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 23 - Oct 24

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

A modern kitchen with stainless steel appliances, a double sink, and a small potted plant.

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

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

An aerial view of a tennis court complex surrounded by lush greenery and residential buildings.

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 - 6171

Windsor Hills

$269

$306 total

includes taxes & fees

Oct 22 - Oct 23

6. Windsor Hills - 29590

Windsor Hills

$235

$266 total

includes taxes & fees

Oct 15 - Oct 16

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

7. Windsor Hills - 6131

Windsor Hills

$276

$313 total

includes taxes & fees

Oct 23 - Oct 24

8. Windsor Hills - 7315

Windsor Hills

$269

$306 total

includes taxes & fees

Oct 15 - Oct 16

9. Windsor Hills - 7471

Windsor Hills

$260

$295 total

includes taxes & fees

Oct 15 - Oct 16

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

10. 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 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.

A modern living room with a black leather sofa, a dining table with chairs, and a kitchen area with a black countertop.

11. Windsor Hills - 11481

Windsor Hills

$276

$313 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

14. Windsor Hills - 11604

Windsor Hills

$266

$302 total

includes taxes & fees

Oct 18 - Oct 19

15. Windsor Hills - 6140

Windsor Hills

$265

$301 total

includes taxes & fees

Oct 15 - Oct 16

16. Windsor Hills - 7328

Windsor Hills

$260

$295 total

includes taxes & fees

Oct 18 - Oct 19

17. Windsor Hills - 6172

Windsor Hills

$326

$370 total

includes taxes & fees

Oct 19 - Oct 20

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

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

A hotel with a swimming pool, lounge chairs, and a fountain.

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

20. Hilton Vacation Club Mystic Dunes Orlando

0.8 km from Windsor Hills

RONALD

$86

$132 total

includes taxes & fees

Oct 18 - Oct 19

View all properties

Our prices for hotels in Kissimmee are cheapest in August

Check out reviews of Windsor Hills hotels guests love

Hilton Vacation Club Mystic Dunes Orlando

Kissimmee

10/10 Exceptional

Leyanis

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

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

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

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

Kompose Boutique Resort at Theme Parks

Kissimmee

10/10 Exceptional

Patrik

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

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

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

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

Westgate Vacation Villas Resort

Kissimmee

10/10 Exceptional

Annette

A water park with slides and water features.

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

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

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

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

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

A hotel lobby with a reception desk, two armchairs, a potted plant, a telephone, and a carpeted floor. There are two doors in the background, one with a sign indicating room numbers.

Galleria Palms Hotel

Kissimmee

10/10 Exceptional

Rebecca

A hotel pool area with lounge chairs and umbrellas, surrounded by tall buildings and a sunset sky.

An outdoor patio area with wicker furniture, red accents, and palm trees.

A spacious lobby with a reception desk, seating area, and decorative hanging lights.

A modern hotel lobby with seating areas, tables, and decorative wall panels.

Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

10/10 Exceptional

Amy Dawn

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

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

A spacious lobby with high ceilings, exposed beams, and a tropical theme featuring palm trees and hanging lights.

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

Margaritaville Resort Orlando with H2O Waterpark

Kissimmee

10/10 Exceptional

Ashley Rhiannon

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

A covered outdoor seating area with tables and chairs, a ceiling fan, and a view of a pool and buildings in the background.

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.

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

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

A restaurant with a bar area, seating, and a view of greenery outside.

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

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

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

10/10 Exceptional

Joel

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 swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.

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

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

Bay Lake

10/10 Exceptional

Bharat

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

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.

A courtyard with a fire pit, surrounded by a brick wall, and a pool in the background.

Ramada by Wyndham Kissimmee Gateway

Kissimmee

10/10 Exceptional

Danielle

An aerial view of a resort with a large swimming pool surrounded by palm trees and lounge chairs.

A hotel with multiple floors, a swimming pool, and palm trees.

A spacious living room with a large window, a sofa set, a coffee table, and a television.

A view through a large window of a resort with a pool, palm trees, and a building in the background.

Wyndham Grand Orlando Resort Bonnet Creek

Orlando

10/10 Exceptional

Holly

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

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

A hotel room with a large window, a pool view, a chair, a table, a lamp, and a bed.

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

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 hotel lobby with a long corridor, modern lighting, and large abstract wall art.

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

Hyatt Regency Grand Cypress

Orlando

10/10 Exceptional

Tocara

A hotel with a large pool, palm trees, and a waterfall feature.

A spacious dining area with a long table set for a meal, surrounded by chairs.

An outdoor dining area with tables and chairs, a bar, and potted plants.

A hotel lobby with a reception desk, seating area, and a staircase leading to upper floors.

Caribe Royale Orlando, WorldHotels Elite

Orlando

10/10 Exceptional

While this resort is beautiful and clean we had a few issues. First, it would have been wonderful to know that they will rent out many of the common areas (pool), restaurants and bars for private events. There was an event just about every night we during our 7 day stay. Some nights we were not able to use the bridge to cross to our villa so we (3 adults, 3 small children) had to walk around extra 4 buildings, other nights we were not able to use the main pool, sports bar or pool side bar. This...

Shannon