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Apartment holiday rentals in Windermere

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Top-rated apartment rentals in Windermere

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Top Guest favourite
A cozy living area features a dark gray sofa and armchair, complemented by a light rug on the floor. A small desk with a chair sits against the wall, and a wall-mounted television is positioned above. Natural light pours in through the front door with a window.
Apartment in Orlando
5 out of 5 average rating, 219 reviews

Parent's Retreat!

Whether working in the area, visiting your student or catching a UCF Sporting event. This pet friendly "Parent's Retreat" is just what you're looking for. Located less than 2 miles from campus. this apartment is a great place to land at the end of the day. Kitchen includes microwave, fridge, coffee maker and air fryer. This 380 sq ft newly remodeled mother-in-law suite has private entrance, patio and yard. Suite is completely closed off from the house and has keyless locks for easy check in.

Top Guest favourite
A cozy bedroom showcases a queen bed with an orange floral duvet cover and matching pillows. Three pieces of wall art in soft hues are displayed above the headboard. A door leading to the private entrance is visible, providing easy access.
Apartment in College Park
4.93 out of 5 average rating, 321 reviews

College Park/Winter Pk 1 bed/bath private entrance

255 sq ft studio- queen bed, workspace, kitchenette, large bathroom, private yard area & entrance. This gem is clean & quiet w/ complete blackout in bedroom. Bathroom has tons of natural light & 3 shower heads. There’s TV w/Roku, microwave, fridge & Keurig. Comfy, peaceful at I-4 Par exit # 44. $20 pet fee No cleaning fee. Universal 11 mi Kia Center 3 mi Airports (MCO) (SFB) 23 mi Orlando City Soccer 4.6 AdventHealth Orlando 0.6 mi Orlando Health, Arnold/Winnie Palmer 3.8 Rollins College 1.9

Guest favourite
A resort-style swimming pool is surrounded by lounge chairs, offering a relaxing space for sunbathing. Lush palm trees provide shade, while the clubhouse entrance exudes a welcoming vibe. The clear blue water reflects the sky, creating a refreshing atmosphere.
Apartment in Orlando
4.91 out of 5 average rating, 186 reviews

Charming 3Bdrm 2Bath Apt in the heart of Orlando

This charming 3 bedroom, 2 bath, 1450 sqft apartment, is located minutes away from International Drive, Universal Studios, the Convention Center, SeaWorld, and much more! Right across the street you will find a Publix, Chick-Fil-A, Walgreens, all within walking distance of the apartment. This apartment is newly renovated (November 2021), perfect for a nice and relaxing family stay or a business stay with colleagues who are attending events at the Convention Center.

Top Guest favourite
A modern living area features a cozy gray sofa draped with a textured throw, complemented by a wooden coffee table. An open kitchen with bar seating is visible, along with neutral walls and tile flooring, providing a spacious and bright environment.
Apartment in Clermont
4.98 out of 5 average rating, 103 reviews

Premier Clermont Suite /Prime Downtown 103

Immerse yourself in the sophisticated serenity of our strategically located prime suite, nestled in the vivacious heart of downtown Clermont. elegantly appointed with meticulous attention to detail our suite offers a harmonious blend of opulence and home-like comfort-whichever way you look, every corner is designed to offer an unrivalled stay experience. This property is a dream come true for Triathletes! Standing right at the epicenter of Clermont.

Guest favourite
A cozy living room is shown with a brown sofa and bright orange throw pillows. A coffee table with yellow legs sits on a plush area rug. Large windows allow natural light, complemented by a ceiling fan and decorative wall art.
Apartment in Kissimmee
4.87 out of 5 average rating, 138 reviews

Contemporary Stay 10 min to Parks Pets Friendly

Welcome to Your Magical Gateway – Just 10 Minutes from Orlando's Magical Parks! Location: Perfectly located for Disney and Universal, our apartment offers a peaceful retreat with all the comforts of home. Whether you’re here to explore the magic unwind, or even stay for longer terms, you’ll love every moment of our cozy space. The property sleeps 4 people! PLEASE CONTACT US TO INQUIRY ABOUT ADDITIONAL POTENTIAL DISCOUNTS FOR MULTIPLE DAYS STAY

Top Guest favourite
An inviting living area features a comfortable light-colored couch, a dark wood dining table with four chairs, and rustic decor on the walls. Large windows allow natural light to fill the space, complemented by warm lighting fixtures. A kitchenette with open shelving is visible in the corner.
Apartment in Orlando
4.96 out of 5 average rating, 124 reviews

Wizard-Themed Condo Near Universal

Make some magical memories at this one-of-a-kind, intensely themed condo for witches and wizards of all ages, located just blocks away from Universal Studios and Universal Islands of Adventure. Between forays into the parks, relax at the pool and hot tub, grill up some savory delights, play basketball, or tone your abs in the gym. Then deepen your adventures with the large TV's, Playstation with Hogwarts Legacy, and other Harry Potter games.

