Windermere Holiday Rentals

February 2025

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March 2025

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Holiday Rentals in Windermere

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1541)
"Perfect location for a short stay as amenities very close and some transportation available "
The price is AU$186
includes taxes & fees
10 Mar - 11 Mar
Vacation Village at Parkway

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (8367)
"Great place and very family friendly. "
The price is AU$355
includes taxes & fees
25 Feb - 26 Feb
Lake Buena Vista Resort Village & Spa

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1211)
"Great stay. 4/3 villa exceeded our expectations! Resort is beautiful. Well worth the price."
Margaritaville Resort Orlando Cottages by Rentyl

The View Studio Suites and Event Venue

3.5 star property
8.4 out of 10, Very good, (864)
"Room was clean and nice. Staff was friendly. Good price. Breakfast was fantastic and waiters pleasant. Sit down breakfast with nice amount of breakfast items to choose from. I had a ham and cheese omlet, bacon, fresh fruit, and a large orage juice. I did not like that the water and ice machine was broken on every floor except for 5th floor. The matress was not the most comfortable. The air-conditioner was extremely loud. I would stay here again."
The price is AU$182
includes taxes & fees
25 Feb - 26 Feb
The View Studio Suites and Event Venue

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5162)
"Nice clean quiet family resort. Publix is walking distance, a dollar store and Aldi are a short drive across the street. Don’t fall for the timeshare crap, we were promised cheap tickets but only got $5 off each ticket after wasting 2hrs of our time."
The price is AU$272
includes taxes & fees
23 Mar - 24 Mar
Summer Bay Orlando by Exploria Resorts

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
9.0 out of 10, Wonderful, (1757)
"Great place to stay while in Orlando."
The price is AU$392
includes taxes & fees
27 Feb - 28 Feb
Florida Hotel & Conference Center in the Florida Mall

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11220)
"I liked it was clean and close to what we wanted. Did not like we were in the last building. Farthest from entrance and that they stated Kuerig in room but there wasn’t and we had brought our own k cups "
The price is AU$363
includes taxes & fees
26 Feb - 27 Feb
Floridays Resort Orlando

Barefoot Suites

3.0 star property
9.0 out of 10, Wonderful, (1690)
"Really friendly people at the desk and the room was cozy. I would stay again. "
The price is AU$191
includes taxes & fees
5 Mar - 6 Mar
Barefoot Suites

Barefoot'n Resort Kissimmee Orlando

2.5 star property
9.4 out of 10, Exceptional, (13)
"For the price, this was absolutely a happy surprise, Our room was immaculate and walking across the street to old town, where there are lots of restaurants and fun things to see and do, was great! "
The price is AU$236
includes taxes & fees
25 Feb - 26 Feb
Barefoot'n Resort Kissimmee Orlando

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1221)
"The front desk staff were absolutely amazing! Christina went above and beyond to accommodate my family in our stay. The stay was so nice, we called and extended our reservation! Our kids loved the lazy River and the access to a yard area."
The price is AU$511
includes taxes & fees
10 Mar - 11 Mar
Reunion Resort & Golf Club

Sonder at The Point

4.0 star property
8.4 out of 10, Very good, (656)
"Great place to stay"
The price is AU$164
includes taxes & fees
25 Feb - 26 Feb
Sonder at The Point

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2839)
"Roomy, quiet, nice pool."
The price is AU$584
includes taxes & fees
16 Mar - 17 Mar
Regal Oaks Resort Vacation Townhomes by IDILIQ

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (270)
"Nice quiet place. Perfect for our mini getaway. Loved it at night and was able to do a bonfire."
The price is AU$258
includes taxes & fees
4 Mar - 5 Mar
Orlando Lakefront Tiny House Community

Luxury 20 bedroom Reunion Villas @ Disney's Doorstep

9.2 out of 10, Wonderful, (87)
"Location was great! The water park was an added bonus, the kids loved it!! Pool a plus! Enough room for us all! Side by side homes were a plus! Thanks for allowing us to stay!! Hopefully we win Nationals again and can come back! "
Luxury 20 bedroom Reunion Villas @ Disney's Doorstep

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1683)
"Great place to stay!"
The price is AU$420
includes taxes & fees
9 Mar - 10 Mar
The Berkley, Orlando

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very good, (3911)
"The staff was very good and Luis the guard was excellent. I locked my keys in my car and he went above and beyond to make sure that AAA was able to find me to unlock my car "
The price is AU$423
includes taxes & fees
10 Mar - 11 Mar
WorldQuest Orlando Resort

Holiday Inn Club Vacations Orlando Breeze Resort

3.5 star property
9.4 out of 10, Exceptional, (414)
"Loved the big space in the apartment-sized living room/kitchen/eating area and bedroom and bathroom. Having a full sized kitchen and stove was wonderful. We really enjoyed the large pool and hot tub one evening. Close to lots of restaurants and shopping. Not too far from the highway. "
The price is AU$251
includes taxes & fees
25 Feb - 26 Feb
Holiday Inn Club Vacations Orlando Breeze Resort

Sonder Wellborn

4.0 star property
8.2 out of 10, Very good, (227)
"Great place to stay!!!"
The price is AU$188
includes taxes & fees
12 Mar - 13 Mar
Sonder Wellborn

Sonder Vista Cay

3.5 star property
9.0 out of 10, Wonderful, (173)
"Clean place, all great appliances, comfortable beds. Close to dinning and grocery store. "
The price is AU$427
includes taxes & fees
20 Mar - 21 Mar
Sonder Vista Cay

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3148)
"Friendly staff. Clean. Near a few restaurants and Pirates Dinner Adventure and other shows. Could use a few supplies such as paper towels at the sink area, dish towel for drying dishes, complementary bottles of water for coffee machine. Free weights in the fitness center. Thanks."
The price is AU$282
includes taxes & fees
20 Mar - 21 Mar
The Point Hotel & Suites
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.
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Other types of properties in Windermere you may be interested in

The Grove Resort & Water Park Orlando

4.0 star property
8.0 out of 10, Very good, (6971)
"The rooms were spacious and with ample amenities. In general the rooms, bathrooms and kitchen did not have a very clean feel to them. We found clumps of hair in the bathroom that did not belong to us. We liked the easy parking, water park and staff attentiveness. "
The price is AU$309
includes taxes & fees
23 Mar - 24 Mar
The Grove Resort & Water Park Orlando

Hyatt Regency Orlando International Airport

4.0 star property
9.4 out of 10, Exceptional, (3164)
"Very easy check in for an overnight stay at the hotel!"
The price is AU$511
includes taxes & fees
17 Mar - 18 Mar
Hyatt Regency Orlando International Airport

Westgate Lakes Resort & Spa Universal Studios Area

4.0 star property
8.0 out of 10, Very good, (4378)
"Nice"
The price is AU$242
includes taxes & fees
26 Feb - 27 Feb
Westgate Lakes Resort & Spa Universal Studios Area
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.

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.