Vacation rentals with a pool in Windsor Hills, Four Corners

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Top-rated rentals with a pool in Windsor Hills, Four Corners

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Guest favorite

Home in Kissimmee

4.9 out of 5 average rating, 119 reviews

Contemporary Lakefront Villa, Minutes from Disney

Welcome to our fabulous home! Our newly remodeled, lake front home is centrally located 5 minutes from Disney and minutes away from Walmart, stores, restaurants. Our home features 6 bedrooms, 4 bathrooms and a movie room. Our large open concept kitchen makes it easy for families to enjoy while cooking, eating or relaxing. After a long day at the parks you can relax in our newly renovated pool. Our home is in the beautiful Windsor Hills neighborhood, and is a 3 minute walk to the main clubhouse.

Apr 13 – 20

ﺩ.ﺇ1,676 per night

Guest favorite

Condo in Kissimmee

4.86 out of 5 average rating, 152 reviews

Luxurious Mickey's Dream Home!

Wonderful Mickey-themed 2 bed 2 bath condo in the Windsor Hills Resort located 2 miles from Disney World Entrance! Our Condo is a modern, clean & upgraded condo, that offers the comforts & convenience of home. Features: Granite counter-topped well-stocked kitchen, comfortable beds with clean linens, Smart TVs in all rooms, cable TV, free WiFi. Washer & dryer in unit, Valet trash pickup, with 2 elevators in the building. Free Parking, Free access to resort pool, waterpark & lots more (see below)

Apr 26 – May 3

ﺩ.ﺇ492 per night

Guest favorite

Condo in Kissimmee

4.82 out of 5 average rating, 150 reviews

Heated Waterpark 10 mins to Disney in Windsor Hill

Welcome to Windsor Hills' Gated Vacation Community! Perfect for an adventurous family vacation or a relaxing getaway in the sun. I am excited to host your stay. Your unit is located on the 3rd floor. Get a quick exercise and hike up (39 stairs) to the front door or catch a break and use the elevator located on the ground level. Once inside, enjoy the newly remodeled 2Bdr, 2Bth condo, fully equipped to accommodate your stay. We are a PET and SMOKE-FREE property. Additional cleaning fee applied.

Jan 10 – 17

ﺩ.ﺇ533 per night

Guest favorite

Home in Kissimmee

4.93 out of 5 average rating, 132 reviews

NEW! Star Wars Room, Frozen Room, close to Disney

This fantastic 4 bedroom, 4 bathroom house is located a few miles from Disney World in the highly coveted (and gated) Windsor Hills Resort. You will have access to all that Windsor Hills has to offer including A NEW WATER PARK, double Olympic sized pool, play grounds, clubhouse, gym, video arcade, marketplace and grill, tennis courts, and more! This home features two amazing themed bedrooms with a Twin/Full bunk bed for your little ones to enjoy and to help get into the spirit of the magic!

Sep 22 – 29

ﺩ.ﺇ1,268 per night

Guest favorite

Condo in Kissimmee

4.89 out of 5 average rating, 152 reviews

Disney's Doorstep, 3 Bed 2 Bath, Waterslides!

Welcome to your dream vacation! This 3 bedroom, 2 bath, is right on Disney's doorstep, this amazing vacation rental has all the amenities you'd put on your dream list. Two water slides, a kids splash park, walk in pool, movie theater with wheelchair access, game room, fitness center, putting green, playground, shop for snacks, and more! This condo also comes fully furnished with a washer/dryer, WiFi, elevator for wheelchair access, and more. This is sure to be your relaxation destination.

Sep 30 – Oct 7

ﺩ.ﺇ574 per night

Guest favorite

Condo in Kissimmee

4.93 out of 5 average rating, 166 reviews

Family Disney Adventure at Windsor Hills

FREE - Pool and water park are available The Resort is well situated for all the attractions, Disney is 2 miles away, Golf, shops and the Florida sunshine awaits. Walmart is 5 mins drive away for all your essentials. Windsor Hills is a gated resort offering a clubhouse, with Swimming Pool, Hot Tub & Water Park, fitness center, Tennis, Basketball, Volleyball, Ping Pong, tot lot, game room, DVD rental and ATM. For your convenience the social area offers a market place and cyber coffe.

