An aerial view of a residential area with numerous houses, roads, and several lakes.

Hotels in Windsor Hills

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Where to stay in Windsor Hills?

A dining area with a table set for four, surrounded by chairs, a sofa, and a television.

1. Windsor Hills - 7474

Windsor Hills

$246

$280 total

includes taxes & fees

Oct 24 - Oct 25

A resort with multiple swimming pools, palm trees, and lounge areas.

A modern living room with a sofa, coffee table, and dining area with chairs.

A sign for Windsor Hills Clubhouse surrounded by lush greenery and palm trees.

A balcony with a checkered mat, two chairs, and a view of the sky.

2. Mickey s Hideaway Windsor Hills Resort

Windsor Hills

$109

$401 total

includes taxes & fees

Oct 29 - Oct 30

A dining area with a wooden table set for four, surrounded by chairs. There is a ceiling fan, a chandelier, and a wall-mounted sailboat decoration.

A spacious outdoor seating area with striped chairs and tables, a ceiling fan, and a view of a building in the background.

A room with exercise equipment, a desk, and chairs.

A conference room with rows of black chairs, a whiteboard, and a projector screen.

3. Wh2784-201 - 3BR Condo Resort Access Near Disney

Windsor Hills

$149

$347 total

includes taxes & fees

Oct 14 - Oct 15

A balcony with a glass table and chairs, overlooking a parking area and greenery.

A bedroom with a bed, bedside tables, a dresser, and a window with blinds.

4. Windsor Hills - 7327

Windsor Hills

$235

$266 total

includes taxes & fees

Oct 17 - Oct 18

5. Windsor Hills - 29590

Windsor Hills

$235

$266 total

includes taxes & fees

Oct 15 - Oct 16

6. Windsor Hills - 7471

Windsor Hills

$260

$295 total

includes taxes & fees

Oct 15 - Oct 16

A living room with a sofa, two armchairs, a coffee table, and a lamp. There is a potted plant and two framed pictures on the wall.

7. Windsor Hills - 6171

Windsor Hills

$269

$306 total

includes taxes & fees

Oct 22 - Oct 23

A kitchen with wooden cabinets, a white refrigerator, a microwave, a stove, a sink, and a dishwasher.

8. Windsor Hills - 6131

Windsor Hills

$276

$313 total

includes taxes & fees

Oct 24 - Oct 25

A modern kitchen with wooden cabinets, a white refrigerator, a microwave, an oven, and a dishwasher.

9. Windsor Hills - 6174

Windsor Hills

$266

$302 total

includes taxes & fees

Oct 15 - Oct 16

A bedroom with two beds, a window with a bicycle-themed valance, and a door.

A kitchen with white appliances, wooden cabinets, and a dining area with chairs and a table.

A living room with a black sofa, a coffee table, and a dining area with chairs and a small table.

A dining area with a table set for four, chairs, a potted plant, and artwork on the wall.

10. Windsor Hills - 11481

Windsor Hills

$276

$313 total

includes taxes & fees

Oct 15 - Oct 16

11. Windsor Hills - 6140

Windsor Hills

$265

$301 total

includes taxes & fees

Oct 15 - Oct 16

A balcony with wicker furniture and a view of a parking lot and greenery.

12. Windsor Hills - 7332

Windsor Hills

$260

$295 total

includes taxes & fees

Oct 15 - Oct 16

13. Windsor Hills - 5065

Windsor Hills

$286

$325 total

includes taxes & fees

Oct 30 - Oct 31

A covered outdoor swimming pool with a brick floor, surrounded by chairs and a small table.

14. Windsor Hills - 11604

Windsor Hills

$266

$302 total

includes taxes & fees

Oct 18 - Oct 19

15. Windsor Hills - 7315

Windsor Hills

$269

$306 total

includes taxes & fees

Oct 15 - Oct 16

16. Windsor Hills - 6172

Windsor Hills

$326

$370 total

includes taxes & fees

Oct 19 - Oct 20

17. Windsor Hills - 7328

Windsor Hills

$260

$295 total

includes taxes & fees

Oct 18 - Oct 19

A row of townhouses with a central courtyard, a covered walkway, and a well-maintained garden.