Top Guest favourite
A cozy balcony is furnished with a comfortable seating area, featuring a blue sofa and a light-colored table. Palm trees are visible in the foreground, along with a serene waterfront view that stretches into the distance under a clear blue sky.
Apartment in Orlando
4.99 out of 5 average rating, 103 reviews

Lake View Penthouse

"By far the nicest unit in all of Vista Cay." - Hannah, Past(and future) guest. Vista Cay Resort Community is across the street from Universal's new EPIC park, 1 block from International Drive and the Convention Center. Your condo is a rare waterfront Penthouse unit. The largest floorplan(2,000 sq. ft. vs 1,200 sq. ft.) with the highest ceilings (9" 10"). Fully renovated in 2023 to the highest standards. Please add us to your Favorites.

Guest favourite
A light-filled living area features large windows adorned with soft sheer curtains. A dark sectional sofa is complemented by decorative pillows and a wooden coffee table in the center. A potted plant adds a touch of greenery, enhancing the inviting atmosphere.
Apartment in Holden/Parramore
4.88 out of 5 average rating, 206 reviews

2/2 PentHouse Downtown Orlando

This fully furnished 2/2 Penthouse, comes fully equipped with all the necessities you need for your vacation or short stay to Orlando, The City Beautiful. We have fully remodeled our house and would like to share the experience with you. The bedrooms come with King beds. Our kitchen comes with pots, pans, plates and silverware, and has a FREE Nespresso for your morning wake up! We have our laundry machines in-house and yes, you can use them.

Top Guest favourite
A cozy sleeping area features a wooden bed with decorative elements and layered bedding in calming tones. A bedside lamp provides soft lighting. Air conditioning is available, and sheer curtains frame a window. A chair adds additional seating, enhancing the functional space.
Apartment in Apopka
4.98 out of 5 average rating, 156 reviews

The Johnson’s Apartments / Unit A

Relax with the whole family at this peaceful place to stay, since it is a Lake Front Apartment with an amazing view from inside. Aprox. 28 minutes from Walt Disney, Universal Studios, Sea World, Acuatica, Just 20 minutes from the Orlando Down Town, with a lot of great restaurants. Also, enjoy the Natural Springs of Wakiva, just 15 minutes way from this apartment,( a great place for visitors) Kitchen equipped with every thing.

Guest favourite
The bedroom features a spacious bed adorned with soft pillows and a textured throw blanket. Flanking nightstands hold stylish lamps, providing gentle lighting. A framed landscape image above the bed complements the neutral color scheme, and doorways to additional spaces are visible in the background.
Apartment in Clermont
4.81 out of 5 average rating, 305 reviews

Charming Lakefront Apt. Near Disney

Welcome to our Charming Lakefront Apartment, located in South Clermont, just 20 minutes from Downtown Orlando, Walt Disney World, and all the exciting Central Florida attractions. Nestled on the serene Lake Sawgrass, this peaceful countryside retreat offers fishing, kayaking, boating, and other watersports activities.

Top Guest favourite
The living area features a light-colored sofa and two patterned armchairs arranged around a small coffee table. Natural light fills the space through multiple windows, with a television placed on a dark wood console. Framed artwork adorns the walls, adding visual interest.
Apartment in Windermere
4.99 out of 5 average rating, 113 reviews

Relaxing 2BR Lakeview Retreat Close to Attractions

Relaxing getaway with gorgeous lake views in historic Windermere just minutes from Disney, Universal, and all Orlando-area attractions. Skip the tourist traps and retreat to this charming, newly renovated apartment in quiet, old Florida. Perfect for families visiting the parks or anyone seeking a quiet getaway.

Guest favourite
A spacious living area features a sectional sofa and a round coffee table, complemented by soft lighting. A television is placed on a low cabinet, while decorative plants and a wall art piece add visual interest. Natural light enters through a window, enhancing the inviting atmosphere.
Apartment in Winter Garden
4.9 out of 5 average rating, 166 reviews

Stay A While

Welcome to our secluded away from home. Minutes away to supermarkets, shopping stores, and 25 minutes away from theme parks and nightlife. Approximately 40-minute drive to the Orlando International Airport. We have a dedicated parking area for guests who are traveling with moving trucks, boats, and rv's.

Popular amenities for Windermere apartment rentals

Quick stats about apartment rentals in Windermere

  • Nightly prices starting at

    Windermere holiday rentals start at $160 AUD per night before taxes and fees

  • Verified guest reviews

    Over 120 verified reviews to help you choose

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Windermere rentals

  • 4.9 Average rating

    Windermere stays are highly rated by guests—averaging 4.9 out of 5!

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