Windermere Holiday Rentals from €70: 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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In two weeks

In two months

In three months

In four months

Our top choices for Windermere holiday rentals

The Farm House - Great Location + Pet Friendly!

Windermere

includes taxes & fees

30 Jun - 1 Jul

Shore Steps Cottage - Walking Distance To The Town Of Windermere

Windermere

includes taxes & fees

1 Jul - 2 Jul

Rustic Hideaway - Great Location + Pet Friendly!

Windermere

includes taxes & fees

30 Jun - 1 Jul

The Irlo

Kissimmee

Robert

includes taxes & fees

1 Jul - 2 Jul

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

Clermont

Deborah

includes taxes & fees

1 Jul - 2 Jul

1 bedroom, desk, iron/ironing board, free WiFi

Private guest studio in the heart of orlando.

Orlando

Gianna N.

includes taxes & fees

6 Jul - 7 Jul

Vacation Village Orlando, Celebration

Kissimmee

Martena

includes taxes & fees

28 Jun - 29 Jun

Cozy Lake Front Cottage

Clermont

Brenda P.

includes taxes & fees

26 Jun - 27 Jun

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Top Windermere Hotel Reviews

Walt Disney World Swan

10/10 Excellent

"It is the perfect spot in the “middle” of 2 parks. Walking distance or a quick water taxi away to EPCOT or Hollywood Studios. The only downside is that you CAN NOT use your Magic Band as your room key at this time."

Walt Disney World Dolphin

10/10 Excellent

"Enjoyed our stay at the Dolphin Hotel. Walkable to Epcot. Our room was spacious, clean and property was very clean. We spent one day at the pools enjoying 6 hours of keeping cool. Pools are large with several waterfalls and a water slide. Poolside service for food and drinks was wonderful. Every staff member was very kind and helpful. My only complaint was bus service schedule to and from magic Kingdom, we spent the evening in magic kingdom til closing and there was no return bus available and felt a bit abandoned being just myself and my granddaughter. Ended up using a car service that was waiting around the lot which left me feeling a little uneasy. Otherwise the stay was perfect!"

Holiday Inn Resort Orlando Suites - Waterpark by IHG

10/10 Excellent

"The water park was great, my kids loved the wave rider and the staff was excellent with them. We had someone outside of our room all night sitting on top of the cabanas. He was staying in the room next to us but it was weird. Maybe security walking the halls would help at night. Check in and out was great and staff were accommodating."

DoubleTree by Hilton at the Entrance to Universal Orlando

10/10 Excellent

"If you are going to Universal this is a great spot to be. We booked this hotel due to it being so close we could walk. But when checking in, they let us know there was a shuttle to take you to and from the parks. They also have car rental here. If i would have known I would've gotten it here instead of the airport. The pool was great. There was a big jacuzzi, kiddie pool, and a splash pad. Pool bar was closed so I had to go inside to the restaurant. There were lots of food options and I even ordered breakfast to be delivered to the room. My ONLY complaint I had was our bathroom was not great. Toilet made a loud noise when you flushed. Shower also started to fill up. I would stay here again"

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 €70 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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Check prices for these dates

Our top choices for Windermere holiday rentals

The Farm House - Great Location + Pet Friendly!

Shore Steps Cottage - Walking Distance To The Town Of Windermere