Family friendly vacation rentals in Windsor at Westside, FL

Explore 418 family-friendly vacation rentals, homes, and villas in Windsor at Westside, FL for your next getaway. With space for everyone, enjoy the comfort and privacy of a home filled with premium amenities such as Air Condition Homes, Homes with Free Parking and Homes with Pools. Throughout your stay, settle in, spend quality time together, and enjoy a space designed for making memories. With options starting as low as $67 per night and homes offering up to 10 bedrooms and 8 bathrooms, it's easy to book a comfortable, personalized stay for your family. And with 24/7 local support and high-speed Wi-Fi, everyone stays connected and protected even while on vacation. Marriott Bonvoy members enjoy the added benefit of earning points on every stay, making each trip more rewarding than the last. Book your next family escape and enjoy the moments that matter most.

418 Family-Friendly Homes 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
$174 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.

7 BD/ 5.5 BA/ Windsor at Westside (2100 RD)

Kissimmee, FL, US
7 Bedrooms 16 Guests
Aug 20 - 23
$222 night

• Community: Windsor at Westside • 7 Bedrooms/ 5.5 Bathrooms/ Sleeps 16 • Disney (7.3 mi) SeaWorld (16.7 mi) Legoland (28.0 mi) • Convention Center (11.1 mi) Universal Studios (20.5 mi) • Location: Rome Drive, Kissimmee FL 34747 DETAILS • 3,281 sf • Central AC • Free Parking • Breakfast Bar • Covered Lanai • Fully Equipped Kitchen • Washcloths are not provided • Family Room with Flat Panel TV • Patio Furniture & Sun Loungers • Fresh Towels & Linens Included • Hair Dryers, Iron & Ironing Board • Private Pool With Child Safety Fence • Crib & High Chair (Free Upon Request) • Private Door Code for Each Guest Stay BEDROOMS 1ST FLOOR • Bedroom 1: 1 King Bed (Private Bathroom) + Half Bathroom BEDROOMS SECOND FLOOR • Bedroom 2: 1 Queen Bed • Bedroom 3: 1 Queen Bed + Bathroom In Hallway • Bedroom 4: 1 Bunk Bed (Full Over Full) (Harry Potter Room) • Bedroom 5: 1 Bunk Bed (Twin Over Twin) (Mario Room) + Shared Bathroom Between Bedrooms 4 & 5 • Bedroom 6: 1 King Bed (Private Bathroom) • Bedroom 7: 1 Queen Bed (Private Bathroom) - 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 4 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 jacuzzi. It does not have jets. It can only be heated if the entire pool is heated. They both will have the same temperature. 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. Our pool heater pumps have a safety system that prevents overheating of the element when the pump is working overtime in cold weather conditions. This way causes a temporary shut off of services automatically until the pump can regain its functionality efficiently. This 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.

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 21 - 25
$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 23 - 26
$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.

Pool & Lazy River: Windsor House 9 Mi to Disney!

