Vacation 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
Apartment 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 June – 5 July
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 Apr
4.94 out of 5 average rating, 449 reviews
Guest favourite
Guesthouse 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 July
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 Aug
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 Dec
4.98 out of 5 average rating, 295 reviews
Guest favourite
Cottage in Davenport
$79! Cozy Cottage + Outdoor Fun -Close to Disney!
22 – 29 Apr
4.92 out of 5 average rating, 122 reviews
Guest favourite
Guesthouse in Orlando
Stylish Private Studio in Downtown Orlando
10 – 17 June
4.95 out of 5 average rating, 124 reviews
Guest favourite
Townhouse in Winter Park
Beautiful Downtown Winter Park
15 – 22 June
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 June – 3 July
4.98 out of 5 average rating, 125 reviews
Guest favourite
Guest suite in Orlando
2/2 Spacious Modern House
22 – 29 Apr
4.97 out of 5 average rating, 210 reviews
Guest favourite
Guesthouse in Orlando
Lakefront Seclusion modern guesthouse+Pool+Hot tub
9 – 16 Aug
4.98 out of 5 average rating, 342 reviews
Guest favourite
Guesthouse in Orlando
The Loft in College Park
21 – 28 Apr
4.98 out of 5 average rating, 139 reviews
Guest favourite
Yurt in Orlando
Nature's Yurt: Lakefront Haven at Belle Lac
12 – 17 May
4.97 out of 5 average rating, 64 reviews
Guest favourite
Guesthouse in Orlando
Guesthouse hosted by Yadier
23 – 30 May
5.0 out of 5 average rating, 44 reviews
Guest favourite
Guesthouse in Orlando
Cozy 1BR/1BA Guesthouse Close to Universal/Parks
10 – 17 Apr
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 no less than seven of the world’s most popular theme parks, Orlando has earned its title of Theme Park Capital of the World. Whether you like your thrills on dry land or on the water, with cartoon characters or international exploration as a theme, or built around roller coasters or childhood toys, there is something here for everyone, both young and young at heart.

This sunny destination in central Florida has long been a top choice for vacationers in search of year-round warm weather and endless opportunities for family entertainment, but this metropolitan city has so much more to offer beyond the theme park gates. Explore a little off the beaten path and you’ll find thrumming nightlife, a burgeoning arts scene, great shopping of both the mega-outlet and independent boutique varieties, and a hip, up-and-coming restaurant district. Start your days with a fresh-squeezed juice from a trendy Milk District cafe, and end them watching the sunset over Lake Eola. For further ventures into nature, the area’s wetlands of lakes and swamps offer all you’ll need, and no worries about the scaly crocodiles or alligators showing up — Orlando is generally gator-free.


The best time to stay in a holiday rental in Orlando

The weather in Orlando is known for being warm and mild year-round, but the temperatures definitely do fluctuate by season. Summers tend to be hot and muggy, while autumn is the rainy hurricane season, making the sunnier, drier seasons of spring and winter much more popular times to visit. Snowbirds escaping colder climes flock here from November through February. School holidays in December, March, and the summer are always particularly popular with families looking to spend their vacations at the theme parks, so if you’re planning to be here during these times, be sure to book your vacation rentals in Orlando well ahead of time.


Top things to do in Orlando

Lake Eola

Lake Eola sits in the centre of downtown Orlando like a sapphire sparkling in the sunlight. A walking path traces the circumference of the lake, making it a pretty spot to stretch your legs and take in the shimmering reflection of the downtown skyline on the water. Rent a swan-shaped paddle boat, watch a movie or some live theatre at the amphitheatre, or simply enjoy dinner with a view at one of the many waterside restaurants.

Milk District

This up-and-coming neighbourhood has become a foodie destination thanks to its Tasty Takeover food truck nights every Tuesday. When not snacking on birria tacos and artisanal doughnuts, take in some live music, hit up quirky independent shops, or design your own cafe and juice bar crawl.

Orlando Science Center

Orlando has a booming aerospace, aviation, and biotechnology industry, so it’s no surprise that its science museum is top-notch. They offer plenty of exhibits to inspire the next generation of engineers, astronauts, and researchers, along with STEM Discovery Center educational programs for students. While here, make sure to visit the observatory, where you can stargaze at Jupiter and Saturn up-close.

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