Windermere Holiday Rentals - Holiday Homes in Windermere

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 spa tub.

Check Windermere vacation rental availability

Vacation Rentals in Windermere

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

"I was not happy that the pool wasn't heated"

2 outdoor pools, a heated pool, sun loungers

"Wow! SeraLago has definitely stepped up their rooms. We stayed in the new suites and had plenty of room for 3 adults. Separated bedroom, living room and kitchen area. I would suggest coffee maker and a comfy chair but everything else was great for the price."

P3,757 total

includes taxes & fees

Dec 2 - Dec 3

"The stay overall was good. We were only there one night, for the price it was good, I just needed a place to sleep so I didn’t expect too fancy. Everyone was friendly, it was clean and bigger than I expected. I struggled with the smell of the room though, normally hotel cleaning chemicals don’t bother me but this was super strong and the whole night was like I was sniffing a bottle of pinesol which led to a migraine. I wish I did a little more research on the location because it is directly next...

P5,443 total

includes taxes & fees

Dec 1 - Dec 2

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

"I got a good vacation ,resting and relaxing "

P11,182 total

includes taxes & fees

Dec 2 - Dec 3

"The stay was nice. However, booking it was confusing We intended to have ONE TWO bedroom unit. I filled out the information Two guests in one room One guest in second room ONE UNIT We arrived and had 2 units. We were told to ask hotels. Com for a refund for second unit. "

P10,161 total

includes taxes & fees

Dec 15 - Dec 16

"Beautiful cottage, clean, convenient location, safe and family friendly. "

"Pleasant check in and overall stay"

P6,693 total

includes taxes & fees

Dec 2 - Dec 3

"Everything was fine, except wrong payment at front"

P6,733 total

includes taxes & fees

Dec 16 - Dec 17

"best place with all available options "

P10,682 total

includes taxes & fees

Nov 30 - Dec 1

"Near parks"

"Perfect stay "

Individually decorated, individually furnished, laptop workspace

"The location was beautiful. Loved the outside bed and being able to use the kayaks free of charge. Would be nice to have a few more in case our whole group wanted to go out. (6 of us) I did not ask as there may have been more if we asked. Overall, it was very nice and I would definitely stay again. Communication was great. Never had to wait for anything. However, the dryer did not work, and the one bedroom door did not close properly or lock. (not the king bedroom) Also, it would have been...

P12,430 total

includes taxes & fees

Dec 7 - Dec 8

"We usually stay here every other year. You can’t beat the size of the unit when you’re traveling with a family. The pool is beautiful and the staff is friendly."

P13,955 total

includes taxes & fees

Dec 2 - Dec 3

2 outdoor pools, open 8:00 AM to 9:00 PM, cabanas (surcharge)

"Overall we really enjoyed our stay at Regal Oaks. We had a two bedroom, 2.5 bath townhouse with private hot tub and it was perfect for our group of 4. My only critics is the hot tub cover desperately needs to be replaced (stained and cracked which would leave little pieces floating in the hot tub). And pretty much all the toilet paper roll holders were broken and the toilet paper kept falling off of them. But everything else was clean and the beds were very comfortable. Location was pretty much...

P18,795 total

includes taxes & fees

Dec 4 - Dec 5

Outdoor pool, pool umbrellas, sun loungers

"I loved that there was a pool and hot tub included. The room was very clean and spacious. A feature we loved about this hotel was that they gave you an extra set of linens to change the bed if you wanted too and plenty of towels and a throw blanket for the sofa bed. Highly recommend Sonder at the point."

