Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Windermere

Lobby sitting area
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, (1369)
"Great staff, good breakfast Calm and quiet hotel"
United States
Nabil
The price is ￥10,405
￥11,705 total
includes taxes & fees
Dec 1 - Dec 2
The View Studio Suites and Event Venue
Reception
Florida Hotel & Conference Center in the Florida Mall

Florida Hotel & Conference Center in the Florida Mall

3.5 star property
Orlando
9.2 out of 10, Wonderful, (2221)
"Good clean hotel"
United States
Xochitl
Florida Hotel & Conference Center in the Florida Mall
2 outdoor pools, a heated pool, open 8:00 AM to 10:00 PM, pool umbrellas
Lake Buena Vista Resort Village & Spa

Lake Buena Vista Resort Village & Spa

4.0 star property
Orlando
8.4 out of 10, Very Good, (9270)
"The staff was genuinely friendly and welcoming from the moment we arrived. The rooms were spotless, comfortable, and had everything we needed."
United States
Grettel
Lake Buena Vista Resort Village & Spa
Aerial view
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3023)
"very awesome place"
United States
miguel
The price is ￥14,033
￥19,781 total
includes taxes & fees
Nov 24 - Nov 25
Vacation Village Orlando, Celebration
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas
Floridays Resort Orlando

Floridays Resort Orlando

3.5 star property
International Drive District
8.6 out of 10, Excellent, (11571)
"Staff was super friendly. Resort was clean and there was many food options nearby "
United States
Shelbi
The price is ￥25,285
￥34,515 total
includes taxes & fees
Nov 13 - Nov 14
Floridays Resort Orlando
Interior
Margaritaville Cottages Orlando by Rentyl

Margaritaville Cottages Orlando by Rentyl

4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1699)
"Our favorite hotel!"
United States
Odanis
The price is ￥27,593
￥62,173 total
includes taxes & fees
Nov 12 - Nov 13
Margaritaville Cottages Orlando by Rentyl
Lobby
The Berkley, Orlando

The Berkley, Orlando

4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (1972)
"This property meets ALL my needs and I'll continue to stay here when i visit Orlando. Always friendly staff when i arrive there! Looking forward to my next visit, next year."
United States
Julia
The price is ￥19,523
￥23,714 total
includes taxes & fees
Nov 20 - Nov 21
The Berkley, Orlando
Outdoor pool
The Point Hotel & Suites

The Point Hotel & Suites

3.5 star property
Florida Center
8.0 out of 10, Very Good, (3289)
"Clean rooms. The front staff was super nice and very helpful. "
United States
Season
The price is ￥15,998
￥19,770 total
includes taxes & fees
Nov 17 - Nov 18
The Point Hotel & Suites
View from property
Regal Oaks Resort Vacation Townhomes by IDILIQ

Regal Oaks Resort Vacation Townhomes by IDILIQ

4.0 star property
Kissimmee
8.4 out of 10, Very Good, (3002)
"Superb accommodation and an excellent location for the parks if you have hired a car. My only criticism was we had a huge cockroach in the house that we had to get rid of. "
United Kingdom
Jordan
The price is ￥18,388
￥51,313 total
includes taxes & fees
Nov 12 - Nov 13
Regal Oaks Resort Vacation Townhomes by IDILIQ
Terrace/patio
The Point by Edge

The Point by Edge

4.0 star property
Florida Center
8.4 out of 10, Very Good, (803)
"Nice room, easy check in process."
United States
Christopher
The price is ￥9,364
￥12,442 total
includes taxes & fees
Nov 24 - Nov 25
The Point by Edge
Private pool
Club Wyndham Cypress Palms

Club Wyndham Cypress Palms

3.5 star property
Kissimmee
9.0 out of 10, Wonderful, (1839)
"clean, great staff nice area and well maintained"
United States
Sharon
Club Wyndham Cypress Palms
Water park
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5.0 star property
Reunion
8.8 out of 10, Excellent, (1421)
"Was amazing beautiful and is an special place to go with kids , we love it !! "
United States
Yamila
The price is ￥32,111
￥43,718 total
includes taxes & fees
Dec 10 - Dec 11
Reunion Resort & Golf Club
Outdoor spa tub
Blue Tree Resort at Lake Buena Vista

Blue Tree Resort at Lake Buena Vista

3.0 star property
Orlando
8.6 out of 10, Excellent, (1821)
"Nice and informative staff. "
United States
Valerie
Blue Tree Resort at Lake Buena Vista
Exterior
Parc Corniche Condominium Suite Hotel

Parc Corniche Condominium Suite Hotel

3.0 star property
International Drive District
8.0 out of 10, Very Good, (2179)
"Great staff"
United States
C B
The price is ￥14,613
￥24,243 total
includes taxes & fees
Nov 12 - Nov 13
Parc Corniche Condominium Suite Hotel
Outdoor pool, pool umbrellas, sun loungers
Magic Village Yards, Trademark Collection by Wyndham

Magic Village Yards, Trademark Collection by Wyndham

4.0 star property
Kissimmee
9.2 out of 10, Wonderful, (1151)
"Its mising a couple things for a complete kitchen. More utencils and pots"
United States
Jesica
Magic Village Yards, Trademark Collection by Wyndham
2 outdoor pools, pool umbrellas, sun loungers
Vista Cay Resort by Millenium at Universal Blvd

Vista Cay Resort by Millenium at Universal Blvd

3.5 star property
Orlando
8.6 out of 10, Excellent, (1567)
"I love how kid friendly the property is."
United States
STACY
Vista Cay Resort by Millenium at Universal Blvd
2 outdoor pools, pool umbrellas, sun loungers
Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (1397)
"Everything was great over all"
United States
Jesus
The price is ￥16,865
￥49,586 total
includes taxes & fees
Nov 16 - Nov 17
Encantada Resort Vacation Townhomes by IDILIQ
Exterior
Barefoot'n Resort Kissimmee Orlando

Barefoot'n Resort Kissimmee Orlando

2.5 star property
Kissimmee
9.0 out of 10, Wonderful, (156)
"Condo has a friendly staff, clean and walking distance to Old Town. "
United States
BONNIE
The price is ￥18,622
￥23,052 total
includes taxes & fees
Nov 26 - Nov 27
Barefoot'n Resort Kissimmee Orlando
Outdoor pool, pool umbrellas, sun loungers
WorldQuest Orlando Resort

WorldQuest Orlando Resort

4.0 star property
Orlando
8.4 out of 10, Very Good, (4016)
"The suite only needs a smart TV in the living room. This is my favorite resort to stay in Orlando with family and friends. "
United States
Ana
WorldQuest Orlando Resort
Outdoor pool
Magical Dreams

Magical Dreams

4.0 star property
Kissimmee
10.0 out of 10, Exceptional, (2)
"Parking can be an issue but as long as you communicate with the others, you’ll be alright. "
United States
Shana
The price is ￥8,526
￥20,123 total
includes taxes & fees
Nov 28 - Nov 29
Magical Dreams
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

Holiday Inn Resort Kissimmee by the Parks by IHG

Holiday Inn Resort Kissimmee by the Parks by IHG

10/10 Excellent
"Format desk agents were Amazing!!! Both ladies "
Ricardo 1-night trip
Posted 3 hours ago
Holiday Inn Resort Kissimmee by the Parks by IHG

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

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.