Pet-friendly vacation rentals in Windsor Hills

4.93 out of 5 average rating, 150 reviews

Boho Bliss Escape• Poolside•Minutes from Adventure

🌿✨ Welcome to Boho Bliss Townhouse! ✨🌿 Your boho-chic retreat near Kissimmee ’s top attractions! 🏰 8 min Walt Disney World w/o traffic!!!! 🎢 25 min Universal ✈️ 25 min Orlando Airport 🐊 Gatorland 🛍️ Old Town Kissimmee 🎡 ICON Park features The Wheel, dining, and SEA LIFE Aquarium 🌊 Lake Tohopekaliga 🍖 Medieval Times offers dinner and a show. 🎢 Fun Spot America provides amusement park fun 🌿 Kissimmee Lakefront Park offers a relaxing lakeside experience 🌳 Shingle Creek Park is perfect for nature

4.86 out of 5 average rating, 146 reviews

A townhouse exterior is shown beneath a gentle rainbow. Flanking palm trees provide a tropical setting, while the structure features multiple windows with white frames and dark shutters. A parked vehicle can be seen in front, enhancing the suburban feel.

Home in Kissimmee

Disney Escape at Windsor Hills

This is a fantastic family vacation townhouse located just four miles from Walt Disney World! Inside, you'll find a full kitchen with a breakfast bar, a dining table for six, and a living area with a TV for streaming all your favorite channels! Right outside, take a refreshing swim in your private pool. Guests will be able to enjoy a wide variety of resort-style amenities close by including a community clubhouse with a game room, Olympic-size pool, children's waterpark, putting green, and more!

4.88 out of 5 average rating, 230 reviews

The exterior of the house displays a light blue facade with white trim and multiple windows. A well-manicured garden with shrubs borders the entrance, while a concrete pathway leads to the front door. Tall trees provide shade in the front yard.

Home in Kissimmee

Disney Home Windsor Hills 3BED 3BATH Pool Parking

Recently renovated. Steps to Clubhouse + no rear neighbour. 500 mb wi-fi! The Disney Vacation Home is well located: the resort is one of the closest to the parks entrances. 10 minutes away from Animal Kingdom, Epcot, Hollywood Studios and 25 minutes away from Universal Studios, Island of Adventure and Volcano Bay. With an easy access to the airport (US 192, FL 417 and I-4 roads), Downtown Orlando, Miami and all the attractions in Central Florida (Daytona Beach, Clearwater and St. Petersburg).

4.97 out of 5 average rating, 175 reviews

An outdoor dining area features a large, custom-built wooden table surrounded by black chairs. Blue plates and glassware are meticulously arranged for an inviting meal. A bright blue pool glimmers in the background, enclosed by a mesh screen to ensure privacy.

Villa in Kissimmee

*Hibiscus Hideaway* Minutes to Disney+Free Resort!

Closest FREE resort to Disney Parks! Hibiscus Hideaway is a 6 bedroom 4 bathroom luxury villa that sleeps 14. Completely renovated in October 2022! * Kitchen is loaded & all baby gear provided. * Custom game room with A/C, LED panel lighting & ROCK CLIMBING WALL! * New Roku smart TVs & NEST tech throughout. * Outdoor space includes your own private pool, hot tub, overhead lighting, NEW BBQ grill & 10' custom-built farmhouse table to seat the whole family! Every detail has been thought of!

Superhost

A spacious living area features a large sectional sofa with an oversized ottoman, inviting comfort. Colorful wall decals of Mickey and Minnie Mouse add a fun theme, while framed pictures decorate the walls. Natural light enters through the vertical blinds of the sliding glass door.

4.89 out of 5 average rating, 296 reviews

Disney R US! Universal Escape! 3BDR 3Bath

Our Magic is your Magic, only 3 Miles from the park and in a gated community with all the amenities needed to stay and rest a day if you want to. Take a journey on the back of a banshee on your right of passage at Animal Kingdom. Try some grey stuff at Be Our Guest restaurant in Magic Kingdom. Travel only 15 minutes to wave a wand like Harry Potter in Universal Studios. Then come back and relax in the gated community pool/spa area for an night of rest. We want your trip to be Magical and Epic

4.91 out of 5 average rating, 105 reviews

Baby-friendly! End unit pool! Closest to Disney!

