Vacation rentals in Windsor Hills Resort, FL with a pool

Explore 64 vacation rentals, homes, and villas with pools in Windsor Hills Resort, 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 $75 per night and homes offering up to 7 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.

64 Homes with Pools in Windsor Hills Resort

Windsor Hills Resort 5 Bedroom Pool+Spa Home

Four Corners, FL, US
5 Bedrooms 10 Guests
Aug 26 - 29
$172 night

Windsor Hills Resort Vacation Home - includes resort clubhouse amenity access! Our 5-bedroom, 5-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 Hills Resort Private Pool Home Sleeps up to 10 * 5 bedrooms/ 5 bathrooms * Windsor Hills Resort Gated Community * 4 miles to Disney World property * Fully equipped Kitchen with dining for 6 at the dining room table * Additional seating for 4 at the breakfast table * Private pool with spa faces North in screened-in lanai. * Outdoor Dining Seats 4 * Sun Loungers * 7-minute walk to the Clubhouse BEDROOMS 1st Floor (Downstairs) - Bedroom 1: One King Bedroom (Attached Bathroom) 32" Smart TV - Bedroom 2: One Queen Bedroom (Attached Bathroom) 32" TV - Bedroom 3: Two Twin Bedroom 32" Roku TV BEDROOMS 2nd Floor (Upstairs) - Bedroom 4: One Queen Bedroom 32" TV - Bedroom 5: Two Twin Bedroom 32" Roku TV Pool & Spa Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool/spa. The spa will not heat up without the pool heater being turned on. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: The resort allows maximum 3 cars. Do not block the sidewalk or park on the street or the resort will fine you 3rd car needs to be parked parallel to the driveway to not block the sidewalk Windsor Hills Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * 2 Water Slides * Interactive Splash Pad * Playgrounds * Fitness center * Sand volleyball * Basketball and Tennis courts * Arcade Clubhouse Access Via Wristbands: *Wristbands are obtained at the clubhouse upon arrival to the resort. Must present voucher to prove residence. As a guest, to use the Clubhouse Facilities, you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting. The number of wristbands for this unit are as follows: 5 Bedroom Unit - Maximum of 12 wristbands * No wristbands will be provided in excess of this amount. * All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities. * Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest. Distances to Shopping & Attractions: Home is located on Daulby Street * Walt Disney World® 4 miles * Universal Studios 16 miles * SeaWorld 14 miles * Orlando Airport 25 miles * Atlantic Coast Beaches 74 miles * Gulf Coast Beaches 89 miles * Walmart Supercenter 1 mile * Dining 1 mile 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 - No Resort Fees - Free On-Site Parking - Smoke-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 Hills Resort 6 Bedroom Pool+Spa Home

Four Corners, FL, US
6 Bedrooms 12 Guests
Aug 24 - 27
$255 night

Windsor Hills Resort Vacation Home - includes resort clubhouse amenity access! Our 6-bedroom, 4-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 Hills Resort Private Pool and Spa Home, Sleeps up to 12 * 6 bedrooms / 4 bathrooms * Private Pool+Spa - West facing * High Chair / Pack n Play for complimentary guest use * Game Room * Windsor Hills Resort Gated Community * 3 miles to Disney World property * Fully equipped Kitchen with dining for 8 at the dining table, with an additional breakfast table with seating for 4 * Outdoor Dining Seat 6 * 8-minute walk to the clubhouse BEDROOMS 1st Floor (Downstairs) Bedroom 1: One Queen Bedroom 43" Roku TV BEDROOMS 2nd Floor (Upstairs) Bedroom 2: One King Bedroom (Attached Bathroom) 60" Smart TV Bedroom 3: One Twin and One Double Bedroom 24" Smart TV Frozen Theme Bedroom 4: Two Twin Bedroom 21" TV Star Wars Theme Bedroom 5: Two Twin Bedroom 26" TV Mickey Theme Bedroom 6: One King Bedroom (Attached Bathroom) 55" Smart TV ​​​​​​​Security Camera Location Disclosure: Front Entry Pool & Spa Heater Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool and spa. The spa will not heat up without the pool heater being turned on. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: The resort allows a maximum of 3 cars. Please pick up parking rules at the guard gate. Parking is strictly enforced. Do not block the sidewalk or park on the street or the resort may tow. 3rd car needs to be parked parallel to the driveway to not block the sidewalk. Windsor Hills Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * 2 Water Slides * Interactive Splash Pad * Playgrounds * Fitness center * Sand volleyball * Basketball and Tennis courts * Arcade Clubhouse Access Via Wristbands: *Wristbands are obtained at the clubhouse upon arrival to the resort. Must present voucher to prove residence. As a guest, to use the Clubhouse Facilities, you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting. The number of wristbands for this unit are as follows: 6 Bedroom Unit - Maximum of 14 wristbands * No wristbands will be provided in excess of this amount. * All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities. * Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest. Distances from Resort to Shopping & Attractions: House is located on Daulby Street * Walt Disney World® 4 miles * Universal Studios 16 miles * SeaWorld 14 miles * Orlando Airport 25 miles * Atlantic Coast Beaches 74 miles * Gulf Coast Beaches 89 miles * Walmart Supercenter 1 mile * Dining 1 mile 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 - No Resort Fees - Free On-Site Parking - 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.) Our 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.

Callaghan Cantina

Kissimmee, FL, US
5 Bedrooms 12 Guests
Aug 28 - 31
$374 night

Callaghan Cantina – themed 5-bedroom resort home with free waterpark!! 5 bedroom / sleeps 12 A luxurious 5 bedroom and 5 bathroom villa with private pool, hot tub and games room. The home is located within the premium gated resort of Windsor Hills. As well as holding an excellent location close to the attractions, Windsor Hills boasts a wide selection of resort amenities to make for an unforgettable vacation. The spacious living room is at the heart of the home offering a large 75” smart TV and comfortable sofa seating to relax together. Cable TV and high speed fiber internet are included. The updated kitchen, with granite counters and stainless steel appliances, is stocked with everything you may need to cater for your family. New coffee machine just added that works with K-cups. There is a bright breakfast nook or formal dining area for enjoying meals. Or why not dine outdoors? The screened outdoor area features a private pool and hot tub. There is a covered area with seating for 8 and a TV to relax in the shade, or loungers to soak up the Florida sunshine. Pool/spa heating is available on request at an additional charge. The BBQ is included at no extra charge (guests responsible for cleaning and propane which can be purchased at the Walmart/Wawa minutes away). This property includes three king bedrooms. The main floor primary bedroom is a generous size with ensuite bathroom including double sinks within an upgraded vanity, together with a walk-in wardrobe. There is another king bedroom with ensuite on the ground floor as well as a Star Wars themed bedroom with bunk bed (twin above full with twin trundle). Upstairs there is a further king bedroom together with a princess themed room also with bunk bed (twin above full with twin trundle). Each bedroom has a TV and ceiling fan plus its own adjacent bathroom. There is also a secret Harry Potter hang out area to find! There are hours of fun to be had in the games room – which is also air conditioned. There is a pool table, 3 arcade machines, Infinity table, and large screen TV with Xbox. With all this space, even multiple families staying together will have plenty of privacy to unwind after a long day at the parks. Don’t forget about the top-class amenities on your doorstep in the Windsor Hills Resort, a gated community with 24 hour security. Steps away is the castle-themed playground with a giant chessboard, slides, sea-saws, ride-on toys, tunnels, and swings for you and your entire family to have plenty of fun! Just a short walk is the enormous community pool and waterpark – free access is included when staying as a guest in our home. The clubhouse offers a front desk for any local suggestions you may need, fitness center, arcade room, convenience store and movie room! There are also tennis, volleyball and basketball courts together with putting green. The resort is well-located in a popular area of Kissimmee close to all the shopping and dining options on Hwy 192. Disney is just 10 minutes drive away and Universal 25 minutes.

