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Holiday houses in Ocoee

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Top-rated holiday rentals in Ocoee

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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.
Guesthouse in Ocoee
5 out of 5 average rating, 118 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.

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, 214 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.

Top Guest favourite
The exterior of a renovated cottage is showcased, featuring a welcoming front porch with two wooden chairs. Potted plants are placed on the porch and along the walkway, while a wooden fence stands in the background, enhancing privacy.
Cottage in Winter Garden
4.99 out of 5 average rating, 184 reviews

The Heart of Winter Garden: Walk to shops & dining

Stay in a completely renovated 1937 cottage that's located in the heart of historic downtown Winter Garden. It's walking distance from all of the shops, restaurants, and events (including the #1 rated farmers market in the nation every Saturday) that make Winter Garden one of the most desirable cities in Florida. Sit on the front porch and watch as people bike and jog on the famous West Orange Trail, or rent a bike from the corner and join them. The home is close to all major highways.

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, 134 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 treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.
Treehouse in St. Cloud
4.97 out of 5 average rating, 1,095 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

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, 152 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.
Apartment in Apopka
4.98 out of 5 average rating, 148 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.

Top Guest favourite
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
4.96 out of 5 average rating, 108 reviews

Yale House in College Park 2 mi from Downtown

Yale House is a charming, historic 1927 home. This happy place is a stylish mix of nostalgia and modern life. The home is only steps away from shops & restaurants. The full kitchen and laundry have everything one needs for longer stays and includes a dedicated workspace with ethernet. There is wifi & 3 streaming TV’s with a huge comfy couch. Driveway parking for two cars. Two bedroom choices provide for a peaceful rest.

Top Guest favourite
A welcoming outdoor space is presented with two patterned armchairs and a wicker chair arranged around a glass-topped table. A decorative wall feature adds texture, while potted plants and a decorative heron enhance the tranquil atmosphere. Warm light filters through the area.
Guesthouse in Winter Garden
4.94 out of 5 average rating, 112 reviews

Blue Heron Bungalow

The Blue Heron Bungalow is located within walking distance of downtown Winter Garden, where you can find great dining, shops, and entertainment. You can also connect with the West Orange Trail and enjoy 22 miles of walking, running, or biking. If you get adventurous Walt Disney World is less than 30 minutes away, as well as many other attractions. Located in the golf cart district.

Top Guest favourite
A charming boat house is positioned by the water, with a wooden dock extending towards the lake. Flag decor can be seen from the porch, surrounded by well-maintained greenery and trees. The grass area provides a serene setting, complementing the lakeside view.
Tiny home in Ocoee
4.86 out of 5 average rating, 318 reviews

Boat House (West of Orlando)

We are proud to offer a NO Smoking on Property. This adorable boat house has been completely renovated with a new roof, new decking, and boat dock make for great fishing & relaxation. Wake up every morning to the beautiful view of lake. At night enjoy the fireworks from Disney across the lake and magnificent views of the moon and stars on the lake. NO SMOKING on premises.

Superhost
Home in Orlando
4.72 out of 5 average rating, 168 reviews

Jo's place

This is a charming three bedroom two bath home, with a screened in pool and patio, updated kitchen and newly renovated bathrooms, in a relatively quiet residential area of Orlando . Many restaurants and fast food places are nearby and it is a easy commute to all the theme parks, shopping malls and premium outlets.

Top Guest favourite
The private pool is surrounded by lush greenery and features a gentle waterfall cascading into the water. Colorful plants line the edge, offering a tranquil environment for relaxation. The clear blue water is inviting and complements the serene outdoor setting.
Home in Ocoee
4.97 out of 5 average rating, 185 reviews

BBQ Grill | Wi-Fi | Pool Access | 20 Min Disney

Jameson Cozy place is a spacious 4-bedroom, 2-bathroom home is designed to provide you with unparalleled comfort and relaxation, making your stay truly exceptional. * Guests SHOULD NOT PARK INTO THE GARAGE during their stay. *ACCESS TO THE GARAGE ARE NOT PERMITTED.

