Holiday Rentals Windermere from 1.837.077 ₫: Find Short-Term Rentals & Holiday Accommodations

Check prices for these dates

In two weeks

In two months

In three months

In four months

Our top choices for Windermere holiday rentals

Rustic Hideaway - Great Location + Pet Friendly!

Windermere

14.900.020 ₫ total

includes taxes & fees

17 Apr - 18 Apr

The Farm House - Great Location + Pet Friendly!

Windermere

13.697.373 ₫ total

includes taxes & fees

19 Apr - 20 Apr

Upstay 2BR Family Condo Ventura Golf Country Club

Ventura

7.224.875 ₫ total

includes taxes & fees

29 Apr - 30 Apr

Cozy Modern Studio

Casselberry

4.498.530 ₫ total

includes taxes & fees

14 May - 15 May

The View Studio Suites and Event Venue

Orlando

Debra

1.888.927 ₫ total

includes taxes & fees

3 May - 4 May

~ 2 Mi to Disney & Universal: Orlando Resort Condo

Orlando

Bright 3BR Resort Condo Near Disney + Pools

Davenport

9.544.351 ₫ total

includes taxes & fees

20 Apr - 21 Apr

Barefoot'n Resort Kissimmee Orlando

Kissimmee

Mary

2.868.989 ₫ total

includes taxes & fees

17 Apr - 18 Apr

View all properties

Find holiday rentals that suit your style

Apartments

Aparthotels

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Top Windermere Hotel Reviews

Kompose Boutique Resort at Theme Parks

10/10 Excellent

"The place was always being cleaned, the response from guest services was prompt- I asked for clean towels daily and needed a broom each time they were pleasant and prompt , however my stay was 6 days and they didn’t do a refresh of room- one day they said my dnd button was on which wouldn’t of been purposely- but I called 3x to be sure I would get it the next day and I did not . The only other complaint was the front desk clerk I first had interaction with but besides that it was such a great stay . I would stay there again and recommend it to others. The breakfast options were great and quality of food was good . The restaurant in the hotel was great as well"

Vacation Village Orlando, Celebration

6/10 Okay

"The check in / out was in a building 1/2 mile away. I don’t think our rooms A/C was working because it was set at 70 degrees but I woke up hot and the room was 77 degrees. Luckily the night was cool and I was able to open the door for fresh cool air. I only stayed one night."

Drury Plaza Hotel Orlando - Disney Springs Area

10/10 Excellent

"Great place to stay for families wanting to visit all the Disney parks. The hotel was clean and modern, with a heated pool, arcade room and even its own Pizza Hut. The shuttle buses to the parks worked really well, and the breakfasts were fine for filling up before heading out. The dinners lacked a bit of variety but the free evening drinks were a nice perk. Overall I’d say this hotel is great value compared to other affiliated Disney resorts - the early access (30 mins) into the parks really made getting on the big rides much easier."

Rosen Inn at Pointe Orlando

2/10 Terrible

"This is more of a motel. Loud maids early in the morning outside the doors and on the second day of my three night stay all the hot water for some reason was off all morning and afternoon, so cold shower or nothing. There wasn’t any reason given and a time of return wasn’t given or rebate given. The rooms are dated and so is the bar and restaurant. After 2 days without room service I was told by customer service they only clean the rooms every 3 days."

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.

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.

Room 1

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windermere holiday rentals

Rustic Hideaway - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!