Aug 8 – 15

ﺩ.ﺇ590 per night

Guest favorite

Townhouse in Kissimmee

4.88 out of 5 average rating, 125 reviews

*** Newly furnished 3 BDR/3Bath next to Disney ***

Newly furnished and decorated 3 BDR/3 bath townhome in a gated, secured community less than 2 miles from Disney area. This is a prime location for visitors. Walmart is less than a mile away, and lots of restaurants, shops and tourist attractions are available nearby on US-192. Disney and Universal Studios theme parks are only a short drive away. Otherwise relax in the living room sofa and enjoy Netflix and DISNEY+ on the 4K 60" TV, take a dip in the pool, or read a book on the patio !

Dec 12 – 19

ﺩ.ﺇ491 per night

Guest favorite

Condo in Kissimmee

4.94 out of 5 average rating, 134 reviews

Minutes from the Magic - Windsor Hills 3br 2ba

**PLEASE NOTE** Pool will be closed for maintenance 9/5/2024 to 10/5/2024 Beautiful condo with incredible amenities just minutes from Walt Disney World. Plenty of room for the entire family with three bedrooms and two full baths. Windsor Hills is a gated resort community with all of the amenities you can imagine! Beautiful, zero-entry pool, splash pad, and water slides will help you beat the heat. A fitness center, arcade, shop, cafe, sports courts, and movie theater are on site!

Jan 20 – 27

ﺩ.ﺇ532 per night

Superhost

Townhouse in Kissimmee

4.86 out of 5 average rating, 317 reviews

Splendid house 5 min from Disney

Crestwynd Bay condominium is only 1,5 miles to Disney Parks entrance. Walmart is 0,3 miles,very near. Beautiful and complete townhouse with 3 bedrooms, 3 bathrooms, kitchen equipped, laundry room, free WIFI, exterior area . Self check-in. This condo has community pool and children playground. Parking for car in front of the house. Is five minutes from target ,pharmacies , restaurants and fast foods. Ten minutes of outlets and 15 min from Universal and Island Parks. Great location!

Apr 24 – May 1

ﺩ.ﺇ470 per night

Guest favorite

Condo in Kissimmee

4.96 out of 5 average rating, 112 reviews

Windsor Hills Resort - Disney Pool View Condo

Location, location, location! Windsor Hills pool view condo and only 2 miles to Disney World! This newly updated 3 bedroom pool view condo is in the beautiful Windsor Hills Resort gated community. The single level condo is located in the closest building to the pool, water park, clubhouse, hot tub, movie theater, and arcade. The condo has one of the best balcony views in the entire resort. Located on the third floor, the balcony looks directly over the resort pool and lake.

May 20 – 27

ﺩ.ﺇ677 per night

Guest favorite

Condo in Kissimmee

4.98 out of 5 average rating, 100 reviews

Disney Oasis

Enjoy Disney Oasis, our 3-bedroom, 2-bath condo, ideal for families! Nestled in a gated community with 24/7 security, we're just 3 miles from Walt Disney World® and close to other theme parks. Indulge in our resort-style amenities: a double Olympic-sized pool, thrilling waterslides, and a fun splash pad. Enjoy the convenience of nearby shopping, dining, and entertainment. Our condo is not just a place to stay, but a gateway to an unforgettable vacation!

Jan 12 – 19

ﺩ.ﺇ597 per night

Guest favorite

Townhouse in Kissimmee

4.92 out of 5 average rating, 228 reviews

Beautiful Farm House Decor near Disney, Sleeps 6

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.

ﺩ.ﺇ308 per night