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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.

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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, 182 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.

Top guest favourite
A cozy space is illuminated by warm lighting and twinkling string lights. A comfortable bed with decorative pillows is framed by wooden accents. A small seating area features a television and has a view of the garden area with fire pit chairs, creating a relaxing outdoor ambiance.
Tiny homes in Spring Lake
4.97 out of 5 average rating, 832 reviews

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.

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, 1,093 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.

Guest favourite
A modern bedroom features a spacious bed layered with crisp white linens against a neutral wall. A tall dresser with a natural wood finish stands beside a chair. Natural light enters through two windows, and decorative elements like wall art and plants add a touch of style.
Guest suite in Winter Garden
4.84 out of 5 average rating, 396 reviews

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

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, 151 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 serene view over Starke Lake is captured during sunset, showcasing vibrant hues of pink and orange reflecting on the water. The scene is complemented by silhouettes of trees lining the shoreline, with distant lights twinkling along the coast.
Vacation home in Ocoee
4.93 out of 5 average rating, 105 reviews

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.

Top guest favourite
Home in Winter Garden
4.98 out of 5 average rating, 125 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
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, 110 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.

Superhost
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
4.93 out of 5 average rating, 139 reviews

Completely Private and Cozy Studio

Private, Peaceful, and Centrally-located studio with 1 Bedroom, Kitchenette, Private Bath, and Private Entry. Located close to Downtown, Theme Parks, I-Drive, Wekiva Springs, Shopping, Dining, and More! Everything needed for a short term or long term stay. Special accommodations available upon request. Come bask in the Florida Sun!

Popular amenities for Ocoee vacation 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 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 apartment rentals in Ocoee?

    Experience the best of Ocoee with our apartment rentals, starting at about $40 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 40 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!

  • Are there family-friendly vacation rentals in Ocoee?

    Ocoee has more than 60 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do apartment rentals in Ocoee have air conditioning?

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

  • 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 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.

  • 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.

  • 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 130 homes with air conditioning, over 120 homes with wifi, and more. Indulge in the ultimate retreat, tailored to your preferences.

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 7,690 verified reviews to help you choose

  • Family-friendly vacation rentals

    60 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

  • 4.7 Average rating

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

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