Vacation rentals in Bay Hill

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Top-rated vacation rentals in Bay Hill

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Top guest favorite
A bright living area features two rattan chairs positioned on a decorative area rug. Framed artwork adorns the wall behind the chairs. A dining area is visible in the background, with a modern table and pendant lighting, creating a welcoming space.
Home in Winter Garden
4.97 out of 5 average rating, 132 reviews

Downtown Bungalow with fire pit and putting green

This 1920's home has been fully updated to include new kitchen, bath, fixtures, appliances, and more. The home has 2 bedrooms with one having a king bed and the other a queen bed. Beds feature super comfy Tuft & Needle mattresses ! Kitchen covers all of your basic cooking needs, has stainless appliances, refrigerator with ice maker, and Keurig coffee maker. The dining table comfortably seats 4 and is perfect for a meal or to use as a work space. New full size washer and dryer in carport laundry room. Grab a bottle of wine from Tony's less than 1 block away and relax in the screened-in front porch. Depending on the season grab a Valencia orange off the citrus tree in the back yard. You can use the entire home! There are 2 spacious bedrooms, 1 bath, dining room, kitchen, and a full washer and dryer in the laundry room (located in the carport). Owners live less than a mile away and are available as needed. We can meet you if you need anything! Just a few short steps from the famous Farmer's Market, Crooked Can Brewing, the Plant Street Market, the West Orange Bike Trail, Garden Theater, countless restaurants, and all that Downtown Winter Garden has to offer. This historic home is the perfect escape from the bustle of the tourist district, less than 30 minutes to Disney World, 25 minutes to Universal Studios, 30 minutes to Sea World. You can easily walk the 1 block to Plant St where most of the amenities of Downtown Winter Garden are located. You'll be just 25 minutes from Universal Studios and I-Drive via the Turnpike and 25 minutes from Disney via hwy 429. Also if you are into biking you can rent them at Wheel Works or the West Orange trail head and hit the famous West Orange Trail. There is a 2 car covered carport on site. Across the street from an elementary school so during the school year, there is some traffic in the morning and afternoon. Please be mindful and a good neighbor!

Superhost
An open living area features modern furnishings, including a sofa and chairs with decorative pillows. A large television is positioned on a media unit. Natural light filters in through window treatments, illuminating the polished concrete floor. A dining area is visible in the background.
Home in Orlando
4.92 out of 5 average rating, 167 reviews

Modern Universal Orlando

Modern Universal Orlando is a stylish and family-friendly home with 2 Bedrooms and 2 Bathrooms that is located right outside the gates of Universal Studios Florida. With 2 beds and a pull out couch there is plenty of room for a family of 6 to set up home base when visiting the parks. From door to door it is a 1 Mile/15 Minute scenic walk to the gates of Universal Studios. A full kitchen, fenced in backyard, and 2 patios give you all the comfort and functionality of home with central location!

Top guest favorite
Apartment in Doctor Phillips
4.99 out of 5 average rating, 311 reviews

Studio Apt. Free Breakfast. No clean fee. 2 Kings

2 King Sized Beds. 1 Bathroom. Sleeps 4. Private Studio Apartment attached to left side of hosts house with private equipped Kitchen, private Bathroom & Private Entrance off the left end of the house. Flat Screen smart TV. A one time supply of "make your own" breakfast foods including Eggs, Butter, Buiscuits/Bread, Jelly, Sausage or Cheese, Fruit /Juice, Coffee, tea, cream & sugar are provided and included for free. Self Check in by digital key pad. Free parking on site. No cleaning Fee : )

Top guest favorite
An exterior view of the guesthouse displays a quaint two-story structure with a black garage and a welcoming front porch. Surrounding greenery provides a natural setting, enhancing the privacy of the location. The two upper windows are adorned with large curtains.
Guesthouse in Ocoee
5.0 out of 5 average rating, 147 reviews

NEW 1BRM Guesthouse | King Bed | Central Florida

Nestled in a private and central location, this newly constructed space offers everything needed for a relaxing stay. The space is perfect for up to four guests, featuring a king size bed, full kitchen, and smart TVs in every room. Enjoy the convenience of high-speed Wi-Fi, a spacious shower, washer / dryer, and a private driveway. Located close to Downtown, Theme Parks, the Stadiums, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for your short term or long term stay.

Top guest favorite
The open living area features modern decor with a neutral palette and touches of greenery. A comfortable seating arrangement includes a black sofa and an accent chair. Large glass doors allow natural light to fill the space, connecting the indoors to the outdoor pool area.
Home in Orlando
4.98 out of 5 average rating, 131 reviews

The Perfect Home - Heated Pool - Next to Universal

This luxurious, modern, completely remodeled single-family home with HEATED pool and spacious FULLY FENCED backyard in one of Orlando's best neighborhood! Centrally located from all Orlando has to offer: ☆ 1.7 miles from Universal Studios ☆ 2.6 miles to Restaurant Row ☆ 4.5 miles to Orange County Convention Center ☆ 6.5 miles to Seaworld ☆ 10 miles to Disney World This home offers upscale living space with stunning outdoor area to kick back and enjoy after a long day at the parks.