Popular amenities for Ocoee holiday rentals

When is the best time to visit Ocoee?

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Frequently Asked Questions

  • What are the best places to stay in Ocoee?

    Ocoee has comfortable stays throughout local residential areas, with options near lakes, parks, and quiet neighborhoods. Guests often appreciate easy access to outdoor spaces and proximity to family-friendly amenities.

  • How is the weather in Ocoee?

    Ocoee has a warm, humid climate with mild winters around 49–72°F (10–22°C) and hot, rainy summers between 73–92°F (23–33°C). Afternoon showers are common in summer, so packing light rain gear is helpful.

  • When is the best time to visit Ocoee?

    Visitors often plan trips for late fall or early spring, when temperatures are comfortably warm and humidity is lower. These seasons feature plenty of sunshine and less rainfall than summer months.

  • What are the best places to visit in Ocoee?

    Starke Lake Park is frequently suggested for leisurely walks, birdwatching, and lakeside views. The Withers-Maguire House invites exploration of local history through exhibits and community events.

  • What are some hiking trails in Ocoee?

    Ocoee has paved paths and nature trails within city parks such as Prairie Lake Park or Central Park. These spaces provide opportunities for easy walking, jogging, and birdwatching in a peaceful setting.

  • What are some family activities we can do in Ocoee?

    Families can enjoy playgrounds, fishing, and picnic areas at Starke Lake Park or participate in community events at local recreation centers. Seasonal festivals and farmers markets add to the variety of activities.

  • What are some of the best day trip ideas from Ocoee?

    Around Ocoee, travelers can explore nature preserves, theme parks, or cultural attractions in nearby cities. Botanical gardens, art museums, and wildlife parks are often included in day trip itineraries.

  • Are there any pet friendly accommodations available in Ocoee?

    Ocoee has pet-friendly accommodations, especially in neighborhood homes and private rentals. Many local parks make it possible to enjoy outdoor time with animals during your stay.

  • What are some local tips for visiting Ocoee?

    Bring light clothing, sunscreen, and a hat for sun protection, especially in warmer months. Checking local event calendars can help you enjoy community gatherings or seasonal markets during your visit.

  • What is Ocoee known for?

    Ocoee is known for its scenic lakes, welcoming parks, and strong sense of community. The city also has a local history rooted in agriculture and early Central Florida development.

  • What are the best hidden gems to explore in Ocoee?

    The Withers-Maguire House shares lesser-known stories of the area's past, and local nature trails offer quiet escapes. Community gardens and farmers markets provide a close-up look at everyday life in Ocoee.

  • What are the best foods to try in Ocoee?

    Ocoee has a mix of diverse cuisines, including Southern comfort food, Caribbean flavors, and Latin American dishes. Fresh seafood and barbecue are frequently suggested by locals.

  • What should I bring for a trip to Ocoee?

    Pack lightweight clothing, comfortable shoes, sun protection, and a rain jacket, especially in summer. A refillable water bottle and insect repellent are handy for time spent outdoors.

  • What is the nightlife in Ocoee like?

    Ocoee has a low-key nightlife scene, with casual bars, family-friendly restaurants, and community events. Live music, trivia nights, and seasonal gatherings add to the social atmosphere around town.

  • What are the most popular events or festivals in Ocoee?

    Ocoee is known for hosting community festivals, food truck gatherings, and holiday parades, especially in the fall and winter seasons. The Ocoee Founders' Day Festival is a longstanding celebration featuring entertainment, local food, and activities.

  • Are there family friendly vacation rentals in Ocoee?

    Ocoee has family-friendly vacation rentals in residential areas, often with spacious layouts and access to parks. Many properties welcome children and provide amenities suited for group stays.

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

    Yes! Work meets play with ease at over 90 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.

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 $28 AUD 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 and kid-friendly amenities

  • Pet-friendly accommodation

    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

  • Wi-Fi availability

    180 of Ocoee holiday rentals include Wi-Fi 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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