Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Feb 6 - Feb 8
In two months
Mar 20 - Mar 22
In three months
Apr 17 - Apr 19
In four months
May 15 - May 17

Our top choices for Windermere vacation rentals

Fridge, microwave, oven, stovetop

Villa in Orlando

Last Minute Disney Getaway! Private patio & Themed Bedrooms. Book Now! #115909
Last Minute Disney Getaway! Private patio & Themed Bedrooms. Book Now! #115909
Exterior

Aparthotel in Kissimmee

voco Kissimmee Orlando by IHG
4.0 star property
7.6 out of 10, Good, (1,011 reviews)
"Will definitely stay again!!"
United States
Jessica
$79 nightly
The price is $90
Jan 27 - Jan 28
Total with taxes and fees
voco Kissimmee Orlando by IHG
Terrace/patio

Aparthotel in Florida Center

The Point by Edge
4.0 star property
8.4 out of 10, Very Good, (860 reviews)
"Great view, pleasant staff."
United States
Crystal
$81 nightly
The price is $91
Jan 26 - Jan 27
Total with taxes and fees
The Point by Edge
Exterior

Condo in Kissimmee

Vacation Village Orlando, Celebration
3.0 star property
8.6 out of 10, Excellent, (3,227 reviews)
"Nice place to stay"
Canada
dianne
$104 nightly
The price is $118
Feb 1 - Feb 2
Total with taxes and fees
Vacation Village Orlando, Celebration
Restaurant

Aparthotel in Orlando

The View Studio Suites and Event Venue
3.0 star property
8.4 out of 10, Very Good, (1,575 reviews)
"Clean and spacious rooms and the breakfast was great."
United States
Karen
$95 nightly
The price is $107
Jan 25 - Jan 26
Total with taxes and fees
The View Studio Suites and Event Venue
Property amenity

Aparthotel in Davenport

Holiday Inn Club Vacations Orlando Breeze Resort by IHG
3.5 star property
9.2 out of 10, Wonderful, (523 reviews)
"Very clean establishment, staff very pleasant. Easy road access and some nice restaurants very close by"
United States
Darth
$131 nightly
The price is $147
Jan 25 - Jan 26
Total with taxes and fees
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Suite, 2 Bedrooms | Balcony view

Condo resort in International Drive District

Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (11,692 reviews)
"Great place for a vacation "
United States
Kevin
$184 nightly
The price is $207
Jan 25 - Jan 26
Total with taxes and fees
Floridays Resort Orlando
Exterior

Condo resort in Kissimmee

Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very Good, (3,053 reviews)
"The rooms were very clean and fully stocked. It was very spacious as well. "
United States
Sharlett
$296 nightly
The price is $336
Jan 25 - Jan 26
Total with taxes and fees
Regal Oaks Resort Vacation Townhomes by IDILIQ
Exterior

Aparthotel in Kissimmee

Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
4.0 star property
8.8 out of 10, Excellent, (1,784 reviews)
"Cottage was very clean and easy check in close to all dining and shopping "
United States
Fernando
$380 nightly
The price is $432
Jan 26 - Jan 27
Total with taxes and fees
Margaritaville Cottages Orlando by Rentyl with H2O Waterpark
Outdoor pool, pool umbrellas, sun loungers

Aparthotel in Kissimmee

Barefoot Suites
3.0 star property
9.0 out of 10, Wonderful, (1,809 reviews)
"Staff was great and area was amazing "
United States
Joshua
$95 nightly
The price is $108
Jan 27 - Jan 28
Total with taxes and fees
Barefoot Suites
Terrace/patio

Aparthotel in Bay Lake

Disney's Animal Kingdom Villas - Kidani Village
4.0 star property
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
$437 nightly
The price is $491
Feb 9 - Feb 10
Total with taxes and fees
Disney's Animal Kingdom Villas - Kidani Village
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers

Vacation Home in Orlando

Marriott's Sabal Palms
4.0 star property
9.6 out of 10, Exceptional, (212 reviews)
"Room was great, staff friendly and grounds are clean. "
United States
DENNIS
$287 nightly
The price is $323
Feb 21 - Feb 22
Total with taxes and fees
Marriott's Sabal Palms
Property grounds

