Holiday rentals in Orlando

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Top-rated holiday rentals in Orlando

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

Guest favourite
Flat in Winter Park
Get 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.
28 Jun – 5 JulIndividual Host,
£119 per night
4.95 out of 5 average rating, 280 reviews
Guest favourite
Loft in Orlando
Contemporary Loft Near Downtown
Conveniently located between the foodie-friendly Milk District and The City Beautiful’s Downtown, this impeccably thought-out space features a spacious loft style open floor plan perfect for a couple or small group. The floor to ceiling windows allow natural light to fill the space while providing complete privacy during your stay. Upscale Winter Park restaurants and the vibrant Thornton Park art scene are only a short drive away. Universal is a 20 minute drive, Disney is 35 min., MCO 20 minutes
12–19 AprIndividual Host,
£147 per night
4.94 out of 5 average rating, 449 reviews
Guest favourite
Guest house in Orlando
The Sacred Space Downtown Orlando Milk District
This delightful hideaway embodies brightness, cleanliness, and a fragrance-free environment. Enjoy a tranquil stay with hypoallergenic bedding and experience unmatched comfort on a luxurious purple mattress for rejuvenating sleep. Conveniently located near Lake Eola, lively bars, and an abundance of dining options, this private sanctuary provides the perfect balance of convenience and serenity. Amidst the bustling surroundings, our tranquil retreat remains tucked away, offering a peaceful stay.
14–21 JulIndividual Host,
£114 per night
5.0 out of 5 average rating, 148 reviews

Popular amenities for Orlando holiday rentals

Stay near Orlando's top sights

Universal CityWalk991 locals recommend
Orlando Vineland Premium Outlets1,502 locals recommend
The Florida Mall656 locals recommend
The Mall at Millenia1,167 locals recommend
Outlets Orlando116 locals recommend
Amway Center259 locals recommend

Other great holiday rentals in Orlando

Guest favourite
Home in Winter Garden
Cozy Winter Garden Home 20 MINUTES FROM DISNEY
1–8 AugIndividual Host,
£109 per night
4.92 out of 5 average rating, 164 reviews
Guest favourite
Guest suite in Orlando
A SUITE RETREAT with a Garden View in the City
25 Nov – 2 DecIndividual Host,
£77 per night
4.98 out of 5 average rating, 295 reviews
Guest favourite
Cottage in Davenport
$79! Cozy Cottage + Outdoor Fun -Close to Disney!
22–29 AprIndividual Host,
£90 per night
4.92 out of 5 average rating, 122 reviews
Guest favourite
Guest house in Orlando
Stylish Private Studio in Downtown Orlando
10–17 JunIndividual Host,
£115 per night
4.95 out of 5 average rating, 124 reviews
Guest favourite
Townhouse in Winter Park
Beautiful Downtown Winter Park
15–22 JunIndividual Host,
£123 per night
4.98 out of 5 average rating, 193 reviews
Guest favourite
Guest suite in Orlando
Be Our Guest! 1 BR/1 Bath Guest Room
26 Jun – 3 JulIndividual Host,
£74 per night
4.98 out of 5 average rating, 125 reviews
Guest favourite
Guest suite in Orlando
2/2 Spacious Modern House
22–29 AprIndividual Host,
£131 per night
4.97 out of 5 average rating, 210 reviews
Guest favourite
Guest house in Orlando
Lakefront Seclusion modern guesthouse+Pool+Hot tub
9–16 AugIndividual Host,
£196 per night
4.98 out of 5 average rating, 342 reviews
Guest favourite
Guest house in Orlando
The Loft in College Park
21–28 AprIndividual Host,
£76 per night
4.98 out of 5 average rating, 139 reviews
Guest favourite
Yurt in Orlando
Nature's Yurt: Lakefront Haven at Belle Lac
12–17 MayIndividual Host,
£148 per night
4.97 out of 5 average rating, 64 reviews
Guest favourite
Guest house in Orlando
Guesthouse hosted by Yadier
23–30 MayIndividual Host,
£109 per night
5.0 out of 5 average rating, 44 reviews
Guest favourite
Guest house in Orlando
Cozy 1BR/1BA Guesthouse Close to Universal/Parks
10–17 AprIndividual Host,
£88 per night
4.9 out of 5 average rating, 31 reviews

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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