Windermere Holiday Houses

A lakeside community with houses and boats.

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Our top choices for Windermere holiday homes

A covered swimming pool with a view of the surrounding garden and trees.

1. Mini golf course, 1 mile to Universal, Pool

Orlando

Joe R.

includes taxes & fees

10 Nov - 11 Nov

A compact kitchen with white cabinets, a microwave, and a stove. There is a dining area with a black table, white plates, and a vase of flowers.

2. Entire Guest House in Orlando, Florida

Tangelo Park

James V.

includes taxes & fees

16 Nov - 17 Nov

A spacious living room with a sofa, coffee table, and TV.

3. Mid-century Modern Villa w/ Pool Near Universal

Orlando

Mike B.

A covered outdoor swimming pool with lounge chairs and a hot tub.

4. Private Spacious Room in Home, with Pool-The Oasis Room

Clermont

Juan m.

includes taxes & fees

16 Nov - 17 Nov

5. Orlando Tiny Home retreat Near Downtown with garden, with animals and AC.

West Lakes District

chelsea

includes taxes & fees

9 Nov - 10 Nov

A modern kitchen with a central island, bar stools, and a ceiling fan.

6. Mid Century Gem Near Theme Parks

Ocoee

Rick S.

includes taxes & fees

16 Nov - 17 Nov

A spacious living area with a dining table, chairs, a sofa, and a kitchen in the background.

7. House with large deck, walking distance to Historic Downtown Winter Garden

Winter Garden

Ron C.

includes taxes & fees

10 Nov - 11 Nov

A spacious living room with a wooden dining table, benches, and a large mirror. There is a fireplace, a bookshelf, and a door leading to another room.

8. Modern & Homely Entire House Orlando. Key Location!

Tangelo Park

Drew E.

A modern living room with a white brick fireplace, a dining area with a glass table and chairs, and a grey sofa.

9. Magical Stay Near Universal Studios Florida

Oak Ridge

Billy T.

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with stainless steel appliances, a dining area with a dark wood table and grey upholstered chairs, and a large window with blinds.

10. PROMO NOW: The Secret Garden Games Getaway

Orlando

Rick L.

includes taxes & fees

10 Nov - 11 Nov

A front door with a glass panel, a wreath, and a doormat with a welcoming message.

11. Cozy, Private, Modern 1BD/1BA Apt in College Park Home. Pet Friendly!

College Park

Kevin G.

includes taxes & fees

19 Nov - 20 Nov

12. Charming 1-bedroom mother-in-law suite w/ full kitchen in delightful Apopka

Apopka

Nancee H.

includes taxes & fees

5 Nov - 6 Nov

A modern living room with a sofa, coffee table, TV, and decorative items.

13. Rose's Lakeview

Orlando

Kari B.

includes taxes & fees

16 Nov - 17 Nov

A decorative stone fountain with a twisted base, surrounded by vibrant red flowers and tropical foliage, set against a backdrop of a pool and palm trees.

14. Maple Leaf Inn & Suites

Kissimmee

Alex

includes taxes & fees

8 Nov - 9 Nov

A bed with white bedding and two blue pillows with a coral reef design, a tall green plant beside the bed, and a window with grey curtains in the background.

15. Studio in the heart of Orlando

Azalea Park

Matthew

includes taxes & fees

19 Nov - 20 Nov

A modern hotel room with a wooden bed, a desk with chairs, a patterned wall, and a window with blinds.

16. Sunshine Escape Guesthouse ☀

Orlando

Robin R.

includes taxes & fees

9 Nov - 10 Nov

A compact living space with a dining table, chairs, a sofa, a TV, and a refrigerator.

17. LOCATION! LOCATION! LOCATION! Best location in Orlando

Orlando

Lindsey B.

A modern bedroom with a yellow bed, a dark door, and a green wall with a neon sign.

18. CUTE and COZY studio w/ jacuzzi!

Azalea Park

Lindsay W.

includes taxes & fees

18 Nov - 19 Nov

A two-story house with a swimming pool, outdoor seating, and a covered patio area.

19. Large, beautiful, very comfortable one bedroom on small lake

Lake Weldona

Jolyn W.

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with a central island, built-in appliances, and a large window providing natural light.

20. Resort Stay~Near Disney~Bright~Gym~Hot Tub

Kissimmee

John

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Top Windermere Hotel Reviews

Marriott's Grande Vista

10/10 Excellent

"The property was great. My only frustration was when I went to check in. It took over 20 minutes. And then when I went to check out, someone was speaking to a couple. I was waiting there for over 10 minutes so I did not get to actually talk to them. I just did express checkout and left."

Westgate Lakes Resort & Spa Universal Studios Area

8/10 Good

"Not being able to use apps such as YouTube or any other on the television or able to use a dvd I brought to view movies , remotes were basically useless and the shower was a consistent pain to use with two different nozzle’s not wanting to sync together!"

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

8/10 Good

"Front desk staff very nice and helpful. Made you feel welcome. Rooms are good size and beds were comfortable. Pillows need to be replaced they were paper thin. Easy access to the four Disney parks. Breakfast looked good and smelled good. Good value for the price."

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

8/10 Good

"Very clean rooms. Well appointed. Staff friendly. Family friendly. Free shuttle service within the very large property to take us to pools, dining etc. the only thing I would say is that the dining experiences were not great. No servers, food not great"

Margaritaville Resort Orlando with H2O Waterpark

10/10 Excellent

"We absolutely loved our stay at Margaritaville Orlando! From the moment we arrived, everything was wonderful. The resort was beautifully maintained, and cleanliness was definitely a priority. Our room was spacious, spotless, and very comfortable. The water park was a huge hit with our family! We had so much fun, and both the water park and pool areas were incredibly clean and well-kept. There was also a great variety of food and drinks, with plenty of options for everyone to enjoy. The whole resort had such a fun, relaxing, and welcoming atmosphere. It was the perfect place to unwind, make family memories, and enjoy some quality time together. We had an amazing experience and would absolutely love to return! Highly recommend Margaritaville Orlando for a fun-filled family getaway! 🌴☀️🍹"

Find out more about Windermere

Windermere Holiday Homes information

Number of reviews	408
Accommodation	27974 Holiday Homes
Lowest Price	NZ$119
Highest Price	NZ$770

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Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windermere holiday homes

1. Mini golf course, 1 mile to Universal, Pool

2. Entire Guest House in Orlando, Florida

3. Mid-century Modern Villa w/ Pool Near Universal

4. Private Spacious Room in Home, with Pool-The Oasis Room