A lakeside community with houses and boats.

Windermere Vacation Rentals

Q: What's the top vacation rental that Windermere has to offer?

Formosa Valley Resort by UNE Homes : You might want to consider this Windermere vacation home rental for your stay. It is equipped with an outdoor pool, air-conditioning, and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

Where to?

Dates

November 2026

December 2026

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

In two weeks

In two months

In three months

In four months

Our top choices for Windermere vacation rentals

1. Rustic Hideaway - Great Location + Pet Friendly!

Windermere

Mercedes

AED 2,231 total

includes taxes & fees

9 Nov - 10 Nov

A bedroom with a bed, a nightstand, a ceiling fan, and a window with blinds.

2. Shore Steps Cottage - Walking Distance To The Town Of Windermere

Windermere

AED 1,143 total

includes taxes & fees

16 Nov - 17 Nov

A modern kitchen with granite countertops, stainless steel appliances, and a built-in oven.

3. The Farm House - Great Location + Pet Friendly!

Windermere

AED 2,081 total

includes taxes & fees

9 Nov - 10 Nov

A swimming pool with lounge chairs and palm trees.

4. The Point Hotel & Suites Orlando

Florida Center

Susan

AED 298 total

includes taxes & fees

18 Nov - 19 Nov

A waterfront hotel with multiple buildings, a central water feature, and a dock area.

5. Marriott's Grande Vista

Orlando

Roni Husham

AED 397 total

includes taxes & fees

28 Nov - 29 Nov

A resort with multiple swimming pools, a water slide, and a variety of umbrellas.

6. Villatel Resort Orlando, Apartments by Marriott Bonvoy

Orlando

Christine

AED 1,339 total

includes taxes & fees

29 Nov - 30 Nov

A wooden cabin with a deck, a staircase, and a light fixture on the exterior wall.

7. The Cabins at Disney's Fort Wilderness Resort

Bay Lake

Christie

AED 2,438 total

includes taxes & fees

8 Nov - 9 Nov

A hotel pool area with a circular pool, lounge chairs, palm trees, and a multi-story building in the background.

8. Vacation Village Orlando, Celebration

Kissimmee

Desiree

AED 380 total

includes taxes & fees

29 Nov - 30 Nov

A spacious lobby with modern furniture, a staircase, and multiple hanging light fixtures.

9. The View Hotel, Trademark Collection by Wyndham

Orlando

Martyn

AED 348 total

includes taxes & fees

11 Nov - 12 Nov

A resort pool area with lounge chairs, palm trees, and a sign for the Orlando resort.

10. Floridays Resort Orlando

International Drive District

Lizardo

AED 652 total

includes taxes & fees

10 Nov - 11 Nov

A row of colorful beachfront buildings with balconies, palm trees, and a parking lot.

11. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

Kissimmee

Ashley

AED 1,710 total

includes taxes & fees

10 Nov - 11 Nov

12. Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort

International Drive District

Eyda

AED 673 total

includes taxes & fees

1 Dec - 2 Dec

A well-maintained outdoor area with a green lawn, wooden planters, and a palm tree.

13. Mini golf course, 1 mile to Universal, Pool

Orlando

Joe R.

AED 1,261 total

includes taxes & fees

10 Nov - 11 Nov

A multi-story hotel with a pool and a well-maintained lawn.

14. Marriott's Royal Palms

Orlando

Shawna

AED 727 total

includes taxes & fees

29 Nov - 30 Nov

A large outdoor swimming pool with a waterfall feature, surrounded by palm trees and a building with a red-tiled roof.

15. Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

International Drive District

Vanessa

AED 397 total

includes taxes & fees

28 Nov - 29 Nov

16. staySky Suites - I Drive Orlando

International Drive District

ELIZABETH

AED 334 total

includes taxes & fees

9 Nov - 10 Nov

A covered outdoor swimming pool area with lounge chairs, a clock, and a sign indicating spa rules and no diving.

17. Blue Tree Resort at Lake Buena Vista

Orlando

Klayra

AED 655 total

includes taxes & fees

13 Nov - 14 Nov

18. Large Space ★ Heated Pool ★ Close to Universal

Florida Center

Andrea

A high-rise hotel with a swimming pool surrounded by greenery, located near a body of water and a parking lot.

19. Premium Condos near Universal Studios

International Drive District

Lee

AED 649 total

includes taxes & fees

9 Nov - 10 Nov

A wooden sign with the text 'The Wellborn' in a cursive font, surrounded by lush greenery and trees.

20. Suites by The Wellborn

Lake Cherokee

Dustin

AED 316 total

includes taxes & fees

29 Nov - 30 Nov

View all properties

Find vacation rentals that suit your style

Top Windermere Hotel Reviews

Holiday Inn Orlando International Drive by IHG

International Drive District

10/10 Excellent

Blanca

A hotel with a modern design, featuring a curved entrance, a prominent 'Spark' sign, and a parking area with a landscaped garden.

Spark by Hilton Orlando near Universal

Florida Center

10/10 Excellent

Jennifer

A swimming pool with clear blue water, surrounded by lounge chairs and yellow umbrellas.

Fairfield by Marriott Inn & Suites Orlando at FLAMINGO CROSSINGS(r) Town Center

Bay Lake

10/10 Excellent

Bharat

A rectangular pool with a surrounding brick walkway, lounge chairs, and palm trees.

Holiday Inn Orlando International Dr-ICON by IHG

International Drive District

10/10 Excellent

Julie

A hotel pool area with lounge chairs, a fire pit, and a large pool.