Windsor Hills Resort 5 Bedroom Home with Game Room

Four Corners, FL, US
5 Bedrooms 10 Guests
Sep 6 - 9
$209 night

Windsor Hills Resort Vacation Home - includes resort clubhouse amenity access! Our 5-bedroom, 5-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 Hills Resort Private Pool Home Sleeps up to 10 * 5 bedrooms/ 5 bathrooms * Windsor Hills Resort Gated Community * 4 miles to Disney World property * Fully equipped Kitchen with dining for 6 at the dining room table * Additional seating for 4 at the breakfast table * Game Room * Pack n Play for complimentary Guest use * Private pool with spa faces South in screened-in lanai. * Outdoor Dining Seats 6 * Sun Loungers * 7-minute walk to the Clubhouse BEDROOMS 1st Floor (Downstairs) - Bedroom 1: One King Bedroom (Attached Bathroom) 42" TV - Bedroom 2: One King Bedroom (Attached Bathroom) 40" Roku TV - Bedroom 3: Two Twin Bedroom (Shared Bathroom) 32" TV BEDROOMS 2nd Floor (Upstairs) - Bedroom 4: One King Bedroom (Attached Bathroom) 42" TV - Bedroom 5: Two Twin Bedroom 32" TV Pool & Spa Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool/spa. The spa will not heat up without the pool heater being turned on. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: The resort allows maximum 3 cars. Do not block the sidewalk or park on the street or the resort will fine you 3rd car needs to be parked parallel to the driveway to not block the sidewalk Windsor Hills Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * 2 Water Slides * Interactive Splash Pad * Playgrounds * Fitness center * Sand volleyball * Basketball and Tennis courts * Arcade Clubhouse Access Via Wristbands: *Wristbands are obtained at the clubhouse upon arrival to the resort. Must present voucher to prove residence. As a guest, to use the Clubhouse Facilities, you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting. The number of wristbands for this unit are as follows: 5 Bedroom Unit - Maximum of 12 wristbands * No wristbands will be provided in excess of this amount. * All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities. * Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest. Distances to Shopping & Attractions: Home is located on Comrow Street * Walt Disney World® 4 miles * Universal Studios 16 miles * SeaWorld 14 miles * Orlando Airport 25 miles * Atlantic Coast Beaches 74 miles * Gulf Coast Beaches 89 miles * Walmart Supercenter 1 mile * Dining 1 mile 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 - No Resort Fees - Free On-Site Parking - Smoke-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 Hills Resort 5 Bedroom Private Pool+Spa Home

Four Corners, FL, US
5 Bedrooms 10 Guests
Sep 15 - 18
$214 night

Windsor Hills Resort Vacation Home - includes resort clubhouse amenity access! Our 5-bedroom, 5-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 Hills Resort Private Pool Home Sleeps up to 10 * 5 bedrooms/ 5 bathrooms * Windsor Hills Resort Gated Community * 4 miles to Disney World property * Fully equipped Kitchen with dining for 6 at the dining room table * Additional seating for 4 at the breakfast table * Game Room * Pack n Play for complimentary Guest use * Private pool with spa faces South in screened-in lanai. * Outdoor Dining Seats 4 * Sun Loungers * 6-minute walk to the Clubhouse * Dog-Friendly (additional cost) BEDROOMS 1st Floor (Downstairs) - Bedroom 1: One King Bedroom (Attached Bathroom) 32" Roku TV - Bedroom 2: One Queen Bedroom (Attached Bathroom) 24" TV - Bedroom 3: Two Twin Bedroom 19" TV BEDROOMS 2nd Floor (Upstairs) - Bedroom 4: One King Bedroom (Attached Bathroom) 24" TV - Bedroom 5: Two Twin Bedroom 24" TV This is a pet-friendly home! * An additional non-refundable cleaning fee of $150 plus tax will apply when you let us know you’re bringing your dog. * There is a two-dog maximum. * Pet must be disclosed and an additional fee must be paid prior to arrival. Pool & Spa Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool/spa. The spa will not heat up without the pool heater being turned on. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: The resort allows maximum 3 cars. Do not block the sidewalk or park on the street or the resort will fine you 3rd car needs to be parked parallel to the driveway to not block the sidewalk Windsor Hills Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * 2 Water Slides * Interactive Splash Pad * Playgrounds * Fitness center * Sand volleyball * Basketball and Tennis courts * Arcade Clubhouse Access Via Wristbands: *Wristbands are obtained at the clubhouse upon arrival to the resort. Must present voucher to prove residence. As a guest, to use the Clubhouse Facilities, you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting. The number of wristbands for this unit are as follows: 5 Bedroom Unit - Maximum of 12 wristbands * No wristbands will be provided in excess of this amount. * All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities. * Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest. Distances to Shopping & Attractions: Home is located on Comrow Street * Walt Disney World® 4 miles * Universal Studios 16 miles * SeaWorld 14 miles * Orlando Airport 25 miles * Atlantic Coast Beaches 74 miles * Gulf Coast Beaches 89 miles * Walmart Supercenter 1 mile * Dining 1 mile 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 - No Resort Fees - Free On-Site Parking - Smoke-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 Hills Resort 4 Bedroom Private Pool Home

Four Corners, FL, US
4 Bedrooms 8 Guests
Oct 23 - 26
$287 night

Windsor Hills Resort Vacation Home - includes resort clubhouse amenity access! Our 4-bedroom, 4-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 Hills Resort Private Pool Home Sleeps up to 8 * 4 bedrooms/ 4 bathrooms * Windsor Hills Resort Gated Community * 4 miles to Disney World property * Fully equipped Kitchen with dining for 6 at the dining room table. * Additional seating for 4 at the breakfast bar * Pack’n’Play, Highchair, Double and Single Strollers and Tote Wagon * Full-Size Private pool with Spa, with TV, North-Facing with Extended Lanai that Receives Full Sun * Outdoor Dining Seats 6 * Sun Loungers * Bikes /Board Games / Pool Towels * Short 7-minute walk to the Clubhouse * Safety Features Include: Fire Extinguisher, Fire Blanket, Smoke Detectors, Safety Locks mounted high on doors leading to the pool area, Pool Depth markers, Pool Door Alarm, Pool Safety Fence, Pool/Spa Handrails and Ladder for Safety and ease of entry. * Smoke-Free and Pet-Free Home * 5 -night minimum Stay BEDROOMS 1st Floor (Single-Story Home) - Bedroom 1: One King Bedroom (Private Bathroom) 43" Smart TV - Bedroom 2: One Queen Bedroom (Attached Bathroom) 43" Smart TV - Bedroom 3: One King Bedroom (Attached Bathroom) 43" Smart TV - Bedroom 4: Two Twin Bedroom (Shared Bathroom) 43" Smart TV * One Pullout Sleeper Twin Sofabed * Pool & Spa Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool/spa. The spa will not heat up without the pool heater being turned on. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: The resort allows maximum 3 cars. Do not block the sidewalk or park on the street or the resort will fine you 3rd car needs to be parked parallel to the driveway to not block the sidewalk Windsor Hills Resort Amenity Access Included with Rental: Resort-style zero-entry pool 2 Water Slides Interactive Splash Pad Playgrounds Fitness center Sand volleyball Basketball and Tennis courts Arcade Clubhouse Access Via Wristbands: *Wristbands are obtained at the clubhouse upon arrival to the resort. Must present voucher to prove residence. As a guest, to use the Clubhouse Facilities, you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting. The number of wristbands for this unit are as follows: 4 Bedroom Unit - Maximum of 10 wristbands * No wristbands will be provided in excess of this amount. * All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities. * Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest. Distances to Shopping & Attractions: Home is located on Comrow Street * Walt Disney World® 4 miles * Universal Studios 16 miles * SeaWorld 14 miles * Orlando Airport 25 miles * Atlantic Coast Beaches 74 miles * Gulf Coast Beaches 89 miles * Walmart Supercenter 1 mile * Dining 1 mile 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 - No Resort Fees - Free On-Site Parking - Smoke-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 Hills Resort 4 Bedroom Home with Pool+Spa

Four Corners, FL, US
4 Bedrooms 8 Guests
Sep 4 - 7
$216 night

Windsor Hills Resort Vacation Home - includes resort clubhouse amenity access! Our 4-bedroom, 4-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 Hills Resort Private Pool Home Sleeps up to 8 * 4 bedrooms/ 4 bathrooms * Windsor Hills Resort Gated Community * 4 miles to Disney World property * Fully equipped Kitchen with dining for 6 at the dining room table. * Additional seating for 6 at the breakfast table * Game Room * Pack n Play / High Chair * Private pool with spa faces north in screened-in lanai. * Outdoor Dining Seats 6 * Sun Loungers BEDROOMS 1st Floor (Single-Story Home) - Bedroom 1: Master King Bedroom (Private Bathroom) 40" TV - Bedroom 2: One King Bedroom (Attached Bathroom) 40" TV - Bedroom 3: One King Bedroom (Attached Bathroom) 40" TV - Bedroom 4: Two Twin Bedroom (Shared Bathroom) 40" TV Pool & Spa Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool/spa. The spa will not heat up without the pool heater being turned on. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: The resort allows maximum 3 cars. Do not block the sidewalk or park on the street or the resort will fine you 3rd car needs to be parked parallel to the driveway to not block the sidewalk Windsor Hills Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * 2 Water Slides * Interactive Splash Pad * Playgrounds * Fitness center * Sand volleyball * Basketball and Tennis courts * Arcade Clubhouse Access Via Wristbands: *Wristbands are obtained at the clubhouse upon arrival to the resort. Must present voucher to prove residence. As a guest, to use the Clubhouse Facilities, you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting. The number of wristbands for this unit are as follows: 4 Bedroom Unit - Maximum of 10 wristbands * No wristbands will be provided in excess of this amount. * All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities. * Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest. Distances to Shopping & Attractions: Home is located on Comrow Street * Walt Disney World® 4 miles * Universal Studios 16 miles * SeaWorld 14 miles * Orlando Airport 25 miles * Atlantic Coast Beaches 74 miles * Gulf Coast Beaches 89 miles * Walmart Supercenter 1 mile * Dining 1 mile 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 - No Resort Fees - Free On-Site Parking - Smoke-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.

