Windermere Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

    Change your mind

    Book hotels with free cancellation

    Treat yourself

    Sign in to save 10% or more on thousands of hotels

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Holiday Rentals in Windermere

The View Studio Suites and Event Venue
3.0 star property
8.4 out of 10, Very good, (1331)
"Loved the breakfast, service, convenient location, and being pet friendly!"
United States
Charles
The price is AU$124
includes taxes & fees
26 Oct - 27 Oct
The View Studio Suites and Event Venue
Vacation Village Orlando, Celebration
3.0 star property
8.6 out of 10, Excellent, (2980)
"Great stay for a family! Cant wait to go back"
United States
jancarlos
The price is AU$185
includes taxes & fees
6 Nov - 7 Nov
Vacation Village Orlando, Celebration
Florida Hotel & Conference Center in the Florida Mall
3.5 star property
9.2 out of 10, Wonderful, (2182)
"Great spot right in the mall!!"
United States
Cori
Florida Hotel & Conference Center in the Florida Mall
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very good, (9240)
"Amazing stay "
United States
Lawrence
The price is AU$339
includes taxes & fees
30 Oct - 31 Oct
Lake Buena Vista Resort Village & Spa
Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (11557)
"Great staff and clean rooms. Tatiana at the front desk is amazing. She took great care of us. "
United States
Naima
The price is AU$339
includes taxes & fees
13 Nov - 14 Nov
Floridays Resort Orlando
Margaritaville Cottages Orlando by Rentyl
4.0 star property
8.8 out of 10, Excellent, (1667)
"It was a great stay !"
United States
Dianelly
Margaritaville Cottages Orlando by Rentyl
The Point Hotel & Suites
3.5 star property
8.0 out of 10, Very good, (3284)
"Perfect location to nearby theme parks. The room was clean and staff were so helpful. Will definitely stay again!"
United States
Katie
The price is AU$210
includes taxes & fees
5 Nov - 6 Nov
The Point Hotel & Suites
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very good, (2992)
"Loved the location of the property and that the property was gated"
United States
Darlene
The price is AU$511
includes taxes & fees
16 Nov - 17 Nov
Regal Oaks Resort Vacation Townhomes by IDILIQ
Blue Tree Resort at Lake Buena Vista
3.0 star property
8.6 out of 10, Excellent, (1811)
"Friendly staff, good location and laundry facilities "
United Kingdom
Alan
Blue Tree Resort at Lake Buena Vista
The Berkley, Orlando
4.0 star property
9.6 out of 10, Exceptional, (1958)
"Great stay!"
United States
Chris
The price is AU$236
includes taxes & fees
28 Oct - 29 Oct
The Berkley, Orlando
Club Wyndham Cypress Palms
3.5 star property
9.0 out of 10, Wonderful, (1828)
"Beautiful property! Quiet and close to the Disney parks. Would definitely stay here again!"
United States
Angie
Club Wyndham Cypress Palms
Reunion Resort & Golf Club
5.0 star property
8.8 out of 10, Excellent, (1417)
"Was amazing beautiful and is an special place to go with kids , we love it !! "
United States
Yamila
Reunion Resort & Golf Club
The Point by Edge
4.0 star property
8.4 out of 10, Very good, (797)
"Gorgeous room and friendly staff."
United States
Crypto
The price is AU$130
includes taxes & fees
10 Nov - 11 Nov
The Point by Edge
Parc Corniche Condominium Suite Hotel
3.0 star property
8.0 out of 10, Very good, (2174)
"Is close to Seaworld and Aquatica, good option to stay in this hotel "
United States
Ernesto
The price is AU$228
includes taxes & fees
26 Oct - 27 Oct
Parc Corniche Condominium Suite Hotel
Encantada Resort Vacation Townhomes by IDILIQ
3.0 star property
8.6 out of 10, Excellent, (1391)
"2nd time staying here safe to say this is our second home "
United States
Melanie
The price is AU$513
includes taxes & fees
17 Nov - 18 Nov
Encantada Resort Vacation Townhomes by IDILIQ
WorldQuest Orlando Resort
4.0 star property
8.4 out of 10, Very good, (4011)
"Always love staying here with my family and friends for over 10 years now great location for Disney parks and easy to get groceries and dining options. Close to Vinland shopping as well."
United States
Djeanemma Francoeur
WorldQuest Orlando Resort
Vista Cay Resort by Millenium at Universal Blvd
3.5 star property
8.6 out of 10, Excellent, (1562)
"Staff was very friendly"
United States
Amanda
Vista Cay Resort by Millenium at Universal Blvd
Barefoot'n Resort Kissimmee Orlando
2.5 star property
9.0 out of 10, Wonderful, (153)
"Condo has a friendly staff, clean and walking distance to Old Town. "
United States
BONNIE
The price is AU$199
includes taxes & fees
25 Oct - 26 Oct
Barefoot'n Resort Kissimmee Orlando
Century Millenia
3.0 star property
9.0 out of 10, Wonderful, (93)
"The property was clean and a good condition "
United States
ROXANA
Century Millenia
Magical Dreams
4.0 star property
10.0 out of 10, Exceptional, (2)
"Parking can be an issue but as long as you communicate with the others, you’ll be alright. "
United States
Shana
The price is AU$193
includes taxes & fees
25 Oct - 26 Oct
Magical Dreams
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
Save an average of 15% on thousands of hotels when you're signed in

Top Windermere Hotel Reviews

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, 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 favourite 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 depend 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 AU$124 per night. Entering your travel dates in the search wizard might find you 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 13 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.