Residence Inn by Marriott Orlando Flamingo Crossing/Western Entrance

Bay Lake

10/10 Excellent

We had an excellent stay! The hotel is clean, modern, and very well-appointed, with comfortable rooms that made us feel right at home. Traveling with our toddler, we found everything to be exceptional—the accommodations were spacious and family-friendly. The free breakfast was a fantastic bonus, with a variety of options, including some vegan-friendly choices, which we really appreciated. The staff was welcoming and attentive, ensuring we had everything we needed for a great stay. We would...

Nicolette

A large hotel with multiple towers and a reflection in a calm lake.

Rosen Shingle Creek

Orlando

10/10 Excellent

Narciso

A modern hotel with a large parking lot, American flag, and a sign reading "Hampton Inn & Suites".

Hampton Inn & Suites Orlando Intl Dr N

International Drive District

10/10 Excellent

Pui chi

A modern hotel with a covered entrance, palm trees, and a clear sky.

Hyatt Place Orlando / I-Drive / Convention Center

International Drive District

10/10 Excellent

DeJaneau DeAngelo

A swimming pool with multiple water jets, surrounded by a fence and a building with balconies.

DASKK Orlando Hotel near Universal Blvd, an Ascend Collection Hotel

International Drive District

10/10 Excellent

GRACE

A multi-story hotel with a curved facade, a prominent sign for 'DRURY PLAZA HOTEL', and a series of balconies on the lower floors.

Drury Plaza Hotel Orlando - Disney Springs Area

Lake Buena Vista

10/10 Excellent

Amy Dawn

A multi-story hotel with a prominent "HOME2" sign, featuring a classic architectural style with a tiled roof and arched windows.

Home2 Suites by Hilton Orlando at Flamingo Crossings

Bay Lake

10/10 Excellent

Joel

A spacious lobby with a large chandelier, seating areas, and large windows.

Kompose Boutique Resort at Theme Parks

Kissimmee

10/10 Excellent

Patrik

A hotel with a central pool surrounded by palm trees and red umbrellas, large buildings with multiple floors, and a clear blue sky.

Universal's Endless Summer Resort - Surfside Inn and Suites

International Drive District

10/10 Excellent

The beginning of a great stay started with Carmen at the front desk. We felt welcomed, informed and appreciated. I read reviews about the hot water, but we had no problem; the shower was great with adequate hot water. The rooms were clean and cleaned daily. The mattresses isn’t plush but I slept well. The shuttle to City Walk and Universal Studios theme parks and early entry into parks was a plus. The restaurant and Starbucks on property were convenient. The property is in a great location and...

Tanya

A hotel pool area with lounge chairs and umbrellas, surrounded by a building with multiple windows and balconies.

Pestana Orlando Suites - Lake Buena Vista

Orlando

10/10 Excellent

Christopher

A restaurant with multiple seating areas, including booths and tables, and a bar area with a counter.

DoubleTree by Hilton at the Entrance to Universal Orlando

Florida Center

10/10 Excellent

Saundra

A modern reception area with a wooden floor, white reception desk, and a seating area with white chairs.

B&B Hotel Orlando International Drive Near Universal - Newly Renovated!

International Drive District

10/10 Excellent

Glorimar

A multi-story hotel with a swimming pool, parking lot, and a clear sky.

Hyatt House Orlando International Drive

International Drive District

10/10 Excellent

jordan

A modern hotel room with a large bed, a desk, a chair, a TV, and a window with a view of trees.

Tru By Hilton Orlando Convention Center Area, FL

International Drive District

10/10 Excellent

Autumn

Candlewood Suites Orlando - Lake Buena Vista by IHG

Orlando

10/10 Excellent

Venessa

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?

Formosa Valley Resort by UNE Homes: You might want to consider this Windermere vacation home rental for your stay. It is equipped with an outdoor pool, air-conditioning, and free WiFi to help you feel comfortable during your stay. Kitchen amenities include a full-sized fridge, a dishwasher, and a stovetop.

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.

Windermere Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Windermere vacation rentals

1. Rustic Hideaway - Great Location + Pet Friendly!

2. Shore Steps Cottage - Walking Distance To The Town Of Windermere

3. The Farm House - Great Location + Pet Friendly!

4. The Point Hotel & Suites Orlando

5. Marriott's Grande Vista

6. Villatel Resort Orlando, Apartments by Marriott Bonvoy

7. The Cabins at Disney's Fort Wilderness Resort

8. Vacation Village Orlando, Celebration

9. The View Hotel, Trademark Collection by Wyndham

10. Floridays Resort Orlando

11. Margaritaville Cottages Orlando by Rentyl with H2O Waterpark

12. Bluegreen Vacations Orlando's Sunshine, Ascend Collection Resort

13. Mini golf course, 1 mile to Universal, Pool

14. Marriott's Royal Palms

15. Sheraton Vistana Villages Resort Villas, I-Drive/Orlando

16. staySky Suites - I Drive Orlando

17. Blue Tree Resort at Lake Buena Vista

18. Large Space ★ Heated Pool ★ Close to Universal

19. Premium Condos near Universal Studios

20. Suites by The Wellborn

Find vacation rentals that suit your style

Top Windermere Hotel Reviews

Holiday Inn Orlando International Drive by IHG

10/10 Excellent

Frequently Asked Questions

Can I find vacation rentals in Windermere?

What's the top vacation rental that Windermere has to offer?

How many vacation rentals are there in Windermere?

What’s there to see and do in Windermere?

What’s a vacation rental in Windermere like?