WH7712 - 6BR house sleeps 12 in Kissimmee

Kissimmee, FL, US
6 Bedrooms 12 Guests
Aug 24 - 27
$203 night

Discover the perfect Orlando getaway at this stunning 6-bedroom vacation home located in the highly sought-after Windsor Hills Resort — one of the area’s premier gated communities with 24-hour security for complete peace of mind. Just minutes from Walt Disney World, shopping, dining, and Orlando’s top attractions, this home is ideal for families and groups looking for comfort, fun, and convenience all in one place. ⸻ THE SPACE Newly furnished and beautifully decorated, this spacious home offers the perfect layout for relaxing, gathering, and making lasting memories. BEDROOMS & SLEEPING ARRANGEMENTS Downstairs • Bedroom 1 – Queen bedroom conveniently located on the main floor Upstairs • Bedroom 2 – King Master Suite with private en-suite bathroom • Bedroom 3 – Princess-themed bedroom with two twin beds • Bedroom 4 – Harry Potter-themed bedroom with two twin beds • Bedroom 5 – King bedroom with private en-suite bathroom • Bedroom 6 – Cozy King bedroom This layout provides the perfect balance of privacy for adults and fun, themed spaces for kids. ⸻ KITCHEN & LIVING AREAS • Large, fully equipped kitchen with granite countertops and full-size stainless steel appliances • Open-concept living and dining areas ideal for family meals and quality time together Whether you’re preparing breakfast before the parks or hosting a family dinner, you’ll have everything you need. ⸻ PRIVATE POOL & ENTERTAINMENT • Private Pool – Relax and unwind after a long day at the theme parks • Game Room – Converted garage featuring a pool table • In-home Washer & Dryer – Added convenience during your stay (detergent not provided) ⸻ GUEST ACCESS – WINDSOR HILLS RESORT AMENITIES As our guest, you’ll enjoy full access to Windsor Hills’ incredible resort amenities: • Water Park with slides and splash zones (8:00 AM – 10:00 PM) • Resort-style pool and hot tub (8:00 AM – 10:00 PM) • Sports courts: tennis, basketball, volleyball, and ping pong • Fitness Center (6:30 AM – 10:00 PM) • Marketplace & Grill (10:00 AM – 8:00 PM) • Game room and movie theater • Playground and recreational park • Cyber Café & Welcome Center (8:00 AM – 10:00 PM) • On-site ATM ⸻ NEARBY  HIGHLIGHTS • Walt Disney World Resort – 5 miles • Orlando International Airport – 23 miles • Walmart Supercenter – 1 mile Nearby Dining • Giordano’s – 3 miles • Five Guys – 2.5 miles • Bonefish Grill – 2.5 miles • Carrabba’s Italian Grill – 3 miles • IHOP – 2.8 miles Nearby Shopping • Walmart Supercenter – 1 mile • Target – 2.5 miles • Orlando Vineland Premium Outlets – 7 miles • Nike Clearance Store – 6 miles • Mall at Millenia – 15 miles ⸻ THINGS TO NOTE Security Gate Windsor Hills Resort is a gated community. Please have your welcome packet available (printed or digital) upon arrival. Security will provide a voucher for entry and exit. Rental Agreement All guests must sign our rental agreement via DocuSign prior to check-in. This will be sent separately from your booking platform. Self-Catering Home Guests are responsible for their own shopping during their stay. A complimentary starter supply is provided for the first day only and will not be replenished. Starter Supplies Include: • 2 rolls of toilet paper per bathroom • 1 travel-size hand soap per bathroom • 1 travel-size shampoo per bathroom • 2 garbage bags per bin • 1 paper towel roll • 2 dishwasher pods • 1 dish detergent • 1 sponge Kitchen Essentials Basic cookware, pots, pans, plates, cups, and silverware are provided. Seasonings, condiments, coffee, and tea are not supplied. POOL & SPA HEATING • Optional pool/spa heating available October–March for $45/day (entire stay required) • Must be requested before arrival (minimum 72-hour notice required) • Heating takes 24–48 hours • Pool and spa share the same water; spa heat requires pool heat • No pool heating April–September • Effectiveness may vary when temperatures drop below 60°F Additional Pool Notes • Pool serviced every Monday (may be unavailable for up to 3 hours) • Pool heating does not reach hot tub temperatures GRILL NOTICE • No grill onsite (rentals available locally) • Grilling must be done on the grass, not the patio • Cleaning fees may apply for damage or excessive mess PARKING • Maximum of 3 vehicles per reservation • No street parking permitted ܏

WH7703CS Windsor Hills 4B/4Ba Villa

Kissimmee, FL, US
4 Bedrooms 8 Guests
Sep 7 - 9
$196 night

Disney Oasis is a family friendly home less than 2 miles from Disney World, allowing you to reach any Disney park in just minutes! Our beautiful 4BR/4BA single-level villa (no stairs) in the Windsor Hills Resort community will not disappoint! Video Tour Available at: https://youtu.be/cCs2mjkyMvw?si=4YOoAG6CpKXoVEUI Interactive Matterport available at: https://my.matterport.com/show/?m=bZnkf4cKB6q This community offers water slides, a splash pad, an Olympic-size pool, a small store, food and beverage options, a game room, a fitness center, and a covered lanai with ping pong tables and TVs—all just a three-minute walk from the villa. Nearby, you’ll also find a Castle playground, tennis courts, a sand volleyball court, and a putting green. Newly added next to the tennis courts is an EV charging station. This is only about a 2 minute walk from the house. Windsor Hills is conveniently close to shopping (groceries less than half a mile away), dining, and entertainment. If you want to explore beyond Disney, the resort is near the I-4 corridor, making Universal, Legoland, SeaWorld, and the new EPIC Universe parks just a short drive away. Cocoa and Melbourne beaches on the Space Coast are about an hour and a half away, and the award- winning Mystic Dunes Golf Course, designed by Gary Koch, is right next door. Bedrooms: • Bedroom 1 – Caribbean Suite (Master): Overlooking the private pool, this principal bedroom features a King Bed, full dresser, wall-mounted flat-screen TV, and private bathroom. BRAND new mattress May 2025. • Bedroom 2 – Regatta Suite: Toward the front of the villa, this nautical- themed bedroom includes a King bed, full dresser, salon chair, wall-mounted flat-screen TV, and private bathroom. BRAND new mattress May 2025. • Bedroom 3 – Mickey’s Mini-Suite: Perfect for kids, this room has two Twin beds, an in-wall entertainment hutch with flat-screen TV, DVD and VHS player, movies, books, toys (under the beds), and family board games. It also has a semi-private bathroom with shower/tub combo. BRAND new mattresses May 2025. • Bedroom 4 – African Safari Bedroom: A fun, themed room with two Twin beds, flat-screen TV, DVDs, books, plush toys, and a private bathroom. BRAND new mattresses May 2025. Enjoy the private swimming pool and spa (heated for $25/day+tax) with no rear neighbors. Swim or relax on the covered patio with ceiling fans, outdoor dining table, and lounge chairs. For little ones, a child safety fence around the pool is available. The villa features a fully stocked kitchen with Cuisinart and Keurig coffee makers, blender, waffle maker, pots, pans, dishes, glasses, and storage containers. It also has Wi-Fi, a relatively new dining table, and a BBQ grill provided at no extra charge (please clean and refill propane if used). Traveling with small children is easier with two pack-and-plays (one with bassinet), single stroller, double stroller, umbrella stroller, high chair, and a booster seat for the dining table. Have hours of fun in the Games Room! Added May 2023: 8-foot slate top pool table, air hockey, foosball, and Xbox gaming (available on request). The villa also provides tennis rackets, tennis balls, basketballs, soccer balls, footballs, and golf balls/putters for Windsor Hills play areas. Other recent updates include upgraded TVs in most bedrooms: Master 50", Regatta 43", Safari 43". The villa is conveniently located near Disney Theme Parks: Magic Kingdom, Wide World of Sports, Typhoon Lagoon, Blizzard Beach, Animal Kingdom, Epcot, Hollywood Studios, Disney Springs, as well as Universal Studios, Wet ’n Wild, Medieval Times, Islands H2O Water park, and SeaWorld. Nearby golf courses include Greg Norman’s Champions Gate, Champions Gate Country Club, Highland Reserve Golf, Reunion Golf, Mystic Dunes Golf, Celebration Golf, Providence Golf, Orange Lake Golf, and Falcon Fire Golf. Policies: • No pets • Absolutely no smoking anywhere on property • Maximum of 3 vehicles, including visitors (only 3 parking passes issued per stay) Property Code: WH7703

