Vacation rentals in Windsor Palms Resort, FL with a pool

Explore 43 vacation rentals, homes, and villas with pools in Windsor Palms 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 $85 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.

43 Homes with Pools in Windsor Palms Resort

Pool - BBQ - No rear neighbors - Themed rooms!

Kissimmee, FL, US
5 Bedrooms 10 Guests
Aug 18 - 20
$150 night

Welcome to your ultimate vacation retreat, located in the highly sought-after Windsor Palms Resort just minutes from the magic of Disney World. From the moment you arrive, this beautifully designed 5-bedroom Disney-inspired home invites you into a world of enchantment, comfort, and joy. Every detail has been thoughtfully curated to capture the wonder of Disney while offering the relaxation and convenience of a true home away from home. From the moment you step inside, you’re welcomed into a world of imagination, fantasy, and adventure. The spacious living room is thoughtfully designed with charming Disney-inspired décor, creating a warm and inviting atmosphere where you can relax, unwind, and make lasting memories. Just beyond the windows, a sparkling pool view sets the tone for your own private slice of paradise. The fully equipped kitchen offers everything you need to prepare and enjoy meals with ease, featuring modern appliances and ample space for cooking and gathering. Adjacent to the kitchen, the dining area is set within a private open layout, providing the perfect setting to enjoy meals together in comfort and tranquility. Step outside and discover your own private outdoor oasis, featuring a sparkling pool with a stunning stone cascade and comfortable lounge chairs perfect for soaking up the Florida sun. Whether you’re unwinding after a day at the parks or spending a relaxing afternoon at home, this space is designed for pure enjoyment. Entertain with ease using the BBQ grill and outdoor dining area ideal for al fresco meals and memorable evenings with family and friends. Surrounded by a lush green backdrop, the backyard offers a peaceful setting that brings together relaxation, fun, and the beauty of outdoor living. Pool Half Bathroom offers added ease and convenience for guests enjoying the outdoor space. Perfectly located for quick access from the pool and patio area, it provides a clean and comfortable space for freshening up without having to go back inside the home. The game room is the perfect place to unwind after a fun-filled day, offering hours of entertainment with a foos ball table and air hockey table. Whether you’re enjoying friendly competition or simply relaxing, this inviting space is designed for guests of all ages to come together and make lasting vacation memories. Bedroom 1 features a comfortable queen-size bed with charming Mickey Mouse–themed décor, creating a fun and inviting space. This room also includes a private bathroom with a modern walk-in shower for added convenience and comfort. Bedroom 2 – King Master Suite is a beautifully designed tribute to Beauty and the Beast, offering a luxurious king-size bed and elegant themed touches throughout. The spacious private en-suite bathroom features a relaxing combination shower and bathtub, perfect for unwinding after a day of adventure. Bedroom 3 is a fun-filled Hakuna Matata-themed retreat featuring two comfortable twin beds, a ceiling fan, and a Smart TVpe rfect for relaxing after a day of adventure. Bedroom 4 is a magical Disney princess–inspired escape, complete with two twin beds beautifully decorated with beloved princess themes. This room also offers the convenience of a private en-suite bathroom with a bathtub, ideal for a relaxing soak. Bedroom 5 is a magical Harry Potter-themed retreat featuring a comfortable queen-size bed designed for rest and relaxation. Thoughtfully styled with enchanting details, this cozy space offers a peaceful escape where guests can unwind and enjoy a truly spellbinding stay. Located in the heart of Windsor Palms Resort, this vacation home is just minutes away from all the excitement and adventure of Disney World. You’ll have access to all the resort’s amenities, including a clubhouse, pool, and fitness center. Whether you’re looking for a quiet retreat or a fun-filled family vacation, this villa has everything you need to make your stay unforgettable. Book now and let the magic begin! **Optional pool heat is available for $35/day + tax. - We recommend adding this option to your reservation between the months of November and April.** Book your stay today!

8118 Windsor Palms

Kissimmee, FL, US
4 Bedrooms 10 Guests
Aug 23 - 25
$126 night

Welcome to Windsor Palms, a secure gated community where families can relax and enjoy resort-style living only three miles from Walt Disney World. The neighborhood offers a wide variety of amenities, including a large swimming pool, tennis courts, playground, and clubhouse with fun activities for all ages. This single-story four-bedroom, two-bath home has a bright, comfortable layout designed for family living. High ceilings and open spaces create a light, easy atmosphere, while the private south-facing pool and screened lanai offer plenty of room to play or unwind in the sun. The home is also just a short walk from the clubhouse, making it simple to enjoy everything the resort has to offer. Sleeping arrangements include a king bedroom with its own bathroom, a queen bedroom, and two bunk rooms with twin-over-full beds—ideal for children or teens. A second full bathroom with a tub and shower makes mornings easy for everyone. The kitchen is fully equipped with stainless steel appliances, a microwave, dishwasher, and Keurig coffee maker. A separate dining area provides space for family meals, and the living room features a 50-inch flat-screen TV for movie nights. A washer and dryer in the garage help keep things simple during longer stays. The converted game room is perfect for evenings at home, offering both a pool table and air hockey table. Free Wi-Fi and local calling are included for your convenience. Sliding doors open from the family room to the private pool area, surrounded by a privacy hedge. It’s a sunny, quiet space to swim, read, or relax between park visits. Guests can also enjoy the community’s shared amenities, including a fitness center, movie theater, arcade, and sundry shop. Outdoors, you’ll find an Olympic-size pool, hot tub, and sports courts. With easy access to nearby attractions, shopping, and dining, this Windsor Palms home offers a welcoming retreat for families seeking comfort and fun on their Orlando vacation. MANAGERS NOTES: ** 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.

