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Holiday rentals in Ocoee

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Top-rated holiday rentals in Ocoee

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
A bright living area features a light gray sofa adorned with yellow and blue cushions, accompanied by a comfortable recliner. A decorative round ottoman sits in the center on a floral area rug. Natural light enters through two large windows, complemented by light-filtering curtains.
Home in Winter Garden
4.97 out of 5 average rating, 129 reviews

Experience Downtown Winter Garden, One Block from It All

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!

Guest favourite
A light-filled living room is depicted, featuring a comfortable white couch with assorted decorative pillows. A wooden coffee table sits in front of the couch, complemented by a patterned area rug. A large television is mounted on a wooden media console, with soft curtains framing the window.
Guest suite in Winter Garden
4.83 out of 5 average rating, 384 reviews

Designer Guest Suite Near Disney/Universal/DT

This newly renovated, modern, and clean apartment has been freshly designed with wonderful & bright colors and all new furnishings. Everything is thoughtfully selected to create the perfect Airbnb stay. You'll have coffee, decaf, tea, 200mbps Wi-Fi, and high-end mattresses with thick memory foam toppers for the perfect night's sleep. You'll stay in the Orlando area, 20min from Disney/Universal/DT Orlando, and minutes from DT Winter Garden, shopping center, & famous 22mile West Orange Bike trail

Guest favourite
The studio features a spacious bed adorned with a light blue coverlet. A decorative towel swan is positioned on the bed. A small dining table with chairs is visible in the corner, while natural light filters through the window, enhancing the vibrant green walls.
Guest suite in Orlando
4.94 out of 5 average rating, 215 reviews

Cozy Studio with Terrace

This newly renovated, modern, and clean, studio has been freshly designed with wonderful & bright colors and all-new furnishings. Everything is thoughtfully selected to create the perfect Airbnb stay. You'll stay 15 min from Downtown Orlando, 20 minutes from Universal Studios, and 30 minutes drive from Disneyworld. INCLUDED - 1 Full Bed - 1 Full Bathroom - 1 Smart ROKU TV - Wi-Fi 60 Mbps - Kitchen - Refrigerator - Dining table & chairs - 1 Parking Space - AC/Heater -Temperature Range 70°F-79°F

Top guest favourite
The exterior of a spacious home is presented, featuring a distinctive architectural design with a combination of gabled and hip roofs. Lush greenery surrounds the house, complemented by neatly trimmed bushes and colorful landscaping. A paved driveway leads to the entrance, showcasing a welcoming façade.
Guest house in Ocoee
4.93 out of 5 average rating, 58 reviews

In-Law Suite with lake view in the gated community

This gated residential neighborhood called Wesmere is very quiet & safe. The owner (retired nurse) lives next door- no children, no pets. Comfortably furnished. High speed Wifi, smart TV & outdoor security cameras. Kitchenette has fridge, microwave, electric stove, coffee maker, tea kettle, etc. Private entrance into a suite- a large study room with a day bed. Large bedroom has a beautiful lake view with excess to the back yard & pool. Bathroom has indoor & outdoor showers, large jacuzzi-tub.

Top guest favourite
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.
Guest house in Ocoee
5 out of 5 average rating, 112 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 favourite
A white door with a glass panel leads into the studio, framed by a decorative welcome mat on stone pavers. Lush green plants are positioned beside the door, adding a natural touch to the entrance. Soft shadows from nearby foliage create a calming atmosphere.
Guest suite in College Park
4.97 out of 5 average rating, 262 reviews

New Mid Century-Modern Studio

Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

Guest favourite
A small, white house is framed by vibrant greenery and colorful plants. The front door, painted blue, adds a pop of color, while large windows allow light to fill the space. A wooden deck leads up to the entrance, enhancing the welcoming appeal.
Home in Winter Garden
4.91 out of 5 average rating, 213 reviews

Cozy Winter Garden Home 20 MINUTES FROM DISNEY

Get the small home-town feeling and still be only 20 minutes from Disney. This little house is perfect for a couple or small family who wants to visit Orlando and all the attractions, but also get away from the traffic & stay in a desirable small town setting. Located a mile from downtown Winter Garden - home to the number 1 rated farmer's market by American Farmland Trust, & the 22-mile West Orange Trail that's home to runners, bicyclists and anyone else who wants to enjoy the sunshine.

Guest favourite
A vibrant sunset reflects off the surface of a lake, with hues of orange, pink, and purple blending into the sky. Silhouetted trees frame the scene, adding depth to the tranquil waterscape, which sparkles gently as daylight fades.
Guest suite in Ocoee
4.83 out of 5 average rating, 172 reviews

Charming Studio with Garden (West of Orlando)

We are proud to present a No Smoking on Premises Airbnb. My studio apartment is just the perfect place to hangout. There is a nice fire pit on the back patio and logs to relax with friends and enjoy the warm weather. The black gravel parking space in front is for the use of the Studio guests. The main house guests park in the driveway. We have an onsight massage therapist that can come to your place as an upgrade. Text me for more details. Please NO SMOKING on premises.

