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Holiday houses in Ocoee

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Top-rated holiday rentals in Ocoee

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

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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, 88 reviews

Orlando/Downtown/GameRoom/Disney/Tikihut/MiniGolf

Indulge in the comfort of this three-bedroom, two-bath single-family residence. Beautifully styled home for family fun trips, romantic getaway or business endeavors. Newly renovated back yard with Tiki Hut and Mini Golf! Fun for the entire family. Come sit by the fire pit and relax. The house is located next to all major highways, theme parks, golfing, lakes 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
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, 133 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 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
4.96 out of 5 average rating, 54 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
Home in Winter Garden
4.96 out of 5 average rating, 23 reviews

Downtown Winter Garden Luxury Retreat (NO Parties)

Welcome to your private luxury escape in Downtown Winter Garden! This recently renovated 3BR/1BA gated home offers comfort, style, and convenience just minutes from Disney, Universal, and major highways. Stroll or drive 1 min to farmers markets, trails, and top restaurants. Enjoy a lush backyard oasis with outdoor dining, cooking space, mini golf, and a cozy hangout area. Perfect for up to 6 guests. STRICT NO PARTY POLICY. 6 GUESTS ONLY DOUBLE RESERVATION CHARGE FOR PARTIES. Pet fee $150

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, 193 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 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, 139 reviews

★★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

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 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.
Holiday home in Ocoee
4.92 out of 5 average rating, 117 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.

Guest favourite
An open living space features a plush gray couch adorned with light-toned throw blankets. A wooden coffee table sits nearby, complemented by decorative items. Large windows allow natural light to enhance the room's bright ambiance.
Home in Winter Garden
4.97 out of 5 average rating, 60 reviews

Cozy cottage in Winter Garden

This newly renovated, cute and cozy home is just what you're looking for your vacation in Orlando/Winter Garden area! It is in close proximity to Winter Garden Downtown with great restaurants, cafes and farmers market. Also the famous West Orange bike trail is just 4 minutes away. If you plan to visit Disney or Universal they're less than 30 minutes away. You'll have a great time at this comfortable place to stay.

Superhost
Home in Ocoee
4.86 out of 5 average rating, 72 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

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, 151 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!

Superhost
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
4.94 out of 5 average rating, 141 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)

Popular amenities for Ocoee holiday rentals

When is the best time to visit Ocoee?

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Avg. price$174 NZD$181 NZD$206 NZD$167 NZD$159 NZD$159 NZD$162 NZD$159 NZD$152 NZD$162 NZD$193 NZD$183 NZD
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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 $35 NZD 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!

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