Windsor Palms Resort 5 Bedroom Home+Game Room

Four Corners, FL, US
5 Bedrooms 10 Guests
Aug 29 - Sep 1
$161 night

Windsor Palms Resort Vacation Home - includes resort clubhouse amenity access! Our 5 bedroom, 3.5 bathroom, private 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 Palms Resort Private Pool Home, Sleeps up to 10 * 5 bedrooms / 3.5 bathrooms * Private Pool with Spa - North-facing for Sunny Days * Game Room including a Pool Table, Air Hockey, and Xbox 360 * Windsor Palms Resort Gated Community * No Rear Neighbors * 4 miles to Disney World property * Fully equipped Kitchen with seating for 6 at the dining table, and additional seating for 3 at the kitchen counter BEDROOMS (First Floor) - Master Suite 1: One King Bed / Attached Bathroom - Master Suite 2: One King Bed / Attached Bathroom - Bedroom 5: One Queen Bed BEDROOMS (Second Floor) - Bedroom 3: Two Twin Beds - Bedroom 4: Two Twin Beds A pack’n’play and high chair are available for use as well. Security Camera Location Disclosure: Over Garage 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 a maximum of 3 cars. Please pick up parking rules at 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. ​​​​​​​No motorcycle parking is allowed at this resort. Windsor Palms Resort Amenity Access Included with Rental: * Huge resort-style pool with sun deck * Luxurious hot tub * 58-seat movie theater * State-of-the-art fitness center * Children’s playground * Sand volleyball * Basketball courts * Tennis courts * Video arcade and billiards Distances from Resort to Shopping & Attractions: * Walt Disney World® - 4 miles * Universal Studios - 17 miles * SeaWorld - 15 miles * Orlando Airport - 28 miles * Atlantic Coast Beaches - 75+ miles * Gulf Coast Beaches - 88+ miles * Publix Supermarket - 4 miles * Walmart - 2 miles * Dining - 2 miles Why Choose this Rental? * Professionally managed to serve all your needs * Management company has over 26 years of experience hosting well over 200,000 families * Go straight to your rental with online email check-in * 24/7 on-call maintenance * 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.

Windsor Palms Resort 4 Bedroom Home with Game Room

Four Corners, FL, US
4 Bedrooms 9 Guests
Aug 23 - 26
$142 night

Windsor Palms Resort Vacation Home - includes resort clubhouse amenity access! Our 4-bedroom, 2-bathroom, private 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 Palms Resort Private Pool Home, Sleeps up to 10 * 4 bedrooms / 2 bathrooms * Windsor Palms Resort Gated Community * 4 miles to Disney World property * Private Pool and Lanai - East-Facing * Themed Bedrooms: Star Wars and Super Mario * Super Mario Themed Game Room including Pool Table and Game Consoles * Fully equipped Kitchen with dining for 6 at the dining table, with an additional breakfast nook for 4 BEDROOMS (All Ground Floor) - Master Suite 1: One King Bed / Attached Bathroom / 43" TV - Bedroom 2: One Twin Bed, One Queen Bed / 50" Smart TV - Bedroom 3: One King Bed / 32" TV - Bedroom 4: One Twin Bed over Two Twin Beds / 32" TV / Pool Table, 2 Game Consoles Pool Charges and Information: There is an additional optional charge of $30 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. Please pick up parking rules at 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. No motorcycle parking is allowed at this resort. Windsor Palms Resort Amenity Access Included with Rental: Huge resort-style pool with sun deck Luxurious hot tub 58-seat movie theater State-of-the-art fitness center Children’s playground Sand volleyball Basketball courts Tennis courts Video arcade and billiards Distances from Resort to Shopping & Attractions: Walt Disney World® - 4 miles Universal Studios - 17 miles SeaWorld - 15 miles Orlando Airport - 28 miles Atlantic Coast Beaches - 75+ miles Gulf Coast Beaches - 88+ miles Publix Supermarket - 4 miles Dining - 2 miles Why Choose this Rental? Professionally managed to serve all your needs Management company has over 26 years of experience hosting well over 200,000 families Go straight to your rental with online email check-in 24/7 on-call maintenance 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. ​​​​​​​

