Windermere Vacation Rentals

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Vacation Rentals in Windermere

Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very good, 7,277 reviews
"The furniture and carpet can use some updating and more cleanliness in the shower areas "
The price is CA $222
CA $286 total
includes taxes & fees
Jun 6 - Jun 7
Lake Buena Vista Resort Village & Spa
Avanti International Resort
3.0 star property
7.8 out of 10, Good, 2,127 reviews
"The staff was friendly, the room was super clean, and was in such a nice area with lots to do!"
The price is CA $104
CA $140 total
includes taxes & fees
Jun 6 - Jun 7
Avanti International Resort
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, 4,879 reviews
"Convenient, clean and quiet! Check in/out was easy."
The price is CA $287
CA $323 total
includes taxes & fees
Jun 5 - Jun 6
Hyatt Regency Orlando International Airport
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Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
3.5 star property
8.6 out of 10, Excellent, 3,155 reviews
"Three night stay was great! No complaints. Hotel staff was friendly and accommodating. Great location. The pool and poolside bar are open till 11 which was our favorite. The on-site restaurant was open late. There is a small store and arcade as well. "
The price is CA $122
CA $178 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
CoCo Key Hotel and Water Resort 
3.5 star property
7.4 out of 10, Good, 3,782 reviews
"The place is really great for family and children, staff friendly and polity, great pool and water activities. Food very convenient and inexpensive. All that being said, public bathrooms need to be continuously monitored and cleaned. I have to give two stars in this area. Everything else, exceptional, "
The price is CA $119
CA $200 total
includes taxes & fees
Jun 2 - Jun 3
CoCo Key Hotel and Water Resort 
Ramada by Wyndham Kissimmee Gateway
3.0 star property
7.2 out of 10, Good, 5,971 reviews
"It was an old hotel but everything was clean , people around the property were nice.Very close to the parks.Only 10 minutes drive . The area around the hotel was very nice too. "
The price is CA $60
CA $90 total
includes taxes & fees
Jun 2 - Jun 3
Ramada by Wyndham Kissimmee Gateway
Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, 10,698 reviews
"Excellent property "
The price is CA $202
CA $274 total
includes taxes & fees
Jun 10 - Jun 11
Floridays Resort Orlando
Flamingo Waterpark Resort
3.0 star property
6.6 out of 10, 1,160 reviews
"Good hotel, water park really fun, need a little work but is fun!!!"
The price is CA $104
CA $163 total
includes taxes & fees
Jun 16 - Jun 17
Flamingo Waterpark Resort
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
3.0 star property
7.0 out of 10, Good, 2,445 reviews
"Quick check in. Near attractions "
The price is CA $181
CA $204 total
includes taxes & fees
Jun 2 - Jun 3
Ramada Plaza Resort & Suites by Wyndham Orlando Intl Drive
Embassy Suites by Hilton Orlando International Dr ICON Park
3.5 star property
8.6 out of 10, Excellent, 1,513 reviews
"Love the full breakfast options and the free drinks during the evening reception! All the staff i encountered was super nice and helpful "
The price is CA $157
CA $177 total
includes taxes & fees
Jun 7 - Jun 8
Embassy Suites by Hilton Orlando International Dr ICON Park
The View Studio Suites and Event Venue
3.5 star property
8.6 out of 10, Excellent, 205 reviews
"Very clean and feel safe"
The price is CA $96
CA $108 total
includes taxes & fees
Jun 2 - Jun 3
The View Studio Suites and Event Venue
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
3.0 star property
7.2 out of 10, Good, 573 reviews
"The rooms were big and clean, staff was friendly "
The price is CA $120
CA $164 total
includes taxes & fees
Jun 6 - Jun 7
Holiday Inn & Suites Across From Universal Orlando, an IHG Hotel
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very good, 4,741 reviews
"This is a very good resort with a few options of pools and bars and restorants. It even has a Starbucks coffee shop with in. The apartments are slightly dated with old appliances and TV is not bigger than a computer screen. The materass is a bit old too and not the most comfortable. Overall good value for your money."
The price is CA $190
CA $257 total
includes taxes & fees
Jun 2 - Jun 3
Summer Bay Orlando by Exploria Resorts
Wingate by Wyndham - Orlando International Airport
3.0 star property
8.8 out of 10, Excellent, 4,009 reviews
"Was a quick trip and had an early flight so being close to airport was convenient "
The price is CA $127
CA $143 total
includes taxes & fees
Jun 2 - Jun 3
Wingate by Wyndham - Orlando International Airport
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
3.0 star property
7.8 out of 10, Good, 1,450 reviews
"The hotel was what I expected… the only thing I saw that could have been better is mold growing in the shower…. For the price I was satisfied "
The price is CA $83
CA $134 total
includes taxes & fees
Jun 6 - Jun 7
Holiday Inn & Suites Orlando SW - Celebration Area, an IHG Hotel
Seralago Hotel & Suites Main Gate East
3.0 star property
5.2 out of 10, 5,288 reviews
"This hotel is one my family and I would usually book, however it has absolutely gone down hill fast. There is absolutely NO dining area on premises, zero ice machines, rust and mold in the rooms, and no coffee makers in any rooms. We had to go off property just to even get a meal or snack. Oh and housekeeping is done ONLY after you check out. So needless to say, we WON'T be staying here again."
The price is CA $57
CA $89 total
includes taxes & fees
Jun 2 - Jun 3
Seralago Hotel & Suites Main Gate East
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, 847 reviews
"Nice, clean, and quiet. "
Margaritaville Resort Orlando Cottages by Rentyl
Vacation Village at Parkway
3.0 star property
8.2 out of 10, Very good, 1,267 reviews
"Rooms and facilities need updating"
Vacation Village at Parkway
Embassy Suites by Hilton Orlando International Dr Conv Ctr
3.5 star property
8.6 out of 10, Excellent, 1,338 reviews
"I'll be back "
The price is CA $155
CA $175 total
includes taxes & fees
Jun 6 - Jun 7
Embassy Suites by Hilton Orlando International Dr Conv Ctr
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, 1,416 reviews
"Nice and clean "
The Berkley, Orlando
Don't see what you're looking for?
See all available properties in Windermere
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 Vacation Rental Travel Info

