Windermere Vacation Rentals

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Check prices for these dates

In two weeks
Apr 24 - Apr 26
In two months
Jun 5 - Jun 7
In three months
Jul 3 - Jul 5
In four months
Jul 31 - Aug 2

Our top choices for Windermere vacation rentals

House | 2 bedrooms

Super Boho - At Lake Toho Fishing Vintage Vibes

Super Boho - At Lake Toho Fishing Vintage Vibes
2.0 star property
Historic Downtown Kissimmee
The price is ￥9,643
￥41,312 total
includes taxes & fees
May 12 - May 13
Super Boho - At Lake Toho Fishing Vintage Vibes
Studio | Free WiFi

Cozy Modern Studio

Cozy Modern Studio
2.0 star property
Casselberry
The price is ￥14,191
￥27,043 total
includes taxes & fees
Apr 17 - Apr 18
Cozy Modern Studio
Interior

Riviere 3BR Apartment Stylish King Family Pets Friendly Pool & Gym Near Epic UniverseOpens

Riviere 3BR Apartment Stylish King Family Pets Friendly Pool & Gym Near Epic UniverseOpens
4.0 star property
International Drive District
The price is ￥11,736
￥67,355 total
includes taxes & fees
Apr 13 - Apr 14
Riviere 3BR Apartment Stylish King Family Pets Friendly Pool & Gym Near Epic UniverseOpens
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, (5,151 reviews)
"The best place to stay "
United States
Rosario
The price is ￥24,528
￥27,594 total
includes taxes & fees
May 4 - May 5
Sheraton Vistana Resort Villas, Lake Buena Vista/Orlando
Townhome, 3 Bedrooms | Pool | A heated pool

Serene Stay At Terra Verde Resort By Shine Villas 111 3 Bedroom Townhouse

Serene Stay At Terra Verde Resort By Shine Villas 111 3 Bedroom Townhouse
3.5 star property
Kissimmee
The price is ￥19,271
￥92,848 total
includes taxes & fees
Apr 17 - Apr 18
Serene Stay At Terra Verde Resort By Shine Villas 111 3 Bedroom Townhouse
Floor plan

Bright 3BR Resort Condo Near Disney + Pools

Bright 3BR Resort Condo Near Disney + Pools
3.0 star property
Davenport
The price is ￥13,159
￥55,351 total
includes taxes & fees
Apr 13 - Apr 14
Bright 3BR Resort Condo Near Disney + Pools
Apartment (2 Bedrooms) | Front of property

Poolside Bliss & Theme Park Thrills: Orlando Oasis

Poolside Bliss & Theme Park Thrills: Orlando Oasis
3.5 star property
International Drive District
The price is ￥12,742
￥62,555 total
includes taxes & fees
Apr 30 - May 1
Poolside Bliss & Theme Park Thrills: Orlando Oasis
Exclusive Condo, Garden View | In-room safe, iron/ironing board, free WiFi

Heaven On Earth Private Home

Heaven On Earth Private Home
4.0 star property
Reunion
Heaven On Earth Private Home
Interior

Vacational Apartment at Orlando 3608

Vacational Apartment at Orlando 3608
2.0 star property
Ventura
The price is ￥18,396
￥31,049 total
includes taxes & fees
May 5 - May 6
Vacational Apartment at Orlando 3608
Full-size fridge, microwave, oven, stovetop

VedaHive Luxury Villa

VedaHive Luxury Villa
3.0 star property
Solterra Resort
7.0 out of 10, Good, (10 reviews)
"Room was clean, place was nice and quiet. "
United States
Abi
The price is ￥6,690
￥27,146 total
includes taxes & fees
Apr 13 - Apr 14
VedaHive Luxury Villa
Apartment | 3 bedrooms

3Bd Resort 3 Miles to Disney

3Bd Resort 3 Miles to Disney
2.0 star property
Orlando
The price is ￥11,421
￥52,358 total
includes taxes & fees
Apr 13 - Apr 14
3Bd Resort 3 Miles to Disney
Outdoor pool

Orlando Getaway With Pool View Balcony

Orlando Getaway With Pool View Balcony
4.0 star property
Celebration
The price is ￥20,655
￥53,270 total
includes taxes & fees
Apr 13 - Apr 14
Orlando Getaway With Pool View Balcony
Lobby

Pinnacle Apartments W Amenties by Heavenly Homes

Pinnacle Apartments W Amenties by Heavenly Homes
4.0 star property
Orlando
The price is ￥5,597
￥44,522 total
includes taxes & fees
Apr 13 - Apr 14
Pinnacle Apartments W Amenties by Heavenly Homes
4 outdoor pools, open 7:00 AM to 11:00 PM, cabanas (surcharge)

Marriott's Grande Vista

Marriott's Grande Vista
4.0 star property
Orlando
9.0 out of 10, Wonderful, (4,152 reviews)
"Great place to stay"
United States
Candise
The price is ￥22,139
￥24,906 total
includes taxes & fees
Apr 26 - Apr 27
Marriott's Grande Vista
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, (1,863 reviews)
"Breakfast was great and staff were pleasant. "
United States
Debra
The price is ￥12,184
￥13,708 total
includes taxes & fees
May 3 - May 4
The View Studio Suites and Event Venue
Billiards

Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe

Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe
4.0 star property
International Drive District
The price is ￥14,143
￥35,024 total
includes taxes & fees
Apr 13 - Apr 14
Riviere Apartments King Bed Suite & Pool & Gym & Pet Friendly & Near Epic Universe
Apartment (3 Bedrooms) | Interior

Poolside Oasis: 7 Mi to Disney & Universal

Poolside Oasis: 7 Mi to Disney & Universal
4.0 star property
International Drive District
The price is ￥21,024
￥70,775 total
includes taxes & fees
Apr 26 - Apr 27
Poolside Oasis: 7 Mi to Disney & Universal
Design House, 6 Bedrooms, Private Pool | Private kitchen | Highchair

FL- 1844 GOBI DR

FL- 1844 GOBI DR
3.0 star property
Kissimmee
The price is ￥18,157
￥58,833 total
includes taxes & fees
Apr 14 - Apr 15
FL- 1844 GOBI DR
2 outdoor pools, open 8:00 AM to 10:00 PM, pool umbrellas, sun loungers

The Village Resort Suite and Spa

The Village Resort Suite and Spa
2.5 star property
Orlando
10.0 out of 10, Exceptional, (1 review)
"Everything was great. "
United States
Kelly
The price is ￥10,012
￥68,080 total
includes taxes & fees
May 13 - May 14
The Village Resort Suite and Spa
Lobby lounge

Marriott's Imperial Palm Villas

Marriott's Imperial Palm Villas
4.0 star property
Orlando
9.2 out of 10, Wonderful, (62 reviews)
"Amazing property definitely worth it "
United States
Yves
The price is ￥41,888
￥47,124 total
includes taxes & fees
May 6 - May 7
Marriott's Imperial Palm Villas
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

Kompose Boutique Resort at Theme Parks

Kompose Boutique Resort at Theme Parks

8/10 Good
"Breakfast was very unorganized- had to ask for items to be refilled - pools were great lazy river also very clean. Rooms were clean and very spacious, we had family room. Will go back - they just need to maybe have both sides open for breakfast instead of just one side. I had an incident with hot coffee and nothing was done except they handed me a report told me to fill out and hand to the front desk that someone would reach out to me. "
Norma 2-night trip
Posted 1 hour ago
Kompose Boutique Resort at Theme Parks

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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  • 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 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.