Windsor Hills Resort 6 Bedroom Private Pool+Spa Home

Four Corners, FL, US
6 Bedrooms 16 Guests
Aug 29 - Sep 1
$264 night

Windsor Hills Resort Private Pool+Spa Vacation Rental Home - includes resort clubhouse amenity access! Our 6-bedroom, 4-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 Hills Resort Private Pool and Spa Home, Sleeps up to 17 * 6 bedrooms / 4 bathrooms * Private Pool+Spa - South facing * High Chair / Pack n Play for complimentary guest use * Game Room includes Xbox game console * Windsor Hills Resort Gated Community * 3 miles to Disney World property * Fully equipped Kitchen with dining for 8 at the dining table, with an additional breakfast table with seating for 6 * Outdoor Dining Seat 6 * 7-minute walk to the clubhouse BEDROOMS 1st Floor (Downstairs) Bedroom 2: One Queen Bedroom / 43" TV / Alice in Wonderland BEDROOMS 2nd Floor (Upstairs) Bedroom 1: One King Bedroom / Attached Bathroom/ 43" TV Bedroom 3: Two Double Bedroom / 32" TV / Mickey Theme Bedroom 4: One Twin over One Double Bunk Bedroom One Twin Trundle / 32" TV / Peter Pan Bedroom 5: One Twin and One Double Bedroom / 32" TV Princess Theme Bedroom 6: One King Bedroom / Attached Bathroom / 50" TV / Ariel Theme Pool & Spa Heater Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool and spa. The spa will not heat up without the pool heater being turned on. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: The resort allows a maximum of 3 cars. Please pick up parking rules at the guard gate. Parking is strictly enforced. Do not block the sidewalk or park on the street or the resort may tow. 3rd car needs to be parked parallel to the driveway to not block the sidewalk. Windsor Hills Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * 2 Water Slides * Interactive Splash Pad * Playgrounds * Fitness center * Sand volleyball * Basketball and Tennis courts * Arcade Clubhouse Access Via Wristbands: *Wristbands are obtained at the clubhouse upon arrival to the resort. Must present voucher to prove residence. As a guest, to use the Clubhouse Facilities, you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting. The number of wristbands for this unit are as follows: 6 Bedroom Unit - Maximum of 14 wristbands * No wristbands will be provided in excess of this amount. * All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities. * Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest. Distances from Resort to Shopping & Attractions: House is located on Tosteth Street * Walt Disney World® 4 miles * Universal Studios 16 miles * SeaWorld 14 miles * Orlando Airport 25 miles * Atlantic Coast Beaches 74 miles * Gulf Coast Beaches 89 miles * Walmart Supercenter 1 mile * Dining 1 mile 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 - No Resort Fees - Free On-Site Parking - 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.) Our 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.

Private Pool/Spa | Game Room | FREE On-Site Water Park

Kissimmee, FL, US
5 Bedrooms 10 Guests
Aug 25 - 27
$177 night

Ever wish you could go on vacation without leaving the comfort of home? Well, this gorgeous, 5 bedroom home in Windsor Hills will turn that dream into a reality! Windsor Hills is a beautiful spot for a vacation and is as close to Disney World as you can get without physically being there. The resort is about 5 minutes drive from Disney and is situated close to Highway 192, making it ideal for exploring all of Orlando’s attractions. As a guest of Windsor Hills Resort, you can enjoy free, unlimited access to these amenities, which include: • 24-Hour Gated Community Security • Clubhouse with Billiard Room and Video Arcade • Double Olympic-Sized Pool • Spiral Water Slide and Hot Tub • Free In-House 40-Seat Movie Theater • Tennis Courts, Basketball Court, and Volleyball Sand Court • Putting Green • Picnic and BBQ Area • Castle-Themed Playground • Fitness Center • DVD Rental and ATM • RV and Boat Parking Available • Cyber Café • Marketplace and Grill THE SPACE: The fully equipped kitchen comes with all the essentials to cook up your families favorite home cooked meals, giving you that home away from home experience! The kitchen also comes with a dinette table with 4 chairs making it the perfect place to enjoy your morning coffee! The dining room has seating for 6 and with the 4 chairs located at the kitchen table, there is plenty of seating for your family of 10 to enjoy your meals together! In the living room you’ll plenty of cozy seating for the whole family to watch your favorite TV shows and movies together for those nights you feel like staying at home! This home offers en-suite bathrooms for all 5 bedrooms! Downstairs you’ll find 2 master suites both with king size beds as well as a 3rd bedroom with 2 twin size beds. Upstairs you will one room with 2 twin size beds and the other with a king size bed! **Each bedroom also comes with it’s own flat screen TV!** We know it’s hot in Florida and after a long day of fun out at the theme parks there is nothing better than coming back home and jumping into your own private swimming pool! It’s the perfect way to cool off and relax at the time! - Optional pool heat is available for $35/day + tax. **We recommend adding this option to your reservation between the months of November and April.** This home also comes with a full size washer and dryer and free Wi-Fi! Book your stay here today!!

Windsor Hills Resort 6 Bedroom Home Incredible Game Room

Four Corners, FL, US
6 Bedrooms 12 Guests
Aug 24 - 27
$206 night

Windsor Hills Resort Vacation Home - includes resort clubhouse amenity access! Our 6-bedroom, 4-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 Hills Resort Private Pool and Spa Home, Sleeps up to 12 * 6 bedrooms / 4 bathrooms * Private Pool+Spa - West facing * High Chair / Pack n Play for complimentary guest use * Mickey Theme Bedroom * Frozen Theme Bedroom * Star Wars Theme Game Room * Windsor Hills Resort Gated Community * 3 miles to Disney World property * Fully equipped Kitchen with dining for 6 at the dining table, with an additional breakfast table with seating for 4 * Outdoor Dining Seat 6 * 8-minute walk to the clubhouse BEDROOMS 1st Floor (Downstairs) Bedroom 1: One Queen Bedroom 32" TV BEDROOMS 2nd Floor (Upstairs) Bedroom 2: One King Bedroom (Attached Bathroom) 51" TV Bedroom 3: One King Bedroom 39" TV Bedroom 4: Two Twin Bedroom 32" TV Mickey Theme Bedroom 5: Two Twin Bedroom 24" TV Frozen Theme Bedroom 6: One King Bedroom (Attached Bathroom) 39" TV Pool & Spa Heater Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool and spa. The spa will not heat up without the pool heater being turned on. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: The resort allows a maximum of 3 cars. Please pick up parking rules at the guard gate. Parking is strictly enforced. Do not block the sidewalk or park on the street or the resort may tow. 3rd car needs to be parked parallel to the driveway to not block the sidewalk. Windsor Hills Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * 2 Water Slides * Interactive Splash Pad * Playgrounds * Fitness center * Sand volleyball * Basketball and Tennis courts * Arcade Clubhouse Access Via Wristbands: *Wristbands are obtained at the clubhouse upon arrival to the resort. Must present voucher to prove residence. As a guest, to use the Clubhouse Facilities, you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting. The number of wristbands for this unit are as follows: 6 Bedroom Unit - Maximum of 14 wristbands * No wristbands will be provided in excess of this amount. * All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities. * Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest. Distances from Resort to Shopping & Attractions: House is located on Manesty Lane * Walt Disney World® 4 miles * Universal Studios 16 miles * SeaWorld 14 miles * Orlando Airport 25 miles * Atlantic Coast Beaches 74 miles * Gulf Coast Beaches 89 miles * Walmart Supercenter 1 mile * Dining 1 mile 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 - No Resort Fees - Free On-Site Parking - 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.) Our 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.