3 Bedrooms / 3 Bathrooms / Windsor Palms (2318SP)

Kissimmee, FL, US
3 Bedrooms 8 Guests
Aug 29 - 31
$116 night

• Community: Windsor Palms Resort • 3 Bedrooms/ 3 Bathrooms/ Sleeps 8 • Disney (4.2 miles) SeaWorld (13.2 miles) • Convention Center (14.3 miles) ICON Park (15.9 miles) • Universal Studios (17.0 miles) Epic Universe (16.0 miles) • Location: Silver Palm Drive, Kissimmee FL 34747 DETAILS • 1,440 sqft • Central AC • Roku & Wi-Fi • Washer & Dryer • TV In Every Bedroom • Fully Equipped Kitchen • Outdoor Patio Furniture • 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 • Pack ’n play/ High Chair (Free Upon Request) • Private Screened-in Pool + Child Safety Pool Fence - BEDROOM SETUP FIRST FLOOR Bedroom 1: 1 King Bed (Privative Bathroom) SECOND FLOOR Bedroom 2: 1 Bunk Bed (Full Over Full) (Private Bathroom (Harry Potter Room) Bedroom 3 : 1 King Bed (Privative Bathroom) - USEFUL INFORMATION • CHECKING IN AND OUT - Check-in after 4:00 PM - Checkout before 10:00 AM • WINDSOR PALMS PARKING - Parking is free. - Driveway parking for 1 car. - No parking on the grass. - No parking or blocking the sidewalk. - NO PARKING ON STREETS FROM 10:00 PM TO 7:00 AM (2 hr parking limit all other times, no repeat parking). All vehicles in roads must face flow of traffic (passenger side faces curb). - No parking facing the opposite direction of traffic on street. - Commercial vehicles, RV’s, trailers, buses, golf carts, recreational vehicles or watercraft is not permitted at Windsor Palms. - VEHICLES IN VIOLATION OF PARKING POLICY WILL BE TOWED AT THE GUEST’S EXPENSE. • THIS HOME IS SELF-CATERING We do provide a small welcome kit to get you started. Please stop by the nearest supermarket to gather any additional items you may need for the duration of your stay. • POOL HEAT - OPTIONAL 1-Cost: $35 per day. 2-Request 48 hours in advance. 3-Minimum: 2 consecutive days. 4-Temperature will not exceed 95F. 5-Heater works through HEAT EXCHANGE and WILL NOT WORK in cold weather. If you still would like to heat the pool during cold conditions and it does not reach the desired temperature, we will not be able to offer a refund. The pool heater pumps have a safety system that prevents overheating of the element when the pump is working overtime in cold weather. It automatically shuts off briefly until the pump can regain its functionality efficiently. Keep in mind this service is optional and may not be available at times. • BBQ RENTAL - OPTIONAL - Cost: $75 All Stay • TRASH DISPOSAL Please use 13 gallons or larger plastic bags to dispose the trash. Small bags are not picked up by the waste management company. The garbage bench is located at the front door. • 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 PALMS AMENITIES - Pool - Cinema - Hot Tub - Clubhouse - Playground - Games Room - Sundry Shop - Tennis Court - Video Arcade - Bicycle Rental - Fitness Center - Picnic/ BBQ Area - Gated Community - Volleyball & Basketball Courts 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.

Windsor Palms Resort 4 Bedroom with Game Room

Four Corners, FL, US
4 Bedrooms 9 Guests
Aug 26 - 29
$177 night

Windsor Palms Resort Vacation Home - includes resort clubhouse amenity access! Our 4-bedroom, 2-bathroom, private 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 Palms Resort Private Pool Home, Sleeps up to 9 * 4 bedrooms / 2 bathrooms * Private Pool with Spa - West-facing for Sunny Afternoons * Game Room * Windsor Palms Resort Gated Community * 4 miles to Disney World property * Fully equipped Kitchen with dining for 6 at the dining table, with an additional breakfast nook for 4 BEDROOMS (All Ground Floor) Master Suite 1: One King Bed / Attached Bathroom Bedroom 2: One Queen Bed Bedroom 3: One Twin Bed and One Double Bed Bedroom 4: Two Twin Beds 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 a maximum of 3 cars. Please pick up parking rules at 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. ​​​​​​​No motorcycle parking is allowed at this resort. Windsor Palms Resort Amenity Access Included with Rental: * Huge resort-style pool with sun deck * Luxurious hot tub * 58-seat movie theater * State-of-the-art fitness center * Children’s playground * Sand volleyball * Basketball courts * Tennis courts * Video arcade and billiards Distances from Resort to Shopping & Attractions: * Walt Disney World® - 4 miles * Universal Studios - 17 miles * SeaWorld - 15 miles * Orlando Airport - 28 miles * Atlantic Coast Beaches - 75+ miles * Gulf Coast Beaches - 88+ miles * Publix Supermarket - 4 miles * Walmart - 2 miles * Dining - 2 miles Why Choose this Rental? * Professionally managed to serve all your needs * Management company has over 26 years of experience hosting well over 200,000 families * Go straight to your rental with online email check-in * 24/7 on-call maintenance * 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.