Guest favorite
A spacious studio contains a king-size bed with a light-colored quilt, flanked by two bedside lamps. A small refrigerator and kitchenette are visible in the corner, while a ceiling fan provides airflow. Windows are adorned with light curtains, allowing natural light into the room.
Guesthouse in Orlando
4.9 out of 5 average rating, 198 reviews

King-size Studio 4 min to Universal

Amazing location! king-size private studio, perfectly situated in the desirable Dr. Phillips area, You'll be just 4 minutes from the excitement of Universal Studios and CityWalk. "Restaurant Row," home to some of Orlando’s finest dining only 7 minutes away. The Orlando Convention Center is a quick 10-minute drive, MCO Airport is about 20 minutes away, and Disney is just 18 minutes from your doorstep. Newly remodeled bathroom, a convenient kitchenette, a fridge, a microwave, and a 65-inch TV

Guest favorite
A cozy living area features a plush gray sofa adorned with festive throw pillows. A flat-screen TV is mounted on the wall, opposite a wooden media console, while a decorated Christmas tree stands in the corner, creating a cheerful atmosphere. Natural light fills the room from large windows.
Home in Oak Ridge
4.9 out of 5 average rating, 121 reviews

Disney Themed Home w/pool 7mins from Universal

Welcome to our enchanting Disney-themed home, nestled in the heart of Orlando, just moments away from Universal Studios. Step into a world of magic and wonder as you enter our meticulously designed vacation home. Step outside into your private oasis, where a sparkling pool awaits. Surrounded by lush tropical landscaping and swaying palm trees, this outdoor haven is the perfect spot to soak up the Florida sun. Conveniently located just a short drive from I-Drive and other major attraction

Top guest favorite
Loft in Orlando
4.92 out of 5 average rating, 1016 reviews

UPSCALE LOFT SPACE CLOSE TO DOWNTOWN.

Tucked right between the charm of Lake Eola Park and the eclectic, foodie-loved Milk District, this space puts you in the heart of Orlando’s most vibrant neighborhoods. With a Full renovation 3/2026, this open floor plan highlighted by floor-to-ceiling windows that flood the space with natural light. When you’re ready to venture out, you’re just minutes from the upscale dining and shopping of Winter Park, as well as the walkable streets, art galleries, and lively energy of Thornton Park.

Top guest favorite
The interior showcases a spacious living area featuring contemporary furniture in neutral tones. A large dining table is centrally placed, and natural light filters through expansive windows, enhancing the openness of the space. The enclosed area includes a view of a private pool and hot spa.
Home in Orlando
4.91 out of 5 average rating, 342 reviews

Mid-century Modern Villa w/ Pool Near Universal

This exceptional mid-century modern property offers numerous amenities to provide you with ultimate pampering and luxury. It includes various thoughtful additions that you might not have even realized you needed! The property boasts designer decorations, opulent furniture, an optional heated pool and spa, aesthetically pleasing design, premium materials, and highly functional layout. Rest assured, this property is bound to bring you joy and satisfaction—an absolute guarantee!

Top guest favorite
A serene bedroom features a spacious bed dressed in crisp white linens, flanked by modern bedside lamps. A vibrant floral accent wall adds a pop of color, while light filters through plantation shutters, creating a calming atmosphere.
Home in College Park
4.97 out of 5 average rating, 118 reviews

1927 Bungalow · Walk to College Park Shops

A 1927 bungalow in College Park with its original character intact — plantation shutters, wood floors, a record player and a wall of albums worth digging through. A walk-everywhere address: Publix, Starbucks and the shops on Edgewater are two minutes away. Inside, a full kitchen with dishwasher, in-unit laundry, 1000 Mbps fiber and a real desk with ethernet — a week here works as easily as a weekend. Private patio and driveway parking for two.

Superhost
An open kitchen area features modern appliances, including a stainless steel refrigerator and stacked washer/dryer units. A round dining table surrounded by black chairs is illuminated by a decorative light fixture. A wall-mounted TV sits across from the dining space, enhancing practicality.
Guesthouse in Bay Hill
4.9 out of 5 average rating, 290 reviews

Modern Guest Studio with pool access

Private Guest Studio in a Perfect Orlando location, 5 minutes from I-Drive, Universal Studios, Disney World & Premium Shopping Outlets. Very Quiet lovely neighborhood with Biking distance to "Restaurant Row" where all your favorite restaurants are located. All major highways at your finger tips / ride 15 min to Disney! This space has an industrial modern look with high ceilings, Stay and cook with all the amenities including a Washer and Dryer.

Guest favorite
A spacious outdoor area is highlighted by a shimmering blue pool surrounded by a stone patio. Lounge beds are placed nearby, and a covered patio area is visible, providing shade for relaxation. Lush greenery frames the setting, enhancing the inviting atmosphere.
Home in Doctor Phillips
4.89 out of 5 average rating, 108 reviews

Paradise pool home /5 Min Universal /13 min Disney

🌴 ORLANDO GETAWAY — HUGE PRIVATE POOL + 5 MIN TO UNIVERSAL! MINUTES away from Universal, Epic Universe, Disney, SeaWorld, Restaurant Row, and Orlando's top attractions, enjoy your own spacious 4-bedroom Orlando home with a huge private backyard and pool. With room for up to 8 guests, a full kitchen, Smart TVs, fast WiFi, and plenty of indoor and outdoor space, this is an easy home base for family vacations and Orlando getaways.

Popular amenities for Bay Hill vacation rentals