A living room with a sectional sofa, a glass coffee table, decorative wall art, and a view of a pool through large windows.

18. Windsor Hills - 6170

Windsor Hills

$319

$362 total

includes taxes & fees

Oct 18 - Oct 19

19. Windsor Hills - 6178

Windsor Hills

$319

$362 total

includes taxes & fees

Oct 17 - Oct 18

A pool with a waterfall feature, lounge areas, and a building with a green roof in the background.

A spacious lobby with high ceilings, chandeliers, a reception desk, and seating areas.

A landscaped area with a fountain, a pathway, and a building with balconies.

A golf course with a pond, a hotel with a green roof, and a highway in the background.

20. Hilton Vacation Club Mystic Dunes Orlando

0.8 km from Windsor Hills

Jeanette

$86

$132 total

includes taxes & fees

Oct 18 - Oct 19

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Our prices for hotels in Kissimmee are cheapest in August

Check out reviews of Windsor Hills hotels guests love

A spacious lobby with a grand chandelier, modern seating, and a view of the outdoor area.

A spa entrance with a wooden facade, a sign indicating a sauna, and a patterned metal partition.

A resort pool area with a winding pool design, lounge chairs, and palm trees.

A pool area with a chandelier, a statue, and a view of the outside.

Kompose Boutique Resort at Theme Parks

Kissimmee

10/10 Exceptional

Patrik

Hilton Vacation Club Mystic Dunes Orlando

Kissimmee

10/10 Exceptional

Leyanis

A hotel with a pool, outdoor seating, and a sign for 'Galleria'.

An aerial view of a swimming pool with lounge chairs and a small waterfall feature.

A dining area with wooden tables and chairs, a reception desk, and a television screen.

A hotel room with a bed, desk, chair, and a TV on the wall.

Galleria Palms Hotel

Kissimmee

10/10 Exceptional

Rebecca

A spacious dining area with a long table and multiple seating options, including booths and chairs.

A modern living room with a curved leather sofa, a round glass coffee table with a plant, and a chandelier with two decorative rings.

A hotel entrance with a covered patio, columns, and a glass door leading inside.

A modern kitchen with a sink, dishwasher, microwave, and a round mirror above the counter. There is a dining table with chairs and a coffee machine on the counter.

Quality Inn & Suites By the Parks

Kissimmee

10/10 Exceptional

Deshawn

A hotel entrance with a pool, palm trees, and a fountain.

A pool area with a gazebo, palm trees, and a building in the background.

A registration desk with a red and black counter, a large potted plant, and a mural on the wall.

A spacious food court with multiple counters, hanging lights, and a central decorative feature.

Ramada by Wyndham Kissimmee Gateway

Kissimmee

10/10 Exceptional

Danielle

A spacious lobby with a high ceiling, wooden beams, and a central fountain.

An aerial view of a resort with multiple swimming pools, a large central pool, and surrounding greenery.

A spacious dining area with hexagonal ceiling and large windows offering views of the city.

A water park with multiple slides and a swimming pool surrounded by lounge areas and umbrellas.

Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

10/10 Exceptional

Ashley Rhiannon

A hotel with a central pool area, multiple water slides, and a surrounding pool.

A covered outdoor area with columns, potted plants, and a sign for Villa Italiana Chophouse.

A bar area with multiple shelves displaying wine bottles and glasses.

A gym with treadmills, exercise bikes, and weight machines.

Westgate Vacation Villas Resort

Kissimmee

10/10 Exceptional

Annette

A large hotel with multiple floors, a central courtyard, and a reflective water feature.

A modern lobby with a large fireplace, comfortable seating, and a well-lit ceiling.

A hotel pool area with lounge chairs, a fire pit, and a large pool.

A hotel room with a sofa, armchair, and a large window with a view of a swimming pool and hotel buildings.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

10/10 Exceptional

We had an excellent stay! The hotel is clean, modern, and very well-appointed, with comfortable rooms that made us feel right at home. Traveling with our toddler, we found everything to be exceptional—the accommodations were spacious and family-friendly. The free breakfast was a fantastic bonus, with a variety of options, including some vegan-friendly choices, which we really appreciated. The staff was welcoming and attentive, ensuring we had everything we needed for a great stay. We would...