7741 Windsor Hills

Kissimmee, FL, US
5 Bedrooms 10 Guests
Sep 18 - 20
$146 night

Privacy & Convenience await you in this Windsor Hills Resort 5 bed 5 bath pool home - its only 2 Miles from Disney! This single-family home sleeps up to 10 people comfortably with two downstairs Master Bedrooms, one king and one queen. All bedrooms have flat-panel TVs. The bed and bath layout consists of: GROUND FLOOR: King Master with Private Bathroom Queen Master with Private bathroom Double Twin Bedroom Shared Full Bath SECOND FLOOR: Queen Bedroom Double Twin Twin Bedroom 2 Full Bathrooms with shower/tub combos The Windsor Hills community is one of the top locations for families looking to stay off-property on their Disney Vacation. The resort boasts some INCREDIBLE amenities, including: • Clubhouse • 140,000 Gallon Swimming Pool & Water Park • 10 Person Hot Tub • Recreation Park with Tennis/Pickleball Court, Putting Green, Basketball and Sand Volleyball courts (equipment may be available at the clubhouse) • Movie Theater • Fitness Center • Marketplace and Grill • Cyber Cafe • Ping Pong Tables •DVD Rentals • ATM And more! MANAGERS NOTES **The Windsor Hills Resort limits the total number of vehicles to 3 per reservation. There are no exceptions. **The Windsor Hills Resort features a 24-hour manned gate, and all drivers must be pre-registered into their security system ** Pool heat is an optional amenity that is offered during the cooler months (typically October through March). Please enquire with our team regarding pricing and availability. 24 Hour Notice is required.

Free Water Park! Private Pool! Near Disney World!

Kissimmee, FL, US
3 Bedrooms 6 Guests
Sep 13 - 15
$121 night

Discover the perfect vacation getaway at Windsor Hills Resort, a stunning community located just minutes from Disney World. Enjoy the convenience of being so close to the magic, while indulging in a plethora of resort amenities designed to enhance your stay. Windsor Hills Resort offers a sparkling swimming pool and rejuvenating hot tub, an exciting water park perfect for kids and adults alike, and a fully equipped fitness center to stay active during your vacation. Engage in friendly competition with tennis, basketball, volleyball, and ping pong facilities, or let the little ones enjoy the dedicated tot lot and recreation park. The resort also features a game room with a variety of arcade games and entertainment, and a marketplace for convenient on-site shopping. This beautifully appointed townhome offers a comfortable and stylish retreat with modern amenities and plenty of space for everyone. The open living area is designed for relaxation, featuring plush seating and a large smart TV. Enjoy meals together in the inviting dining area, perfect for family gatherings. The fully equipped kitchen includes modern appliances, ample counter space, and all the essentials for preparing delicious meals. The first bedroom boasts a comfortable queen-size bed, a ceiling fan, a smart TV, and a private bathroom with a walk-in shower. The second bedroom is a spacious suite with a king-size bed, a ceiling fan, a smart TV, and a private bathroom with a bathtub and shower combo. The third bedroom offers two single beds, a ceiling fan, a smart TV, and a private bathroom with a bathtub and shower combo. Additional amenities include your own private pool with sun loungers for ultimate relaxation, a BBQ grill perfect for outdoor dining and family cookouts, and a corner property providing added privacy and space. Stay connected with complimentary high-speed internet and enjoy the convenience of in-unit laundry facilities with a free washer and dryer. Optional pool heat is available for $35/day + tax. **We recommend adding this option to your reservation between the months of November and April.** Experience the best of Orlando from the comfort of this charming townhome at Windsor Hills Resort, where unforgettable memories are just a short distance away from Disney World and other top attractions.

Windsor Hills Resort 5 Bedroom Private Pool Home

Four Corners, FL, US
5 Bedrooms 10 Guests
Aug 31 - Sep 3
$261 night

Windsor Hills Resort Vacation Home (Grand Category) - includes resort clubhouse amenity access! Our 5-bedroom, 5-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 Hills Resort Private Pool Home Sleeps up to 11 5 bedrooms/ 5 bathrooms Windsor Hills Resort Gated Community 4 miles to Disney World property Fully equipped Kitchen with dining for 6 at the dining room table Additional seating for 4 at the breakfast table Game Room with A/C, Xbox, video arcade, pool table, and air hockey Private pool with spa faces North, screened-in lanai, and 50" TV Outdoor Dining Seats 6 Grill Available for Guest Use Sun Loungers 9-minute walk to the Clubhouse BEDROOMS 1st Floor (Downstairs) - Bedroom 1: One King Bedroom (Attached Bathroom) 50" TV - Bedroom 2: One King Bedroom (Attached Bathroom) 50" TV - Bedroom 3: One Twin Bunk Bed / 32" TV Minnie/Mickey Theme BEDROOMS 2nd Floor (Upstairs) - Bedroom 4: King Bedroom 46" TV - Bedroom 5: One Bunk Bed (Twin over Double) / 40" TV Harry Potter Theme Pool & Spa Charges and Information: Saltwater pool There is an additional optional charge of $30 per day plus tax to heat the pool/spa. The spa will not heat up without the pool heater being turned on. Please note that our pools are serviced on a weekly basis. BBQ: - There is a BBQ at this property for complimentary guest use. - While there is a propane tank included with the BBQ, we do not provide refills. - Guests are welcome to swap the tank at any local store. - BBQ must be cleaned upon guest departure or an additional $56 fee will be charged. Resort Parking Rules: The resort allows a maximum of 3 cars. Do not block the sidewalk or park on the street or the resort will fine you 3rd car needs to be parked parallel to the driveway to not block the sidewalk Windsor Hills Resort Amenity Access Included with Rental: Resort-style zero-entry pool 2 Water Slides Interactive Splash Pad Playgrounds Fitness center Sand volleyball Basketball and Tennis courts Arcade Clubhouse Access Via Wristbands: *Wristbands are obtained at the clubhouse upon arrival to the resort. Must present voucher to prove residence. As a guest, to use the Clubhouse Facilities, you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting. The number of wristbands for this unit are as follows: 5 Bedroom Unit - Maximum of 12 wristbands * No wristbands will be provided in excess of this amount. * All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities. * Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest. Distances to Shopping & Attractions: The home is located on Basnett Circle * Walt Disney World® 4 miles * Universal Studios 16 miles * SeaWorld 14 miles * Orlando Airport 25 miles * Atlantic Coast Beaches 74 miles * Gulf Coast Beaches 89 miles * Walmart Supercenter 1 mile * Dining 1 mile 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 - No Resort Fees - Free On-Site Parking - Smoke-free for your comfort - Towels and linens are provided - Complimentary WiFi - Additional Rental Items Available (e.g., cribs, pack-n-plays, strollers, high chairs, etc.) Starter welcome packet supplies: - 2 rolls of toilet paper per bathroom - 2 round hotel-size bar soap per bathroom - 1 hotel-size shampoo/conditioner per full bathroom - 1 roll of paper towel - 1 packet of 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.

3 Bedrooms/ 3 Bathrooms/ Windsor Hills (7680 FS)

Kissimmee, FL, US
3 Bedrooms 8 Guests
Aug 24 - 26
$123 night

• Community: Windsor Hills • 3 Bedrooms/ 3 Bathrooms/ Sleeps 8 • Disney (6.9 miles) SeaWorld (11.7 miles) Legoland (32.1 miles) • Convention Center (12.8 miles) Universal Studios (15.5 miles) • Location: Fitzclarence St, Kissimmee FL 34747 DETAILS • 1,440 sf • Central AC • Washer & Dryer • Gated Community • Free Cable TV & WIFI • Fully Equipped Kitchen • Towels & Linens Provided • 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 Queen Bed (Private Bathroom) SECOND FLOOR • Bedroom 2: 1 Bunk Bed (Twin Over Full) + 1 Twin Bed (Private Bathroom) • Bedroom 3: 1 King Bed (Private Bathroom) - USEFUL INFORMATION • CHECKING IN AND OUT - Check-in after 4:00 PM - Checkout before 10:00 AM • PARKING Parking is free. Limit of 3 cars. Commercial vehicles, RVS, Trailers, Buses, recreational vehicles, or watercraft is not permitted at Windsor Hills. • 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 - Cost: $35 Per Day - Minimum: 2 consecutive days. - Temperature will not exceed 95F. - Must be requested 48h in advance. - 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. - 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 HILLS AMENITIES - Hot Tub - Game Room - Cyber Cafe - Picnic Area - Playgrounds - Waterslides - Movie Theater - Sports Courts - Fitness Center - Gated Community - Ping Pong Tables - Market Place & Grill - Olympic Size Communal Pool With Beach Entry RESORT REGISTRATION NEEDED AFTER BOOKING CONFIRMATION. PLEASE NOTE: Additional charges apply when the owner has to fix something or pay for additional cleaning if not complied.

