Search for Cheap Deals on
Hotels in Windermere

Choose from 53159 Windermere Hotel Deals

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

4 out of 5
14501 Grove Resort Avenue Winter Garden FL
  • 28 min drive from Isleworth Golf and Country Club
Book a stay at this family-friendly resort in Four Corners. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (9,162 reviews)
The Elevator in our building was out of service for 5 days during our stay. The Valencia Restaurant has a good vibe but the service is slow. Breakfast was ok. The water park is nice and the convenience store/cafe is also nice. Internal walk from room to reception/ restaurant is not easy. could be ...

Reviewed on Mar 16, 2026

The Grove Resort & Water Park Orlando
Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

4 out of 5
9300 Jeff Fuqua Boulevard Orlando FL
  • 37 min drive from Isleworth Golf and Country Club
Book a stay at this business-friendly hotel in Orlando. Enjoy free WiFi, 2 restaurants, and breakfast (surcharge). Our guests praise the pool and the restaurant ...
9.4/10 Exceptional! (4,061 reviews)
Always a great experience!

Reviewed on Mar 15, 2026

Hyatt Regency Orlando International Airport
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

4 out of 5
8800 Vistana Centre Dr Orlando FL
  • 19 min drive from Isleworth Golf and Country Club
Book a stay at this family-friendly condo in Orlando. Enjoy free WiFi, 6 outdoor pools, and 3 restaurants. Our guests praise the pool and the helpful staff in ...
9.2/10 Wonderful! (4,881 reviews)
Great location! Great space! Will absolutely stay again

Reviewed on Mar 16, 2026

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Rosen Inn at Pointe Orlando

Rosen Inn at Pointe Orlando

3 out of 5
9000 International Drive Orlando FL
  • 12 min drive from Isleworth Golf and Country Club
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 3 outdoor pools, and 2 coffee shops/cafes. Our guests praise the pool and the helpful ...
8.6/10 Excellent! (6,001 reviews)
unfortunately I was unable to make use of the outdoor pool or airport shuttle. Time restraints and weather

Reviewed on Mar 16, 2026

Rosen Inn at Pointe Orlando
Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

3.5 out of 5
6550 Adventure Way Orlando FL
  • 9 min drive from Isleworth Golf and Country Club
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 2 restaurants. Our guests praise the pool and the helpful staff in ...
9/10 Wonderful! (6,428 reviews)
Clean and front desk people were friendly.

Reviewed on Mar 16, 2026

Universal's Cabana Bay Beach Resort
Westgate Lakes Resort & Spa Universal Studios Area

Westgate Lakes Resort & Spa Universal Studios Area

4 out of 5
9500 Turkey Lake Rd Orlando FL
  • 12 min drive from Isleworth Golf and Country Club
Book a stay at this spa hotel in Orlando. Enjoy free parking, 7 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our ...
8.4/10 Very Good! (5,935 reviews)
Property was great

Reviewed on Mar 16, 2026

Westgate Lakes Resort & Spa Universal Studios Area
Marriott's Grande Vista

Marriott's Grande Vista

4 out of 5
5925 Avenida Vista Orlando FL
  • 18 min drive from Isleworth Golf and Country Club
Book a stay at this spa condo in Orlando. Enjoy free WiFi, 4 outdoor pools, and a full-service spa. Our guests praise the pool and the helpful staff in our reviews. ...
9/10 Wonderful! (4,024 reviews)
All good thanks

Reviewed on Mar 16, 2026

Marriott's Grande Vista
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3 out of 5
2975 Arabian Nights Blvd Kissimmee FL
  • 24 min drive from Isleworth Golf and Country Club
Book a stay at this family-friendly condo in Kissimmee. Enjoy free WiFi, 7 outdoor pools, and 7 hot tubs. Our guests praise the helpful staff and the clean rooms ...
8.6/10 Excellent! (3,624 reviews)
Fantastic resort check in process vould have been better but overall great place

Reviewed on Mar 16, 2026

Vacation Village Orlando, Celebration
Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

3 out of 5
7491 W Irlo Bronson Memorial Hwy Kissimmee FL
  • 26 min drive from Isleworth Golf and Country Club
Stay at this resort in Kissimmee. Enjoy free breakfast, free WiFi, and 2 hot tubs. Popular attractions Disney's Animal Kingdom® Theme Park and ESPN Wide World ...
9.4/10 Exceptional! (3,124 reviews)
Everything was excellent!!