Pool, Themed Rooms & Arcade: Disney Escape

Four Corners, FL, US
4 Bedrooms 10 Guests
Aug 18 - 21
$211 night

Gated Community | Clubhouse Perks | Kid-Friendly Amenities | Foosball, Air Hockey & Basketball Game From the private action-packed arcade game room to the endless amenities offered at top-resort Windsor Palms, this 4-bedroom, 3-bath vacation rental home has something for everyone! Explore the Orlando area fully with Walt Disney World, Universal Studios, SeaWorld, water parks, and more. After a day of exploration, unwind in the private heated pool or enjoy serene moments on the shaded patio. -- THE PROPERTY -- DWE5923656 SLEEPING ARRANGEMENTS - Bedroom 1 (Key Largo): 1 king bed - Bedroom 2 (Key West): 1 queen bed - Bedroom 3 (Disney Princess): 2 twin beds - Bedroom 4 (Toy Story): 1 bunk bed (twin/full), 1 twin trundle - Additional Sleeping: 1 portable crib WINDSOR PALMS CLUBHOUSE AMENITIES - Jr. Olympic-sized heated pool & spa - Toddler pool, splash pad - Tennis & basketball courts, volleyball - Fitness center, tropical bar - Arcade room, theater - Playground, grill/picnic area - On-site convenience store, shuttle service, in-room massage OUTDOOR FEATURES - Screen-enclosed heated pool - Furnished patio, foam float mats - Child safety gate, pool alarm safety system INDOOR ENTERTAINMENT - Star Wars-themed arcade game room w/ 6 arcade games, dual shot basketball, foosball, air hockey - 60” & 43” Smart TVs w/ soundbars - Lounge area w/ futon - Party strip lighting & refrigerator - Disney Princess dress-up room - Smart TVs in every bedroom - DVD player, free Xfinity streaming (living room) KITCHEN - Refrigerator, stove/oven, dishwasher, microwave - Keurig coffee maker, toaster, spices - Large island w/ bar seating BABY/TODDLER - Graco Pack 'n Play w/ portable bassinet & diaper changer - Fisher Price SpaceSaver high chair - Baby Trend EZ Ride stroller - Ally 35 infant car seat GENERAL - Free WiFi - Central A/C, electric heating, ceiling fans - Washer, dryer, laundry detergent, iron & board - Linens & towels, complimentary toiletries FAQ - Quiet hours (11:00 PM-7:00 AM) - Resort regulations - Exterior security cameras (facing out) ACCESSIBILITY - Single-story home, small step required to enter PARKING - Driveway (2 vehicles) - Clubhouse parking (3 vehicles) - No overnight street parking - Prohibited: RVs/trailers, campers, commercial vehicles, motorcycles & boats -- THE LOCATION -- - Gated resort-style community, close family-friendly fun - 4 miles to Margaritaville & Island H20 Live! Water Park - 5 miles to Walt Disney World Welcome Entrance - 7 miles to Hollywood Studios - 11 miles to Orlando Vineland Premium Outlets - 17 miles to Universal Studios & Harry Potter World - 26 miles to Orlando International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you'll never want to leave. You can relax knowing that our properties will always be ready for you and that we'll answer the phone 24/7. Even better, if anything is off about your stay, we'll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- ADDITIONAL DETAILS -- POOL HEAT: - The pool is heated at no additional charge to our guests - Pool heater temperature is set to max. 86 degrees and operates between 8 am – 8 pm - Pool heater will NOT operate when the day and night outside air temperature is below 60 degrees - The pool temperature WILL VARY depending on the outside air temperature - The pool will be the warmest between 12 pm – 5 pm during the winter months - As an alternative, the Jr. Olympic size pool at the clubhouse may be warmer on cool days/nights because that pool is heated by four heat pump and gas heaters, plus a hot tub/spa -- POLICIES -- - No smoking or vaping - No pets allowed - No illegal substances are allowed on the property inside or outside - No events, parties or large gatherings - Must be at least 25 years old to book - Additional fees and taxes may apply - Photo ID may be required upon check-in - Please observe quiet hours from 11:00 PM to 7:00 AM. Pool activity or any loud noises are prohibited during these hours ADDITIONAL INFORMATION - This single-story property requires a small step to enter - Your safety matters. This property features exterior security cameras around the perimeter and above the parking area facing out. The cameras are outward facing and do not look into any interior spaces - Per community regulations, guests must comply with all Windsor Palms parking rules, quiet hours, clubhouse rules, and regulations Licence number: DWE5923656

Pool/Spa + Game Room! No rear neighbors!

Kissimmee, FL, US
5 Bedrooms 10 Guests
Aug 24 - 26
$297 night

This 5 bedroom, 4 bath Windsor Palms vacation home is newly renovated and can comfortably accommodate up to 10 guests. Windsor Palms is a gated vacation resort community, located just 2.5 miles from the gates of Walt Disney World! As a guest of Windsor Palms Resort, you can enjoy free, unlimited access to all amenities, including: -Clubhouse -Olympic Size Salt-Water Pool -Whirlpool/Spa -Separate Toddler Pool -Children’s Splash Pad -Children’s Play Area -Picnic/BBQ Area -Lighted Tennis and Basketball Courts -Volleyball Courts -Fitness Center/Gym -Recently Remodeled Family Arcade Center (Billiard Tables, Ping Pong, Video Games) -Cinema -Tiki Bar -Business Facilities -And More! THE SPACE: The large fully equipped kitchen features granite counter tops and stainless steel appliances. Enjoy meals together in the dining area, breakfast bar, or even outdoor patio space. The open concept floor plan allows everyone to be together, whether you are hanging out watching TV or cooking up some delicious meals! The outdoor space is perfect for grilling while watching the kids having fun in your own private swimming pool! Also, the Conservation Area brings all the peace of mind to relax after a day in the park **Optional pool heat is available for $35/day + tax. We would recommend adding pool heat to your reservation between the months of November and April.** Each bedroom features it’s own large flat screen TV. The ground floor bedroom features a master suite with a king size bed, a spacious bathroom with walk-in shower and bath tub, a queen bedroom suite, a bedroom with 2 double beds and a bath. Upstairs are a another king bedroom, a bathroom and a 2nd queen bed bedroom. Other amenities included for your convenience and entertainment include: -Washer and dryer, -Free Wi-Fi and Cable TV -Game Room w/ 2 LCD TV’s, 2 PS4 consoles, 4 pro gaming chairs, professional pool table and dartboard! Don’t delay! Book your stay at this incredible vacation home today!

