Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Dec 5 - Dec 7
In two months
Jan 16 - Jan 18
In three months
Feb 13 - Feb 15
In four months
Mar 13 - Mar 15

Vacation Rentals in Windermere

Interior
Margaritaville Cottages Orlando by Rentyl

Aparthotel in Kissimmee

4.0 star property
8.8 out of 10, Excellent, (1717)
"Our favorite hotel!"
United States
Odanis
The price is P11,150
P24,464 total
includes taxes & fees
Nov 20 - Nov 21
Margaritaville Cottages Orlando by Rentyl
Dock
Barefoot Suites

Aparthotel in Kissimmee

3.0 star property
9.0 out of 10, Wonderful, (1789)
"Barefoot Suites is just an overall an awesome place to stay."
United States
Loretta
The price is P4,322
P5,669 total
includes taxes & fees
Nov 23 - Nov 24
Barefoot Suites
Terrace/patio
The Point by Edge

Aparthotel in Florida Center

4.0 star property
8.4 out of 10, Very Good, (807)
"Great accommodations!"
United States
Champayne
The price is P3,717
P4,911 total
includes taxes & fees
Nov 20 - Nov 21
The Point by Edge
2 bedrooms, individually decorated, individually furnished
Orlando Lakefront Tiny House Community

Cottage in Orlando

3.0 star property
9.4 out of 10, Exceptional, (331)
"We enjoyed our stay."
United States
Ardeeh
The price is P4,540
P9,421 total
includes taxes & fees
Dec 7 - Dec 8
Orlando Lakefront Tiny House Community
Lobby
Regal Oaks Resort Vacation Townhomes by IDILIQ

Condo resort in Kissimmee

4.0 star property
8.4 out of 10, Very Good, (3009)
" Clean room and a great staff"
United States
Victor
Regal Oaks Resort Vacation Townhomes by IDILIQ
2 outdoor pools, a heated pool, open 7:00 AM to 11:00 PM, pool umbrellas
Floridays Resort Orlando

Condo resort in International Drive District

3.5 star property
8.6 out of 10, Excellent, (11578)
"Room was clean, great staff "
United States
Nora
Floridays Resort Orlando
Outdoor pool, pool umbrellas, sun loungers
WorldQuest Orlando Resort

Aparthotel in Orlando

4.0 star property
8.4 out of 10, Very Good, (4018)
"Very attentive staff and clean rooms. "
United States
Diana-Patricia
WorldQuest Orlando Resort
Outdoor pool, open 7:00 AM to 11:00 PM, pool umbrellas, sun loungers
Marriott's Sabal Palms

Vacation Home in Orlando

4.0 star property
9.6 out of 10, Exceptional, (202)
"Easy check in, pool was awesome "
United States
Lisa
The price is P12,684
P14,269 total
includes taxes & fees
Dec 10 - Dec 11
Marriott's Sabal Palms
Lobby sitting area
The View Studio Suites and Event Venue

Aparthotel in Orlando

3.0 star property
8.4 out of 10, Very Good, (1392)
"Nice breakfast, friendly staff, great location "
United States
Yessica
The price is P3,982
P4,480 total
includes taxes & fees
Dec 1 - Dec 2
The View Studio Suites and Event Venue
Exterior
voco Kissimmee Orlando by IHG

Aparthotel in Kissimmee

4.0 star property
7.4 out of 10, Good, (1009)
"Great stay "
United States
Rocio
The price is P3,127
P4,888 total
includes taxes & fees
Nov 25 - Nov 26
voco Kissimmee Orlando by IHG
Reception
Florida Hotel & Conference Center in the Florida Mall

Aparthotel in Orlando

3.5 star property
9.2 out of 10, Wonderful, (2250)
"Clean fresh smelling room, real friendly staff, great atmosphere. Always love staying here"
United States
Alexander
Florida Hotel & Conference Center in the Florida Mall
Water park
Reunion Resort & Golf Club

Aparthotel in Reunion

5.0 star property
8.8 out of 10, Excellent, (1426)
"Was amazing beautiful and is an special place to go with kids , we love it !! "
United States
Yamila
The price is P12,348
P16,811 total
includes taxes & fees
Dec 9 - Dec 10
Reunion Resort & Golf Club
Outdoor pool
The Point Hotel & Suites

Aparthotel in Florida Center

3.5 star property
8.0 out of 10, Very Good, (3290)
"Great place to stay "
United States
Kevaughn
The price is P7,905
P9,572 total
includes taxes & fees
Nov 24 - Nov 25
The Point Hotel & Suites
Exterior
Barefoot'n Resort Kissimmee Orlando

Aparthotel in Kissimmee

2.5 star property
9.0 out of 10, Wonderful, (156)
"We love it here! This is the only place we come when we are visiting Disney! The people are so friendly, and the place is clean and super nice! "
United States
Erin
The price is P5,007
P6,418 total
includes taxes & fees
Nov 20 - Nov 21
Barefoot'n Resort Kissimmee Orlando
Private pool
Formosa Valley Resort by UNE Homes

Vacation Home in Kissimmee

4.0 star property
9.4 out of 10, Exceptional, (188)
"Overall a clean house, one of the best properties I’ve stayed in. "
United States
Cristian
Formosa Valley Resort by UNE Homes
Aerial view
Vacation Village Orlando, Celebration

Condo in Kissimmee

3.0 star property
8.6 out of 10, Excellent, (3049)
"Great place to stay"
United States
Jose
The price is P5,371
P7,571 total
includes taxes & fees
Dec 2 - Dec 3
Vacation Village Orlando, Celebration
Pool
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo

Condo in Kissimmee

3.0 star property
10.0 out of 10, Exceptional, (1)
"we had a great time and enjoyed the condo for the short time we were there."
United States
Sherri Ann
Storey Lake Resort 2bd Condo Overlooking Water #840 2 Bedroom Condo
4 outdoor pools, pool umbrellas, sun loungers
Bahama Bay Resort

Condo resort in Bahama Bay

3.5 star property
8.6 out of 10, Excellent, (2090)
"Really enjoyed our stay, the room was comfortable clean and had every thing we needed. Will definitely be back soon"
United Kingdom
Rosalyn
The price is P14,985
P20,467 total
includes taxes & fees
Dec 17 - Dec 18
Bahama Bay Resort
2 outdoor pools, open 8 AM to 10 PM, sun loungers
Holiday Inn Club Vacations Orlando Breeze Resort by IHG

Aparthotel in Davenport

3.5 star property
9.2 out of 10, Wonderful, (497)
"Everything was excellent! "
United States
Laura
The price is P5,760
P7,346 total
includes taxes & fees
Nov 20 - Nov 21
Holiday Inn Club Vacations Orlando Breeze Resort by IHG
Private kitchen
Century Millenia

Apartment in Florida Center

3.0 star property
9.0 out of 10, Wonderful, (100)
" Kitchen was fully equipped, staff was available and informative, clean, and parking was available. "
United States
Elizabeth
Century Millenia
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

Tru By Hilton Orlando Convention Center Area, FL

Tru By Hilton Orlando Convention Center Area, FL

10/10 Excellent
"Perfect! "
Agelvys 1-night trip
Posted 2 days ago
Tru By Hilton Orlando Convention Center Area, FL

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!

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.