Windermere Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

Tonight
15 Nov - 16 Nov
Tomorrow
16 Nov - 17 Nov
Next weekend
21 Nov - 23 Nov
In two weeks
28 Nov - 30 Nov

Holiday 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, (1376)
"Great staff, good breakfast Calm and quiet hotel"
United States
Nabil
The price is HK$525
HK$590 total
includes taxes & fees
1 Dec - 2 Dec
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, (2232)
"Clean fresh smelling room, real friendly staff, great atmosphere. Always love staying here"
United States
Alexander
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, (9281)
"Great place to stay with family! Enjoyed our stay "
United States
Dulce
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, (3034)
"Great place to stay"
United States
Jose
The price is HK$704
HK$994 total
includes taxes & fees
30 Nov - 1 Dec
Vacation Village Orlando, Celebration
Interior
Margaritaville Cottages Orlando by Rentyl

Margaritaville Cottages Orlando by Rentyl

4.0 star property
Kissimmee
8.8 out of 10, Excellent, (1704)
"Our favorite hotel!"
United States
Odanis
The price is HK$1,425
HK$3,173 total
includes taxes & fees
16 Nov - 17 Nov
Margaritaville Cottages Orlando by Rentyl
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, (11573)
"Staff was super friendly. Resort was clean and there was many food options nearby "
United States
Shelbi
The price is HK$1,391
HK$1,871 total
includes taxes & fees
23 Nov - 24 Nov
Floridays Resort Orlando
Lobby
The Berkley, Orlando

The Berkley, Orlando

4.0 star property
Kissimmee
9.6 out of 10, Exceptional, (1974)
"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 HK$975
HK$1,185 total
includes taxes & fees
17 Nov - 18 Nov
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, (3290)
"Clean rooms. The front staff was super nice and very helpful. "
United States
Season
The price is HK$935
HK$1,141 total
includes taxes & fees
17 Nov - 18 Nov
The Point Hotel & Suites
Lobby
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, (3004)
"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 HK$927
HK$2,588 total
includes taxes & fees
30 Nov - 1 Dec
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, (806)
"Nice room, easy check in process."
United States
Christopher
The price is HK$497
HK$656 total
includes taxes & fees
1 Dec - 2 Dec
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, (1845)
"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, (1422)
"Was amazing beautiful and is an special place to go with kids , we love it !! "
United States
Yamila
The price is HK$1,626
HK$2,214 total
includes taxes & fees
10 Dec - 11 Dec
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, (1823)
"Suite was awesome for my mom, myself, and my 5 month old! Staff was super friendly and overall an incredible stay! "
United States
Lauren
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, (2181)
"Room was nice and clean and the staff was professional and friendly."
United States
Kiki
The price is HK$715
HK$1,198 total
includes taxes & fees
16 Nov - 17 Nov
Parc Corniche Condominium Suite Hotel
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, (1152)
"Easy check-in, clean room"
United States
THOMAS
Magic Village Yards, Trademark Collection by Wyndham
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, (1568)
"I love how kid friendly the property is."
United States
STACY
Vista Cay Resort by Millenium at Universal Blvd
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 HK$915
HK$1,136 total
includes taxes & fees
16 Nov - 17 Nov
Barefoot'n Resort Kissimmee Orlando
2 outdoor pools, pool umbrellas, pool loungers
Encantada Resort Vacation Townhomes by IDILIQ

Encantada Resort Vacation Townhomes by IDILIQ

3.0 star property
Kissimmee
8.6 out of 10, Excellent, (1398)
"Everything was great over all"
United States
Jesus
The price is HK$850
HK$2,500 total
includes taxes & fees
7 Dec - 8 Dec
Encantada Resort Vacation Townhomes by IDILIQ
Exterior
Magical Dreams

Magical Dreams

4.0 star property
Kissimmee
7.0 out of 10, Good, (4)
"This was one of the worst lodging experiences we’ve ever had. We booked through Hotels.com thinking this was a hotel or private suite. Instead, it turned out to be a single bedroom and bathroom inside a shared house in the Bella Vida subdivision. The house was not clean—dirty carpets, marked walls, and bugs. Parking was a major issue. The driveway was full, the street had “No Parking” signs, and no realistic alternative was provided. We parked our small Chevy Trax in the marked spot “E,” which...
United States
Sean
The price is HK$420
HK$1,005 total
includes taxes & fees
16 Nov - 17 Nov
Magical Dreams
Outdoor pool, pool umbrellas, pool loungers
WorldQuest Orlando Resort

WorldQuest Orlando Resort

4.0 star property
Orlando
8.4 out of 10, Very good, (4017)
"Very attentive staff and clean rooms. "
United States
Diana-Patricia
WorldQuest Orlando Resort
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Windermere Hotel Reviews

Universal's Cabana Bay Beach Resort

Universal's Cabana Bay Beach Resort

10/10 Excellent
"Breakfast was just ok did not care for"
melanie 6-night trip
Posted 7 hours ago
Universal's Cabana Bay Beach Resort

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 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 14 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.