Windermere Holiday Rentals

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Check prices for these dates

In two weeks
13 Mar - 15 Mar
In two months
24 Apr - 26 Apr
In three months
22 May - 24 May
In four months
19 Jun - 21 Jun

Our top choices for Windermere holiday rentals

Interior

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is HK$1,166
HK$4,334 total
includes taxes & fees
25 Feb - 26 Feb
The Farm House - Great Location + Pet Friendly!
Property grounds

Shore Steps Cottage - Walking Distance To The Town Of Windermere

Shore Steps Cottage - Walking Distance To The Town Of Windermere
Windermere
The price is HK$1,094
HK$2,815 total
includes taxes & fees
25 Feb - 26 Feb
Shore Steps Cottage - Walking Distance To The Town Of Windermere
Exterior

voco Kissimmee Orlando by IHG

voco Kissimmee Orlando by IHG
4.0 star property
Kissimmee
7.6 out of 10, Good, (1,024 reviews)
"Staff was very helpful, location was what we needed and rooms and pool were outstanding "
United States
Chester Joseph
The price is HK$494
HK$738 total
includes taxes & fees
2 Mar - 3 Mar
voco Kissimmee Orlando by IHG
6 outdoor pools, free pool cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (4,694 reviews)
"Beautiful property, clean and well maintained rooms, very nice staff."
United States
Debra
The price is HK$1,025
HK$1,153 total
includes taxes & fees
18 Mar - 19 Mar
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3,463 reviews)
"Yes .. very clean rooms and hotel chef was great"
United States
Alicia
The price is HK$627
HK$907 total
includes taxes & fees
23 Mar - 24 Mar
Vacation Village Orlando, Celebration
Restaurant

The View Studio Suites and Event Venue

The View Studio Suites and Event Venue
3.0 star property
Orlando
8.4 out of 10, Very good, (1,682 reviews)
"Clean and spacious rooms and the breakfast was great."
United States
Karen
The price is HK$668
HK$752 total
includes taxes & fees
16 Mar - 17 Mar
The View Studio Suites and Event Venue
Terrace/patio

Disney's Animal Kingdom Villas - Kidani Village

Disney's Animal Kingdom Villas - Kidani Village
4.0 star property
Bay Lake
9.0 out of 10, Wonderful, (166 reviews)
"The animals are amazing and the location for Animal Kingdom was perfect! The room was clean and comfortable."
United States
Kelly
Disney's Animal Kingdom Villas - Kidani Village
Outdoor pool, pool loungers

Jasmine 4 Bedrooms

Jasmine 4 Bedrooms
5.0 star property
Seasons
10.0 out of 10, Exceptional, (1 review)
"The property was amazing. Quiet, convenient and it was very inviting. "
United States
Jose Antonio
The price is HK$2,069
HK$5,305 total
includes taxes & fees
14 Mar - 15 Mar
Jasmine 4 Bedrooms
Private kitchen

FL- 1844 GOBI DR

FL- 1844 GOBI DR
3.0 star property
Kissimmee
The price is HK$797
HK$2,780 total
includes taxes & fees
25 Feb - 26 Feb
FL- 1844 GOBI DR
Beach

Tiny Hidden Cottage

Tiny Hidden Cottage
Longwood
9.2 out of 10, Wonderful, (62 reviews)
"Great little cottage, it was easy to locate and access the property. Nice quiet area and we really enjoyed our stay."
United States
Anna M.
The price is HK$633
HK$1,216 total
includes taxes & fees
22 Mar - 23 Mar
Tiny Hidden Cottage
Terrace/patio

The Point by Edge

The Point by Edge
4.0 star property
Florida Center
8.4 out of 10, Very good, (901 reviews)
"Great view, pleasant staff."
United States
Crystal
The price is HK$507
HK$667 total
includes taxes & fees
11 Mar - 12 Mar
The Point by Edge
Exterior

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (210 reviews)
"Great place. Great location. "
United States
Andrew
The price is HK$949
HK$1,174 total
includes taxes & fees
25 Feb - 26 Feb
Barefoot'n Resort Kissimmee Orlando
Private kitchen

Century Millenia

Century Millenia
3.0 star property
Florida Center
9.0 out of 10, Wonderful, (114 reviews)
"Beautiful place to stay and loved that it had washer and dryer on site. Super helpful for a longer stay. Definitely recommend staying here! "
United States
Collin
Century Millenia
5 outdoor pools, free pool cabanas, pool umbrellas

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (3,050 reviews)
"Nice place to stay"
Canada
Jet
The price is HK$992
HK$1,117 total
includes taxes & fees
22 Mar - 23 Mar
Sheraton Vistana Villages Resort Villas, I-Drive/Orlando
Property amenity

Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Holiday Inn Club Vacations Orlando Breeze Resort by IHG
3.5 star property
Davenport
9.2 out of 10, Wonderful, (531 reviews)
"It was lovely! We would stay here again for sure! "
United States
Hilary
The price is HK$850
HK$1,092 total
includes taxes & fees
23 Mar - 24 Mar
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Exterior

Charming 2-bedroom apartment in house with AC, WiFi included

Charming 2-bedroom apartment in house with AC, WiFi included
Apopka
9.8 out of 10, Exceptional, (18 reviews)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
The price is HK$809
HK$1,155 total
includes taxes & fees
25 Feb - 26 Feb
Charming 2-bedroom apartment in house with AC, WiFi included
Lobby

Boulder Ridge Villas at Disney's Wilderness Lodge

Boulder Ridge Villas at Disney's Wilderness Lodge
4.0 star property
Bay Lake
8.8 out of 10, Excellent, (54 reviews)
"Looking for perfect compliment to your ultimate Disney World experience? Look no further than the Wilderness Lodge Villas. Not only are the rooms cozy and comfortable but the rustic atmosphere is spot on. After a long day at the Magic Kingdom, there is no better experience than taking the boat back to the lodge, especially at night. You can either recharge your batteries and go back, or you can enjoy all the amenities and atmosphere of the lodge. The only negative was that the food selection at...
United States
David O.
Boulder Ridge Villas at Disney's Wilderness Lodge
Property grounds

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (31 reviews)
"One of our best stays. "
United States
matthew m.
The price is HK$1,189
HK$2,829 total
includes taxes & fees
8 Mar - 9 Mar
Incredible Private Lakefront Cottage Retreat
Exterior

Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
9.2 out of 10, Wonderful, (96 reviews)
"Nice place!"
United States
Anonymous traveller
The price is HK$1,134
HK$2,563 total
includes taxes & fees
16 Mar - 17 Mar
Eastpark. Pet friendly! Lake Nona
Exterior

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney

Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
Kissimmee
9.2 out of 10, Wonderful, (156 reviews)
"Excellent accommodations."
United States
Raychelle
The price is HK$618
HK$1,753 total
includes taxes & fees
1 Mar - 2 Mar
Modern Award Winning Newly Renovated, Gorgeous 2+2 Minutes Away From Disney
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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Top Windermere Hotel Reviews

Avanti International Resort

Avanti International Resort

10/10 Excellent
"Great stay. I would definitely come back to this hotel. "
MIGUEL 2-night trip
Posted 1 day ago
Avanti International Resort

Find out more about Windermere

Search for holiday rentals in Windermere on Expedia! You can easily find your home rentals, villas, holiday apartments in Windermere using one of the methods below:

  • View our selection of featured holiday rentals in Windermere
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  • Enter your travel dates to view the best deals on holiday rentals in Windermere while they last

Look no further and take a look at our great range of rental properties in Windermere!

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.