Reviewed on Mar 16, 2026

Kompose Boutique Resort at Theme Parks
Holiday Inn Resort Orlando Suites - Waterpark by IHG

Holiday Inn Resort Orlando Suites - Waterpark by IHG

3.5 out of 5
18000 International Dr S. Orlando FL
  • 21 min drive from Isleworth Golf and Country Club
Book a stay at this family-friendly hotel in Orlando. Enjoy 2 outdoor pools, 5 restaurants, and 2 hot tubs. Our guests praise the clean rooms and the family ...
7.2/10 Good! (5,004 reviews)
Staff was very nice. I Like the food options on site. Rooms were decent. Water park I give a 7 out of 10 because 1 major section was being redone during our stay so kids were limited on options, but what was open, they still enjoyed so not all was lost. We Plan on going back.

Reviewed on Mar 16, 2026

Holiday Inn Resort Orlando Suites - Waterpark by IHG
CoCo Key Hotel and Water Resort 

CoCo Key Hotel and Water Resort 

3.5 out of 5
7400 International Dr Orlando FL
  • 10 min drive from Isleworth Golf and Country Club
Book a stay at this family-friendly hotel in Orlando. Enjoy 3 outdoor pools, 4 restaurants, and 2 poolside bars. Our guests praise the pool and the helpful staff ...
8/10 Very Good! (3,832 reviews)
We had a nice stay. The kids really enjoyed the water park and the activities. The location is great and close to many attractions in Orlando. Staff was friendly and helpful. It was a fun place for a family trip.

Reviewed on Mar 16, 2026

CoCo Key Hotel and Water Resort 
Universal's Endless Summer Resort - Dockside Inn and Suites

Universal's Endless Summer Resort - Dockside Inn and Suites

3 out of 5
7125 Universal Boulevard Orlando FL
  • 11 min drive from Isleworth Golf and Country Club
Book a stay at this family-friendly hotel in Orlando. Enjoy free WiFi, 2 outdoor pools, and 3 bars/lounges. Our guests praise the pool and the restaurant in ...
9.2/10 Wonderful! (5,115 reviews)
Pool was relaxing with bar a few feet away. Airport shuttle to universe and epic very convenient

Reviewed on Mar 15, 2026

Universal's Endless Summer Resort - Dockside Inn and Suites
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.

Find cheap hotels in Windermere

You’re not an average traveler—and Hotwire knows it. Your wanderlust takes you off the beaten path to discover unique adventures and every travel destination’s lesser-known tourist scenes. Hotwire has the hookup! Book your Windermere hotel with Hotwire to complete your one-of-a-kind travel checklist.

For you, intrepid voyager, Hotwire has a large selection of the best hotels in Windermere.

Choosing the right hotel in Florida has everything to do with the way you want your trip to go. If you’ve scribbled a few obscure destinations on your itinerary, you probably already have a good sense of how your getaway is taking shape. Lean into that by booking one of Windermere’s 53,159 hotels. Choose the one that best catches your trip’s tourist drift.

If you’re traveling during the week for business, Hotwire can score you a luxury hotel for as low as $104. In town for pleasure? Hotwire still has you covered. If you’re in the mood for a quick last-minute weekend getaway or spa retreat, you can get great Windermere hotel deals at the last minute.

While traveling, where you stay plays a major role in your overall vacation enjoyment. Choosing the right hotel is just as important as making sure you book the right flight and car rental. If you’re traveling with family or friends, you may need to book a hotel with connecting rooms. If you enjoy an elegant and relaxing hotel ambiance, opt for one of Hotwire’s luxury hotels in Windermere. No matter your reason for visiting Windermere, with Hotwire’s large selection of hotels in the area, you’re sure to book a hotel that meets all your accommodation needs.

Frequently Asked Questions About Windermere hotels

Where can I find the best last-minute travel deals?

If you’re traveling in the spirit of spontaneity, you’ll love the idea of leaving your exact hotel choice up to chance. With Hotwire Hot Rates, you can unlock great deals on your next flight, hotel, or car rental. Just plug in your general preferences and let Hotwire choose last-minute hotel deals in Windermere for as low as $104.

How many hotels are there in Windermere?

With over 53,159 hotels in Windermere, you’re sure to find one that best matches your travel mood. When you book with Hotwire, you can score a stellar home away from home for as low as $104.

How to find cheap car rentals in Windermere?

Finding a cheap car rental deal in Windermere is as easy as scoring cheap hotels in Windermere. Hotwire partners with top-of-the-line car rental companies to bring you a large selection of affordable options. Whether you’re in need of a large SUV for the entire family or a more compact but stylish vehicle, Hotwire has you covered. You can unlock great car rental deals if you book a Hotwire Hot Rate at the last minute.