*Message for special offers ♥ PRINCESS CROWNHOUSE!! ♥ Pool! Wifi! ♥ Free parking! ♥ Private south facing kids splash pool. ♥ No rear or side neighbours ♥ 5 star gated Windsor Hills resort ♥ Huge resort pool, waterslides, hot tub! ♥ Just 2 miles from Disney! In Windsor Hills, closest resort to Disney! ♥ Flatscreens in each room ♥ Our magical Mickey Room design with both adults n kids in mind. Your little princess will love our Princess room! Book today and make dreams come true. ♥Pool!

4.89 out of 5 average rating, 104 reviews

A landscaped resort area is showcased, featuring a large swimming pool that reflects the evening sky. Surrounding palm trees and well-maintained greenery create a serene environment. The elegant clubhouse is visible in the background, inviting guests to explore the amenities.

Villa in Kissimmee

Relaxing Vacation Resort Villa

Enjoy this beautiful vacation villa in the 24-hour guard-gated Windsor Hills Resort with one of the BEST LOCATIONS IN THE RESORT, just steps away from the Resort-Style Pool & Waterpark and Poolside Cafe. RELAX and enjoy the convenience of being only 2 miles from Walt Disney World and less than 15 mins from other major theme parks. You can visit the parks in the morning, come back to have lunch at the pool, and be back in the parks for dinner and fireworks with ease. Have a Great Vacation!

A vibrant water park area features colorful water slides and splash pads, attracting visitors with its fun design. The adjacent children's bedroom showcases themed wall art and two cozy beds, complemented by a space-themed backdrop and modern bedding.

4.94 out of 5 average rating, 70 reviews

Lovely Themed Home w/Private Pool -3m from Disney!

Create magical memories with your family at our highly themed 3 bedroom/3-bathroom newly renovated vacation home located in the prestigious Windsor Hills Resort! Located just 3 miles from Disney, this gated resort features dueling water slides, Olympic size zero-entry pool and hot tub, water park, fitness center and tennis courts – all included in your stay! Our home is tastefully decorated with Disney themed rooms and your own private Mickey themed pool.

A screened-in private splash pool is surrounded by comfortable seating, featuring playful Minion characters on the walls of the adjoining rooms. The layout includes vibrant décor and modern furnishings, creating a family-friendly space with direct access to outdoor relaxation.

4.82 out of 5 average rating, 181 reviews

Themed Pool Home 2 Miles to Disney

Welcome to your dream vacation home! - Newly remodeled 3 bedroom, 3 bathroom townhome with themed rooms - Private splash pool, fully screened-in - Prestigious Windsor Hills Resort with no resort fee - Access to a new kids water park, clubhouse, gym, and more - Free Wifi and fast internet for your Zoom meetings - 24 hour security and gated access - Have a pet? $150 pet fee on 1st; $150 each additional pet - Check out our 5 Star Reviews!

4.96 out of 5 average rating, 45 reviews

A vibrant game room features themed decor with neon accents. The room includes an air hockey table, a dual basketball hoop game, and arcade machines. A large TV is mounted on the wall, and colorful lighting creates an engaging atmosphere for entertainment.

Home in Kissimmee

Epic Arcade Disney Home w/ Pool | Sleeps 14

🏰 Epic Arcade Disney Home – 3 Miles to Parks Stay in this fully themed 6BR home designed for unforgettable family fun - just minutes from the parks Highlights: 🎮 One of the most unique arcade rooms in Windsor Hills (air hockey, basketball, racing + more) 👑 Princess room and 🐉 dragon-themed room kids love 🏊 Private pool and spa 📍 3 miles to Disney 🌴 Windsor Hills Resort amenities (water park, slides, gym & more) 🛏️ Sleeps 14 comfortably

A modern kitchen is equipped with stainless steel appliances, including a refrigerator, oven, and microwave. Wooden cabinets provide ample storage, and a sleek countertop enhances the workspace. Contemporary light fixtures hang above, while a dining table with transparent chairs is positioned nearby.

4.89 out of 5 average rating, 278 reviews

Charming and Classic Decor House Decor near Disney

Welcome to our beautifully decorated 2-store Townhouse only 6 miles away from the Disney Parks and many other attractions. You will have the entirely house for yourself and your family while enjoying your vacation in Florida. We have sought to equip our home to a high standard and to anticipate your needs for a luxurious stay. We truly believe that our home is special based on 4 main reasons: Location, Security, Decoration and Comfort.

A private lanai features a plunge pool surrounded by a paved deck. Colorful adirondack chairs are positioned nearby, and large sliding glass doors lead into a cheerful interior space. Signs provide safety instructions and pool rules, ensuring a welcoming environment.