Windermere Vacation Rentals from ￥9,759: Search Short-Term Rentals

Q: 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.

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Vacation Rentals in Windermere

"Great stay for family and friends. Lots of areas for playing and pools as well."

￥16,826 total

includes taxes & fees

Apr 28 - Apr 29

2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas

"Furniture needs to be updated."

￥24,929 total

includes taxes & fees

Apr 21 - Apr 22

"Unit was clean but did have a weird smell when first entering. There were plenty of regular and pool towels. Enjoyed my stay with my family "

￥20,715 total

includes taxes & fees

May 4 - May 5

"I like the multi level and the property is well kept. "

￥130,782 total

includes taxes & fees

May 10 - May 11

"Walking distance from OldTown and fun spot"

￥18,424 total

includes taxes & fees

Apr 20 - Apr 21

"Nice, but could use improvement on bathroom maintenance. "

￥29,758 total

includes taxes & fees

May 2 - May 3

"5 stars "

￥10,979 total

includes taxes & fees

Apr 20 - Apr 21

2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas

"Customer service is EXCELLENT!"

"Wonderful! We needed an escape. And found one. Lovely beautiful property. Accommodations were fantastic. Everything we needed and more. Made some great memories. "

￥40,514 total

includes taxes & fees

May 4 - May 5

"Its all great"

￥51,257 total

includes taxes & fees

Apr 21 - Apr 22

"I spent a few days looking for a hotel near the Disney parks. I found the perfect one! I like everything about The Berkley! Our two bedrooms suite was huge with the full kitchen and dining area. The screened balcony was a nice bonus to enjoy breakfast! Room was clean, property is well-maintained, two pools and a spa were great too. It's only one exit from the Disney parks. I like that it's quiet after Disney's crowd. Plenty of parking spots right in front of the building. I'd definitely stay...

￥20,456 total

includes taxes & fees

May 4 - May 5

"Property was excellent and new construction was being done next to property. Parking was limited. Overall wonderful place to stay and would do it again!"

"This is like my fifth time staying at this property with my family family, we absolutely love it beautiful safe and they are shopping centers walking distance."

"Apartment was clean. "

￥22,409 total

includes taxes & fees

May 12 - May 13

"My stay was great. Its a dated property so be prepared for that but everything functioned properly, so nothing to worry about. Nice decor all around, loved the wellborn bar area, id definitely stay again."

￥14,403 total

includes taxes & fees

May 13 - May 14

Superior Suite, 3 Bedrooms, Pool View (3 Bathrooms) | Exterior

"Enjoyed our time "

￥41,135 total

includes taxes & fees

May 4 - May 5

Outdoor pool, pool umbrellas, sun loungers

"Very nice and quiet community! Clean! Daily garbage pick up outside the front door is a definite positive! Not much for kids to do but a beautiful place!"

"The only place i stay when visiting Orlando. Definitely recommend if traveling with a family. Convenient in suite amenities like jacuzzi tub, and full kitchdn "

￥20,206 total

includes taxes & fees

Apr 29 - Apr 30

"Clean and comfortable. Property was well described. Interiors are a bit dated but comfortable. Pool area is well maintained, clean and water was the perfect temperature. Wifi has great coverage but on the slower side. Great location, 5 minutes from SeaWorld, 10 minutes to Universal, 15 minutes to Disney Springs. "

￥19,869 total

includes taxes & fees

Apr 20 - Apr 21

The Club House | Individually decorated, individually furnished, laptop workspace

"Rich was very helpful and available "

￥22,706 total

includes taxes & fees

May 12 - May 13

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"Carmen at reception! Excellent person you made our trip exceptional. The Mateo Family love you! "

￥19,604 total

includes taxes & fees

Apr 20 - Apr 21

" Nice staff"

￥30,231 total

includes taxes & fees

Apr 21 - Apr 22

2 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas

"Pools were clean, staff was great, shuttles were also helpful. The dinning options were really good and fresh "

￥26,232 total

includes taxes & fees

Apr 21 - Apr 22

Find out more about Windermere

Search for holiday rentals in Windermere on Expedia! You can easily find your home rentals, villas, holiday apartments in Windermere using one of the methods below:

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Recent reviews of Windermere properties

Holiday Inn Resort Orlando Suites - Waterpark by IHG

5/5 Excellent

"Carmen at reception! Excellent person you made our trip exceptional. The Mateo Family love you! "

A verified traveler stayed at Holiday Inn Resort Orlando Suites - Waterpark by IHG

Posted 4 hours ago

Universal's Endless Summer Resort - Dockside Inn and Suites

5/5 Excellent

"This hotel was really nice and family friendly. They have food options for kids and adults. I loved that the hotel had a shuttle bus that could take us to universal studios. I also loved how close it was to many other things to do. We were even able to get the local bus to go places. The only thing that was a long wait was the check-in time. But I think that’s because it was spring break time. Otherwise, it was great time and I definitely want to go back!"

A verified traveler stayed at Universal's Endless Summer Resort - Dockside Inn and Suites

Posted 2 days ago

Drury Plaza Hotel Orlando - Disney Springs Area

5/5 Excellent

Best hotel! But no early entry

"I love staying here everytime! Such a nice hotel. My only complaint is that this hotel is on Disney property, but you do not get early entry into the parks… to this day I still don’t understand why… all the cast members we have talked to say it’s not eligible, but whatever. Best hotel to stay at still!!"

A verified traveler stayed at Drury Plaza Hotel Orlando - Disney Springs Area

Posted 2 days ago

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

5/5 Excellent

"Stayed there in April of 2025. I was a chaperone of a HS trip to Disney. The hotel staff was wonderful. Rooms were clean and breakfast was wonderful. "

A verified traveler stayed at Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Posted 2 days ago

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 14 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.

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Windermere Vacation Rentals

Check prices for these dates

Vacation Rentals in Windermere

Vacation Village at Parkway

Lake Buena Vista Resort Village & Spa

Summer Bay Orlando by Exploria Resorts

Margaritaville Cottages Orlando with H2O Waterpark by Rentyl

Barefoot'n Resort Kissimmee Orlando

Florida Hotel & Conference Center in the Florida Mall

The View Studio Suites and Event Venue

Floridays Resort Orlando

Reunion Resort & Golf Club

Regal Oaks Resort Vacation Townhomes by IDILIQ

The Berkley, Orlando

Club Wyndham Cypress Palms

Blue Tree Resort at Lake Buena Vista

Sonder Vista Cay

Sonder Wellborn

WorldQuest Orlando Resort

Magic Village Yards, Trademark Collection by Wyndham

The Point Hotel & Suites

Parc Corniche Condominium Suite Hotel

Orlando Lakefront Tiny House Community

Other types of properties in Windermere you may be interested in

Holiday Inn Resort Orlando Suites - Waterpark by IHG

Hyatt Regency Orlando International Airport

Universal's Cabana Bay Beach Resort

Find out more about Windermere

Recent reviews of Windermere properties

Holiday Inn Resort Orlando Suites - Waterpark by IHG

The Grove Resort & Water Park Orlando

Westgate Lakes Resort & Spa Universal Studios Area

Caribe Royale Orlando

Hilton Vacation Club Grande Villas Orlando

Hyatt Regency Orlando International Airport

Universal's Endless Summer Resort - Dockside Inn and Suites

Drury Plaza Hotel Orlando - Disney Springs Area

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Frequently asked questions