
Holiday houses in Ocoee
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Top-rated holiday rentals in Ocoee
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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.

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.

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.

★★Casa en la Pequeña 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

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.

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.

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.

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.

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.

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.

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.

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
Other great holiday rentals in Ocoee

Family friendly for nature lovers!

Luxury Retreat, Close to Disney

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Orlando/Downtown/GameRoom/Disney/Lake

StylishAptWtrGrdnOppLake&Prk&Yrd

Escape in the tree tops!

2-bedroom home with pool near Kings Landings!

Cozy 3BR Retreat | Close to Disney + Universal
When is the best time to visit Ocoee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $120 AUD | $137 AUD | $133 AUD | $136 AUD | $129 AUD | $129 AUD | $131 AUD | $129 AUD | $123 AUD | $131 AUD | $157 AUD | $148 AUD |
| Avg. temp | 16°C | 18°C | 20°C | 22°C | 25°C | 27°C | 28°C | 28°C | 27°C | 24°C | 20°C | 17°C |
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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