
Vacation rentals in Ocoee
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Top-rated vacation rentals in Ocoee
Guests agree: these stays are highly rated for location, cleanliness, and more.

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!

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.

The Little Treehouse 2 at Country Club of Orlando
With rustic urban charm, The Little Treehouse "2" is a perfect relaxation spot for your stay in the City Beautiful. This completely renovated 1926 carriage house downstairs unit is a 260 sq. ft. blend of cosmopolitan comfort and enchantment. Located 5 minutes from Downtown, Amway Arena, Camping World Stadium, 15 minutes to Universal Studios, 25 minutes to Disney and an hours drive to Florida's beautiful beaches! *Search "Little Tree House Orlando" in your browser for more info.

2-bedroom home with pool near Kings Landings!
Private 2-bedroom home with a queen size bed and a separate room with a twin daybed. There are many exciting things to do in the area! My home is about 30 minutes from theme parks such as Universal, SeaWorld, and Disney parks. Extra activities to do are Southern Hill Farms to pick fresh fruits and sunflowers. Want more fun in the sun? There is Wekiwa National park which is 7 miles away for kayaking and water springs. Additionally, Kings Landings is located 10 minutes away.

★★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.

Private In-Law Suite Near Disney/Universal/DT
This newly renovated, modern, and clean Mother-in-Law Suite is freshly designed with 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 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

Green Mountain Getaway (No indoor Smoking or Pets)
(Non Smoker & No Pets) A secluded lot surrounded by FL’s beautiful tropical landscape. Golfer? We are 3 min. from the beautiful Bella Collina's luxury 18 hole golf course, a Nick Faldo design. Also 8 min. from Sanctuary Ridge Golf Club, a more affordable option. Biker? “Killarney Station", is an affordable place to rent bikes or bring your own to ride the beautiful 26 mile trail. 28 minutes to all the attractions!

Lakeview Oasis West of Orlando magnificent sunsets
We are proud to provide a No Smoking on property listing. This Sun Kissed Lake house overlooks Starke Lake in Central Florida. Great fishing, magnificent sunsets and Disney fireworks every night . Close to Disney 19 miles & 12 miles to Universal & 14 miles to Downtown Orlando. Other activities include air boating, Cape Cape Canaveral and centrally located just 1 hour from ocean or gulf. Please NO SMOKING on premises.

Cozy Private Suite w/Bath and Private Entry.
Peaceful, and Centrally-located Master Suite with Private Entry, oversized Private Bathroom (toiletries included), and Kitchenette with all of the necessities to make a nice meal! Located just a short drive to Downtown, Theme Parks, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for a short or long term stay. Special accommodations available upon request. Come bask in the Florida Sun!
Popular amenities for Ocoee vacation rentals
Other great vacation rentals in Ocoee

16 Mi to Disney: Cottage w/ Deck in Winter Garden

Guest Favorite · Rainfall Shower · Epic Universe

The Laurel in Downtown Winter Garden

Winter Garden guest suite

Hidden Paradise Near Orlando

Modern 2-Bedroom Ocoee Getaway, Central FL Access!

Spacious Home Near Orlando/ Disney and Universal.

Landing | Amazing 2BD, Clubhouse, Gym
When is the best time to visit Ocoee?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $116 CAD | $133 CAD | $129 CAD | $131 CAD | $124 CAD | $124 CAD | $127 CAD | $124 CAD | $119 CAD | $127 CAD | $152 CAD | $144 CAD |
| 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.
What are the best things to do in Ocoee with kids?
Families can explore lakeside parks, play at splash pads, and enjoy playgrounds around Ocoee. Municipal Lakefront Park and Bill Breeze Park are frequently suggested for their water views, open spaces, and picnic spots.
What are some of the best things to do in Ocoee?
Ocoee has lakeside parks such as Municipal Lakefront Park and Bill Breeze Park, where visitors often enjoy fishing piers and playgrounds. Kayaking or paddleboarding on local lakes, as well as exploring nearby community markets and historic sites, are also frequently suggested.
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.
Quick stats about vacation rentals in Ocoee

Total vacation rentals
Explore 190 vacation rentals in Ocoee

Nightly prices starting at
Ocoee vacation rentals start at $27 CAD per night before taxes and fees

Verified guest reviews
Over 8,020 verified reviews to help you choose

Family-friendly vacation rentals
70 properties offer extra space and kid-friendly amenities

Pet-friendly vacation rentals
Find 40 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
90 properties have a dedicated workspace

Wifi availability
180 of Ocoee vacation rentals include wifi access

Popular amenities for guests
Guests love Gym, BBQ grill, and Laptop-friendly workspace across Ocoee rentals

4.8 Average rating
Ocoee stays are highly rated by guests—averaging 4.8 out of 5!
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