Four Corners, FL, US
6 Bedrooms 12 Guests
Aug 27 - 29
$220 night

Private Pool/Spa | Game Room | Full Resort Amenities Access | 3,142 Sq Ft Escape to this 6-bed, 4.5-bath Kissimmee vacation rental, located near Disney parks, Universal Studios, and SeaWorld! Enjoy your own pool & spa, plus access to premium resort amenities. Game on with 3 epic gaming areas: classic arcade, VR, and PS5! Fuel your fun with a coffee bar, popcorn bar, and large theater room — perfect for all ages. Book your unforgettable Central Florida stay now! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 king bed - Bedroom 3: 1 king bed - Bedroom 4: 1 king bed - Bedroom 5: 1 full bed - Bedroom 6: 1 twin bunk bed - Additional Sleeping: 1 portable crib, bassinet COMMUNITY AMENITIES - Outdoor pool, hot tub - Lazy river, children’s water park - Game room, fitness center, playground - Tennis court, sand volleyball court - Tu Casa Bar & Lounge - Pier w/ pond views OUTDOOR LIVING - Lanai w/ private pool & hot tub - Outdoor dining area - Lounge furniture - Pool toys GAME ROOM (GARAGE) - Pool table, foosball table, arcade games, basketball game - Flat-screen TV, Xbox w/ games, virtual reality - Blackstone grill (available upon request) INDOOR LIVING - Home theater w/ reclining seating, popcorn machine, skeeball - 2 living areas, flat-screen TVs - Dining table, breakfast bar - Soaking tub, 3 walk-in showers, shower/tub combo - Board games, books KITCHEN - Stove/oven, refrigerator, dishwasher - Cooking basics, dishware/flatware - Drip & pod coffee makers, microwave, blender, toaster, ice maker GENERAL - Free WiFi - Central heating & A/C, ceiling fans - Complimentary toiletries, hair dryer - Washer/dryer, laundry detergent, hangers, iron/board - Linens/towels, trash bags/paper towels, paper products - High chair, 4 strollers FAQ - Optional nightly pool & spa heat fee (paid pre-trip, applied to entire stay) ACCESSIBILITY - 2-story home, 1 step to enter - Bedroom & full bathroom on 1st floor PARKING - Driveway (3 vehicles) - Street parking (first-come, first-served basis) -- THE LOCATION -- - 5 miles to ChampionsGate Golf Club - 10 miles to Old Town Kissimmee - 18 miles to SeaWorld Orlando & 22 miles to Universal Studios - 12 miles to Lake Louisa State Park: hiking, swimming, kayaking, horseback riding, geocaching - 32 miles to Orlando International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Must be at least 21 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This 2-story home requires 1 step to enter. It features a bedroom and a full bathroom on the 1st floor - There is an optional pool and spa heat fee of $35/night (+ fees & taxes, paid pre-trip, directly through your booking platform, applied to entire stay)

Windsor Westside Resort 7 Bedroom Home with Game Room

Four Corners, FL, US
7 Bedrooms 16 Guests
Aug 20 - 23
$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.

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.

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.

Group-friendly retreat w/ pool & free water park

Kissimmee, FL, US
9 Bedrooms 21 Guests
Aug 23 - 25
$131 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 - 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. 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!

Windsor at Westside Resort 8 Bedroom Pool+Spa Home

Four Corners, FL, US
8 Bedrooms 16 Guests
Aug 20 - 23
$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.

Beautiful Spacious 6 Bed Pool, Spa, Game Room

Kissimmee, FL, US
6 Bedrooms 12 Guests
Aug 20 - 23
$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.

Family home w/ private pool near Disney

Kissimmee, FL, US
5 Bedrooms 12 Guests
Aug 24 - 26
$92 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. 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!