Resort Perks! Family Home 4 Mi to Disney World

Four Corners, FL, US
4 Bedrooms 8 Guests
Aug 20 - 22
$141 night

Games, Sport Courts & More | 17 Mi to Universal Studios | Easy Access to US-192 Keep your entire group entertained at this Kissimmee vacation rental! Located in the gated Windsor Palms Resort, the 4-bed, 3-bath home pairs easy theme park access with on-site entertainment — from sunny afternoons in the pool to evenings filled with games and laughter. After a day at Disney, soak your muscles in the private spa or cozy up for a family movie night. Magical moments are just a click away! -- THE PROPERTY -- SLEEPING ARRANGEMENTS - Bedroom 1: 1 king bed - Bedroom 2: 1 queen bed - Bedroom 3: 1 full bed - Bedroom 4: 2 twin beds COMMUNITY AMENITIES - Outdoor pool & hot tub - Game room, theater - Sand volleyball, tennis courts, basketball court - Bar & grill, sundry shop - Playground - Gated community OUTDOOR LIVING - Lanai w/ private pool & spa (heated w/ fee), pool floats - Dining areas, lounge seating - Game room w/ pool table, foosball table & flat-screen TV (garage) INDOOR LIVING - Flat-screen TVs - 2 dining tables, 2-person breakfast bar - 2 walk-in showers, shower/tub combo - Board games KITCHEN - Stove/oven, refrigerator, dishwasher - Cooking basics, dishware/flatware - Drip & Nespresso coffee makers (starter pods provided) - Electric kettle, microwave, blender, toaster, spices GENERAL - Free WiFi (ultra-fast 1GB speed) - Central heating & A/C, ceiling fans - Complimentary toiletries, hair dryer - Washer/dryer, laundry detergent, hangers, iron/board - Linens/towels, trash bags/paper towels - High chair FAQ - 4 exterior security cameras (facing out) - Optional nightly pool heat fee (paid pre-trip, applied to entire stay) ACCESSIBILITY - Single-story home, 1 step to enter PARKING - Driveway (2 vehicles) -- THE LOCATION -- - 5 miles to Magic Kingdom - 7 miles to Hollywood Studios & Epcot - 7 miles to ChampionsGate Golf Club - 9 miles to Animal Kingdom - 10 miles to Old Town - 13 miles to Disney Springs & SeaWorld Orlando - 15 miles to Lake Louisa State Park: hiking, swimming, kayaking, horseback riding, geocaching - 30 miles to Orlando International Airport -- REST EASY WITH US -- Evolve makes it easy to find and book properties you’ll never want to leave. You can relax knowing that our properties will always be ready for you and that we’ll answer the phone 24/7. Even better, if anything is off about your stay, we’ll make it right. You can count on our homes and our people to make you feel welcome — because we know what vacation means to you. -- POLICIES -- - No smoking - No pets allowed - No events, parties, or large gatherings - Additional fees and taxes may apply - Photo ID may be required upon check-in ADDITIONAL INFORMATION - This single-story home requires 1 step to enter - There is an optional pool heat fee of $35/night (+ fees & taxes, paid pre-trip, applied to entire stay) - Your safety matters. This property features 4 exterior security cameras: 1 camera is located by the front door facing the outdoor entryway, 1 camera is located by the side door facing the outdoor entryway, and 2 cameras are located on either side of the house facing out. The cameras are outward facing and do not look into interior spaces. The cameras record video and sound when activated by motion

3 Bedrooms / 3 Bathrooms/ Windsor Palms (2340 SP)

Kissimmee, FL, US
3 Bedrooms 6 Guests
Nov 2 - 4
$139 night

• Community: Windsor Palms Resort • 3 Bedrooms/ 3 Bathrooms/ Sleeps 6 • Disney (5 miles) SeaWorld (15 miles) • Convention Center (14 miles) Universal Studios (17 miles) • Location: Silver Palm Drive, Kissimmee FL 34747 DETAILS • 1,440 sqft • Central AC • Roku & Wi-Fi • Washer & Dryer • Fully Equipped Kitchen • Outdoor Patio Furniture • 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 • 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 + Full Bathroom Right Beside It SECOND FLOOR • Bedroom 2: 1 King Bed (Private Bathroom) • Bedroom 3: 1 Queen Bed (Private Bathroom) - USEFUL INFORMATION • CHECKING IN AND OUT - Check-in after 4:00 PM - Checkout before 10:00 AM • WINDSOR PALMS PARKING - Parking is free. - Driveway parking for 1 car. - No parking on the grass. - No parking or blocking the sidewalk. - NO PARKING ON STREETS FROM 10:00 PM TO 7:00 AM (2 hr parking limit all other times, no repeat parking). All vehicles in roads must face flow of traffic (passenger side faces curb). - No parking facing the opposite direction of traffic on street. - Commercial vehicles, RV’s, trailers, buses, golf carts, recreational vehicles or watercraft is not permitted at Windsor Palms. - VEHICLES IN VIOLATION OF PARKING POLICY WILL BE TOWED AT THE GUEST’S EXPENSE. • THIS HOME IS SELF-CATERING We do provide a small welcome kit to get you started. Please stop by the nearest supermarket to gather any additional items you may need for the duration of your stay. • POOL HEAT - OPTIONAL 1-Cost: $35 per day. 2-Minimum: 2 consecutive days. 3-Temperature will not exceed 95F. 4-Must be requested 48h in advance. 5-Heater works through HEAT EXCHANGE and WILL NOT WORK in cold weather. If you still would like to heat the pool during cold conditions and it does not reach the desired temperature, we will not be able to offer a refund. 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 use 13 gallons or larger plastic bags to dispose the trash. Small bags are not picked up by the waste management company. The garbage bench is located at the front door. • 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 PALMS AMENITIES - Pool - Cinema - Hot Tub - Clubhouse - Playground - Games Room - Sundry Shop - Tennis Court - Video Arcade - Bicycle Rental - Fitness Center - Picnic/ BBQ Area - Gated Community - Volleyball & Basketball Courts 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.

