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7 Dec - 8 Dec
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8 Dec - 9 Dec
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12 Dec - 14 Dec
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19 Dec - 21 Dec

Top Holiday Rentals in Windermere

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, (2294)
"Love this hotel. Great staff, great rooms and access to the mall."
United States
Michelle
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, (9324)
"Great stay"
United States
Jessica
Lake Buena Vista Resort Village & Spa
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, (1446)
"Nice breakfast, friendly staff, great location "
United States
Yessica
The price is ₹6,075
₹6,834 total
includes taxes & fees
8 Dec - 9 Dec
The View Studio Suites and Event Venue
Aerial view
Vacation Village Orlando, Celebration

Vacation Village Orlando, Celebration

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (3087)
"Great place to stay"
United States
Jose
The price is ₹9,772
₹13,341 total
includes taxes & fees
22 Dec - 23 Dec
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, (11599)
"Staff was wonderful "
United States
Dana
The price is ₹16,109
₹21,666 total
includes taxes & fees
8 Dec - 9 Dec
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, (1741)
"Amazing accommodations "
Canada
Marina
The price is ₹17,009
₹37,317 total
includes taxes & fees
8 Dec - 9 Dec
Margaritaville Cottages Orlando by Rentyl
Lobby
The Berkley, Orlando

The Berkley, Orlando

4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (1998)
"Recommended amazing stay."
United States
Elf
The price is ₹10,945
₹13,335 total
includes taxes & fees
8 Dec - 9 Dec
The Berkley, Orlando
Terrace/patio
The Point by Edge

The Point by Edge

4.0 star property
Florida Center
8.4 out of 10, Very good, (824)
"Great accommodations!"
United States
Champayne
The price is ₹6,398
₹8,312 total
includes taxes & fees
9 Dec - 10 Dec
The Point by Edge
2 bars/lounges, poolside bar
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, (3019)
" Clean room and a great staff"
United States
Victor
The price is ₹11,258
₹30,551 total
includes taxes & fees
8 Dec - 9 Dec
Regal Oaks 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, (165)
"Fully equipped kitchen was decent, staff was warm and welcoming."
United States
Karunya Bharadwaja
The price is ₹8,587
₹10,869 total
includes taxes & fees
4 Jan - 5 Jan 2026
Barefoot'n Resort Kissimmee Orlando
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, (1842)
"Very friendly and sweet staff"
United States
Autrice
The price is ₹13,409
₹15,085 total
includes taxes & fees
8 Dec - 9 Dec
Blue Tree Resort at Lake Buena Vista
Outdoor pool
The Point Hotel & Suites

The Point Hotel & Suites

3.5 star property
Florida Center
8.0 out of 10, Very good, (3296)
"Great place to stay "
United States
Kevaughn
The Point Hotel & Suites
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, (2193)
"Room was nice and clean and the staff was professional and friendly."
United States
Kiki
The price is ₹8,010
₹13,568 total
includes taxes & fees
8 Dec - 9 Dec
Parc Corniche Condominium Suite Hotel
Water park
Reunion Resort & Golf Club

Reunion Resort & Golf Club

5.0 star property
Reunion
8.8 out of 10, Excellent, (1436)
"Family Friendly"
United States
Janaya
The price is ₹21,040
₹28,146 total
includes taxes & fees
9 Dec - 10 Dec
Reunion Resort & Golf Club
Private pool
Club Wyndham Cypress Palms

Club Wyndham Cypress Palms

3.5 star property
Kissimmee
9.0 out of 10, Wonderful, (1859)
"clean, great staff nice area and well maintained"
United States
Sharon
Club Wyndham Cypress Palms
Outdoor pool, pool umbrellas, pool loungers
WorldQuest Orlando Resort

WorldQuest Orlando Resort

4.0 star property
Orlando
8.4 out of 10, Very good, (4020)
"Very attentive staff and clean rooms. "
United States
Diana-Patricia
WorldQuest Orlando Resort
2 outdoor pools, pool umbrellas, pool 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, (1575)
"Very large rooms, plenty of space for our whole family and dog. Nice and quiet stay."
United States
Lydia
Vista Cay Resort by Millenium at Universal Blvd
Exterior
Magical Dreams

Magical Dreams

4.0 star property
Kissimmee
7.0 out of 10, Good, (4)
"Parking can be an issue but as long as you communicate with the others, you’ll be alright. "
United States
Shana
The price is ₹5,001
₹11,805 total
includes taxes & fees
8 Dec - 9 Dec
Magical Dreams
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
Kissimmee
8.4 out of 10, Very good, (1400)
"2nd time staying here safe to say this is our second home "
United States
Melanie
The price is ₹9,846
₹28,948 total
includes taxes & fees
14 Dec - 15 Dec
Encantada Resort Vacation Townhomes by IDILIQ
Outdoor pool, pool umbrellas, pool 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, (1153)
"Fully equipped kitchen, clean bathrooms"
United States
Shahid
Magic Village Yards, Trademark Collection by Wyndham
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

10/10 Excellent
"The rooms were spacious. Very nice property. Kids had a good time at the water park. We are planning to be back in 2 weeks our stay went so well."
Nayara 6-night trip
Posted 16 hours ago
The Grove Resort & Water Park Orlando

Find out more about Windermere

Holiday Rentals in Windermere

Search for holiday rentals in Windermere on Expedia.co.uk! 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!

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Frequently asked questions

Can I find holiday rentals in Windermere?

Yes, we have holiday rentals where you'll be only 4.1 mi (6.6 km) from Universal Studios Florida, offering you a more 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 are some of the best holiday rentals that Windermere has to offer?

The Berkley, Orlando: This holiday home rental outside of Windermere offers a furnished patio, a terrace and a BBQ 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 holiday with an arcade/games room and 1 hot tub.

How many holiday rentals are there in Windermere?

Expedia has 13 holiday 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 wider area, you’ll find popular places such as Universal Studios Florida and Universal Orlando Resort.

What’s a holiday rental in Windermere like?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Windermere. Holiday rentals feature amenities such as laundry facilities and kitchens so you'll have all the conveniences of home. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from public hotel lifts and busy concierge desks while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family gatherings.