Magical Adv 5 Star Villa Movie Room Arcade Pool and More

Kissimmee, FL, US
6 Bedrooms 14 Guests
Sep 14 - 17
$324 night

Experience enchantment at Magical Adventure Villa, a top-rated 6-bedroom and 4-bath home for 12 guests. Conveniently located in Windsor Hills Resort, just 2 miles from Disney World®. Experience the highly acclaimed getaway that has garnered rave reviews. Enjoy a private pool, home theater, and a thrilling arcade. Unleash your inner Jedi at the state-of-the-art Star Wars gaming center with a movie theater, Xbox One, Nintendo Switch, and immersive 3D designs. *Work vehicles are not permitted to be parked inside the community. Nestled in the Windsor Hills Gated Community, just 1.5 miles from Disney World, lies our newly remodeled Magical Adventure Villa. The professionally designed home boasts 6 bedrooms, 4 bathrooms, a private pool, and an exciting game room to satisfy children of all ages, including those "children at heart". EXPERIENCE THE DIFFERENCE - (SPECIAL AMENITIES) ★ BRAND NEW AC units just installed ★ Heated Pool with LED changing lights (*Pool heating fees apply) ★ 7 HD Flat-Screen TVs ★ Game Room (Nintendo Switch, Xbox One & Foosball Table) ★ Accommodates 12 guests ★ Access to all Windsor Hills Amenities (Water Slides, Splash Zone, Pool, Spa) ★ High-Speed WIFI (100Mbps) ★ 1st-floor bedroom available for maximum privacy ★ Our property is at one of the few premium locations in Windsor Hills with a beautiful green view, no rear neighbors! ★ Safety & Security: Gated community with a 24-hour security guard ★ FREE Baby Gear: Full-size crib, high chair, stroller for your use ★ FREE on-site parking ★ BONUS: Fresh towels and linens included in stay ★ BONUS: Large-size washer and dryer included in the unit ★ BONUS: No check-in required / secure key-less entry to the unit NEWEST FEATURE ★ State-of-the-Art Star Wars gaming center with a movie theater, gaming consoles, and more. The new gaming center contains realistic LED lights, control panels, and 3D designs. OUTSIDE PATIO AND POOL Sit outside on the patio or in the pool and enjoy your favorite drink while enjoying the sun and lush vegetation. We are a short walk to the Community Clubhouse where you will find water slides, a snack shop, splash zone, and much more for the entire family. INSIDE THE HOME This complete resort-feel home features a main floor bedroom and a full bathroom, five bedrooms upstairs, with a master bedroom and a huge master bathroom. It has a very functional and comfortable living space and a very well-appointed kitchen. There’s tile flooring in the living room, dining room, and family room, as well as in all wet areas. The oversized 2-car garage has been converted into a Star Wars Movie and Game Room for tons of enjoyment and has a separate air conditioner for those hot days. We even have an Xbox One and a Nintendo Switch for more family fun. Windsor Hills is a guard-gated community located just a few minutes away from I-4 and Disney! This popular community has resort-style amenities that include a large heated pool with water slides and a spa, tennis, volleyball, and basketball courts, playgrounds, and a putting green. The 10,000 square-foot clubhouse has a movie theater, fitness center, game room, and a Sundry Shop and snack bar. Our home is dedicated to ensuring your comfort and convenience. You’ll find ample space in closets and bathroom drawers to settle in and make yourself at home. Feel free to utilize all the kitchen amenities, but we kindly request that you handle them with care. To ensure a smooth arrival, we’ll send you a Welcome Letter one day before your check-in. This letter will provide you with all the essential details about the property, including the Access Code and its location. Upon arrival, you’ll find a lockbox on the front gate, which contains a key specifically for your stay. OUTSIDE OF THE COMMUNITY For all the Theme Parks and various sites to visit, the best way to get around is by car. Although there are other modes of transportation, a private vehicle is best. AROUND THE COMMUNITY The property is centrally located to all the amenities in the community. Each amenity can be accessed by simply walking within the community. A detailed map of the community will be provided upon your stay. Pool heating is $35 per day. We typically charge for the full stay — please message us to confirm if you’d like the pool heated. Rates are based on occupancy; additional guests may increase the nightly rate. Guests are responsible for any HOA citations incurred during their stay. The rental agreement must be signed to confirm your reservation; otherwise, the booking may be canceled. Free high-speed wireless WIFI access is available throughout the house, extending into the back patio and pool area. Cable TV is available throughout the property, and Netflix is available in all rooms. Check-in is at 4 pm, and check-out is at 10 am. We allow only 2 cars to be parked in the driveway. If you need additional parking, we have overflow parking in the community. Please leave the trash in the container by the front door. The trash must be bagged and will be picked up each day. If you have time, please strip any beds that you use and leave the bedding in the laundry. If you have time to start one load of laundry, that’s great. If not, no worries. We provide a small starter kit: (For longer stays, you may need extra supplies.) ★ 1 trash bag per trash can in bed rooms ★ 1 Sink sponge ★ 1 Paper towel ★ 2 Kitchen Trash bag ★ 1 Toilet seat ban per bathroom ★ 2 Toilet roll per bathroom ★ Salt/pepper ★ Hand soap refills ★ Dishwasher pod Pool heating must be requested prior to arrival. The pool heating fee is per day and must be for consecutive days. Any guests not listed on the lease for the home are subject to a $200 fine per person. Please send a list of all names of people who will be at the house, as well as a list of drivers of the cars that will be given access. Thank you!

Ultimate Adventure Villa Top Rated 5 Star Disney more

Kissimmee, FL, US
4 Bedrooms 10 Guests
Aug 24 - 26
$271 night

Stay in the luxurious Ultimate Adventure Villa, a 4-bedroom home for 11 guests in Windsor Hills Resort, just 2 miles from Walt Disney World® Resort. This home boasts the #1 rated games room in all of Windsor Hills, featuring seven arcade machines and a private home theater. Enjoy a private pool, spillover spa, and themed kids’ rooms—plus FREE access to Windsor Hills’ resort amenities, including the community pools, hot tub, gym, and playground. Your fun-filled getaway begins here! *Work vehicles are not permitted to be parked inside the community. Spend quality time in the cozy living area with leather sofas and a 75-inch SMART TV. The fully equipped kitchen makes meal prep easy, and the dining table for six is perfect for family meals. Step outside to the screened-in lanai and relax in your private pool & spillover spa. SPECIAL AMENITIES: ✅ #1 Rated Game Room in Windsor Hills ✅ Private Movie Theater & Gaming Center ✅ Brand New Pool & Spa with lights ✅ Themed Kids’ Rooms ✅ High-Speed WIFI ✅ FREE Access to Resort Amenities (Community Pools, Hot Tub, Gym, Playground) Entertainment & Bedrooms: The ultimate games room has seven arcade machines, two 47-inch SMART TVs, a PlayStation 4, and an Xbox One. Challenge your family to Mario Kart or Daytona USA, then unwind in the home movie theater with stadium-style seating, a 92-inch projection screen, and surround sound. After a fun-filled day, retreat to one of four comfortable bedrooms: Master Suite #1 (Ground Floor) – King bed, 60-inch SMART TV, ensuite bathroom Bedroom #2 (Ground Floor) – King bed, easy access to a family bathroom Master Suite #3 (Second Floor) – King bed, 50-inch SMART TV Bedroom #4 (Second Floor) – Twin/Twin & Twin/Full Bunk Beds, 43-inch SMART TV Additional Home Features: General: • Keyless entry – No hassle with key pick-up! • Fully equipped kitchen – Stainless steel appliances • TVs in every bedroom • Formal dining area – Seats 6 • Air conditioning & ceiling fans • Smoke-free & pet-free home • Parking for two vehicles • All towels & linens provided Living Area: • 75-Inch SMART TV • Leather sofas Theater Room: • 92-Inch projection screen • Theater projector & surround sound • Blu-Ray DVD player • Theater-style seating for 8 Games Room: • 2 Daytona USA Racing Arcade Machines • Ms. Pac-Man/Galaga Arcade Machine • 2 Mario Kart Racing Arcade Machines • 2x 47-inch SMART TVs Pool/Patio: • Private screened-in lanai • Covered pool & spillover spa • 37-Inch TV • 2 Ceiling fans • Patio furniture • Child safety fence Laundry Room: • Full-size washer & dryer • Ironing board & iron Our home is dedicated to ensuring your comfort and convenience. You’ll find ample space in closets and bathroom drawers to settle in and make yourself at home. Feel free to utilize all the kitchen amenities, but we kindly request that you handle them with care. To ensure a smooth arrival, we’ll send you a Welcome Letter one day before your check-in. This letter will provide you with all the essential details about the property, including the Access Code and its location. Upon arrival, you’ll find a lockbox on the front gate, which contains a key specifically for your stay. OUTSIDE OF THE COMMUNITY For all the theme parks and various sites to visit, the best way to get around is by car. Although there are other modes of transportation, a private vehicle is best. AROUND THE COMMUNITY The property is centrally located to all the amenities in the community. Each amenity can be accessed by simply walking within the community. A detailed map of the community will be provided upon your stay. Pool heating is $35 per day. We typically charge for the full stay — please message us to confirm if you’d like the pool heated. Rates are based on occupancy; additional guests may increase the nightly rate. Guests are responsible for any HOA citations incurred during their stay. The rental agreement must be signed to confirm your reservation; otherwise, the booking may be canceled. Rental Policies: • Check-in: 4:00 PM / Check out: 10:00 AM • Early or late check-in/out: 1/2 nightly rate • No smoking / No pets allowed • By state law, occupancy of the property must not be exceeded • A 20% non-refundable deposit is due at the time of booking • Final payment is due 30 days prior to your arrival • A 13.5% sales and tourist tax is not included in the nightly rate • A one-time cleaning fee is required for all stays • Daily housekeeping services are available upon request • We provide a small starter kit: (For longer stays, you may need extra supplies.) ★ 1 trash bag per trash can in bed rooms ★ 1 Sink sponge ★ 1 Paper towel ★ 2 Kitchen Trash bag ★ 1 Toilet seat ban per bathroom ★ 2 Toilet roll per bathroom ★ Salt/pepper ★ Hand soap refills ★ Dishwasher pod • Bookings made within 30 days of the arrival date must check-in during office hours before the access information is released. The credit/debit card used for payment must be shown along with a valid driving license or passport in the same name as the card. A utility bill with the same address as the card billing address is also required. Pre-paid cards are not accepted. Please leave the trash in the container by the front door. The trash must be bagged and will be picked up each day. If you have time, please strip any beds that you use and leave the bedding in the laundry. If you have time to start one load of laundry, that’s great, but if not, no worries. Pool heating must be requested prior to arrival. Pool heating has a daily fee and must be requested for consecutive days. Any guests not listed on the lease for the home are subject to a $200 fine per person. Please send a list of all names of people who will be at the house and a list of drivers of the cars that will be given access. Thank you!