5BR Townhome w/ Private Pool·BBQ·Near Disney

Kissimmee, FL, US
5 Bedrooms 10 Guests
Aug 23 - 25
$165 night

Welcome to your beautifully appointed vacation retreat, thoughtfully designed for family getaways and group stays. This inviting home blends comfort and convenience, offering everything you need for a relaxing Central Florida escape. Guests enter into an open-concept living area designed for shared group use and family stays. The living room includes a modern sectional sofa positioned toward a smart TV, with direct flow into the kitchen and dining space. The layout supports group interaction and provides a central gathering area for families and guests. The kitchen is fully equipped with modern appliances including refrigerator, oven, stovetop, microwave, and dishwasher. A bar seating area is integrated for casual dining and meal preparation. The open layout connects directly to the living space to support group interaction and family meal service. Bedroom 1: A comfortable and inviting retreat featuring queen-size beds, a private closet, and a smart TV. Thoughtfully designed to provide guests with both relaxation and personal space within a shared vacation setting. Bedroom 2: A fun and memorable themed bedroom, perfect for younger guests, complete with two twin beds, a private closet, and a smart TV. A playful space designed to bring excitement to family stays while still offering comfort and convenience. Bedroom 3: A bright and versatile room featuring two twin beds, a private closet, and a smart TV. Ideal for additional guests, this space comfortably accommodates families or groups while maintaining a cozy, restful feel. Bedroom 4 (King Master): A spacious private suite featuring a luxurious king-size bed, smart TV, and generous closet space. Designed as a peaceful retreat within the home, offering enhanced privacy and comfort for a restful stay. Bedroom 5 (Queen Master): A welcoming queen bedroom complete with a smart TV and private closet. Perfect for extended stays, this room blends comfort and functionality to ensure guests feel right at home Bathroom 1 (Front Entry): Conveniently located near the entrance, this full bathroom features a modern walk-in shower and hairdryer, offering an easy and accessible option for guests throughout their stay. Bathroom 2: A spacious full bathroom designed for comfort, complete with double sinks, a walk-in shower, and a hairdryer perfect for busy mornings and shared use. Bathroom 3 (Master): This well-appointed master bathroom offers double sinks, a walk-in shower, and a hairdryer, creating a comfortable and functional space for shared master suite convenience. Bathroom 4 (Second Master): A private and relaxing full bathroom featuring a walk-in shower and hairdryer, designed to provide comfort and ease for guests staying in the second master suite. Half Bathroom (Pool Deck): Perfectly positioned for outdoor living, this convenient half bathroom is located on the pool deck ideal for quick access while enjoying the pool and outdoor amenities. The property includes a private screened in pool area designed for outdoor use and group stays. The space includes a free BBQ grill for guest use and a half bathroom for added convenience. The pool deck provides seating space for relaxation and outdoor dining, supporting both short-term and extended family stays. Windsor at Westside Resort is located within a short driving distance of major Central Florida attractions. The area provides direct access to theme parks, shopping, and dining options along the Kissimmee and Orlando corridor. Guests can reach Disney World in approximately 15 minutes, making it a convenient option for daily park visits. Universal Studios and Islands of Adventure are approximately 34 minutes away, with Epic Universe around 36 minutes. SeaWorld is approximately 30 minutes from the property. The surrounding area includes grocery stores, restaurants, and retail centers within a short drive. The resort community setting provides controlled access and structured amenities for group and family stays. Book your stay! **Optional pool heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.**

Gorgeous Villa, Private Pool!

kissimmee, fl, US
5 Bedrooms 11 Guests
Aug 20 - 22
$154 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.

Gorgeous Home w/ Private Pool! *Minutes from Disney*

Kissimmee, FL, US
6 Bedrooms 14 Guests
Aug 24 - 26
$207 night

More than comfort, you’ll find luxury and plenty of space in this brand new, two stories and modern decorated vacation home! With 6 bedrooms and 5.5 bathrooms, this spacious home sleeps 14 people comfortably. The first floor features a gourmet kitchen, living room, half bathroom and a mater suite with king size bed. On the second floor, you’ll find another master suite with king size bed, 1 queen bedroom with en-suite bathroom, 1 Mickey themed bedroom featuring a full and twin size beds with en-suite bathroom as well, a Star Wars bedroom featuring a bunk bed and an Astronaut bedroom with 2 twin size beds. - teens and kids bedrooms are themed decorated adding much more fun for the kids vacation! You’ll find a flat screen TV’s in each room. The open concept floor allows everyone to be together, whether you are cooking dinner for the family or just watching your favorite show on one of the flat screens TV. The gourmet kitchen is fully equipped with stainless steal appliances, granite counter top, breakfast bar and more! This beautiful villa has a large privacy screened deck and swimming pool area, chaise loungers, dining table and chair broil. The house features even a game room with Foosball and ping pong table. Located in the spectacular Windsor at Westside Resort, 10 minutes driving from Walt Disney World, this house is a perfect spot for your vacation! **Optional pool heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.** Fully equipped laundry with washer/dryer, free Wi-Fi and free parking are included along with access to the beautiful 10,000 square feet club house, resort style pool, lazy river, tiki bar, fitness center, sundry shop, video arcade and other amenities!

8 Bed Windsor At Westside Resort!

Kissimmee, FL, US
8 Bedrooms 18 Guests
Aug 20 - 23
$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.

