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 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.

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

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

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

2. Hilton Vacation Club Mystic Dunes Orlando

0.8 km from Windsor Hills

RONALD

$86

$132 total

includes taxes & fees

Oct 25 - Oct 26

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

3. Kompose Boutique Resort at Theme Parks

1.8 km from Windsor Hills

Kathleen

$34

$83 total

includes taxes & fees

Oct 28 - Oct 29

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 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.

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

4. Quality Inn & Suites By the Parks

1.5 km from Windsor Hills

John

$73

$83 total

includes taxes & fees

Nov 16 - Nov 17

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.

5. Galleria Palms Hotel

1.8 km from Windsor Hills

Teeshila

$67

$98 total

includes taxes & fees

Nov 18 - Nov 19

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

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

6. Ramada by Wyndham Kissimmee Gateway

1.6 km from Windsor Hills

Raymon

$49

$76 total

includes taxes & fees

Nov 1 - Nov 2

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

An outdoor patio area with seating and a restaurant sign.

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

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

7. Westgate Vacation Villas Resort

0.9 km from Windsor Hills

pablo

$85

$130 total

includes taxes & fees

Oct 20 - Oct 21

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.

8. Westgate Town Center Resort

0.9 km from Windsor Hills

Robert

$90

$137 total

includes taxes & fees

Oct 20 - Oct 21

A hotel with a large building, a pond with a fountain, and palm trees.

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

A conference room with a long table, two chairs, and a TV screen.

9. The Adventure Hotel by the parks

1.9 km from Windsor Hills

Noemi

$56

$83 total

includes taxes & fees

Nov 1 - Nov 2

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

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

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.

10. Margaritaville Resort Orlando with H2O Waterpark

2.5 km from Windsor Hills

Jennifer R

$136

$209 total

includes taxes & fees

Oct 25 - Oct 26

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 Marriott Fairfield hotel sign with a landscaped garden in front.

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

11. 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 4 - Nov 5

A red vintage car parked in a lot with a surfboard on top, in front of a modern building with multiple windows and air conditioning units.

A hotel room with a flat-screen TV mounted on the wall, a small table with a coffee maker, and a microwave on a cabinet.

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

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

12. Destiny Palms Hotel Maingate West

4 km from Windsor Hills

Raven

$57

$69 total

includes taxes & fees

Nov 17 - Nov 18

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

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

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

7 km from Windsor Hills

Kathy

$89

$100 total

includes taxes & fees

Nov 4 - Nov 5

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 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.

14. Home2 Suites by Hilton Orlando at Flamingo Crossings

7 km from Windsor Hills

Rogelio

$98

$110 total

includes taxes & fees

Oct 28 - Oct 29

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

A modern interior with a wooden counter, hanging pendant lights, and a blue door labeled "The Wilson".

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

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

15. Meliá Orlando Celebration

5.9 km from Windsor Hills

Lisa

$60

$104 total

includes taxes & fees

Nov 2 - Nov 3

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

A hotel entrance with a sign reading "HOMEWOOD SUITES by Hilton."

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

A conference room with round tables and chairs, a large abstract painting on the wall, and a view of the cityscape through the windows.

16. Homewood Suites by Hilton Orlando at Flamingo Crossings

7.1 km from Windsor Hills

Hanne

$114

$128 total

includes taxes & fees

Oct 28 - Oct 29

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

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

A hotel lobby with seating areas, a reception desk, and a Coca-Cola refrigerator.

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

17. Comfort Suites Maingate East

8.2 km from Windsor Hills

Ronald

$79

$90 total

includes taxes & fees

Nov 15 - Nov 16

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

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

A pathway leading to a body of water with a fountain, surrounded by palm trees and a building with multiple floors.

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

18. Wyndham Grand Orlando Resort Bonnet Creek

7.3 km from Windsor Hills

Alexandra

$124

$187 total

includes taxes & fees

Oct 29 - Oct 30

A water play area with a slide and water jets.

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.

A modern hotel lobby with a reception desk, seating area, and a dining section.

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

6.8 km from Windsor Hills

Dorothy

$95

$105 total

includes taxes & fees

Nov 17 - Nov 18

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

Christina

$79

$115 total

includes taxes & fees

Nov 12 - Nov 13

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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...

Nicolette

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

10/10 Exceptional

Joel

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...

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

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

A swimming pool with lounge chairs and umbrellas, surrounded by palm trees.

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

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

AC Hotel by Marriott Orlando Lake Buena Vista

Orlando

10/10 Exceptional

Veronica

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. Kompose Boutique Resort at Theme Parks

4. Quality Inn & Suites By the Parks

5. Galleria Palms Hotel

6. Ramada by Wyndham Kissimmee Gateway

7. Westgate Vacation Villas Resort

8. Westgate Town Center Resort

9. The Adventure Hotel by the parks

10. Margaritaville Resort Orlando with H2O Waterpark

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

12. Destiny Palms Hotel Maingate West

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

14. Home2 Suites by Hilton Orlando at Flamingo Crossings

15. Meliá Orlando Celebration

16. Homewood Suites by Hilton Orlando at Flamingo Crossings

17. Comfort Suites Maingate East

18. Wyndham Grand Orlando Resort Bonnet Creek

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

20. Vacation Village Orlando, Celebration

Price trends for hotels in Kissimmee

October

Check out reviews of Windsor Hills hotels guests love

Hilton Vacation Club Mystic Dunes Orlando

10/10 Exceptional

Kompose Boutique Resort at Theme Parks

10/10 Exceptional

Galleria Palms Hotel

10/10 Exceptional

Quality Inn & Suites By the Parks

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

Ramada by Wyndham Kissimmee Gateway

10/10 Exceptional

Westgate Vacation Villas Resort

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

Homewood Suites by Hilton Orlando at Flamingo Crossings

10/10 Exceptional

Meliá Orlando Celebration

10/10 Exceptional

Destiny Palms Hotel Maingate West

10/10 Exceptional

Embassy Suites by Hilton Orlando Lake Buena Vista South

10/10 Exceptional

The Adventure Hotel by the parks

10/10 Exceptional

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Exceptional

Wyndham Grand Orlando Resort Bonnet Creek

10/10 Exceptional

Rosen Shingle Creek

10/10 Exceptional

AC Hotel by Marriott Orlando Lake Buena Vista

10/10 Exceptional