7669 Windsor Hills

Kissimmee, FL, US
3 Bedrooms 6 Guests
Aug 28 - 30
$124 night

Your Perfect Family Getaway — 3 Bedroom Townhome in Windsor Hills with incredible FREE resort access! This freshly updated 3 bed, 3 bath home sleeps six and has everything you need for comfort, fun, and ease, plus a private screened pool to cool off in after theme parks. • Why you’ll love it: The master suite upstairs with a king bed and private bath gives parents their own space. Kids will adore the themed Mickey and Minnie bedroom upstairs with twin beds and fun Disney touches. A queen bedroom downstairs with a full bath makes coming and going easier without stairs. • Spaces for gathering: The open layout between kitchen, dining, and living room means the family can cook, eat, unwind, and still stay connected. The living room has plenty of seating, cable, DVD, and WiFi to make nights in just as good as nights out. • Pool and outdoor: Your own private screened lanai and heated pool option means you can splash, swim, and soak without sharing space or dealing with hotel crowds. Perfect for lazy mornings or winding down after busy park days. • Location and extras: Windsor Hills is a resort community with gated entry and FREE access to the amazing resort amenities: 24-hour security, clubhouse, on-site pool, playgrounds, water park, and very close to Disney parks and many restaurants and grocery stores. We provide family necessities, including a fully equipped kitchen, pool towels, bath towels, and extra linens. • Comfort and convenience: Free WiFi, three bathrooms so no waiting, parking for up to three vehicles, and easy check-in with responsive management if you need anything. MANAGERS NOTES: **The Windsor Hills Resort limits the total number of vehicles to 3 per reservation. There are no exceptions. **The Windsor Hills Resort features a 24-hour manned gate, and all drivers must be pre-registered into their security system ** Pool heat is an optional amenity that is offered during the cooler months (typically October through March). Please enquire with our team regarding pricing and availability. 24 Hour Notice is required.

Dog-friendly townhouse near Disney with outdoor pool, patio, streaming, W/D, AC

kissimmee, fl, US
3 Bedrooms 6 Guests
Aug 24 - 26
$94 night

Enjoy a magical Central Florida stay in this 3-bedroom, 3-bathroom townhouse that comfortably accommodates up to 6 guests, perfectly located in the Kissimmee area near Orlando’s world-famous attractions. Ideal for families, the home features a bright open-concept living area, a fully equipped kitchen, and fun themed bedrooms inspired by favorite characters, creating a playful and comfortable space to relax after a day of adventure. The property sits within easy driving distance of top theme parks, including Walt Disney World Resort, with Disney’s Animal Kingdom just 5.5 miles away and Magic Kingdom about 6.7 miles away. Guests can also enjoy the secure gated community’s outdoor pool and convenient access to shopping, dining, golf courses, and Orlando’s most popular attractions, making this townhouse the perfect home base for a memorable vacation. ​​​​​​​ · Community: Coral Regal, Florida. Located near a variety of restaurants and shopping centers. · Located within easy driving distance of Orlando’s most popular attractions: - Disney’s Magic Kingdom: 6.7 miles - Disney’s EPCOT: 6.2 miles - Disney’s Animal Kingdom: 5.5 miles - Disney’s ESPN Wide World of Sport: 5.1 miles - Universal Studios: 15.5 miles - Universal’s Epic Universe: 14.9 miles - Volcano Bay: 15.5 miles - Seaworld, Discovery Cove and Aquatica: 11.5 miles · Location: Andros Ln, Kissimmee, FL, 34747 · Parking: Parking available in designated and accommodates up to 2 registered vehicles. (There is one assigned parking space. Additional parking space available for one other vehicle in open parking spaces.) 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 Modern, fully equipped, eat-in kitchen with new stainless appliances. Cookware and utensils are also provided for your convenience. Open-concept, group friendly layout. Iron, washer and dryer Comfortable appointed beds with fun themed rooms for children Pet-friendly! A USD150 non-refundable fee applies only if bringing pets. Valet trash service (refer to specific rules in check-in instructions) 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: 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 DRUGS – 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 property 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. You must be 21 years or older to rent this property.

Windsor Hills Resort 6 Bedroom Private Pool Home

Four Corners, FL, US
6 Bedrooms 12 Guests
Aug 24 - 27
$182 night

Windsor Hills Resort Vacation Home - includes resort clubhouse amenity access! Our 6-bedroom, 4-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 Hills Resort Private Pool and Spa Home, Sleeps up to 12 * 6 bedrooms / 4 bathrooms * Private Pool+Spa - South facing * High Chair / Pack n Play for complimentary guest use * Mickey Theme Bedroom * Princess Theme Bedroom * Game Room * Windsor Hills Resort Gated Community * 3 miles to Disney World property * Fully equipped Kitchen with dining for 8 at the dining table, with an additional breakfast table with seating for 4 * Outdoor Dining Seat 4 * 13-minute walk to the clubhouse BEDROOMS 1st Floor (Downstairs) Bedroom 1: One Queen Bedroom 32" TV BEDROOMS 2nd Floor (Upstairs) Bedroom 2: One King Bedroom (Attached Bathroom) 43" Smart TV Bedroom 3: One King Bedroom 32" TV Bedroom 4: Two Twin Bedroom 24" TV Mickey Theme Bedroom 5: Two Twin Bedroom 32" Roku TV Frozen Theme Bedroom 6: One King Bedroom (Attached Bathroom) 32" TV Pool & Spa Heater Charges and Information: There is an additional optional charge of $30 per day plus tax to heat the pool and spa. The spa will not heat up without the pool heater being turned on. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: The resort allows a maximum of 3 cars. Please pick up parking rules at the guard gate. Parking is strictly enforced. Do not block the sidewalk or park on the street or the resort may tow. 3rd car needs to be parked parallel to the driveway to not block the sidewalk. Windsor Hills Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * 2 Water Slides * Interactive Splash Pad * Playgrounds * Fitness center * Sand volleyball * Basketball and Tennis courts * Arcade Clubhouse Access Via Wristbands: *Wristbands are obtained at the clubhouse upon arrival to the resort. Must present voucher to prove residence. As a guest, to use the Clubhouse Facilities, you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting. The number of wristbands for this unit are as follows: 6 Bedroom Unit - Maximum of 14 wristbands * No wristbands will be provided in excess of this amount. * All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities. * Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest. Distances from Resort to Shopping & Attractions: House is located on Grassendale Street * Walt Disney World® 4 miles * Universal Studios 16 miles * SeaWorld 14 miles * Orlando Airport 25 miles * Atlantic Coast Beaches 74 miles * Gulf Coast Beaches 89 miles * Walmart Supercenter 1 mile * Dining 1 mile 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 - No Resort Fees - Free On-Site Parking - 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.) Our 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.

