH DISPOSAL Please dispose the trash daily in the plastic bench or dumpster to keep a clean home. • HOUSEKEEPING There is no daily housekeeping service provided in the rental rate. Before check-in, the unit will be thoroughly cleaned and inspected by a professional cleaning company. Mid-stay cleaning services during your stay can be requested for an additional fee. • ONLINE PURCHASE If the online seller uses USPS, it will not get delivered as the Post Office does not recognize vacation homes as regular addresses and the package will be returned back to the sender. Only UPS, DHL and FEDEX delivers them. In some resorts the packages are delivered to the clubhouse. Fees may apply. Some resorts may not accept them. Keep in mind we are not responsible for unexpected issues with your online purchases. If you have any questions, please contact us. • WINDSOR AT WESTSIDE RESORT AMENITIES - Extraordinary 5000 sq.ft. clubhouse - Lounge - Lake Pier - Lazy River - Water Slide - Sundry Shop - Games Room - Fitness Center - Kids Play Area - Gated Community - Pool Side Tiki Bar - Huge Resort-Style Pool - Tennis and Basketball Courts - Volleyball Court And Soccer Field PLEASE NOTE: Additional charges apply when the owner has to fix something or pay for additional cleaning if not complied.

Sleeps 10*Private Pool*Clubhouse Amenities

Kissimmee, FL, US
5 Bedrooms 10 Guests
Aug 25 - 27
$185 night

Welcome to this 5-bedroom, 4.5-bathroom vacation home in Windsor at Westside Resort, Kissimmee, designed for families and groups of up to 10 guests. The home features a PRIVATE SCREENED POOL, FREE WIFI, smart TVs throughout, fully equipped kitchen, and in-home laundry. Guests also enjoy full access to Windsor at Westside Resort amenities including the resort pool with clubhouse, lazy river, kids’ water playground with slides, cabanas, fitness center, game room, and on-site dining - all just minutes from Walt Disney World and other top Orlando attractions. Property Highlights: * LOCATION: Windsor at Westside Resort, Kissimmee - approximately 10 minutes from Walt Disney World, 20 minutes from SeaWorld, and 25 minutes from Universal Studios. * BEDROOMS and BATHROOMS: 5 bedrooms, 4 full bathrooms + 1 half bath. Sleeps up to 10, ideal for families and groups traveling together. * AMENITIES: PRIVATE SCREENED POOL (pool heat optional), FULLY EQUIPPED KITCHEN with island and bar seating, SMART TVs, FREE WIFI. In HOME WASHER/DRYER. * PERFECT FOR FAMILIES: Multiple twin-bed kids’ bedrooms, close to theme parks, and full Windsor at Westside Resort water amenities including lazy river and kids’ splash playground. * EXTRA FEATURES: Walk-in showers, granite countertops, screened patio with poolside dining, and FREE access to resort clubhouse facilities. Room-by-Room Tour Entrance: Step into a bright open foyer with views into the main living and dining areas and staircase access to the upper level. Living Room: Open-concept living area with a sectional sofa, smart TV, navy and cream accents, and large windows looking out to the pool deck. Kitchen: Fully equipped kitchen with center island, granite countertops, full appliance suite (stove, oven, microwave, refrigerator, dishwasher), and bar seating for casual dining. Dining Room: Formal dining table seats 6-8, perfect for family meals together. Bedroom 1 (Master): King bedroom with smart TV, ceiling fan, and ensuite bathroom featuring a walk-in shower and single sink vanity. Bedroom 2: Queen bedroom with smart TV, closet, and bright window views. Bedroom 3: Kid-friendly twin bedroom with two single beds and smart TV - perfect for the kids in the family. Bedroom 4: Additional twin bedroom with two single beds, closet, and smart TV. Bedroom 5: Queen bedroom with smart TV and closet for added guest comfort. Bathrooms 2, 3, and 4: Full guest bathrooms with walk-in showers or shower/tub combinations, single sinks, and hairdryers. A half bath on the main level adds convenience for guests. Laundry Room: In-home washer and dryer included for extended stays. Outdoor Space Unwind in the PRIVATE SCREENED POOL in your own backyard. The pool deck features a covered patio dining area for 6, sun loungers, and a screened enclosure that keeps insects out while letting the Florida sunshine in - ideal for FAMILIES enjoying long pool days. **Optional pool heat is available for $35/day + tax. We recommend adding this option to your reservation between the months of November and April.** Location Overview Nestled in Windsor at Westside Resort, Kissimmee, this home places you within easy reach of Central Florida’s top attractions. * Walt Disney World: approximately 10 minutes * SeaWorld: approximately 20 minutes * Universal Studios & Islands of Adventure: approximately 25 minutes * Epic Universe: approximately 25 minutes * Orlando International Airport: approximately 30 minutes * ChampionsGate shopping and dining: approximately 10 minutes Windsor at Westside Resort itself offers a large resort pool with clubhouse, lazy river, kids’ water playground with double water slides and splash pad, cabanas, tiki bar and grill, fitness center, game room, movie theater, sundeck, and sports courts - all included for guests staying on-site. Book Your Stay Today! Reserve this 5-bedroom Windsor at Westside Resort home for your next Orlando vacation. With a PRIVATE SCREENED POOL, full resort access including the lazy river and kids’ water playground, and just minutes from Walt Disney World, it’s built for families and groups who want both space and convenience.

