Windermere Holiday Rentals from €72: Search Short-Term Rentals

Q: What are some of the best holiday rentals that Windermere has to offer?

Formosa Valley Resort by UNE Homes : This holiday home rental outside Windermere is equipped with an outdoor pool, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

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Our top choices for Windermere holiday rentals

1. Rustic Hideaway - Great Location + Pet Friendly!

Windermere

Mercedes

includes taxes & fees

17 Nov - 18 Nov

A serene landscape with a pond, trees with Spanish moss, and a palm tree.

2. Shore Steps Cottage - Walking Distance To The Town Of Windermere

Windermere

includes taxes & fees

28 Nov - 29 Nov

A modern kitchen with stainless steel appliances, a granite island, and a built-in oven.

3. The Farm House - Great Location + Pet Friendly!

Windermere

includes taxes & fees

16 Nov - 17 Nov

A swimming pool with lounge chairs and palm trees.

4. The Point Hotel & Suites Orlando

Florida Center

Lawana

includes taxes & fees

14 Dec - 15 Dec

A resort pool area with palm trees, lounge chairs, and umbrellas.

5. Marriott's Grande Vista

Orlando

Christina

includes taxes & fees

10 Dec - 11 Dec

A hotel room with a large bed, bedside lamps, a view of the city, a window with curtains, and a desk with a chair.

6. The View Hotel Orlando, Trademark Collection by Wyndham

Orlando

Martyn

includes taxes & fees

13 Dec - 14 Dec

A resort with a central swimming pool, multiple lounge areas, and a view of the surrounding buildings.

7. Villatel Resort Orlando, Apartments by Marriott Bonvoy

Orlando

Christine

includes taxes & fees

17 Nov - 18 Nov

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

8. Vacation Village Orlando, Celebration

Kissimmee

Jonatan

includes taxes & fees

17 Nov - 18 Nov

9. Floridays Resort Orlando

International Drive District

Lizardo

includes taxes & fees

15 Dec - 16 Dec

A water slide structure with a person at the bottom of the slide, water splashing around.

10. The Cabins at Disney's Fort Wilderness Resort

Bay Lake

jane

includes taxes & fees

15 Nov - 16 Nov

A hotel room with a bed, a desk, two chairs, a small table, and a round mirror on the wall.

11. Suites by The Wellborn

Lake Cherokee

Wade

includes taxes & fees

29 Nov - 30 Nov

12. WorldQuest Orlando Resort

Orlando

Jodi

A resort with a central swimming pool, lounge areas, and a landscaped garden.

13. Marriott's Royal Palms

Orlando

Makenzie

includes taxes & fees

15 Dec - 16 Dec

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

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

Orlando

Joe R.

A resort pool with a central water feature, surrounded by palm trees and lounge chairs.

15. Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

International Drive District

yoselin

includes taxes & fees

13 Dec - 14 Dec

An aerial view of a resort with multiple swimming pools, lounge areas, and palm trees.

16. Blue Tree Resort at Lake Buena Vista

Orlando

Klayra

includes taxes & fees

16 Nov - 17 Nov

17. staySky Suites - I Drive Orlando

International Drive District

ELIZABETH

includes taxes & fees

29 Nov - 30 Nov

A swimming pool with lounge chairs and umbrellas, a covered seating area, and a building with a balcony in the background.

18. Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Davenport

Lynn

includes taxes & fees

15 Nov - 16 Nov

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

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

Orlando

Mindy G.

includes taxes & fees

26 Nov - 27 Nov

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

20. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

Haley

includes taxes & fees

15 Nov - 16 Nov

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Top Windermere Hotel Reviews

Fairfield Inn & Suites Lake Buena Vista in Marriott Village

10/10 Excellent

"The staff were amazing. Ismael at the front desk was training, but was doing a wonderful job. All other front desk staff were also very helpful and very friendly. I truly appreciated that. Breakfast was good, although my partner wanted the diced potatoes every day and they switched out certain items each day."

Evermore Orlando Resort

10/10 Excellent

"We came to celebrate my husband's 60th birthday, just the two of us, and stayed in a beautiful four-bedroom flat. At check-in, I had booked the Bayfront online and initially received a city view we didn't understand the mishap., however the staff let us know there was a complimentary upgrade to the Bayfront, which was wonderful💕 My husband was delighted with the experience. We did need some air freshener in the apartment but otherwise it was clean.👌 The service was excellent. 🥰The staff made my husband feel amazing. surprising him with champagne, and a few appetizers.. They were all so kind and made us feel special. We will definitely return.🌟💕❤️💕"

Find out more about Windermere

Everything you need to know about Windermere holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Windermere holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Windermere holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windermere holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Windermere. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windermere holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windermere holiday rentals we have selected for you start as low as €72 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Windermere rentals

At Expedia, we put the best Windermere holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Windermere rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Windermere holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Windermere. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find holiday rentals in Windermere?

Yes, we have holiday rentals where you'll be only 4.1 mi (6.6 km) from Universal Studios Florida, offering you a more secluded option if you'd like a quiet spot to stay. Windermere is known for its restaurants and shopping. Make sure you have time to check out the beaches and sporting events during your trip.

What are some of the best holiday rentals that Windermere has to offer?

Formosa Valley Resort by UNE Homes: This holiday home rental outside Windermere is equipped with an outdoor pool, air conditioning and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a dishwasher and a stovetop.

How many holiday rentals are there in Windermere?

Expedia has 3 holiday rentals for your stay in Windermere.

What’s there to see and do in Windermere?

Lake Butler and Tibet Butler Preserve are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find popular places such as Universal Studios Florida and Universal Orlando Resort.

What’s a holiday rental in Windermere like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windermere. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family gatherings.

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Check prices for these dates

Our top choices for Windermere holiday rentals

1. Rustic Hideaway - Great Location + Pet Friendly!

2. Shore Steps Cottage - Walking Distance To The Town Of Windermere