Jedi Training Camp Top Rated 5 Star Villa

Kissimmee, FL, US
5 Bedrooms 13 Guests
Sep 2 - 5
$253 night

Fellow Jedi, your galactic retreat awaits! Just 1.5 miles from Disney World, this newly remodeled 5-bedroom, 5-bathroom villa blends adventure with relaxation. Unwind in the private pool and spa, enjoy the state-of-the-art game room, or kick back in the outdoor patio with a TV. With resort amenities at your fingertips, this home is designed for an unforgettable experience. *Work vehicles are not permitted to be parked inside the community. "I’ve been waiting for you, Obi-Wan. We meet again, at last!" Attention fellow Jedi! Are you searching for a spacious and entertainment-packed retreat, conveniently located near the action while offering privacy and comfort? Look no further than our newly remodeled Jedi Training Camp, just 1.5 miles from Disney World. Awaken the Force as you unwind in your private pool and spa, perfect for relaxation after a day of adventure. When it’s time to battle the dark side, head to the game room, featuring a 130” screen, 7.1 surround sound, and electronic reclining seats for a fully immersive experience. EXPERIENCE THE DIFFERENCE - (SPECIAL AMENITIES) ★ Heated Pool & Spa w/ lights (Pool heating fees apply) ★ State-of-the-art game room (PS4 & Xbox One) ★ Jedi Gaming Center w/ LED lighting & interactive details ★ Outdoor patio & lanai with dining area & TV ★ 7 HD Flat Screen TVs throughout the home ★ Accommodates 13 guests (pricing based on occupancy) ★ Access to Windsor Hills Amenities (Water Slides, Splash Zone, Pool, Spa) ★ High-Speed WiFi (100 Mbps) indoors & outdoors ★ Two Master Bedroom Suites on 1st floor ★ Bluetooth speakers inside and outside ★ Located in a premium Windsor Hills location with a scenic green view, steps from a playground ★ Safety & Security: Gated community with 24-hour security guard ★ Family-Friendly: Free crib, high chair, and stroller for guest use ★ Convenience: Large-size washer and dryer ★ Keyless Entry: No check-in required—secure and hassle-free access Our home is dedicated to ensuring your comfort and convenience. You’ll find ample space in closets and bathroom drawers to settle in and make yourself at home. Feel free to utilize all the kitchen amenities, but we kindly request that you handle them with care. To ensure a smooth arrival, we’ll send you a Welcome Letter one day before your check-in. This letter will provide you with all the essential details about the property, including the Access Code and its location. Upon arrival, you’ll find a lockbox on the front gate, which contains a key specifically for your stay. OUTSIDE OF THE COMMUNITY For all the Theme Parks and various sites to visit, the best way to get around is by car. Although there are other modes of transportation, a private vehicle is best. AROUND THE COMMUNITY The property is centrally located to all the amenities in the community. Each amenity can be accessed by simply walking within the community. A detailed map of the community will be provided upon your stay. Pool heating is $35 per day. We typically charge for the full stay — please message us to confirm if you’d like the pool heated. Rates are based on occupancy; additional guests may increase the nightly rate. Guests are responsible for any HOA citations incurred during their stay. The rental agreement must be signed to confirm your reservation; otherwise, the booking may be canceled. Although we will not be there when you visit the house, we can be available for any questions or suggestions on where to go and what to do. 🔹 Check-in: 4:00 PM | Check-out: 10:00 AM (Keyless entry) 🔹 Trash must be bagged and placed in the container by the front door for daily pickup. 🔹 Pool & Spa Heating: Must be requested before arrival. The heating fee is charged per day and must be on consecutive days. 🔹 Guest Registration: Only registered guests are allowed on the property. Unregistered visitors will result in a $200 fine per person. Please send a full list of all guests and drivers before check-in. 🔹 Departure: If time allows, please strip used beds and leave bedding in the laundry. Starting a load of laundry is appreciated but not required. 🔹 High-Speed WiFi extends throughout the house, patio, and pool area. Cable TV and Netflix are available in all rooms. 🔹 We provide a small starter kit: (For longer stays, you may need extra supplies.) ★ 1 trash bag per trash can in bed rooms ★ 1 Sink sponge ★ 1 Paper towel ★ 2 Kitchen Trash bag ★ 1 Toilet seat ban per bathroom ★ 2 Toilet roll per bathroom ★ Salt/pepper ★ Hand soap refills ★ Dishwasher pod 🔹 Need anything? A full-time property manager is available for questions or recommendations. Call or text anytime during your stay.

Ohana Haven

Kissimmee, FL, US
5 Bedrooms 10 Guests
Sep 9 - 12
$341 night

Ohana Haven - NEW LISTING! 5 bedrooms / 5 bathrooms A fun and vibrant home with private pool, hot tub and games room located within the fantastic Windsor Hills Resort, just minutes from Disney. Ohana Haven features two master suites and three other wonderfully themed bedrooms for a little tropical luxury. The bright and spacious living room is located at the center of the home with comfortable sofas and large screen TV bringing the family together. There are large sliding glass doors to the private pool deck. Splash around in the crystal clear pool or sink into the bubbling hot tub. Pool/hot tub heating available at an additional cost. There are loungers around the pool to relax and soak up the Florida sunshine, and table and chairs under a covered area for outdoor dining. The deck overlooks an open green lawn area. The kitchen has everything you may need to cater for your family. Grab a quick bite in the sunny breakfast area, or share a meal together at the dining table. There are two master bedrooms downstairs both boasting king beds, walk-in wardrobes and ensuite bathrooms. A jungle themed queen bedroom is also located downstairs. Upstairs there are two twin bedrooms; one taking you to Neverland with Peter Pan, and the other to a Tiki hut on the beach. Each bedroom has its own TV, ceiling fan and access to its own bathroom – 5 bathrooms total! Don’t forget about the games room – challenge each other to pool and skee- ball. There is also an X-box for gamers. The Windsor Hills Resort offers top-class amenities right on your doorstep, plus the community is gated with 24 hour security. The enormous community pool and waterpark is included when staying as a guest in our home. The clubhouse offers a front desk for any local suggestions you may need, fitness center, arcade room, convenience store and movie room! There are also tennis, volleyball and basketball courts together with a putting green and children’s playground. The resort is well-located in a popular area of Kissimmee close to all the shopping and dining options on Hwy 192. Disney is just 10 minutes drive and Universal 25 minutes.

Windsor Hills Resort 3 Bedroom Private Pool Townhome

Four Corners, FL, US
3 Bedrooms 6 Guests
Sep 4 - 7
$157 night

Windsor Hills Resort Vacation Townhome - includes resort clubhouse amenity access! Our 3-bedroom, 3-bathroom, private vacation townhome is a great option for families wanting a home base to enjoy the best of all that Central Florida has to offer. * Windsor Hills Resort Private Townhome, Sleeps up to 7 * 3 bedrooms / 3 bathrooms * Private Pool and lanai * Windsor Hills Resort Gated Community * 3 miles to Disney World property * Fully equipped Kitchen with dining for 4 at the dining table * Pack n Play / High Chair * 6-Minute Walk to the Clubhouse Amenities BEDROOMS 1st Floor (Downstairs) Bedroom 1: One King Bedroom (Shared Bathroom) 40" TV BEDROOMS 2nd Floor (Upstairs) Bedroom 2: One King Bedroom (Attached Bathroom) 50" TV Bedroom 3: One Twin over One Double Bunk Bedroom 42" TV Toy Story Theme Maximum stay in this house is 14 nights. Pool Heater Charges and Information: There is an additional optional charge of $25 per day plus tax to heat the pool. Please note that our pools are serviced on a weekly basis. Resort Parking Rules: - The resort allows a maximum of 3 cars for a townhome. - Only 1 car will fit in the driveway, overflow parking is available in nearby spots. - Please pick up parking rules at the guard gate. Parking is strictly enforced. - Do not block the sidewalk or park on the street or the resort will tow. Windsor Hills Resort Amenity Access Included with Rental: * Resort-style zero-entry pool * 2 Water Slides * Interactive Splash Pad * Playgrounds * Fitness center * Sand volleyball * Basketball and Tennis courts * Arcade Clubhouse Access Via Wristbands: *Wristbands are obtained at the clubhouse upon arrival to the resort. Must present voucher to prove residence. As a guest, to use the Clubhouse Facilities, you are entitled to a certain maximum number of wristbands based on the number of bedrooms in the unit you are renting. The number of wristbands for this unit are as follows: 3 Bedroom Unit - Maximum of 8 wristbands * No wristbands will be provided in excess of this amount. * All individuals must wear their wristbands on their wrist at all times while using the clubhouse amenities. * Guests of Registered Guests may use the clubhouse amenities only while accompanied by the Registered Guest. Distances from Resort to Shopping & Attractions: Townhome is located on Renshaw Street - Walt Disney World® 4 miles - Universal Studios 16 miles - SeaWorld 14 miles - Orlando Airport 25 miles - Atlantic Coast Beaches 74 miles - Gulf Coast Beaches 89 miles - Walmart Supercenter 1 mile - Dining 1 mile 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 - No Resort Fees - Free On-Site Parking - 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.) Our 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.

Vacation Rentals in Windsor Hills Resort by Amenities & Features

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Vacation Rentals Near Windsor Hills Resort

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