8 Bed Windsor At Westside Resort!

Kissimmee, FL, US
8 Bedrooms 18 Guests
Aug 25 - 28
$481 night

We invite you to enjoy our wonderful home on your next trip to Orlando. Absolutely perfect for multi-family groups, or golf groups, this property features all the comforts of home and more! Book your vacation now at this beautiful home with pool and spa located in the gorgeous Windsor at Westside Gate Resort. You will feel immediately relaxed as you enter our 8 bedroom, 6 bathroom executive home which sleeps up to 18 comfortably, . The living area offers plenty of space for all guests to spread out. For family get togethers the dining area is ideal to share a meal around the elegant dining table or have a quick meal at the kitchen breakfast bar. The bright and airy kitchen has all the appliances and utensils that you would expect in your own home. There is also a full size washer and dryer for your convenience. You can also enjoy a game of pool, air hockey and more in the games room, or the adults can all watch a movie or a sports game together in the spacious lounge while the kids watch their own show in the upstairs loft area. Why not take a dip in your very own private pool and spa, you can make the most of the famous Florida sunshine! The patio and lanai area is the ideal place to sit and relax on the sun loungers or have an outdoor meal around the patio table by the pool. Downstairs bedrooms #1 King with TV, walk in closet, dresser, nightstands and lamps Private en suite bathroom consisting a large tub bath, separate walk in shower, twin sinks, toilet #2 , Bedroom with a full size bed, built in closet TV, nightstands and lamps, dresser This bedroom is next to a family bathroom with a walk in shower, sink, toilet. Upstairs bedrooms. #3 King with built in closet, dresser, TV, nightstands and lamps. Private en suite bathroom with a walk in shower, twin vanity sinks, toilet. Bedroom #4 Bedroom with 2 Full beds, built in closet, TV, dresser. Bedroom #4 shares a Jack n Jill bathroom with bedroom #5 consisting walk in shower, sink toilet. Bedroom #5 King with built in closet, nightstands and lamps, TV, dresser Bedroom #6 Queen with tv, dresser, built in closet, nightstands and lamps. There is a family bathroom shared between bedrooms #6 and #7 with walk in shower twin vanity sinks, toilet. Bedroom #7 Twin room, TV, built in closet, dresser, nightstand and lamp. Bedroom #8 King, built in closet, TV, dresser, nightstands and lamps Private en suite bathroom with a walk in shower, twin vanity sinks, toilet. Welcome To Windsor at Westside One of the area’s newest resort communities, Windsor at Westside offers an abundance of amenities within its gates. Located approximately 10 minutes from Walt Disney World® Resort, Windsor at Westside offers an oasis from the hustle and bustle of the tourist scene, but with immediate access to it should you want shopping, dining and entertainment options close at hand. Spend the day resting in a cabana poolside, or with the children soaking up the fun at the water playground. Float around the lazy river and enjoy lunch at the resort’s tiki bar. Forgot to pack the essentials? No worries, the resort’s sundry shop has a wide variety of items for your convenience. This luxury resort community is ideal for families and groups alike, offering a gorgeous portfolio of townhomes and private pool homes. Community Highlights · 24-Hour Manned Gated Resort Community · Tropical Swimming Pavilion with Lazy River · Outdoor Spa · Expansive Sunbathing Terrace with Lounge Seating · Private Cabanas · Children’s Water Playground · Children’s Play Area · Tiki Bar · Sand Volleyball · Soccer Field · Lakeside Clubhouse · Fitness Center · Game Room · Sundry Shop Please note. Some of our homes may be furnihed with a gas bbq grill or outdoor built in grill. If guests wish to use the grills it is the guest responsibility to clean the grill and replenish the propane tank if needed. Exchange refill propane tanks can be purchased at numerous local locations.

