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Windermere Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Windermere vacation rentals

Villa (3 Bedrooms) | Interior

The Farm House - Great Location + Pet Friendly!

The Farm House - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is AED 447
AED 1,923 total
includes taxes & fees
25 Jun - 26 Jun
The Farm House - Great Location + Pet Friendly!
Property grounds

Shore Steps Cottage - Walking Distance To The Town Of Windermere

Shore Steps Cottage - Walking Distance To The Town Of Windermere
Windermere
The price is AED 547
AED 1,375 total
includes taxes & fees
23 Jun - 24 Jun
Shore Steps Cottage - Walking Distance To The Town Of Windermere
Villa (5 Bedrooms) | Interior

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is AED 503
AED 2,139 total
includes taxes & fees
23 Jun - 24 Jun
Rustic Hideaway - Great Location + Pet Friendly!
Outdoor pool

The Irlo

The Irlo
3.0 star property
Kissimmee
7.6 out of 10, Good, (30 reviews)
"Everything was ok but I see little roaches."
United States
Sonia
The price is AED 135
AED 237 total
includes taxes & fees
23 Jun - 24 Jun
The Irlo
Outdoor pool

Private Spacious Room in Home, with Pool-The Oasis Room

Private Spacious Room in Home, with Pool-The Oasis Room
Clermont
9.8 out of 10, Exceptional, (31 reviews)
"The room was clean. I had no issues. The host was nice. I had a good stay"
United States
Deborah
The price is AED 182
AED 377 total
includes taxes & fees
23 Jun - 24 Jun
Private Spacious Room in Home, with Pool-The Oasis Room
1 bedroom, desk, iron/ironing board, free WiFi

Private guest studio in the heart of orlando.

Private guest studio in the heart of orlando.
Orlando
9.8 out of 10, Exceptional, (58 reviews)
"Super clean and updated, loved the location, and quiet neighborhood. Definitely will stay here again!"
United States
Gianna N.
The price is AED 244
AED 493 total
includes taxes & fees
23 Jun - 24 Jun
Private guest studio in the heart of orlando.
Exterior

Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration
3.0 star property
Kissimmee
8.6 out of 10, Excellent, (4,367 reviews)
"Great stay"
United States
Martena
The price is AED 236
AED 359 total
includes taxes & fees
28 Jun - 29 Jun
Vacation Village Orlando, Celebration
Interior

Cozy Lake Front Cottage

Cozy Lake Front Cottage
Clermont
10.0 out of 10, Exceptional, (22 reviews)
"The setting was very nice and in a quiet area, but conveniently located to travel around Florida. Cottage was clean and very comfortable. Would definitely stay again."
United States
Brenda P.
The price is AED 493
AED 1,061 total
includes taxes & fees
23 Jun - 24 Jun
Cozy Lake Front Cottage
Fridge, microwave, oven, stovetop

Charming 2-bedroom Florida Getaway! Sleeps 6

Charming 2-bedroom Florida Getaway! Sleeps 6
Kissimmee
9.8 out of 10, Exceptional, (16 reviews)
"Clean, exactly what its described and picture"
United States
Aracelis
The price is AED 298
AED 1,073 total
includes taxes & fees
6 Jul - 7 Jul
Charming 2-bedroom Florida Getaway! Sleeps 6
Exterior

Charming 2-bedroom apartment in house with AC, WiFi included

Charming 2-bedroom apartment in house with AC, WiFi included
Apopka
9.8 out of 10, Exceptional, (30 reviews)
"Very nice neighborhood and great accommodations. "
United States
Kevin S.
The price is AED 347
AED 526 total
includes taxes & fees
23 Jun - 24 Jun
Charming 2-bedroom apartment in house with AC, WiFi included
Fridge, microwave, oven, stovetop