Number of vacation rentals
591
Popular accommodation
Windermere private vacation homes
Known landmarks
Walt Disney World® Resort, Walt Disney World® and Walt Disney World® area
International airport
Orlando, FL (MCO-Orlando Intl.)

Other types of properties in Windermere you may be interested in

DoubleTree by Hilton Hotel Orlando at SeaWorld
4.0 star property
7.0 out of 10, Good, 8,836 reviews
"Property was nice but the customer service was the best part diego at the front desk was an amazing help and so was everyone else the parking was a lottle bit of a headache there was nothing available and it was 30$ a night but when i talked to them at the front desk they waived the fee thats why i say if nothing else was to being me back the customer service aspect would "
The price is CA $109
CA $161 total
includes taxes & fees
Jun 6 - Jun 7
DoubleTree by Hilton Hotel Orlando at SeaWorld
The Grove Resort & Water Park Orlando
4.0 star property
8.2 out of 10, Very good, 5,434 reviews
"I loved the water park. The staff was so friendly and helpful. Our room was beautiful. I find it odd you have to pay for room service though! "
The price is CA $273
CA $375 total
includes taxes & fees
Jun 10 - Jun 11
The Grove Resort & Water Park Orlando
DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
8.4 out of 10, Very good, 6,332 reviews
"All in all the hotel was pretty nice"
The price is CA $162
CA $182 total
includes taxes & fees
Jun 6 - Jun 7
DoubleTree by Hilton at the Entrance to Universal Orlando
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.

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, cottages, cabins, villas... 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Windermere vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Windermere vacation rentals we have selected for you start as low as CA $57 per night. Entering your travel dates in the search wizard 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. 

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 spa tub.

How many vacation rentals are there in Windermere?

Expedia has 11 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.

Recent reviews of Windermere properties
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