Windermere Holiday Rentals from €75: Search Short-Term Rentals

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

The Berkley, Orlando : This holiday home rental outside of Windermere offers a furnished patio, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. You can relax into your holiday with an arcade/games room and 1 hot tub.

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Our top choices for Windermere holiday rentals

Rustic Hideaway - Great Location + Pet Friendly!

Windermere

includes taxes & fees

29 Mar - 30 Mar

voco Kissimmee Orlando by IHG

Kissimmee

Courtney

includes taxes & fees

13 Apr - 14 Apr

Tiny Hidden Cottage

Longwood

Anna M.

includes taxes & fees

31 Mar - 1 Apr

The Cozy Crash Pad: Tiny House Experience

Orlando

Jamee O.

includes taxes & fees

30 Mar - 31 Mar

1 bedroom, iron/ironing board, WiFi, bed sheets

Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.

Southchase

Pamela Y.

includes taxes & fees

30 Mar - 31 Mar

Quiet Oasis in Lovely Neighborhood

Southern Oaks

Regina B.

includes taxes & fees

30 Mar - 31 Mar

Willow Bend

Crescent Lakes

John

Private house with pool Kissimmee/Orlando

Buena Ventura Lakes

Brandy C.

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Top Windermere Hotel Reviews

Rosen Inn Lake Buena Vista

10/10 Excellent

"We did not use any amenities "

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

8/10 Good

"The room was very spacious and clean, the staff were super helpful and the pools were very fun! The location wasn’t too far from the different Disney theme parks which was a nice perk. The only thing I didn't like is that the room had an electrical issue where the breaker kept popping therefore shutting down the entire room, their maintenance guy had to show us how to fix the switch so that every time it popped we could just do it ourselves rather than have to call through our cell and wait in the dark for someone to show up."

The Grove Resort & Water Park Orlando

6/10 Okay

"The 2bedroom condo was huge. Beautiful space. However the experience was dampened by a long wait at check in and our room wasn’t ready. The pools and water park were very busy, and there was often no chairs available. Way too much for us. The rooms were very loud as they backed onto the pool area, so it was hard to fall asleep. Overall, it was an ok experience. We called and asked for a blanket for the pullout and it took so long we didn’t get it until the next morning. The garage parking close to the rooms was handy. "

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 €75 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?

The Berkley, Orlando: This holiday home rental outside of Windermere offers a furnished patio, a terrace and a BBQ to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a full-sized fridge, a microwave and a coffee maker. You can relax into your holiday with an arcade/games room and 1 hot tub.

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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Our top choices for Windermere holiday rentals