A lakeside community with houses and boats.

Windermere Vacation Rentals

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Check prices for these dates

In two weeks
17 Jul - 19 Jul
In two months
28 Aug - 30 Aug
In three months
25 Sep - 27 Sep
In four months
23 Oct - 25 Oct

Our top choices for Windermere vacation rentals

Villa (5 Bedrooms) | Interior

Rustic Hideaway - Great Location + Pet Friendly!

Rustic Hideaway - Great Location + Pet Friendly!
3.0 star property
Windermere
The price is SAR 578
SAR 2,258 total
includes taxes & fees
1 Jul - 2 Jul
Rustic Hideaway - Great Location + Pet Friendly!
Property grounds

Shore Steps Cottage - Walking Distance To The Town Of Windermere

Shore Steps Cottage - Walking Distance To The Town Of Windermere
Windermere
Shore Steps Cottage - Walking Distance To The Town Of Windermere
Exterior

Eastpark. Pet friendly! Lake Nona

Eastpark. Pet friendly! Lake Nona
East Park
9.2 out of 10, Wonderful, (100 reviews)
"Very nice accommodations. Great stay!!"
United States
John G.
The price is SAR 372
SAR 1,059 total
includes taxes & fees
14 Jul - 15 Jul
Eastpark. Pet friendly! Lake Nona
Interior

Cozy studio in fabulous Orlando close to everything

Cozy studio in fabulous Orlando close to everything
Orlando
9.8 out of 10, Exceptional, (20 reviews)
"It was great. It was a nice and safe neighbourhood as well and would definitely book here again."
United States
Alexis P.
The price is SAR 376
SAR 624 total
includes taxes & fees
12 Jul - 13 Jul
Cozy studio in fabulous Orlando close to everything
1 bedroom, desk, iron/ironing board, free WiFi

Private guest studio in the heart of orlando.

Private guest studio in the heart of orlando.
Orlando
9.8 out of 10, Exceptional, (59 reviews)
"Super clean and updated, loved the location, and quiet neighborhood. Definitely will stay here again!"
United States
Gianna N.
The price is SAR 300
SAR 560 total
includes taxes & fees
7 Jul - 8 Jul
Private guest studio in the heart of orlando.
1 bedroom, iron/ironing board, free WiFi, bed sheets

Beautiful Studio near Int. Drive, Disney & Airport.

Beautiful Studio near Int. Drive, Disney & Airport.
Conway
9.4 out of 10, Exceptional, (24 reviews)
"A very clean property and close to the Hilton where my conference was 10 out of 10 recommend because those other attendees that stayed at the Hilton had a very horrible experience and I was blessed to be staying at this clean private suite."
United States
Diana
The price is SAR 253
SAR 593 total
includes taxes & fees
8 Jul - 9 Jul
Beautiful Studio near Int. Drive, Disney & Airport.
3 bedrooms, desk, iron/ironing board, free WiFi

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!

Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
Casselberry
9.8 out of 10, Exceptional, (50 reviews)
"The house was very clean and the owner was very prompt in answering our one question. The A/C worked great. "
United States
Michael
The price is SAR 490
SAR 941 total
includes taxes & fees
7 Jul - 8 Jul
Sleeps 8-3 Bedrooms 2 Full Bathroms+Gameroom your perfect vacation home!
2 outdoor pools, open 8:00 AM to 11:00 PM, pool umbrellas, sun loungers

Villas at Fortune Place

Villas at Fortune Place
3.0 star property
Kissimmee
9.0 out of 10, Wonderful, (169 reviews)
"I've stayed here before and it is very good for the price you get! Staff was lovely and the room was amazing."
United States
Jarelieze
The price is SAR 253
SAR 322 total
includes taxes & fees
8 Jul - 9 Jul
Villas at Fortune Place
Fridge, microwave, oven, stovetop

Florida Vacation with pool fun for families

Florida Vacation with pool fun for families
Casselberry
9.4 out of 10, Exceptional, (43 reviews)
"Awesome location, nice home, and great pool"
United States
Daniel W.
The price is SAR 451
SAR 1,282 total
includes taxes & fees
19 Jul - 20 Jul
Florida Vacation with pool fun for families
Dining

Private house with pool Kissimmee/Orlando

Private house with pool Kissimmee/Orlando
Buena Ventura Lakes
9.8 out of 10, Exceptional, (58 reviews)
"Great house. Clean and quiet. "
United States
Sara M.
The price is SAR 714
SAR 1,684 total
includes taxes & fees
5 Jul - 6 Jul
Private house with pool Kissimmee/Orlando
Smart TV

NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando

NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando
Lancaster Park
10.0 out of 10, Exceptional, (18 reviews)
"Clean, good location, easy check in/check out"
United States
Chris
The price is SAR 524
SAR 1,260 total
includes taxes & fees
6 Jul - 7 Jul
NEW! Spacious designer 2-Bed/2.5-Bath townhome near Downtown Orlando
Exterior

⛲️Walk to Lake Eola & restaurants

⛲️Walk to Lake Eola & restaurants
Thornton Park
9.2 out of 10, Wonderful, (44 reviews)
"Walking to distance to everything ! Host was great"
United States
Taylor
The price is SAR 372
SAR 751 total
includes taxes & fees
13 Jul - 14 Jul
⛲️Walk to Lake Eola & restaurants
Fridge, microwave, oven, stovetop

Charming 2-bedroom Florida Getaway! Sleeps 6

Charming 2-bedroom Florida Getaway! Sleeps 6
Kissimmee
9.8 out of 10, Exceptional, (16 reviews)
"House is very cute and perfect if you have kids with the amenities on site! "
United States
Ashley J.
Charming 2-bedroom Florida Getaway! Sleeps 6
Iron/ironing board, free WiFi, bed sheets

Downtown Private Efficiency Lake Eola Central Business District

Downtown Private Efficiency Lake Eola Central Business District
Downtown Orlando
9.6 out of 10, Exceptional, (64 reviews)
"Great location, cute spot."
United States
Joylynn
The price is SAR 273
SAR 643 total
includes taxes & fees
6 Jul - 7 Jul
Downtown Private Efficiency Lake Eola Central Business District
Property grounds

Incredible Private Lakefront Cottage Retreat

Incredible Private Lakefront Cottage Retreat
Altamonte Springs
10.0 out of 10, Exceptional, (37 reviews)
"Beautiful property in a fantastic location! We've booking this stay twice and will be back again."
United States
Lisa
The price is SAR 469
SAR 1,288 total
includes taxes & fees
5 Jul - 6 Jul
Incredible Private Lakefront Cottage Retreat
1 bedroom, iron/ironing board, free WiFi, bed sheets

Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.

Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.
Southchase
9.8 out of 10, Exceptional, (31 reviews)
"Made our stay in Orlando convenient and easy. "
United States
Mark M.
The price is SAR 270
SAR 506 total
includes taxes & fees
5 Jul - 6 Jul
Cozy Apartment in S Orlando, approx. 20 minutes away from Disney and Universal.
Smart TV, DVD player

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!

The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
College Park
10.0 out of 10, Exceptional, (41 reviews)
"Our hosts were incredibly accommodating and welcoming. This was the perfect place for us to stay while in town for a wedding in Winter Park. Thank you! "
United States
Danielle S.
The price is SAR 638
SAR 1,284 total
includes taxes & fees
13 Jul - 14 Jul
The Coach House- Entire Home - 2 bedroom/3 bath Orlando getaway!
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, (2,058 reviews)
"Great location close to a lot of things."
United States
tammy
The price is SAR 267
SAR 300 total
includes taxes & fees
14 Jul - 15 Jul
The View Studio Suites and Event Venue
Indoor pool

Lakefront 5BR Retreat | Pool, Hot Tub & Lake Views

Lakefront 5BR Retreat | Pool, Hot Tub & Lake Views
Orlando
9.0 out of 10, Wonderful, (72 reviews)
"Hot tub was amazing. Paddleboards out back were fun. Protector rooms was easy to use and was able to put the games on for a watch party. "
United States
Cale W.
The price is SAR 1,459
SAR 2,889 total
includes taxes & fees
13 Jul - 14 Jul
Lakefront 5BR Retreat | Pool, Hot Tub & Lake Views
2 outdoor pools, cabanas (surcharge), pool umbrellas

Marriott's Lakeshore Reserve

Marriott's Lakeshore Reserve
3.5 star property
Orlando
9.4 out of 10, Exceptional, (255 reviews)
"Close to MCO, water parks, and Universal but quiet and with only 86 rooms/villas it was never crowded. This is our 3rd year meeting family there for vacation and we love it!"
United States
Ashley
The price is SAR 988
SAR 1,111 total
includes taxes & fees
26 Jul - 27 Jul
Marriott's Lakeshore Reserve
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

Hyatt Regency Orlando International Airport

Hyatt Regency Orlando International Airport

10/10 Excellent
"I like being to see the flights take off from the comfort of my room and hotel sitting area and the convenience of being near the gates."
Marcia 1-night trip
Posted less than an hour ago
Hyatt Regency Orlando International Airport

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.