5 BD/ 4.5 BA/ Windsor at Westside (1998 MD)

Kissimmee, FL, US
5 Bedrooms 12 Guests
Aug 20 - 23
$133 night

• Community: Windsor at Westside • 5 Bedrooms/ 4.5 Bathrooms/ Sleeps 12 • Disney World® (7.2 miles) SeaWorld (16.7 miles) • Convention Center (17.8 miles) ICON Park (19.5 miles) • Universal Studios (20.5 miles) Epic Universe (20.0 miles) • Location: Majorca Drive, Kissimmee FL 34747 DETAILS • 2,263 sqft • Central AC • Workspace • Roku & Wi-Fi • Washer & Dryer • TV In Every Bedroom • Fully Equipped Kitchen • Towels & Linens Provided • Washcloths Are Not Provided • Family Room with Flat Screen TV • Hair Dryers, Iron & Ironing Board • Garage Converted To Game Room • 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 Queen Bed + Bathroom In Hallway + Half Bath In Pool Area SECOND FLOOR Bedroom 2: 2 Twin Beds Bedroom 3: 1 Bunk Bed (Twin over Full + Twin Trundle) Bedroom 4: 1 Queen Bed (Private Bathroom) Bedroom 5: 1 King Bed (Private Bathroom) + Bathroom In Hallway - 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-Request 48 hours in advance. 3-Minimum: 2 consecutive days. 4-Temperature will not exceed 95F. 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 - 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.

Beautiful 5 Bed Pool Home At Resort- No Resort Fee

Kissimmee, FL, US
5 Bedrooms 12 Guests
Aug 20 - 23
$332 night

This brand new 5 Bedroom 4,5 Bathroom, 2,265 Sq.Ft. home with private splash pool is perfectly located, just minutes to Walt Disney World in Windsor at Westside. This gated 5 Star resort is packed with amenities and entertainment for the whole family. The spacious accommodation is arranged over two floors. The ground floor features a central family room, LCD TV, dining for 6 at the table and 4 at the counter. State of the art, fully equipped kitchen. The upstairs bedrooms are arranged around a central loft / recreation area, featuring a smart TV, . Large Washer and Dryer upstairs. The home offers complimentary WiFi and free calling to the USA and Canada. Outside, at your own private splash pool, enjoy a relaxing conversation, a swim or just enjoy the pool. I King bedroom, 2 Queen bedrooms, 1 Twin bedroom and a bunk room with two sets of bunk beds. Please note. Some of our homes may be furnished with a gas bbq grill or outdoor built in grill, that belongs to the owner. Let us know if you want to have a gas grill and we can arrange it for you for fee. Windsor at Westside is one of Kissimmee’s newest and most luxurious resort community. This stunning vacation rental community features all the popular resort amenities of its sister communities - Windsor Hills Resort and Windsor Palms Resort, AND so much more! 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. Windsor at Westside is a gated community, with an attendant, to ensure the safety for all our visiting guests. Windsor at Westside Resort is 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. There is no better way to vacation than a rental home, and Windsor at Westside is sure to impress!

Sleeps 10*Private Pool*Clubhouse Amenities

Kissimmee, FL, US
5 Bedrooms 10 Guests
Aug 20 - 22
$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.