Resort home with private pool, hot tub, tennis, game room, gym, sports courts

kissimmee, fl, US
3 Bedrooms 9 Guests
Aug 18 - 20
$114 night

Magical Family Retreat with Private Pool and Resort Access – Just Minutes from Disney! Escape to sunny Kissimmee and experience the ultimate Florida family adventure! Just 5.5 miles from the gates of Walt Disney World, this two-story resort home offers the perfect balance of excitement, relaxation, and comfort for families and groups of all ages. From theme park thrills to poolside chills, this gorgeous getaway places you in the heart of it all—surrounded by iconic attractions, world-class entertainment, and incredible resort-style amenities. Home Highlights: - Private screened lanai with heated pool – ideal for post-park cooldowns - Bright, open-concept living space with cozy seating and smart TVs - Family-friendly dining area and fully equipped kitchen - Spacious bedrooms – perfect for multi-generational stays - Board games, free WiFi, and in-home washer/dryer for your convenience - Central A/C throughout to beat the Florida heat Resort Amenities: - Resort-style pool with tropical bar - Whirlpool spa for well-deserved relaxation - Clubhouse with fitness center, game room, and movie theater - Sports courts: Tennis, basketball, and volleyball - Playground for the little ones - On-site convenience store for snacks, drinks, and last-minute essentials Nearby Attractions: - Walt Disney World® – 5.5 miles - Epcot, Animal Kingdom, Hollywood Studios, and Magic Kingdom - Avatar Flight of Passage and Soarin’ Around the World - Universal Studios and Islands of Adventure – 25 minutes - SeaWorld Orlando – 20 minutes - Old Town Kissimmee – Shopping, dining, and family rides - Island H2O Water Park – Just minutes away - Orlando Vineland Premium Outlets – Great for a shopping spree Whether you’re planning a magical Disney escape, a family reunion, or a sun-soaked break from routine, this well-appointed home is your launchpad for memory-making adventures. Pack your swimsuits, bring your mouse ears, and get ready to make your next vacation truly unforgettable! Things to Know Check-in time: 4:00 PM Check-out time: 10:00 AM All guests shall abide by the good neighbor policy and shall not engage in illegal activity. Quiet hours are from 10:00 PM to 8:00 AM No smoking is permitted anywhere on the premises. The pool/spa do not come heated. We also only offer pool heat during the months of May-September for USD32 per day. Please give a 3 day notice to add pool heat for your vacation.

Villa Tropics

Kissimmee, FL, US
4 Bedrooms 8 Guests
Aug 24 - 27
$206 night

Villa Tropics 4 bedroom / 3 bathroom – NEW LISTING! A recently updated 4 bedroom pool home, welcoming you with tropical vibes to the heart of central Florida. The property features a private south facing pool deck, fantastic games room and newly furnished interior including themed bedrooms. Located less than 15 mins drive from Disney, yet on a peaceful secluded lot, Villa Tropics is the perfect home away from home while enjoying everything the area has to offer. Photos taken May 2025 The spacious living area is located at the rear of the home, overlooking the pool deck through sun tinted windows to ensure a cool space to relax. After a busy day, sink into the new plush sofa and enjoy the large screen smart TV. High speed wifi included. There is a fully equipped kitchen including Keurig coffee maker and stainless steel appliances. Grab a bite to eat at the breakfast bar, share a meal together at the formal dining table at the front of the home, or why not dine outdoors? The pool deck faces south basking in the Florida sunshine anytime of day, and features dense planting all around to ensure your own private oasis. There is a table and chairs plus loungers to spend a full day around the pool. Pool heating available at an additional cost. BBQ rental available: 3 burner $89 per week / 4 burner $99 per week incl tank of propane (needs to be ordered 7+ days in advance - BBQs not stored at the home) The master bedroom boasts a king size bed, access to the pool deck, and an ensuite bathroom with double sinks, separate shower and bathtub. There a sophisticated queen bedroom also with its own ensuite. Plus two twin bedrooms themed with Disney and skating that the kids will love. Don’t forget about the stunning games room! There are hours of fun to be had challenging each other to pool, air hockey and foosball. The home is located within the peaceful Rolling Hills community, just minutes from the large amount of shopping and dining choices along Hwy 192. Less than 15 minutes from Disney and just 30 mins to Universal, Villa Tropics is a great base for your vacation.