P7,361 total

includes taxes & fees

Dec 1 - Dec 2

"Lovely customer service, when we ran into an issue and needed maintenance… the front desk and maintenance was on it to fix the issue. My 2nd stay here and would definitely consider staying again. "

"Quiet and good options "

P18,132 total

includes taxes & fees

Nov 30 - Dec 1

"Booked a 2 bedroom condo. The location was great for our trip. They allowed us to do an early check in which was a bonus. We basically shower and sleep with our condo so luckily we don’t mind the outdated living room furniture/kitchen appliances. The place was a great price compared to other condos in the area that are more updated. "

P8,008 total

includes taxes & fees

Dec 11 - Dec 12

Individually furnished, free cribs/infant beds, WiFi, bed sheets

"Great location. Took my daughter to two concerts in the downtown Orlando area. This place was easy to find, had easy parking and even a restaurant/bar in the back. I downloaded the app and the check in/checkout process was super easy. Even better was the fact that I didn’t have to worry about losing a key. It’s all in the app."

P7,469 total

includes taxes & fees

Dec 11 - Dec 12

2 outdoor pools, pool umbrellas, sun loungers

"We loved the location and the community amenities. House was nice, clean and exactly what we needed. "

P19,136 total

includes taxes & fees

Dec 4 - Dec 5

Save an average of 15% on thousands of hotels when you're signed in

Sign in

Sign up, it's free

Other types of properties in Windermere you may be interested in

"Great area and friendly staff! Very accomodating!"

P5,342 total

includes taxes & fees

Dec 16 - Dec 17

"Worth staying to avoid the morning rush to find parking and deal with the bumper to bumper traffic."

P11,727 total

includes taxes & fees

Dec 2 - Dec 3

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

"I love this place "

P11,529 total

includes taxes & fees

Nov 30 - Dec 1

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:

View our selection of featured holiday rentals in Windermere
Use the map to find apartments and other holiday homes in the Windermere neighbourhood you prefer
Enter your travel dates to view the best deals on holiday rentals in Windermere while they last

Look no further and take a look at our great range of rental properties in Windermere!

Recent reviews of Windermere properties

5/5 Excellent

"Everything!! Jacqueline T is absolutely amazing she went above and beyond!!"

A verified traveler stayed at Margaritaville Resort Orlando

Posted 1 day ago

5/5 Excellent

"We stayed a week. Housekeeping great every other day. Food service, arcade staff, ice cream shop, laundry, star bucks and front desk staff great, gift shop great. Loved fire pit and meeting so many wonderful people. Pool staff roughed out cold snap. Condos. Felt safe. Shuttle fast and never waited. Great vacation. Our second time at this hotel. Great to see all the holiday decorations too. Yes. It was at a cost. But definitely worth it. Hope to visit again. "

A verified traveler stayed at Universal's Cabana Bay Beach Resort

Posted 1 day 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 spa tub.

How many vacation rentals are there in Windermere?

Expedia has 12 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.

Members save 10% or more on over 100,000 hotels worldwide when you’re signed in

Windermere Vacation Rentals

Check Windermere vacation rental availability

Vacation Rentals in Windermere

Lake Buena Vista Resort Village & Spa

Seralago Hotel & Suites Main Gate East

The View Studio Suites and Event Venue

Floridays Resort Orlando

Summer Bay Orlando by Exploria Resorts

Margaritaville Resort Orlando Cottages by Rentyl

Ramada by Wyndham Hotel & Water Park

The Point Hotel & Suites

Florida Hotel & Conference Center in the Florida Mall

Vacation Village at Parkway

The Berkley, Orlando

Orlando Lakefront Tiny House Community

WorldQuest Orlando Resort

Regal Oaks Resort Vacation Townhomes by IDILIQ

Sonder at The Point

Club Wyndham Cypress Palms

Reunion Resort & Golf Club

Parc Corniche Condominium Suite Hotel

Sonder Wellborn

Encantada Resort Vacation Townhomes by IDILIQ

Other types of properties in Windermere you may be interested in

DoubleTree by Hilton at the Entrance to Universal Orlando

Hyatt Regency Orlando International Airport

The Grove Resort & Water Park Orlando

Find out more about Windermere

Recent reviews of Windermere properties

Margaritaville Resort Orlando

Universal's Cabana Bay Beach Resort

The Grove Resort & Water Park Orlando

Rosen Centre Hotel

Rosen Inn International

DoubleTree by Hilton at the Entrance to Universal Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel

Caribe Royale Orlando

Frequently asked questions