Search Resorts in Windermere

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
12 Dec - 14 Dec
In two weeks
19 Dec - 21 Dec
In one month
2 Jan - 4 Jan
In two months
30 Jan - 1 Feb

Resorts in Windermere

Outdoor pool, pool umbrellas, sun loungers
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3.0 star property
Kissimmee
9.4 out of 10, Exceptional, (1890)
"Great hotel "
United States
jacqueline
The price is SAR 142
SAR 310 total
includes taxes & fees
4 Dec - 5 Dec
Kompose Boutique Resort at Theme Parks
Outdoor pool, open 9:00 AM to 10:00 PM, pool umbrellas, sun loungers
Universal's Stella Nova Resort

Universal's Stella Nova Resort

3.0 star property
Orlando
9.2 out of 10, Wonderful, (323)
"Great hotel"
United States
Rodrigo
The price is SAR 559
SAR 629 total
includes taxes & fees
9 Dec - 10 Dec
Universal's Stella Nova Resort
Exterior
Wyndham Grand Orlando Resort Bonnet Creek

Wyndham Grand Orlando Resort Bonnet Creek

4.0 star property
Orlando
8.8 out of 10, Excellent, (2859)
"Spacious and close to the parks "
United States
Jennifer
The price is SAR 486
SAR 724 total
includes taxes & fees
14 Dec - 15 Dec
Wyndham Grand Orlando Resort Bonnet Creek
Lobby
Holiday Inn Resort Orlando - Lake Buena Vista by IHG

Holiday Inn Resort Orlando - Lake Buena Vista by IHG

3.5 star property
Orlando
8.4 out of 10, Very Good, (3539)
"Love staying here friendly staff and well kept property. "
United States
Carlos
The price is SAR 222
SAR 377 total
includes taxes & fees
14 Dec - 15 Dec
Holiday Inn Resort Orlando - Lake Buena Vista by IHG
Exterior
DoubleTree by Hilton Hotel Orlando at SeaWorld

DoubleTree by Hilton Hotel Orlando at SeaWorld

4.0 star property
International Drive District
7.6 out of 10, Good, (6233)
"It was a great hotel very peaceful "
United States
Xavier
The price is SAR 260
SAR 398 total
includes taxes & fees
16 Dec - 17 Dec
DoubleTree by Hilton Hotel Orlando at SeaWorld
2 outdoor pools, pool umbrellas, sun loungers
Disney's All-Star Music Resort

Disney's All-Star Music Resort

3.0 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1000)
"Was great"
United States
Terry
Disney's All-Star Music Resort
2 outdoor pools, cabanas (surcharge), sun loungers
Wyndham Garden Lake Buena Vista – Disney Springs® Area

Wyndham Garden Lake Buena Vista – Disney Springs® Area

3.5 star property
Lake Buena Vista
8.2 out of 10, Very Good, (3867)
"We always love staying here. "
United States
Amber Michelle
The price is SAR 276
SAR 462 total
includes taxes & fees
15 Dec - 16 Dec
Wyndham Garden Lake Buena Vista – Disney Springs® Area
Lobby
Margaritaville Resort Orlando

Margaritaville Resort Orlando

4.0 star property
Kissimmee
8.8 out of 10, Excellent, (3643)
"Wonderful stay!"
Canada
mike J
The price is SAR 501
SAR 756 total
includes taxes & fees
15 Dec - 16 Dec
Margaritaville Resort Orlando
Aerial view
The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4.0 star property
Winter Garden
8.0 out of 10, Very Good, (8836)
"Great stay"
United States
Breanna
The price is SAR 534
SAR 808 total
includes taxes & fees
7 Dec - 8 Dec
The Grove Resort & Water Park Orlando
Outdoor pool, open 6:00 AM to midnight, pool umbrellas, sun loungers
Rosen Centre Hotel

Rosen Centre Hotel

4.0 star property
International Drive District
9.0 out of 10, Wonderful, (4124)
"Great stay"
United States
Richard
The price is SAR 358
SAR 407 total
includes taxes & fees
23 Dec - 24 Dec
Rosen Centre Hotel
3 outdoor pools, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers
Hilton Grand Vacations Club SeaWorld® Orlando

Hilton Grand Vacations Club SeaWorld® Orlando

4.0 star property
Orlando
9.0 out of 10, Wonderful, (1977)
"Great place to visit with family friendly staff lots great amenities "
United States
Kymberlee
The price is SAR 380
SAR 575 total
includes taxes & fees
11 Dec - 12 Dec
Hilton Grand Vacations Club SeaWorld® Orlando
7 outdoor pools, cabanas (surcharge), pool umbrellas
Holiday Inn Club Vacations at Orange Lake Resort by IHG

Holiday Inn Club Vacations at Orange Lake Resort by IHG

4.0 star property
Orange Lake
8.8 out of 10, Excellent, (2523)
"My fave place to stay when in Orlando."
United States
Jodi
The price is SAR 332
SAR 539 total
includes taxes & fees
7 Dec - 8 Dec
Holiday Inn Club Vacations at Orange Lake Resort by IHG
3 outdoor pools
Disney's Beach Club Resort

Disney's Beach Club Resort

5.0 star property
Bay Lake
8.8 out of 10, Excellent, (696)
"Location location location!! Best pool!!"
United States
Seung Hoon
Disney's Beach Club Resort
2 outdoor pools, sun loungers
Hilton Orlando Lake Buena Vista - Disney Springs® Area

Hilton Orlando Lake Buena Vista - Disney Springs® Area

4.0 star property
Lake Buena Vista
8.6 out of 10, Excellent, (1438)
"Nice stay"
United States
Megha
The price is SAR 507
SAR 736 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Orlando Lake Buena Vista - Disney Springs® Area
Dining
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769

SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769

Kissimmee
10.0 out of 10, Exceptional, (15)
"We extremely enjoyed our stay! Nice, quite, and perfect for our small family"
United States
David
The price is SAR 301
SAR 807 total
includes taxes & fees
4 Dec - 5 Dec
SPACIOUS 1 BEDROOM LOFT IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2769
Interior entrance
Disney's Port Orleans Resort French Quarter

Disney's Port Orleans Resort French Quarter

3.5 star property
Lake Buena Vista
8.8 out of 10, Excellent, (1000)
"Room was great. Atmosphere was great. "
United States
Ryan
Disney's Port Orleans Resort French Quarter
Outdoor pool, cabanas (surcharge), pool umbrellas
Signia by Hilton Orlando - An Official Walt Disney World® Hotel

Signia by Hilton Orlando - An Official Walt Disney World® Hotel

4.0 star property
Orlando
8.8 out of 10, Excellent, (1001)
"My favorite hotel any time we go to Orlando "
United States
kerin
The price is SAR 582
SAR 865 total
includes taxes & fees
16 Dec - 17 Dec
Signia by Hilton Orlando - An Official Walt Disney World® Hotel
2 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas
Hilton Orlando Buena Vista Palace - Disney Springs® Area

Hilton Orlando Buena Vista Palace - Disney Springs® Area

4.0 star property
Lake Buena Vista
8.4 out of 10, Very Good, (1647)
"great outdoor amenities and friendly and helpful staff "
Canada
Maritess
The price is SAR 582
SAR 819 total
includes taxes & fees
14 Dec - 15 Dec
Hilton Orlando Buena Vista Palace - Disney Springs® Area
Outdoor pool, a heated pool
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763

SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763

Kissimmee
9.6 out of 10, Exceptional, (8)
"Great location, very good property! Cleaning the floors could use a bit more attention to detail but overall we had a nice stay."
United States
Mark S.
SPACIOUS 2 BEDROOM HOUSE IN DISNEY AREA 5 STAR RATED MILL CREEK RESORT 2763
Egyptian cotton sheets, premium bedding, down comforters, in-room safe
Embassy Suites By Hilton Orlando Sunset Walk

Embassy Suites By Hilton Orlando Sunset Walk

4.0 star property
Kissimmee
9.4 out of 10, Exceptional, (439)
"The hotel was great stayed with my kids and loved the shopping they had all around and great breakfast to"
United States
Tatiana
The price is SAR 417
SAR 661 total
includes taxes & fees
11 Dec - 12 Dec
Embassy Suites By Hilton Orlando Sunset Walk
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.
View all properties

White Friday Sale

Limited-time deals: Save up to 50% on select hotels
Book now
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

Home2 Suites by Hilton Orlando at Flamingo Crossings

Home2 Suites by Hilton Orlando at Flamingo Crossings

10/10 Excellent
"Great location nice breakfast and front desk people is amazing "
Orlando 7-night trip
Posted 10 hours ago
Home2 Suites by Hilton Orlando at Flamingo Crossings

Frequently asked questions

What can I expect from a resort vacation in Windermere?
You deserve some time off, and a resort is just the place to indulge in all the amenities and services you need for a relaxing time in Windermere. One of the 164 comfortable resort hotels in the surrounding area could be just what you're looking for, whether you want an amazing pool, a state-of-the-art fitness center, or activities for the kids.
What's a favorite resort for my stay in Windermere?
Here are our top-rated resorts near Windermere: The Grove Resort & Water Park Orlando - Family-friendly resort. 11.7 mi (18.9 km) from Windermere. Features 6 outdoor pools, 3 restaurants, and 3 poolside bars. Guests love the pool. DoubleTree by Hilton Hotel Orlando at SeaWorld - Family-friendly resort less than 10 minutes from Aquatica. 7 mi (11.3 km) from Windermere. Has 2 outdoor pools, 2 restaurants, and 3 bars. Highly rated for its pool. Hilton Orlando Lake Buena Vista - Disney Springs® Area - Family-friendly resort. 8.6 mi (13.9 km) from Windermere. Highly rated for its great location. Enjoy the 2 outdoor pools, 6 restaurants, and 2 bars. Walt Disney World Swan - Beach resort, 5-minute walk from Walt Disney World® Resort. 9.2 mi (14.8 km) from Windermere. Amenities include a private beach, a children's pool, and 3 hot tubs. Highly rated for its pool. Holiday Inn Resort Orlando - Lake Buena Vista by IHG - Family-friendly resort. 8.8 mi (14.1 km) from Windermere. Popular for its pool. Access to 2 hot tubs, a fitness center, and a snack bar/deli.
What can I do in Windermere?
Universal Studios Florida offers fun for the whole family, while Universal Orlando Resort is one of the most popular places to visit nearby. You'll also find top attractions like Magic Kingdom® Park and Walt Disney World® Resort in the area.
What's the weather like in Windermere?
The hottest months are usually August and July with an average temp of 81°F, while the coldest months are January and February with an average of 64°F. The rainiest months in Windermere are August, July, September, and June, with each month seeing an average of 8 inches of rainfall.
What's the best way to get to and around Windermere?
Fly into Orlando Intl. Airport (MCO), which is located 14.5 mi (23.3 km) from the heart of the city. Otherwise, look for flights into Kissimmee, FL (ISM-Kissimmee Gateway), which is 15.2 mi (24.4 km) away. If you'd like to venture out around the area, consider renting a car to take in more sights.

Explore a world of travel with Expedia