Windermere Vacation Rentals

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Vacation Rentals in Windermere

Meeting facility
Hyatt Regency Orlando International Airport
4.0 star property
9.4 out of 10, Exceptional, (4818)
"Great place and location the elevator is little slow. "
The price is ¥34,652
¥38,984 total
includes taxes & fees
Jun 16 - Jun 17
Hyatt Regency Orlando International Airport
Lobby sitting area
The Berkley, Orlando
4.0 star property
9.4 out of 10, Exceptional, (1412)
"It is like living in your own home. Fully equipped kitchen. King size beds comfortable but the twin beds were not. The vacation home is very nice though. Close to a lot of restaurants.20 mins to Disney"
The Berkley, Orlando
2 restaurants, lunch, dinner served; American cuisine
Embassy Suites by Hilton Orlando Lake Buena Vista South
3.5 star property
9.2 out of 10, Wonderful, (1697)
"everything is excellent"
The price is ¥22,203
¥25,201 total
includes taxes & fees
Jun 2 - Jun 3
Embassy Suites by Hilton Orlando Lake Buena Vista South
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Outdoor pool, sun loungers, lifeguards on site
Spectrum Resort Orlando
4.0 star property
9.2 out of 10, Wonderful, (191)
"Loved the place. Wished the pool was open longer. "
Spectrum Resort Orlando
The Club House | Individually decorated, individually furnished, laptop workspace
Orlando Lakefront Tiny House Community
4.5 star property
9.2 out of 10, Wonderful, (138)
"Great location. Very cozy and fun."
The price is ¥11,175
¥23,874 total
includes taxes & fees
May 19 - May 20
Orlando Lakefront Tiny House Community
Reception
Florida Hotel & Conference Center in the Florida Mall
3.5 star property
9.0 out of 10, Wonderful, (1451)
"The hotel is beautiful. The location is super. It is very clean and everyone was very helpful and friendly. From the beautiful ladies at reception to equally beautiful lady that cleaned the room. It is certainly my go to when in the Orlando area"
The price is ¥23,484
¥29,973 total
includes taxes & fees
May 29 - May 30
Florida Hotel & Conference Center in the Florida Mall
Pillowtop beds, in-room safe, desk, blackout drapes
Wingate by Wyndham - Orlando International Airport
3.0 star property
8.8 out of 10, Excellent, (3964)
"Great hospitality. Clean and nice location. "
The price is ¥13,771
¥15,494 total
includes taxes & fees
May 19 - May 20
Wingate by Wyndham - Orlando International Airport
Interior
Margaritaville Resort Orlando Cottages by Rentyl
4.0 star property
8.8 out of 10, Excellent, (836)
"We stayed in one of the two bedroom villas. It actually had a third room with a bed as well (just no door) which was a nice surprise! The villa was incredibly clean, spacious and beautiful! It does have most of what you need but found a couple things could have been added such as a broom to sweep up after dinner etc. (we did call and ask for one, and they did deliver us a broom) and there were no dish cloths. Other than that, it had everything you need to cook etc. The property is huge,...
Margaritaville Resort Orlando Cottages by Rentyl
Private pool
Club Wyndham Cypress Palms
3.5 star property
8.8 out of 10, Excellent, (1452)
"Great place to stay!"
Club Wyndham Cypress Palms
Presidential Suite, 1 King Bed, Non Smoking | View from room
Embassy Suites by Hilton Orlando Downtown
3.5 star property
8.8 out of 10, Excellent, (1355)
"Management went above & Beyond."
The price is ¥26,144
¥29,413 total
includes taxes & fees
May 28 - May 29
Embassy Suites by Hilton Orlando Downtown
Exterior
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
3.5 star property
8.6 out of 10, Excellent, (3123)
"Property was clean & well maintained. Pool was relaxing & clean. Loved the tiki bar & convenience of shuttle!! Shuttle has multiple times to Epcot/TTC & Disney Springs it was perfect!! Market & applebees on site was nice for after park eats & cravings! Would stay again."
The price is ¥12,655
¥18,874 total
includes taxes & fees
Jun 9 - Jun 10
Holiday Inn Resort Orlando - Lake Buena Vista, an IHG Hotel
2 outdoor pools, a heated pool, pool umbrellas, sun loungers
Floridays Resort Orlando
3.5 star property
8.6 out of 10, Excellent, (10668)
"The suit was beautiful and clean, the property was very nice and all the staff was very nice. I will be back "
The price is ¥20,345
¥28,105 total
includes taxes & fees
Jun 6 - Jun 7
Floridays Resort Orlando
Lobby
Embassy Suites by Hilton Orlando International Dr ICON Park
3.5 star property
8.6 out of 10, Excellent, (1479)
"They always brought up everything we needed. Very accommodating. "
The price is ¥13,954
¥15,698 total
includes taxes & fees
May 19 - May 20
Embassy Suites by Hilton Orlando International Dr ICON Park
Outdoor pool, open 8:00 AM to 10:00 PM, sun loungers
Hilton Garden Inn Orlando at SeaWorld
3.0 star property
8.6 out of 10, Excellent, (1206)
"Very nice front desk"
The price is ¥13,269
¥14,927 total
includes taxes & fees
May 21 - May 22
Hilton Garden Inn Orlando at SeaWorld
Indoor pool, outdoor pool, pool umbrellas
Embassy Suites by Hilton Orlando International Dr Conv Ctr
3.5 star property
8.6 out of 10, Excellent, (1331)
"Nice clean comfortable "
The price is ¥15,951
¥17,945 total
includes taxes & fees
May 28 - May 29
Embassy Suites by Hilton Orlando International Dr Conv Ctr
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas
Lake Buena Vista Resort Village & Spa
4.0 star property
8.4 out of 10, Very Good, (7188)
"It was q beautiful spacious clean environment "
The price is ¥24,714
¥31,889 total
includes taxes & fees
May 19 - May 20
Lake Buena Vista Resort Village & Spa
Property entrance
The View Studio Suites and Event Venue
3.5 star property
8.4 out of 10, Very Good, (185)
"Very nice staff and people working in the hotel, just a sketchy location with weird people around, but that is to be expected when you stay in the epicenter of a city. We found a bug in our room and they immediately relocated us to another room free of charge which was very nice. Overall a good experience"
The price is ¥10,819
¥12,170 total
includes taxes & fees
May 19 - May 20
The View Studio Suites and Event Venue
5 outdoor pools
Summer Bay Orlando by Exploria Resorts
3.5 star property
8.4 out of 10, Very Good, (4711)
"Very clean and safe. Will stay there again if possible."
The price is ¥19,335
¥26,609 total
includes taxes & fees
May 23 - May 24
Summer Bay Orlando by Exploria Resorts
2 outdoor pools, open 8:00 AM to 9:00 PM, cabanas (surcharge)
Regal Oaks Resort Vacation Townhomes by IDILIQ
4.0 star property
8.4 out of 10, Very Good, (2669)
"Very nice place to stay "
The price is ¥16,943
¥44,093 total
includes taxes & fees
Jun 12 - Jun 13
Regal Oaks Resort Vacation Townhomes by IDILIQ
Outdoor pool, pool umbrellas, sun loungers
Sonder at The Point
4.0 star property
8.4 out of 10, Very Good, (489)
"At night one of the bedrooms has a loud sound from some outside machine (AC/or building). It was the only negative point on this booking. EVERYTHING ELSE was AMAZING! PS.: Would will be perfect if the late check-out was around 4 pm, which works better when the flights are at night. "
The price is ¥32,233
¥36,262 total
includes taxes & fees
Jun 14 - Jun 15
Sonder at The Point
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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.