Family home w/ private pool near Disney

Kissimmee, FL, US
5 Bedrooms 12 Guests
Aug 25 - 27
$89 night

Welcome to a spacious family-friendly home in Windsor at Westside, designed for relaxed stays near Orlando’s top attractions. Enjoy room to gather, unwind, and make the most of resort living: - Sleeps 12 | 5 bedrooms | 7 beds | 4 baths - Private pool w/ optional heat - Free access to resort pool, lazy river, hot tub & gym - Full kitchen, dining area & living room - Outdoor patio w/ BBQ grill - Pet-friendly entire home near Disney Sunlight filters through the windows as the day begins, and the rhythm of vacation sets in at an easy pace. Mornings here start calmly, with space to gather, plan, and ease into days filled with nearby attractions or quiet time close to home. Evenings wind down just as comfortably, whether you’re sharing meals or relaxing after a full day out. Living spaces The home offers a generous layout designed for groups to spend time together without feeling crowded. A central living area provides plenty of seating for conversation, movie nights, or downtime between outings. Air conditioning and heating keep the indoor climate comfortable year-round, and WiFi and TV support both entertainment and remote needs during your stay. Sleeping arrangements There are five bedrooms across two floors, offering flexibility for families and groups. One bedroom and one bathroom are located downstairs, while four additional bedrooms and three bathrooms are upstairs. Beds are arranged to accommodate up to 12 guests, making it well-suited for shared stays while still allowing privacy when needed. Kitchen and dining A full kitchen anchors the home, giving you the option to cook and dine together whenever you like. The adjoining dining area makes it easy to gather for breakfast before heading out or for relaxed dinners at home. Everything is laid out for convenience, from meal prep to cleanup, so time spent indoors feels effortless. Outdoor living Step outside to enjoy the private pool just beyond the back door. It’s an inviting spot to cool off during warm Florida afternoons or unwind after returning from the parks. Pool heat is available as an option. The outdoor patio includes a BBQ grill and seating, offering another place to relax or spend time together without leaving the property. Our grills are propane grills, please be advised that propane must be provided by the guest. We have a propane tank in the house that can be taken to fill up and used during the stay. We cannot guarantee that the propane tank will be filled upon arrival. Resort amenities Staying at Windsor at Westside means access to a wide range of shared resort amenities. Guests can enjoy the community pool, lazy river, water slides, splash area, hot tub, gym, and clubhouse with arcade games, bar, and lounge. Sports courts and picnic areas add even more ways to enjoy time on-site, and the clubhouse is just a short walk away. Location The home is located in Kissimmee with convenient access to major roads, shopping, dining, and entertainment. Theme parks such as Disney World, SeaWorld, and Universal Studios are within an easy drive, making this a practical base for exploring the area while still having a comfortable place to return to each day. Perfect for This pet-friendly entire home works well for families, multi-generational groups, and longer stays. With space to spread out, resort amenities close by, and the flexibility of a private pool and full kitchen, it balances time out and time in with ease. Please note: We provide the grill, but propane is not included. Guests are responsible for purchasing propane if needed. During your stay, you will have complete and exclusive access to the entire home and complimentary access to all Resort amenities. Feel safe and right at home when you enter the resort, which is located within a gated community. Parking can accommodate up to (2) vehicles in the driveway parked side to side. The home is professionally cleaned and sanitized between each guest. We ensure that our cleaners are committed to the highest standards of cleanliness. A damage protection option is required for all reservations and is processed through our third-party system prior to arrival. The available options depend on the length of your stay: -For 1-Night Reservations: Guests are required to provide a $500 refundable security deposit. This is a pre-authorized hold (not a charge) that is released following a damage-free inspection after checkout. -For Reservations of 2 Nights or More: Guests may choose between the $500 refundable security deposit or a non-refundable damage waiver of $20 per night (capped at a maximum of $100). This waiver covers accidental damages beyond normal wear and tear. If you would like to add pool and spa heating to your reservation, please let us know in advance, and we can coordinate to set that up for you. The cost for this amenity is $35 per day of stay, which will be invoiced separately. We kindly ask for at least a week’s notice. During inclement (cold and/or rainy) weather we do not advise using the pool. The pool gets serviced weekly. Please note that, after it rains, there may be some debris that wash into the pool, which may cause the water to appear slightly discolored. Please be reminded that check-out time is 10AM. In order to prepare our property for the next guests, housekeeping is scheduled to arrive promptly upon check-out. Late check-outs affect housekeeping schedules and future guest reservations. In the event you stay beyond the original scheduled check-out time, you may incur a fee of up to $300. It is a self-catering home, therefore, we do not refill any supplies during your stay. Each bathroom will have shampoo/conditioner, body wash, a single roll of toilet paper, and hand soap. In the laundry room we provide enough detergent pods for UP TO two (2) loads. In the kitchen, a paper towel roll, a couple of trash bags, dishwashing detergent, and sponge. There is a coffee maker, however coffee is not. Salt/pepper and cooking oil are available for use. If anything is missing, please let us know immediately upon check in so we can arrange restocking. We appreciate your understanding!

Vacation Rentals in Windsor at Westside by Amenities & Features

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Vacation Rentals Near Windsor at Westside

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