4 BD/ 4 BA/ Formosa Valley (7973 FV)

Kissimmee, FL, US
4 Bedrooms 8 Guests
Aug 24 - 26
$142 night

• Community: Formosa Valley Resort • 4 Bedrooms/ 4.5 Bathrooms/ Sleeps 8 • Disney (7.9 mi) SeaWorld (12.7 mi) Legoland (28.4 mi) • Convention Center (7.1 mi) Universal Studios (16.5 mi) • Location: Formosa Valley Place, Kissimmee FL 34747 DETAILS • 2,112 sqft • Central AC • Washer & Dryer • Gated Community • TV In Every Bedroom • Free Cable TV & WIFI • Fully Equipped Kitchen • Family Room with Flat Screen TV • Hair Dryers, Iron & Ironing Board • Private Pool + Child Safety Pool Fence • Private Door Code for Each Guest Stay • Outdoor Patio Furniture with Sun Loungers • Pack ’n play/ High Chair (Free Upon Request) • Towels & Linens Provided (Washcloths Are Not Included) - BEDROOM SETUP FIRST FLOOR • Bedroom 1: 1 King Bed (Private Bathroom) +1 Half Bathroom SECOND FLOOR • Bedroom 2: 1 King Bed (Private Bathroom) • Bedroom 3: 2 Twin Bed (Private Bathroom) • Bedroom 4: 2 Twin Bed (Private Bathroom) - USEFUL INFORMATION • CHECKING IN AND OUT - Check-in after 4:00 PM - Checkout before 10:00 AM • PARKING - Free on-site parking in the shared surface areas. - Commercial vehicles, RVs, trailers, buses, golf carts, watercraft or recreational vehicles are not permitted. • 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 - NOT AVAILABLE • BBQ RENTAL - OPTIONAL - Cost: $75 All Stay • TRASH DISPOSAL There is no valet trash service. Please place trash in the dumpster at the end of the street daily 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. Clean sheets and towels will be available in the unit. Mid-stay cleaning services during your stay can be requested for an additional fee. • ONLINE SHOPPING 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. PLEASE NOTE: Failure to comply with house rules may result in additional cleaning or repair charges.

Windsor Hills Resort 4 Bedroom House Dog Friendly

Four Corners, FL, US
4 Bedrooms 8 Guests
Aug 28 - 31
$214 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 * Private Pool with spa - faces southwest for sunsets over the lanai and pool * Windsor Hills Resort Gated Community * 4 miles to Disney World property * Fully equipped Kitchen with dining for 6 at the dining room table. * Additional four barstools at the breakfast bar * Dog-Friendly (additional cost) * Private pool with spa faces southwest in screened-in lanai. * Outdoor Dining Seats 7 * 2 Sun Loungers BEDROOMS 1st Floor (Single-Story Home) - Bedroom 1: Master King Bedroom (Private Bathroom) 43" Roku TV - Bedroom 2: Two Twin Bedroom (Attached Bathroom) 26" TV - Bedroom 3: One King Bedroom (Attached Bathroom) 43" Roku TV - Bedroom 4: Two Twin Beds (Shared Bathroom) 26" TV * One Pullout Sleeper 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. 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. 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 Distances to Shopping & Attractions: - 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. CLUBHOUSE ACCESS wristband requirement - 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. * 4 Bedroom Unit - Maximum of 10 wristbands - No wristbands will be provided in excess of these amounts. - 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. 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.

WH2584 - 6BR house with private pool in Kissimmee

Kissimmee, FL, US
6 Bedrooms 15 Guests
Aug 26 - 29
$256 night

This charming 6-bedroom vacation home in Windsor Hills Resort is perfect for the entire family. Located in one of the finest gated communities in the area, the resort features 24-hour security, ensuring that only registered guests have access to the neighborhood. We are just a short distance from Disney parks, shopping, dining, and many of Orlando’s top attractions. ⸻ THE SPACE Newly furnished and professionally decorated, this spacious home offers comfort, style, and entertainment for guests of all ages. Bedroom Layout Downstairs: • One Queen bedroom Upstairs: • Two King suites • One bedrooms with two twin beds each • One bedrooms with one twin bed and one full bed • One bedroom with two full beds Kitchen: • Large, fully equipped kitchen • Granite countertops • Full-size stainless steel appliances Private Pool: • A perfect spot to relax and unwind after a day at the theme parks Laundry: • In-home washer and dryer Game Room: • Converted garage featuring a pool table, ping pong table, and foosball table ⸻ GUEST ACCESS – WINDSOR HILLS RESORT AMENITIES As our guest, you will enjoy full access to all resort amenities. Resort Features Include: • Water park with slides and splash zones (8:00 AM – 10:00 PM) • Resort-style swimming pool and hot tub (8:00 AM – 10:00 PM) • Sports courts: tennis, basketball, volleyball, and ping pong (8:00 AM – 10:00 PM) • Fully equipped fitness center (6:30 AM – 10:00 PM) • Market Place & Grill (10:00 AM – 8:00 PM) • Game room and theater • Playground and recreational park • Movie theater • 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 • Orlando Vineland Premium Outlets – 7 miles • Target – 2.5 miles • The Mall at Millenia – 15 miles • Nike Clearance Store – 6 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 are required to sign our rental agreement via DocuSign prior to check-in. This will be sent separately to your email. 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 per kitchen • 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 and spa heating available October–March for $45 per day • Must be requested before arrival for the entire stay • Requires a minimum 72-hour notice • Heating takes 24–48 hours • Pool and spa share the same water; spa heating requires pool heat • Not available April–September • Heating effectiveness may vary when temperatures fall below 60°F Other Pool Information • Pool service occurs every Monday and may require up to 3 hours • Pool heating does not reach hot tub temperatures ⸻ GRILL NOTICE • No grill onsite • Guests may rent from a local provider • Grilling must be done on the grass, not the patio • Additional cleaning fees may apply for damage or excessive mess ⸻ PARKING • Maximum of 3 vehicles per reservation • No street parking allowed ⸻

