Windermere Holiday Rentals

  • Plan, book, stay with confidence
  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Windermere

Lake Buena Vista Resort Village & Spa

4.0 star property
8.4 out of 10, Very good, (8138)
"Very close to everything!"
Lake Buena Vista Resort Village & Spa

Seralago Hotel & Suites Main Gate East

3.0 star property
5.2 out of 10, (5565)
"Wow! SeraLago has definitely stepped up their rooms. We stayed in the new suites and had plenty of room for 3 adults. Separated bedroom, living room and kitchen area. I would suggest coffee maker and a comfy chair but everything else was great for the price."
The price is HK$305
HK$505 total
includes taxes & fees
26 Nov - 27 Nov
Seralago Hotel & Suites Main Gate East

The View Studio Suites and Event Venue

3.5 star property
8.6 out of 10, Excellent, (565)
"They are remodeling the building but is nice and for the price..and the breakfast is a plus"
The price is HK$642
HK$722 total
includes taxes & fees
26 Nov - 27 Nov
The View Studio Suites and Event Venue

Floridays Resort Orlando

3.5 star property
8.6 out of 10, Excellent, (11066)
"Always nice to stay here . Great customer service and cleaned. Great family resort "
The price is HK$1,085
HK$1,483 total
includes taxes & fees
1 Dec - 2 Dec
Floridays Resort Orlando

Summer Bay Orlando by Exploria Resorts

3.5 star property
8.4 out of 10, Very good, (5025)
"Our unit was clean but in definite need of an update. The carpet was threadbare and torn in some areas. We still had a great stay and appreciated the prompt attention from security when we needed access to our unit."
The price is HK$1,016
HK$1,387 total
includes taxes & fees
17 Dec - 18 Dec
Summer Bay Orlando by Exploria Resorts

Margaritaville Resort Orlando Cottages by Rentyl

4.0 star property
8.8 out of 10, Excellent, (1084)
"Very pretty, and spacious- but a bit far from the resort "
Margaritaville Resort Orlando Cottages by Rentyl

Ramada by Wyndham Hotel & Water Park

3.0 star property
6.8 out of 10, (1298)
"The perfect size waterpark for families with kids. Good value. "
The price is HK$555
HK$921 total
includes taxes & fees
1 Dec - 2 Dec
Ramada by Wyndham Hotel & Water Park

The Point Hotel & Suites

3.5 star property
8.0 out of 10, Very good, (3097)
"The people next to us were not pleasant..breakfast was quite a joke for what was paid and the lady running it was really rude. "
The price is HK$714
HK$893 total
includes taxes & fees
10 Dec - 11 Dec
The Point Hotel & Suites

Vacation Village at Parkway

3.0 star property
8.4 out of 10, Very good, (1394)
"Near parks"
Vacation Village at Parkway

The Berkley, Orlando

4.0 star property
9.4 out of 10, Exceptional, (1599)
"Clean, relaxing, spacious, lots of amenities."
The Berkley, Orlando

Orlando Lakefront Tiny House Community

3.0 star property
9.4 out of 10, Exceptional, (221)
"Perfect for a weekend away; whether it be business or play. Will book again!"
Orlando Lakefront Tiny House Community

WorldQuest Orlando Resort

4.0 star property
8.4 out of 10, Very good, (3868)
"Everything was perfect "
The price is HK$976
HK$1,851 total
includes taxes & fees
2 Dec - 3 Dec
WorldQuest Orlando Resort

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
8.4 out of 10, Very good, (2800)
"Overall we really enjoyed our stay at Regal Oaks. We had a two bedroom, 2.5 bath townhouse with private hot tub and it was perfect for our group of 4. My only critics is the hot tub cover desperately needs to be replaced (stained and cracked which would leave little pieces floating in the hot tub). And pretty much all the toilet paper roll holders were broken and the toilet paper kept falling off of them. But everything else was clean and the beds were very comfortable. Location was pretty much...
The price is HK$858
HK$2,511 total
includes taxes & fees
26 Nov - 27 Nov
Regal Oaks Resort Vacation Townhomes by IDILIQ

Sonder at The Point

4.0 star property
8.4 out of 10, Very good, (582)
"Had a great stay! Everything was clean and comfortable! "
The price is HK$842
HK$947 total
includes taxes & fees
26 Nov - 27 Nov
Sonder at The Point

Club Wyndham Cypress Palms

3.5 star property
8.8 out of 10, Excellent, (1603)
"Lovely customer service, when we ran into an issue and needed maintenance… the front desk and maintenance was on it to fix the issue. My 2nd stay here and would definitely consider staying again. "
Club Wyndham Cypress Palms

Reunion Resort & Golf Club

5.0 star property
8.6 out of 10, Excellent, (1182)
"Love this place. If i could live here i would, but im a jersey girl. "
The price is HK$1,357
HK$1,909 total
includes taxes & fees
24 Nov - 25 Nov
Reunion Resort & Golf Club

Parc Corniche Condominium Suite Hotel

3.0 star property
8.0 out of 10, Very good, (2095)
"Quietly, easy access for grocery shopping etc."
The price is HK$594
HK$1,062 total
includes taxes & fees
1 Dec - 2 Dec
Parc Corniche Condominium Suite Hotel

Modern Luxury Villa with Everything

9.8 out of 10, Exceptional, (346)
"House was not as clean as I like. Kitchen cabinets need to be fixed. More towels would be nice. Otherwise stay was good and lots of fun was had."
Modern Luxury Villa with Everything

Sonder Wellborn

4.0 star property
8.4 out of 10, Very good, (177)
"Pretty garden "
The price is HK$793
HK$892 total
includes taxes & fees
16 Dec - 17 Dec
Sonder Wellborn

Quiet Oasis in Lovely Neighborhood

9.8 out of 10, Exceptional, (113)
"My sister in law were in town for the Pink Concert as well as my sons soccer tournament. We stayed in a hotel with the team from Friday to Sunday and then headed to Bunker’s on Sunday. I was not sure if my sons tournament was going to run over if he made it to the finals so Bunker was kind enough to inform me that I could leave my stuff there while we waited for the tournament results. We didn’t end up needing to but it was kind of him. Fast forward to when we arrived, the neighborhood was...
The price is HK$701
HK$1,469 total
includes taxes & fees
9 Dec - 10 Dec
Quiet Oasis in Lovely Neighborhood
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.
Don't see what you're looking for?
See all available properties in Windermere
Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Windermere you may be interested in

DoubleTree by Hilton at the Entrance to Universal Orlando

4.0 star property
8.4 out of 10, Very good, (6388)
"Pool schedule is worth"
The price is HK$524
HK$589 total
includes taxes & fees
1 Dec - 2 Dec
DoubleTree by Hilton at the Entrance to Universal Orlando

Hyatt Regency Orlando International Airport

4.0 star property
9.4 out of 10, Exceptional, (3172)
"Hotel was great with the access to the airport. Water pressure for showering very low. No microwave in rooms."
The price is HK$1,581
HK$1,779 total
includes taxes & fees
24 Dec - 25 Dec
Hyatt Regency Orlando International Airport

The Grove Resort & Water Park Orlando

4.0 star property
8.2 out of 10, Very good, (6671)
"Is amazing place"
The price is HK$1,013
HK$1,529 total
includes taxes & fees
1 Dec - 2 Dec
The Grove Resort & Water Park Orlando
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.
Beautiful view of the beach with palm trees

Black Friday: Members save 30%+

Members save 30%+ on selected hotels until December 4 with our Black Friday deals. Stay by December 15, 2025.

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 10 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.