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

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

1. Mickey s Hideaway Windsor Hills Resort

Windsor Hills

$111

$389 total

includes taxes & fees

Oct 29 - Oct 30

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

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

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

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

2. Hilton Vacation Club Mystic Dunes Orlando

0.8 km from Windsor Hills

RONALD

$86

$132 total

includes taxes & fees

Nov 1 - Nov 2

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 hotel room with two beds, a nightstand with a lamp, and a painting on the wall.

3. Quality Inn & Suites By the Parks

1.5 km from Windsor Hills

John

$73

$83 total

includes taxes & fees

Oct 27 - Oct 28

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

A modern hotel with a central pool area featuring a red boat and palm trees.

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.

4. Kompose Boutique Resort at Theme Parks

1.8 km from Windsor Hills

sandra

$37

$87 total

includes taxes & fees

Oct 28 - Oct 29

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 gym with treadmills, exercise bikes, and weight machines.

An outdoor patio area with seating and a restaurant sign.

5. Westgate Vacation Villas Resort

0.9 km from Windsor Hills

pablo

$85

$130 total

includes taxes & fees

Oct 26 - Oct 27

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

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

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.

6. Galleria Palms Hotel

1.8 km from Windsor Hills

Teeshila

$66

$97 total

includes taxes & fees

Nov 17 - Nov 18

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

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

7. Ramada by Wyndham Kissimmee Gateway

1.6 km from Windsor Hills

Raymon

$33

$58 total

includes taxes & fees

Oct 27 - Oct 28

A hotel with a central pool area, multiple swimming pools, and a waterfront location.

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

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

8. Westgate Town Center Resort

0.9 km from Windsor Hills

Robert

$90

$137 total

includes taxes & fees

Oct 26 - Oct 27

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.

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

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

9. Margaritaville Resort Orlando with H2O Waterpark

2.5 km from Windsor Hills

Daniel

$129

$201 total

includes taxes & fees

Nov 3 - Nov 4

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

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

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

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

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

7.1 km from Windsor Hills

April

$76

$85 total

includes taxes & fees

Nov 17 - Nov 18

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

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

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.

11. Destiny Palms Hotel Maingate West

4 km from Windsor Hills

Raven

$57

$69 total

includes taxes & fees

Nov 23 - Nov 24

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

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

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

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

12. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

7 km from Windsor Hills

Kathy

$97

$109 total

includes taxes & fees

Nov 18 - Nov 19

A modern lobby with a reception desk, seating area, and a view of the city.

A modern hotel lobby with a sofa, armchairs, ottomans, and a coffee table.

A modern hotel with a flat facade, multiple floors, and a prominent signage for "AC HOTEL LAKE BUENA VISTA".

A modern kitchen with a central island, built-in shelves, and a variety of appliances and utensils.

13. AC Hotel by Marriott Orlando Lake Buena Vista

11.2 km from Windsor Hills

Todd

$93

$104 total

includes taxes & fees

Oct 30 - Oct 31

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

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.

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

14. Home2 Suites by Hilton Orlando at Flamingo Crossings

7 km from Windsor Hills

Rogelio

$98

$110 total

includes taxes & fees

Nov 9 - Nov 10

A large outdoor swimming pool with clear water, surrounded by palm trees and a building with a sloped roof.

A modern living room with a large flat-screen TV, built-in shelving, and a seating area.

A modern breakfast area with a self-serve station, including yogurt, eggs, and milk.

15. Holiday Inn Express & Suites Clermont Se West Orlando by IHG

6.8 km from Windsor Hills

Dorothy

$67

$74 total

includes taxes & fees

Nov 17 - Nov 18

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

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

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.

16. Meliá Orlando Celebration

5.9 km from Windsor Hills

Stuart

$82

$129 total

includes taxes & fees

Nov 5 - Nov 6

A hotel with a central entrance, palm trees, and a clear sky.

A hotel room with two beds, a large window with curtains, an air conditioning unit, and a bedside table with a lamp.

A multi-story hotel with a swimming pool surrounded by palm trees and greenery.

A hotel room with a bed, a sofa, a coffee table, and a desk. There are three framed pictures on the wall.

17. Comfort Suites Maingate East

8.2 km from Windsor Hills

Ronald

$75

$85 total

includes taxes & fees

Nov 22 - Nov 23

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

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.

A view from a balcony with a table and chairs, overlooking a courtyard with palm trees and buildings.

18. Club Sevilla

12.6 km from Windsor Hills

Armando

$50

$62 total

includes taxes & fees

Oct 26 - Oct 27

A hotel room with a bed, a sofa, a dining table, a microwave, a coffee maker, and a TV.

A hotel room with a brown sofa, two patterned pillows, a side table with a lamp, and a large window offering a view of a park and buildings.

A compact kitchen with a microwave, coffee maker, sink, and dishwasher.

A hotel room with a bed, a sofa, a dining table, and a TV.

