Holiday houses in Ocoee

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Ocoee

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

%{current} / %{total}1 / 1
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, 128 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!

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, 126 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 stylish living area features a large, gray sectional sofa accompanied by two teal chairs. A coffee table with decorative items is centered on a soft area rug. Natural light enters through two large windows, complemented by flowing curtains. A wall adorned with tropical leaves adds a vibrant touch.
Apartment in Winter Garden
4.98 out of 5 average rating, 47 reviews

Emerald Grove - Close to Disney

2 Bedroom | 2 Bath | Prime Winter Garden Location | Near Disney & Universal Nestled in the heart of charming Winter Garden, this beautifully designed 2-bedroom, 2-bath apartment offers the perfect blend of modern luxury and small-town charm — just 20 minutes from Walt Disney World and Orlando’s top attractions. Located on the iconic Plant Street, you’ll be steps away from historic downtown Winter Garden, home to popular restaurants, boutiques, coffee shops, and the famous West Orange Trail.

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, 218 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, 189 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 private backyard is presented, featuring a swimming pool surrounded by a paved area. Two lounge chairs are positioned nearby, and colorful pool floats are visible on the water. A white fence encloses the space, complemented by green artificial grass.
Home in Apopka
4.85 out of 5 average rating, 157 reviews

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.

Top Guest favourite
The exterior of a single-family home is shown, featuring a well-maintained lawn and landscaping. A garage is visible on the left side, and a welcoming porch with seating is seen in front. A tree provides shade in the front yard.
Home in Ocoee
4.99 out of 5 average rating, 87 reviews

Orlando/Downtown/GameRoom/Disney/Lake

Indulge in the comfort of this three-bedroom, two-bath single-family residence. Beautifully styled home for family fun trips, romantic getaway or business trips. BBQ grill in your own fenced back yard. Come sit by the fire pit and relax. We also have fruit trees and a garden! We are next to all major highways, theme parks, golfing, lake and shopping. Downtown Orlando is 15 minutes away. Come stay with us and we will make you feel right at home with our southern hospitality!

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, 1,120 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, 158 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.

Guest favourite
A spacious sleeping area features a large bed centered on a neutral carpet. A light area rug is placed beneath the bed. Simple furniture includes a white table and two chairs, along with a TV stand. Natural light filters through sheer curtains.
Apartment in Ocoee
4.92 out of 5 average rating, 149 reviews

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!

Guest favourite
A serene lakeside view is presented, featuring calm waters reflecting a gradient of soft colors during sunset. A wooden dock extends into the water, framed by lush greenery and grasses. The landscape conveys a tranquil setting, inviting moments of reflection in nature.
Home in Winter Garden
4.95 out of 5 average rating, 136 reviews

WATERFRONTWntrGdnPoolHSE VIEWS Dock Wildl Nr Disn

Enjoy the breathtaking sunrise views of Lake Apopka from this newly refurbished and well appointed 4 bed, 2.5 bath vacation home in Winter Garden, Fl. While the house offers total tranquility and relaxation, it is only a short drive from Orlando’s numerous theme parks (Universal Studios 20 min, Disney World 30 min) and all other local attractions (Mall of Millenia and premium outlet malls 20 min drive)

Top Guest favourite
The exterior of the home features a covered porch with seating, overlooking a sandy beach area and a clear lake. Two kayaks are positioned on the shoreline, with a grassy area leading to the water's edge. The surrounding landscape includes residential properties and trees in the background.
Home in Ocoee
4.91 out of 5 average rating, 87 reviews

Lakefront in West Orlando Florida

Orlando West - Lakefront on a Crystal Clear Spring Fed lake with white sand beach -2 Car Garage for storage and security -Completely renovated -Split plan for privacy -20 Minutes to Disney and all Theme Parks - WIFI - Motion sensor lighting on exterior - Large Covered Screen Porch overlooking the Lake -Open deck with BBQ Grill and Firepit for the perfect end of the day with Family or Friends.

Popular amenities for Ocoee holiday rentals

When is the best time to visit Ocoee?

MonthJanFebMarAprMayJuneJulyAugSeptOctNovDec
Avg. price$139 AUD$144 AUD$164 AUD$133 AUD$126 AUD$126 AUD$129 AUD$126 AUD$121 AUD$129 AUD$154 AUD$146 AUD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°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 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 8,020 verified reviews to help you choose

  • Family-friendly holiday rentals

    70 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

  • 4.8 Average rating

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

  1. Airbnb
  2. United States
  3. Florida
  4. Orange County
  5. Ocoee