Superhost
A modern living space is presented, featuring an open layout that includes a kitchen with dark cabinetry and a dining area with a circular table. Stylish bar stools line the kitchen counter, and a television is positioned in the lounge area, which is complemented by a cozy blue sofa.
Home in Ocoee
4.82 out of 5 average rating, 133 reviews

★★House in Little Loma ★★ 4 beds ★ Jacuzzi

Enjoy this charming remodeled home with 3 bedrooms, 2 bathrooms, and a JACUZZI waiting for your and your family. Each room has a TV. The kitchen has all you need to make a home cook dinner after a really fun day!!! A minute walking distance to VANDERGRIFT CENTRAL PARK which features: Baseball Fields (Lighted), Basketball Court, Volleyball, Boardwalk, Concession Stand, Fishing Dock, Football Field, Non-Motorized Boat Launch, Parking, Picnic Tables, Playground, Restrooms

Top guest favourite
A living area features a plush sofa and two armchairs arranged around a circular coffee table. Natural light filters through the window, illuminating the space. A vibrant area rug anchors the seating area, while a bouquet of flowers adds a touch of color on the table.
Home in Winter Garden
4.99 out of 5 average rating, 148 reviews

Downtown Winter Garden, Florida

Charming two bedroom, one bathroom home just three blocks from downtown Winter Garden Florida. Across the street from the West Orange Bike Trail and walking distance to restaurants, Splash pond, shopping and Farmers Market. The back yard is shaded by a 100 year old live oak tree. There is a “no pet policy” at the house. We do not accept guests under the age of 12. There are NO cameras on or around the property. I respect the privacy of my guests.

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.
Flat in Apopka
4.98 out of 5 average rating, 147 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
Home in Ocoee
4.89 out of 5 average rating, 62 reviews

2 br/2bath in Ocoee Florida/universal/disney/lake.

New to the market, A contemporary home with spacious rooms. Very quiet and clean environment. Come and indulge in the comfort of this Two bedroom Two bath single family residence . Beautifully styled for fun trips, romantic getaways or business trips . We are next to all major highways, theme park’s, golfing, shopping and downtown Orlando is just 15 minutes away.. The garage is a shared space for laundry purposes

Popular amenities for Ocoee holiday rentals

When is the best time to visit Ocoee?

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Frequently Asked Questions

  • Are there vacation rentals with a dedicated workspace in Ocoee?

    Yes! Work meets play with ease at over 80 vacation rentals in Ocoee featuring dedicated workspaces. Stay connected and productive in your home away from home.

  • How much does it cost to stay in house rentals in Ocoee?

    Experience the best of Ocoee with our house rentals, starting at about $20 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Ocoee?

    Four-legged friends are welcome in Ocoee. Choose from more than 30 vacation rentals for guests traveling with pets.

  • Are there Ocoee vacation rentals on Airbnb with pools?

    Yes! Dive into the perfect getaway at one of over 70 vacation homes with pools in Ocoee, available on Airbnb. Make a splash and soak up the sun in style!

  • Do apartment rentals in Ocoee have wifi?

    Absolutely! We offer over 20 apartment rentals with wifi in Ocoee. Enjoy a tailored experience with all the comforts you desire.

  • Do apartment rentals in Ocoee have a gym?

    Absolutely! We offer over 10 apartment rentals with a gym in Ocoee. Enjoy a tailored experience with all the comforts you desire.

  • Do house rentals in Ocoee have air conditioning?

    Absolutely! We offer over 120 house rentals with air conditioning in Ocoee. Enjoy a tailored experience with all the comforts you desire.

  • Are there family-friendly house rentals in Ocoee?

    Ocoee has more than 50 family-friendly house rentals. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do house rentals in Ocoee have a bbq area?

    Absolutely! We offer over 20 house rentals with a bbq area in Ocoee. Enjoy a tailored experience with all the comforts you desire.

  • What are the most popular amenities for House Rentals in Ocoee?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with a gym, over 20 homes with a bbq area, over 120 homes with wifi, over 120 homes with air conditioning, and more. Indulge in the ultimate retreat, tailored to your preferences.

Quick stats about holiday rentals in Ocoee

  • Total holiday rentals

    Explore 190 holiday rentals in Ocoee

  • Nightly prices starting at

    Ocoee holiday rentals start at $25 SGD per night before taxes and fees

  • Verified guest reviews

    Over 7,690 verified reviews to help you choose

  • Family-friendly holiday rentals

    60 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 40 rentals that welcome pets

  • Holiday rentals with a pool

    70 properties feature pools

  • Rentals with dedicated workspaces

    90 properties have a dedicated workspace

  • Wifi availability

    180 of Ocoee holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Gym, BBQ grill and Laptop-friendly workspace across Ocoee rentals

  • 4.7 Average rating

    Ocoee stays receive an average rating of 4.7 out of 5 from guests

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