Find and compare 5 Star hotels in Windermere
Seize Your Someday with our amazing deals for the whole family!
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Top Windermere 5 Star hotels
Waldorf Astoria Orlando
14200 Bonnet Creek Resort Lane, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
The price is $335 per night
$335
per night
Jun 6 - Jun 7
This luxury hotel features a golf course, a full-service spa, and 6 restaurants. There's fun for all ages with a lazy river and a children's club, and families will appreciate the onsite laundry facilities. Enjoy the 2 outdoor pools and perks like a free theme park shuttle.
Hot Tub
Pet friendly
Conrad Orlando
1500 Eastbeach Way, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
The price is $397 per night
$397
per night
Jun 9 - Jun 10
This luxury hotel features a private beach, a golf course, and a full-service spa. Relax with beach cabanas, sun loungers, and beach umbrellas. Bring the family and enjoy the children's club, children's pool, and waterslide.
Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort
10100 Dream Tree Blvd., Lake Buena Vista, FL
Free Cancellation
Reserve now, pay when you stay
The price is $1,105 per night
$1,105
per night
May 12 - May 13
This luxury resort features a golf course, free water park access, and a full-service spa. There's fun for all ages with a lazy river and a children's pool, and babysitting is an added bonus. Traveling on business? Take advantage of the 24-hour business center, express check-out, and valet parking.
Hot Tub
Pet friendly
The Ritz-Carlton Orlando, Grande Lakes
4012 Central Florida Parkway, Orlando, FL
Free Cancellation
Reserve now, pay when you stay
The price is $399 per night
$399
per night
May 31 - Jun 1
This smoke-free hotel features a golf course, a full-service spa, and 7 restaurants. There's fun for all ages with a lazy river and a children's club, and families will appreciate the onsite laundry facilities. Traveling on business? Take advantage of the business center, express check-in, and airport shuttle.
Hot Tub
Pet friendly
Encore Resort at Reunion
7635 Fairfax Dr, Kissimmee, FL
This smoke-free resort features free water park access, a full-service spa, and 2 restaurants. There's fun for all ages with a free kid's club and a children's pool, and barbecue grills are available on site. Enjoy the 2 outdoor tennis courts and perks like free self parking and a free theme park shuttle.
Pet friendly
Breakfast available
Reunion Resort & Golf Club
7593 Gathering Drive, Kissimmee, FL
This luxury aparthotel features a golf course, free water park access, and 7 restaurants. Bring the family and enjoy the lazy river, mini golf, and kid-friendly dining. Relax with a drink at one of the 2 poolside bars and enjoy the 11 outdoor pools and gym.
Hot Tub
Breakfast available
Splendid 5Bd Close to Disney at Storey Lake 4251
4251 Paragraph Dr, Kissimmee, FL
Free water park access and an outdoor pool are featured at this smoke-free vacation home. There's fun for all ages with a lazy river and a children's pool, and families will appreciate the onsite laundry facilities. Guests will appreciate free perks like free self parking and WiFi in public areas.
Pool
Outdoor Space
Endless Summer at Margaritaville
3156 Salted Rim Rd, Kissimmee, FL
Free WiFi in public areas is available at this vacation home. Take advantage of the free self parking.
Pet friendly
Parking included
The Bear's Den Resort Orlando
7880 Nicklaus Clubhouse Lane, Kissimmee, FL
A golf course and a restaurant are featured at this luxury vacation home. Enjoy the outdoor pool and perks like free self parking and free WiFi. You'll appreciate the gym, bar/lounge, and coffee shop.
Waterpark Near Disney - Luxury Townhome
3081 Rosie O Grady Court, Kissimmee, FL
Free water park access and an outdoor pool are featured at this luxury villa. Enjoy the 24-hour gym and perks like free self parking. A garden, a picnic area, and barbecue grills are also on offer.
Mickey's Terrace at Bahama Bay
111 Watling Way, Davenport, FL
An outdoor pool is available at this condo. Take advantage of the free self parking.
Apartamento en Orlando Fl.
9500 Turkey Lake Rd, Orlando, FL
Free Cancellation
The price is $596 per night
$596
per night
May 14 - May 15
7 outdoor pools, 2 restaurants, and a bar/lounge are among this luxury holiday park's featured amenities. Relax with a drink at the poolside bar and enjoy perks like free self parking and free WiFi. A garden, a grocery/convenience store, and a picnic area are also on offer.
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.
Windermere Resorts & 5 Star Hotels
Looking for your own little slice of heaven during your next trip? Check out all the best 5-star hotels in Windermere to make sure your trip is as extravagantly comfortable as you expect.
Whether you plan on staying in your room the whole time or getting out and enjoying the city, you’ll be living the life while staying at your luxury accommodation. With so many amenities at your beck and call, you might try to turn your stay into a staycation!
Many of the 5-star hotels have award-winning restaurants you can dine at, as well as plush bedding and a concierge service to take care of your every need. Most also offer pools and modern fitness centers, not to mention high-speed Wi-Fi.
For your next trip, book a hotel that can be your own little hideaway, whether you’re in town for business or leisure. Windermere 5-star hotels provide you with all the comforts and amenities you expect from a sophisticated hotel, with a staff that’s happy to ensure you have everything you need to feel at home.
Whether you’re a first-time guest, or you’ve stayed in 5-star hotels in Windermere before, you’ll have no shortage of options to choose from on your next trip when you book with Travelocity. Browse our vast selection and find great deals on luxury lodging.
Windermere hotels essential information
Accommodation | 53,731 hotels |
|---|---|
Lowest Price | $335 |
Highest Price | $1,105 |
Popular hotels | Waldorf Astoria Orlando, Conrad Orlando, Four Seasons Resort Orlando at WALT DISNEY WORLD® Resort, The Ritz-Carlton Orlando, Grande Lakes, Encore Resort at Reunion, Reunion Resort & Golf Club, Splendid 5Bd Close to Disney at Storey Lake 4251, Endless Summer at Margaritaville, The Bear's Den Resort Orlando, Waterpark Near Disney - Luxury Townhome, Mickey's Terrace at Bahama Bay, Apartamento en Orlando Fl. |
Recent Windermere hotel reviews by fellow wanderers
The Grove Resort & Water Park Orlando
5 out of 5
Posted 15 hours ago
Travelocity Verified Review
" waterpark"
A verified traveler stayed at The Grove Resort & Water Park Orlando
Types of hotels
Hotels near…
Hotels by star rating
Areas of Windermere
More ways to wander Windermere
Most popular
Hotels
Pet Friendly Hotels in KissimmeeHotels with a Lazy River in KissimmeeHotels with Hot Tubs in KissimmeeHotels in Lake Buena VistaHotels in KissimmeePet Friendly Hotels in Altamonte SpringsHotels in Winter ParkHotels with an Indoor Pool in KissimmeeHotels in Altamonte SpringsAll Inclusive Resorts & Hotels in KissimmeeHotels in MaitlandHotels in Celebration
Flights
Cars
Activities
Packages
81c545c7-f682-4afb-9c8d-22e101052c0d0fa2405e-03fe-440e-9aa6-bfa3bea773b2