Elegant 5 BR Villa with Private Pool and Windsor at Westside Resort

Kissimmee, FL, US
5 Bedrooms 10 Guests
Aug 20 - 23
$153 night

PROMOTION: For new reservations with start & end dates between July 3rd - September 30th, 2026**: - FREE pool heat - Pay for a 4+ night stay for JULY, AUG, or SEP to qualify 1 additional night in JULY, AUG, or SEP FREE. Book your reservation 1 night less than your desired dates, and once your reservation is confirmed, let us know whether you’d like to add the free available night to the beginning or end of your stay. **Important: This offer only applies to reservation dates existing strictly July 3rd - September 30th, 2026 - any night or pool heat beyond JULY, AUG, or SEP will be charged separately. Bookings made before July 3rd will not receive the promotion, as this offer cannot be applied to existing bookings. BSV8919: Hosted by Blue Sky Villas Luxury Vacation Rentals in Orlando, FL. This 2,500 sq. ft., 5 Bedroom, 4 Bathroom home is located in the gated Windsor at Westside Resort, close to Disney, shopping, and dining. Professionally furnished, it sleeps up to 10 guests and features a private pool plus a spacious loft with TV and karaoke machine. Features Basic Starter: Kitchen Cookware, Bath/Hand Towels/Wash Cloths (additional towels can be found in the linens closets & Laundry room of the home), First roll of toilet paper/bathroom, a piece of hand soap per bathroom, 1 small container of shampoo, conditioner, body wash and lotion per bathroom, 1 Roll of Kitchen Paper Towel, 2 Dishwasher Pods, 5 garbage bags, 1 small liquid dish soap, 1 sponge, 2 small packs of laundry detergent High-quality furnishings, sheets & comforters TVs throughout the home High-speed 100mbps Wi-Fi Full access to Windsor at Westside amenities Living Areas HD Smart TVs in living room Comfortable seating Kitchen & Dining Stainless steel appliances & granite counters Fully stocked kitchen with pots, pans, utensils, dinnerware, glasses, toaster, coffeemaker with Keurig, blender, toaster oven Breakfast bar with 4 stools Dining table for 6 Bedroom Layout Downstairs BR 1: Queen, separate bathroom with shower, sleeps 2 Upstairs BR 2: Queen, ensuite with shower, sleeps 2 BR 3: Queen, ensuite with shower, sleeps 2 BR 4: 2 Twin beds, shared bathroom with tub/shower, sleeps 2 BR 5: 2 Twin beds, shared bathroom with tub/shower, sleeps 2 Bathroom Layout Downstairs BA 1: Shower Upstairs BA 2: Shower BA 3: Shower BA 4: Tub/Shower Pool Area Private screened pool 4 loungers, table with 6 chairs Pool bathroom on pool deck The cost to add pool & spa heat is $35 per day plus tax. Please let us know if you would like to add this to your booking. (Disclaimer: the heater is a heat exchanger that relies on ambient air temperature to heat the water. During the winter when the outdoor temp is below 50ºF, it may not effectively heat/reach full temp as the ambient air temp is too low) Grill rentals available on request Extras Washer & dryer Iron & ironing board - Streaming/gaming services: guests will need to log into their own accounts Baby Equipment Rentals available upon request Windsor at Westside Resort Amenities - FREE Access This incredible Gated Community includes Zero-entry (gradual entry) pool, Lazy river, Children’s water playground / splash area, Hot tub, Tiki bar, Sundries shop (for essentials), gym, Multi-sport courts (tennis, sand volleyball, etc), Playground and more! Vehicle limits: 4–5 BR homes: max 3 cars Please note: Gate entry wait times may vary, especially during peak season. Additional Info: - Guest/Payment Verification required