Windsor Hills Resort 5 Bedroom Private Pool+Spa Home

Four Corners, FL, US
5 Bedrooms 10 Guests
Aug 23 - 26
$218 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 south in screened-in lanai. * Outdoor Dining Seats 4 * Game Room * Sun Loungers * 13-minute walk to the Clubhouse BEDROOMS 1st Floor (Downstairs) - Bedroom 1: One King Bedroom (Attached Bathroom) 40" TV - Bedroom 2: One King Bedroom (Attached Bathroom) 46" TV - Bedroom 3: Two Twin Bedroom (Shared Bathroom) 40" TV BEDROOMS 2nd Floor (Upstairs) - Bedroom 4: One Queen Bedroom (Attached Bathroom) 40" TV - Bedroom 5: One Queen Bedroom (Attached 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: 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 Archfeld Boulevard * 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 Private Pool+Spa Home

Four Corners, FL, US
6 Bedrooms 12 Guests
Nov 17 - 20
$262 night

Windsor Hills Resort Vacation Home - includes resort clubhouse amenity access! Our 6-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 12 * 6 bedrooms / 5 bathrooms * Private Pool - West-facing for maximum sunlight throughout the day * Mickey Themed Bedroom * Game Room * Pack n Play / High Chair for complimentary guest use * 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 10 * 14-minute walk to the clubhouse BEDROOMS 1st Floor (Downstairs) Bedroom 2: One Queen Bedroom 50" Smart TV BEDROOMS 2nd Floor (Upstairs) Bedroom 1: One King Bedroom (Attached Bathroom) 65" Smart TV Bedroom 3: One Queen Bedroom 50" Smart TV Bedroom 4: Two Twin Bedroom 50 Smart TV Mickey Theme Bedroom 5: Two Twin Bedroom 50" Smart TV TV Hard Rock Theme Bedroom 6: One King Bedroom (Attached Bathroom) 55" Smart 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 Archfeld Blvd. * 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
$185 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!!

7741 Windsor Hills

Kissimmee, FL, US
5 Bedrooms 10 Guests
Aug 21 - 23
$171 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.

WH7754 - 6BR house with private pool in Kissimmee

Kissimmee, FL, US
6 Bedrooms 13 Guests
Aug 18 - 21
$252 night

Experience the perfect Orlando getaway at this newly renovated 6-bedroom vacation home, located in the heart of the highly sought-after Windsor Hills Resort. Designed with families in mind, this home blends comfort, style, and entertainment to help you create unforgettable memories. Just minutes from Walt Disney World and surrounded by incredible dining, shopping, and top Orlando attractions, you’ll have everything you need for an amazing stay. ⸻ THE SPACE Step inside and feel instantly at home. With six spacious bedrooms and four well-appointed bathrooms, this retreat offers the ideal layout for families and groups traveling together. BEDROOMS Downstairs • Queen bedroom with convenient access to a shared full bathroom Upstairs • Two King suites with private en-suite bathrooms • One bedroom with one full bed and one twin bed • Two additional twin bedrooms • Shared full bathroom in the hallway This setup provides both privacy for adults and flexible sleeping arrangements for kids and additional guests. ⸻ FULLY EQUIPPED KITCHEN The spacious kitchen is a true highlight of the home, featuring: • Granite countertops • Full-size stainless steel appliances • Plenty of space for meal prep and gathering Enjoy cooking breakfast before the parks or preparing a family dinner without the hassle of dining out. ⸻ PRIVATE POOL Skip the crowds and relax in your own private pool. Whether you’re cooling off after a long park day or enjoying a quiet afternoon in the Florida sunshine, this outdoor space is perfect for unwinding. ⸻ ENTERTAINMENT FOR EVERYONE • TVs in every bedroom • Converted garage game room featuring: – Pool table – Ping pong table – Foosball table – Play area for kids Rain or shine, there’s plenty to keep everyone entertained. ⸻ IN-HOME CONVENIENCES • Washer and dryer included (detergent not provided) • Spacious layout designed for comfort and relaxation ⸻ GUEST ACCESS – WINDSOR HILLS RESORT AMENITIES As our guest, you’ll enjoy full access to Windsor Hills’ incredible 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) • Tennis, basketball, volleyball, and ping pong courts • 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 – 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 an entry voucher. Rental Agreement All guests must sign our rental agreement via DocuSign prior to check-in. Self-Catering Home Guests are responsible for their own shopping. 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 heating available October–March for $45/day (entire stay required) • Must be requested at least 72 hours before arrival • Heating takes 24–48 hours • Pool and spa share the same water; spa heating requires pool heat • No heating April–September • Effectiveness may vary below 60°F Additional Pool Notes • Pool serviced every Monday (may be unavailable for up to 3 hours) • Pool heat does not reach hot tub temperatures • Spa jets circulate water but may not produce strong bubble action 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

Windsor Hills Resort 6 Bedroom Private Pool Home

Four Corners, FL, US
6 Bedrooms 12 Guests
Aug 23 - 26
$240 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.

Vacation Rentals in Windsor Palms Resort by Amenities & Features

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Vacation Rentals Near Windsor Palms Resort

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