19. Candlewood Suites Orlando - Lake Buena Vista by IHG

11.3 km from Windsor Hills

Tracey

$62

$70 total

includes taxes & fees

Oct 27 - Oct 28

A large hotel complex with multiple high-rise buildings, a central swimming pool, and surrounding greenery.

A modern living room with a sectional sofa, a flat-screen TV, and a large window with curtains.

A large, irregularly shaped swimming pool surrounded by lounge chairs and palm trees.

20. Vacation Village Orlando, Celebration

6.6 km from Windsor Hills

Ashley

$80

$116 total

includes taxes & fees

Nov 3 - Nov 4

View all properties

Our prices for hotels in Kissimmee are cheapest in August

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...

Kristopher

An aerial view of a resort with multiple swimming pools, landscaped gardens, and outdoor seating areas.

A spacious hotel lobby with a central staircase, multiple seating areas, and large windows offering views of the outdoor area.

A large hotel with multiple floors, surrounded by a well-maintained golf course and a lake.

A large hotel with multiple towers, a well-maintained lawn, and a reflective water body in front.

Rosen Shingle Creek

Orlando

10/10 Exceptional

Narciso

Meliá Orlando Celebration

Celebration

10/10 Exceptional

Deborah

A multi-story hotel with a central courtyard, featuring a prominent entrance with a stone archway and a sign that reads 'Homewood Suites by Hilton'.

A hotel lobby with a long bench seating area, round tables, and modern pendant lighting.

A bar area with a stone wall, a flat-screen TV, and a beer tap.

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 spacious lobby with a reception desk, seating area, and a decorative flower arrangement.

A spacious outdoor area with multiple white tables and planters, a central digital display, and a modern architectural design.

A spacious restaurant with high ceilings, hanging pendant lights, and a variety of seating arrangements.

An outdoor dining area with round tables covered in foliage, surrounded by chairs, and a stone wall with plants.

Embassy Suites by Hilton Orlando Lake Buena Vista South

Kissimmee

10/10 Exceptional

Chris

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

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

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

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

Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

10/10 Exceptional

Amy Dawn

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

Clermont

10/10 Exceptional

Juliana

A hotel room with a bed, a desk, a chair, a sofa, and a TV.

A spacious lobby with a central seating area, a reception desk, and a visible staircase leading to other floors.

A hotel with a modern facade, a central entrance, and a parking area.

A corridor with a neon sign reading "Marketplace," vending machines, and shelves stocked with snacks and beverages.

Pestana Orlando Suites - Lake Buena Vista

Orlando

10/10 Exceptional

Christopher

Hotels in Windsor Hills

Free cancellation options if plans change

Earn rewards on every night you stay

Save more with Member Prices

Check prices for these dates

Where to stay in Windsor Hills?

1. Mickey s Hideaway Windsor Hills Resort

2. Hilton Vacation Club Mystic Dunes Orlando

3. Quality Inn & Suites By the Parks

4. Kompose Boutique Resort at Theme Parks

5. Westgate Vacation Villas Resort

6. Galleria Palms Hotel

7. Ramada by Wyndham Kissimmee Gateway

8. Westgate Town Center Resort

9. Margaritaville Resort Orlando with H2O Waterpark

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

11. Destiny Palms Hotel Maingate West

12. Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

13. AC Hotel by Marriott Orlando Lake Buena Vista

14. Home2 Suites by Hilton Orlando at Flamingo Crossings

15. Holiday Inn Express & Suites Clermont Se West Orlando by IHG

16. Meliá Orlando Celebration

17. Comfort Suites Maingate East

18. Club Sevilla

19. Candlewood Suites Orlando - Lake Buena Vista by IHG

20. Vacation Village Orlando, Celebration

Price trends for hotels in Kissimmee

October

Check out reviews of Windsor Hills hotels guests love

Kompose Boutique Resort at Theme Parks

10/10 Exceptional

Hilton Vacation Club Mystic Dunes Orlando

10/10 Exceptional

Galleria Palms Hotel

10/10 Exceptional

Quality Inn & Suites By the Parks

10/10 Exceptional

Westgate Vacation Villas Resort

10/10 Exceptional

Ramada by Wyndham Kissimmee Gateway

10/10 Exceptional

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

10/10 Exceptional

Margaritaville Resort Orlando with H2O Waterpark

10/10 Exceptional

Westgate Town Center Resort

10/10 Exceptional

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

10/10 Exceptional

Home2 Suites by Hilton Orlando at Flamingo Crossings

10/10 Exceptional

AC Hotel by Marriott Orlando Lake Buena Vista

10/10 Exceptional

Destiny Palms Hotel Maingate West

10/10 Exceptional

Rosen Shingle Creek

10/10 Exceptional

Meliá Orlando Celebration

10/10 Exceptional

Homewood Suites by Hilton Orlando at Flamingo Crossings

10/10 Exceptional

Embassy Suites by Hilton Orlando Lake Buena Vista South

10/10 Exceptional

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Exceptional

Holiday Inn Express & Suites Clermont Se West Orlando by IHG

10/10 Exceptional

Pestana Orlando Suites - Lake Buena Vista

10/10 Exceptional