Other types of properties in Windermere you may be interested in

Outdoor pool
DoubleTree by Hilton at the Entrance to Universal Orlando
4.0 star property
8.4 out of 10, Very Good, (6370)
"Hotel was very nice and in a convenient area with restaurants and convenience stores close by like Walgreens. My neighbors were so roust but that’s not the hotels fault. "
The price is ¥17,012
¥19,138 total
includes taxes & fees
May 30 - May 31
DoubleTree by Hilton at the Entrance to Universal Orlando
3 outdoor pools, a heated pool, cabanas (surcharge), pool umbrellas
The Grove Resort & Water Park Orlando
4.0 star property
8.2 out of 10, Very Good, (5357)
"Room are perfect "
The price is ¥30,788
¥42,365 total
includes taxes & fees
May 20 - May 21
The Grove Resort & Water Park Orlando
Front of property - evening/night
DoubleTree by Hilton Hotel Orlando at SeaWorld
4.0 star property
7.0 out of 10, Good, (8958)
"Stayed for one night post cruise to have a day at SeaWorld with 3 littles. The location was so very convenient to get to SeaWorld. We will park at the park but there is a walkway to SeaWorld from the hotel property. I did not give high ratings because I do think it could have been a little more well kept. The property wasn’t as well kept as i anticipated the room was not as clean as i had hoped but overall it was a great choice for my family to stay for one evening. The staff were very nice at...
The price is ¥12,930
¥18,893 total
includes taxes & fees
May 21 - May 22
DoubleTree by Hilton Hotel Orlando at SeaWorld
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.

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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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