Updated & colorful home w/ a modern kitchen, furnished lanai, & private pool

kissimmee, fl, US
4 Bedrooms 8 Guests
Aug 23 - 25
$118 night

Experience the magic of Orlando at The Lanai King, a stylish townhome in the sought-after Windsor at Westside Resort, less than 8 miles from Walt Disney World. Enjoy your private screened-in pool, two spacious living areas, and a fully equipped kitchen, perfect for unwinding after exciting park days. Resort-style fun is just steps away with an amazing pool, waterslide, lazy river, tiki bar, fitness center, and arcade, all included with your stay. You’ll also be minutes from Disney Springs, SeaWorld Orlando, and Universal Orlando Resort. The perfect blend of adventure, comfort, and location for an unforgettable Central Florida getaway. - Community: Windsor at Westside Resort, Kissimmee. Easy access to Orlando’s theme parks, dining, and shopping. - 10 to 15-minutes ride from Disney World Resort, SeaWorld, and Universal Studios (Travel times may vary due to traffic) - Location: Majorca Drive, Kissimmee, FL, 34747. - Parking: Parking available in designated areas in front of the house. Per resort regulations, this home accommodates up to 3 registered vehicles. Parking is available on a first-come, first-served basis and must be in designated areas only. Please adhere to these rules to avoid towing, fines, or denied entry. Important information for your arrival: - Self-check-in - Check-in: 4:00pm - Check-out: 10:00am Access code to the digital lock will be provided prior to arrival. Please note that Casago Orlando does not operate a 24-hour check-in desk. Perks at this home include: Central A/C and WIFI Fully equipped, eat-in kitchen with stainless appliances. Cookware and utensils are also provided for your convenience. Iron, washer and dryer Comfortable appointed beds. Private pool (heating for an additional cost of USD35 USD per day) Pet-friendly! A USD150 non-refundable fee applies only if bringing pets. Shared community amenities like a clubhouse, lake and pier, zero-entry resort-style pool complete with a waterslide, lazy river, and Kids’ water playground. The Tu Casa Tiki bar and fireplace lounge serves food for poolside dining, a fitness center, volleyball courts, and a sundry shop and video arcade. We provide a small starter kit, which includes: 1 roll of toilet paper per bathroom 1 hand soap per bathroom 1 shampoo and 1 conditioner per bathroom 1 sponge in the kitchen 1 dishwasher soap in the kitchen 1 paper towel in the kitchen 1 laundry detergent 1 garbage bag Guests are welcome to bring along any extra supplies they may need, as our starter kit includes only the essentials to get you settled in. Linens and towels are provided for your convenience. However, guests are responsible for washing them during their stay, and there is a washer and dryer available in the unit. Please also note that washcloths are not included, as they are considered personal items. Rules and guidelines: POOL – We clean the pool weekly with or without guests. If you would like to be notified of the date of the inspection, please let us know so there is no inconvenience. Please do not manipulate any of the pool equipment, if you need assistance, we will be happy to send a specialist. 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. SMOKING AND GRUGS – Smoking inside the property is prohibited. If guests are suspected of carrying and/or using illegal drugs of any kind inside the property or around the community, the authorities will be engaged, and GUESTS WILL BE ASKED TO VACATE THE PROPERTY IMMEDIATELY. DISTURBANCES: Guests shall behave in a civilized manner and shall be good neighbors, noise or disturbances that interfere with the quiet enjoyment of their property should not be made. Outdoor noise or noise being carried outside from inside the home should be kept to a minimum regardless of the hour and in compliance with the local Noise Ordinance. Please feel free to call the authorities if there is any noise from outside that violates local laws. PERMITTED VEHICLES: Please note that the resort does not allow commercial vehicles, U-Hauls or moving trucks, trailers, RVs, buses, or oversized vehicles. Only standard non-commercial passenger vehicles are permitted.

Townhome with splash pool, just 9 miles from Disney!

Kissimmee, FL, US
5 Bedrooms 12 Guests
Aug 20 - 22
$156 night

Kids will love the fun character décor, while the adults will appreciate large living spaces and awesome amenities. Enjoy complimentary Wi-Fi, flat-screen TVs in every bedroom and washer and dryer. Out back, the screened-in lanai houses a sparkling swimming pool. When everyone is craving a little downtime, take advantage of the home’s dual living spaces. On the main floor, the living room has a sectional couch and flat-screen TV. Upstairs, another living room comes with a futon, flat-screen TV and foosball table. Whoever is on dinner duty will enjoy the fully-stocked and fully-equipped kitchen with granite counters and stainless appliances. The large center island overlooks the dining and living areas, so the cook stays part of the action. With room for eight, the dining room table will become the focal point for family conversations. The kitchen island seats three more, or head out to the covered patio with outdoor table for four. Tranquil blues and greens adorn the first bedroom, outfitted with a king bed and en-suite bathroom with double sinks. Whimsical and fun, the second bedroom has a red statement accent wall and a queen bed. Kids will love the third bedroom featuring a race car theme and two twin beds. The fourth bedroom is decorated just for the kids too, with bright pinks and blues and pretty princesses. Over in the fifth bedroom, two sets of twin-over-twin bunk beds mean lots of sleeping space for a magical slumber party. This home is located 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 waterslide and a lazy river! Optional pool heat is available for $35/day + tax. We would recommend adding pool heat to your reservation between the months of November and April.

Vacation Rentals in Windsor at Westside by Amenities & Features

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Vacation Rentals Near Windsor at Westside

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