Cottage in Altamonte Springs

Incredible Private Lakefront Cottage Retreat
10.0 out of 10, Exceptional, (31 reviews)
"One of our best stays. "
United States
matthew m.
$321 nightly
The price is $355
Feb 14 - Feb 15
Total with taxes and fees
Incredible Private Lakefront Cottage Retreat
Indoor pool, pool umbrellas, sun loungers

Vacation Home in Lindfields

Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis
5.0 star property
$298 nightly
The price is $338
Feb 2 - Feb 3
Total with taxes and fees
Pool •Spa •Game Rm •10 min Disney-Fun Disney Oasis
Fridge, microwave, oven, stovetop

Apartment in Orlando

Quiet and safe neighborhood come to this great place with lots of room for relax
10.0 out of 10, Exceptional, (1 review)
"Pool is very inviting"
United States
Geri Lamborn M.
$238 nightly
The price is $265
Feb 1 - Feb 2
Total with taxes and fees
Quiet and safe neighborhood come to this great place with lots of room for relax
2 bedrooms, iron/ironing board, WiFi, bed sheets

Apartment in Orlando

Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
10.0 out of 10, Exceptional, (8 reviews)
"Great host, and stayed connected with us."
United States
Christopher
$228 nightly
The price is $254
Jan 26 - Jan 27
Total with taxes and fees
Charming 2-bedroom apartment with WiFi, AC in lovely Orlando
Exterior

Vacation Home in Apopka

Charming 2-bedroom apartment in house with AC, WiFi included
9.6 out of 10, Exceptional, (15 reviews)
"It was quiet, clean and had snacks and drinks for us."
United States
Lori
$134 nightly
The price is $148
Jan 25 - Jan 26
Total with taxes and fees
Charming 2-bedroom apartment in house with AC, WiFi included
Reception

Aparthotel in Orlando

Florida Hotel & Conference Center in the Florida Mall
3.5 star property
9.2 out of 10, Wonderful, (2,453 reviews)
"Friendly staff and great accommodations "
United States
jose
$252 nightly
The price is $284
Feb 6 - Feb 7
Total with taxes and fees
Florida Hotel & Conference Center in the Florida Mall
A heated pool

Condo in Champions Gate

Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities
9.4 out of 10, Exceptional, (156 reviews)
"Amazing location and host and property manager were very attentive before and during the stay. Only recommendation is to have the cleaning company do a more detailed job and to have more supplies even if trial size for dish soap and trash bags and salt and pepper, etc. Would definitely stay again "
United States
Teresaa B.
$172 nightly
The price is $192
Jan 25 - Jan 26
Total with taxes and fees
Magnificent Award Winning Newly Renovated Condo Near Disney 2+2 Great Amenities
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

CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

10/10 Excellent
"The hotel good was spacious and the staff was AMAZING. We staying in a pool view room and it was the best decision! I got the breakfast package and it was nice being about to eat without having to leave the resort. The hotel pool is heated but the water park is not. "
Vivian 4-night trip
Posted 22 hours ago
CoCo Key Hotel and Water Resort 

Find out more about Windermere

Everything you need to know about Windermere vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Windermere vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Windermere vacation 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 low season months. For more hustle and bustle, you may prefer to visit Windermere in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $91 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Windermere rentals

At Expedia, we put the best Windermere vacation 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 vacation.

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.

Explore a world of travel with Expedia

Frequently asked questions

Can I find vacation rentals in Windermere?

Yes, we offer vacation rentals where you'll be only 4.1 mi (6.6 km) from Universal Studios Florida, offering you a 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's the top vacation rental that Windermere has to offer?

The Berkley, Orlando: Visitors like this Windermere vacation home rental. It offers a furnished patio, a terrace, and a barbecue grill 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 vacation with an arcade game room and a hot tub.

How many vacation rentals are there in Windermere?

Expedia has 4 vacation 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 larger area, you’ll find popular places like Universal Studios Florida and Universal Orlando Resort.

What’s a vacation rental in Windermere like?

Vacation rentals are private properties you can book for several days or longer in Windermere. Vacation rentals offer extras such as patios, hot tubs, and fire pits so you'll feel right at home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of security away from shared hotel elevators and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.