Holiday rentals in Orlando
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Top-rated holiday rentals in Orlando
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Flat in Winter Park
4.95 out of 5 average rating, 280 reviewsGet a Little Glam in a Retro Palm Beach-Style Boudoir
The whole upstairs portion of the building is all yours. Location is prime as it is close to all things wonderful in Winter Park FL. Two streets behind is Lake Killarney. The space is beautifully decorated and offers guests a charming get away. Please note: It is a 13.6 mile drive (21 - 40 minutes depending on traffic) from Universal Studio's and a 21.7mile drive (24 - 45 minutes depending on traffic) to Disney World. There is a lock box located under the stairwell on the left side of the building. I will message you with your code for access. Once you get your key, head on up the stairs and enjoy your home away from home. Welcome! I live 3 minutes away from the Air BnB property and I work in the downstairs portion of the building, so I am local and available to assist with any additional requests. Message me anytime! Or text 407 575 3502 The Fairbanks corridor of Winter Park is the main artery to affluent areas, offering great shopping and dining close by. This hidden gem is a short walk to grocery stores, restaurants, and Winter Park Village shopping district with its movie theater. Light sleepers, please be aware that there is the potential for traffic noise. The BnB offers a large parking lot. You should have no problem at all if you desire to arrive by car. The area is also safe to bike around and Uber or Lyft operates in the area. No smoking please.
20–27 Aug
Guest house in Orlando
4.89 out of 5 average rating, 600 reviewsThornton Park's Historic Guest House - private
Please, read my reviews so you know what to expect when staying at the Thornton Park Guest House! One of the things I've personally love is finding new experiences in each city I travel to. Orlando has some amazing neighborhoods that most people don't know about because they stay near the Convention Center or the theme Park hotels... Here's a great spot that's close to the parks/convention center but also only a few blocks to Lake Eola, located in one of the most beautiful neighborhoods in FL
14–21 Oct
Cabin in Orlando
4.93 out of 5 average rating, 104 reviewsPeaceful wooden bungalow w private yard
NOTHING IS SHARED, very private with your own entrance, Take it easy at this unique and tranquil getaway. A wooden cabin with a private back yard perfect for a couple. Centrally located 15 minutes from MCO airport + downtown Orlando, 30 minutes to Disney, Universal, Sea World. Kitchenette with all amenities, free parking, fresh sheets, towels, coffee! WiFi + Smart TV Netflix, Prime, Hulu, etc. This Bungalow in the city sleeps 2 people on a luxurious queen bed. We live close by should you need us
3–10 Feb
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Orlando holiday rentals
Other great holiday rentals in Orlando
Cottage in Davenport
4.92 out of 5 average rating, 123 reviews$79! Cozy Cottage + Outdoor Fun -Close to Disney!
10–17 Jun
Guest suite in Orlando
4.92 out of 5 average rating, 108 reviewsPrivate Fireplace Studio with contactless check in
2–9 Mar
Treehouse in Kissimmee
4.96 out of 5 average rating, 373 reviewsTreehouse in the woods
19–26 Sept
Home in Orlando
4.91 out of 5 average rating, 171 reviewsDowntown Orlando-Harwood House-Lake Eola-Historic
6–13 Oct
Loft in Orlando
4.86 out of 5 average rating, 1089 reviewsDowntown (Ivanhoe Village) Loft Apartment
2–9 Mar
Guest suite in Orlando
4.98 out of 5 average rating, 126 reviewsBe Our Guest! 1 BR/1 Bath Guest Room
27 Aug – 3 Sept
Guest suite in Orlando
4.97 out of 5 average rating, 179 reviewsOrlando Oasis in the heart of Thornton Park
11–18 Jun
Guest suite in Orlando
4.99 out of 5 average rating, 334 reviewsSunny Resort Style - Pool & central location ☀️
8–15 Dec
Guest suite in Orlando
4.92 out of 5 average rating, 166 reviewsCozy Private Studio Close to Downtown Orlando
14–21 Aug
Guest suite in Orlando
4.95 out of 5 average rating, 117 reviewsBeachy Guest Suite in College Park
17–24 Jul
Townhouse in Winter Park
4.98 out of 5 average rating, 195 reviewsBeautiful Downtown Winter Park
15–22 Jun
Guest house in Orlando
4.83 out of 5 average rating, 193 reviewsLovely Spacious Guesthouse in Mills 50 District
28 Dec – 4 Jan
Quick stats about holiday rentals in Orlando
Total rentals | 10K properties |
---|---|
Rentals with dedicated workspaces | 5.8K properties have a dedicated workspace |
Rentals with a pool | 7.3K properties have a pool |
Pet-friendly rentals | 2.1K properties allow pets |
Family-friendly rentals | 5.5K properties are a good fit for families |
Total number of reviews | 286K reviews |
Your guide to Orlando
All About Orlando
Home to a multitude of theme parks and adrenaline-inducing attractions, Orlando knows how to have fun. Walt Disney World and Universal Studios Florida are globally famous, in addition to the buzzy Church Street District and a dizzying portfolio of world-class resorts. Yet while vibrant entertainment might be Orlando’s biggest claim to fame, you don’t need to look very hard to discover it’s also home to an array of other activities. Ecotourism experiences, manicured gardens, picnic-perfect parks, Victorian architecture, and family-friendly science centers are all part of this Central Florida city’s diverse make-up.
The best time to stay in a holiday rental in Orlando
With 233 sunny days per year, it’s no wonder that Florida is called the Sunshine State. While it’s possible to take advantage of Orlando’s outdoor offerings year-round, keep in mind that summers are not for the faint of heart: July’s average is a sweltering 92 degrees Fahrenheit, and the subtropical climate means dense humidity. The most pleasant weather is from February to May, when the temperature is consistently in the mid-70s. Good walking shoes, breathable clothes, and a just-in-case poncho for surprise showers are staples for a prepared wardrobe. One other important weather note: Fall is hurricane season.
Top things to do in Orlando
Lake Eola Park
Lake Eola Park is situated in the middle of downtown Orlando and boasts greatly accessible nature. The glistening lake, which was formed by a natural sinkhole is surrounded by a wide walking path and grass with skyline views, making it one of the city’s most popular picnic spots, and a hub for birders. Live performances and concerts light up the park at the outdoor Walt Disney Amphitheater.
Leu Gardens
In 1961 a business magnate’s former estate was transformed into a 50-acre botanical garden. Now it’s an exotic living museum, with more than 40 plant collections from around the world. See everything from flowering trees to tropical philodendrons, and make sure to stop and literally smell the roses. Educational placards describe the history of each variety, and concerts bring the space to life. The former residence is on the National Register of Historic Places and there’s also a welcome center which features permanent and rotating art exhibits.
Church Street District
This lively district is deeply rooted in Orlando’s history. It’s home to Church Street Station, a historic railway depot from 1889 that’s now a popular retail and entertainment complex. A corridor of restaurants with al fresco dining and live music are two good reasons to stay well into the evening.
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