Nicolette

A water park with slides and water features.

A large hotel with multiple floors and a central courtyard with a pond and swan.

A covered patio area with stone flooring, outdoor seating, and a view of a building with a sign.

A restaurant with blue chairs, wooden tables, and hanging blue and red lanterns.

Westgate Town Center Resort

Kissimmee

10/10 Exceptional

Robert

A breakfast bar with various food dispensers, a seating area with a table and chairs, and large windows with a view of greenery.

A Marriott Fairfield hotel sign with a landscaped garden in front.

A lobby with a central seating area, wooden ceiling, and patterned carpet.

A hotel room with a large window overlooking a swimming pool and a landscaped area with trees and a building in the background.

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Bay Lake

10/10 Exceptional

Bharat

An aerial view of a curved swimming pool with lounge chairs and umbrellas around it.

A modern hotel lobby with wooden furniture, pendant lighting, and a visible reception desk.

A rooftop bar with outdoor seating, artificial grass, and colorful umbrellas overhead.

A hotel with a circular brick facade, multiple windows, and a central fountain.

Meliá Orlando Celebration

Celebration

10/10 Exceptional

Deborah

A modern interior with a kitchen area, a staircase, and a seating area with a black sofa.

A staircase with a patterned carpet leading to a landing.

A room with two black leather chairs, a large window with curtains, and a tiled floor.

A hotel room with two beds, a desk, and a chair.

Destiny Palms Hotel Maingate West

Kissimmee

10/10 Exceptional

Kristopher

An outdoor patio area with a fire pit, yellow and blue seating, and a covered section with a pergola.

A modern hotel room with a dining area, a living space with a sofa and coffee table, and a kitchenette.

A hotel pool area with multiple lounge chairs and umbrellas, a water slide, and palm trees.

A hotel with a prominent "HOME 2" sign, a stone facade, and an arched entrance.

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

10/10 Exceptional

Joel

A swimming pool with a water slide, lounge chairs, umbrellas, and palm trees.

An outdoor patio with a barbecue grill, dining area, and umbrella.

A large hotel with a central entrance, multiple floors, and a sign indicating 'Homewood Suites by Hilton.'

A modern kitchen with a large island, bar stools, pendant lighting, and a flat-screen TV.

Homewood Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

10/10 Exceptional

The property was amazing it is 10 mins away from Disney parks and 5 mins away from the Disney entrance gates. There is a target, 5-below, lime fresh Mexican grill, and a Starbucks at walking distance. The pool is very large and amazing for kids. The hotel rooms are very large with pull couches, comfortable beds, and a fully stocked kitchen perfect cooking. The hotel staff is on another level they offer top-tier service at all hours. The free breakfast is great. Parking is 20 dollars per day and...

Jada

A kitchen with wooden cabinets, a microwave, a refrigerator, and two bar stools.

The Club Sevilla building with a covered entrance, palm trees, and flower beds.

A hotel room with a large bed, a television, a wardrobe, a bathroom with a bathtub, and a kitchenette.

A pool area with lounge chairs and palm trees, surrounded by a building with a tiled roof.

Club Sevilla

Kissimmee

10/10 Exceptional

LAWRENCE

A modern hotel lobby with a reception desk, a round coffee table, a sofa, and a large window with curtains.

An outdoor seating area with wicker furniture, a central wooden table, and a red brick wall with potted plants.

A hotel room with a bed, a sofa, a coffee table, a TV, and a desk with a computer.

A hotel with a swimming pool, multiple parking spaces, and a view of the surrounding area.

Seasons Florida Resort

Kissimmee

10/10 Exceptional

I don’t want to leave a good review because this place is a hidden gem and I don’t want the secret to get out! We stayed for a week, the main purpose was to go to Disney. From hotel door to Magic Kingdom gate was 15-20 minutes. There is a Target 3 minutes driving distance and the cleanest Waffle House with the nicest staff is across the street. You will need a car to access either of these. The staff for this hotel could not have been nicer. This is a very very basic no frills hotel. If...

Michelle