Vacation rentals in Ocoee

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Ocoee

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

0 of 0 items showing

1 of 3 pages

Top guest favourite

Home in Winter Garden

4.97 out of 5 average rating, 121 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!

Guest favourite

Guesthouse in Ocoee

4.91 out of 5 average rating, 47 reviews

In-Law Suite with lake view in the gated community

This gated residential neighborhood called Wesmere is very quiet & safe. The owner (retired nurse) lives next door- no children, no pets. Comfortably furnished. High speed Wifi, smart TV & outdoor security cameras. Kitchenette has fridge, microwave, electric stove, coffee maker, tea kettle, etc. Private entrance into a suite- a large study room with a day bed. Large bedroom has a beautiful lake view with excess to the back yard & pool. Bathroom has indoor & outdoor showers, large jacuzzi-tub.

Top guest favourite

Guesthouse in Ocoee

5 out of 5 average rating, 73 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

Home in Ocoee

5 out of 5 average rating, 24 reviews

Dragonfly Cottage~ Tiny Home

Dragonfly Cottage~Tiny Home Getaway 20-30 min from Major attractions! Located near Downtown Ocoee & Winter Garden ~Offering some of the Best Shops and Restaurants that Central Florida has to offer! 20 minutes to Universal, 25 to Sea World, 30 to Disney. This Adorable Cottage w/ own Parking Space is nestled in a Quiet little Enclave of Greater Orlando. Remodeled for your Comfort & Enjoyment *New Split System AC & Futon Bed in Living room, 5G Wifi & Roku tv, French Press Coffee, Cute Boho Vibe.

Guest favourite

Apartment in Winter Garden

5 out of 5 average rating, 7 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.

Top guest favourite

Cottage in Winter Garden

4.99 out of 5 average rating, 155 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.

Guest favourite

Guest suite in Ocoee

4.82 out of 5 average rating, 159 reviews

Charming Studio with Garden (West of Orlando)

We are proud to present a No Smoking on Premises Airbnb. My studio apartment is just the perfect place to hangout. There is a nice fire pit on the back patio and logs to relax with friends and enjoy the warm weather. The black gravel parking space in front is for the use of the Studio guests. The main house guests park in the driveway. We have an onsight massage therapist that can come to your place as an upgrade. Text me for more details. Please NO SMOKING on premises.

Top guest favourite

Apartment in Ocoee

5 out of 5 average rating, 24 reviews

The Cozy Escape Close to Windermere & WinterGarden

This beautiful suite has a unique style of its own. A place to relax and unwind after a long day. This beautiful place has an open floor plan , that includes a full kitchen equipped with everything you will need for your stay including stainless steel appliances, a living room with combined dining. The bedroom is separated for privacy with beautiful privacy curtains. The bedroom is equipped with a queen size platform bed with side lamps with charging ports & walk in closet.

Top guest favourite

Home in Ocoee

4.98 out of 5 average rating, 57 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

Treehouse in St. Cloud

4.96 out of 5 average rating, 986 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

Guesthouse in Windermere

4.94 out of 5 average rating, 270 reviews

Paradise nook near Orlando's theme parks

A quick escape to an amazing stay. Immersed in green tropical vegetation, our unique tiny Guesthouse is where we usually host our visiting family and friends from out of town. It is also open to Airbnb guests who are visiting Greater Orlando! Perfect location to escape from the hustle and bustle of a big city, yet close to everything. Take advantage of its availability and join the great experience our guests are always talking about.

Guest favourite

Home in Ocoee

4.91 out of 5 average rating, 44 reviews

2 br/2bath in Ocoee Florida/universal/disney/lake.

New to the market, A contemporary home with spacious rooms. Very quiet and clean environment. Come and indulge in the comfort of this Two bedroom Two bath single family residence . Beautifully styled for fun trips, romantic getaways or business trips . We are next to all major highways, theme park’s, golfing, shopping and downtown Orlando is just 15 minutes away.. The garage is a shared space for laundry purposes