Stylish Boutique Guest house in Winter Park

Stylish Boutique Guest house in Winter Park
Winter Park
10.0 out of 10, Exceptional, (109 reviews)
"We enjoyed a great stay! "
United States
Amanda B.
The price is AED 551
AED 1,261 total
includes taxes & fees
23 Jun - 24 Jun
Stylish Boutique Guest house in Winter Park
Terrace/patio

Sunset Bliss Retreat Condo - Near Disney

Sunset Bliss Retreat Condo - Near Disney
Kissimmee
9.6 out of 10, Exceptional, (49 reviews)
"Everything was amazing definitely would book again "
United States
Kens C.
The price is AED 200
AED 496 total
includes taxes & fees
23 Jun - 24 Jun
Sunset Bliss Retreat Condo - Near Disney
3 bedrooms, desk, iron/ironing board, free WiFi

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (50 reviews)
"The house was very clean and the owner was very prompt in answering our one question. The A/C worked great. "
United States
Michael
The price is AED 479
AED 917 total
includes taxes & fees
23 Jun - 24 Jun
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Exterior

Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando
2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (326 reviews)
"When my family come to the theme parks, THIS is always our place to stay."
United States
Justin
The price is AED 446
AED 552 total
includes taxes & fees
23 Jun - 24 Jun
Barefoot'n Resort Kissimmee Orlando
Apartment (1 Bedroom) | Interior

Suite Near Universal Studios w Pool & Hot Tub

Suite Near Universal Studios w Pool & Hot Tub
3.0 star property
International Drive District
10.0 out of 10, Exceptional, (1 review)
"The room was clean and service was great!"
United States
Daija
The price is AED 264
AED 624 total
includes taxes & fees
20 Jul - 21 Jul
Suite Near Universal Studios w Pool & Hot Tub
Front of property

Premium Condos near Universal Studios

Premium Condos near Universal Studios
4.0 star property
International Drive District
9.2 out of 10, Wonderful, (49 reviews)
"Easy and reliable stay. "
United States
Nikida
The price is AED 243
AED 517 total
includes taxes & fees
30 Jun - 1 Jul
Premium Condos near Universal Studios
Restaurant

The View Studio Suites and Event Venue

The View Studio Suites and Event Venue
3.0 star property
Orlando
8.4 out of 10, Very Good, (2,046 reviews)
"Great location close to a lot of things."
United States
tammy
The price is AED 284
AED 320 total
includes taxes & fees
20 Jul - 21 Jul
The View Studio Suites and Event Venue
Fridge, microwave, oven, stovetop

Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.4 out of 10, Exceptional, (42 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is AED 441
AED 1,243 total
includes taxes & fees
30 Jun - 1 Jul
Florida Vacation with pool fun for families
Dining

Private house with pool Kissimmee/Orlando

Private house with pool Kissimmee/Orlando
Buena Ventura Lakes
9.8 out of 10, Exceptional, (58 reviews)
"Great house. Clean and quiet. "
United States
Sara M.
The price is AED 680
AED 1,626 total
includes taxes & fees
29 Jun - 30 Jun
Private house with pool Kissimmee/Orlando
6 outdoor pools, free cabanas, pool umbrellas

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando

Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
4.0 star property
Orlando
9.2 out of 10, Wonderful, (5,857 reviews)
"I can’t wait to come back again, Best place for family Vacation!!!"
United States
Ivelisse
The price is AED 559
AED 629 total
includes taxes & fees
8 Jul - 9 Jul
Sheraton Vistana Resort Villas, Lake Buena Vista/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.
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Top Windermere Hotel Reviews

The Grove Resort & Water Park Orlando

The Grove Resort & Water Park Orlando

8/10 Good
"We had a good experience and a spacious stay. The way the hotel was built can be a little difficult to know where everything is or how to get back to your room but the signs are helpful. Overall staff were nice and building was clean. You can tell it's an older resort but they have kept up with property pretty well. I wish they could have offered better discounts on theme parks."
Joy 3-night trip
Posted less than an hour ago
The Grove Resort & Water Park Orlando

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 3 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.