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.

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Top guest favourite
The expansive lake is showcased during sunset, reflecting vibrant colors in the sky. Surrounding greenery adds a natural touch, while a dock extends into the water, offering a serene view of the landscape. Soft light illuminates the pathway along the lake's edge.
Hotel room in Orlando
4.96 out of 5 average rating, 196 reviews

PentHouse Suite with 2X View

Located at the gates of Walt Disney World, this Awesome PentHouse Suite offers easy access to area theme parks, and entertainment venues in the surrounding area, including Walt Disney World, Universal Studios, Sea-world, Legoland + Amazing Restaurants, Shopping and many more. Best of all wonderful views with 2 Large Balcony's, 1 for Sunrise @ East Side and 1 for Sunset @ West side overlooking Disney World with amazing fireworks every night, Enjoy! **Security camera for safety @ Entry door only!

Guest favourite
Townhouse in Kissimmee
4.84 out of 5 average rating, 90 reviews

Private Backyard/Top Rated Resort/3 mi to Disney

Looking for privacy on your vacation? This 3-bedroom townhouse in Regal Oaks offers a king bed with ensuite bath in the primary bedroom, a queen bed in the second, and twin beds in the third. There’s a second full bath and half bath on the main level. The open-concept main floor features a fully equipped kitchen, breakfast bar, and living area with a fold-out sofa, accommodating up to 8 guests. Enjoy a private lanai with a hot tub, dining area, loungers, and fiber-optic WiFi for all your needs.

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.
Guest house in Ocoee
5 out of 5 average rating, 121 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.

Top guest favourite
A themed kitchenette features a bamboo bar with high seating and colorful pendant lighting. The walls are adorned with tribal art and shelves hold various artifacts. Kitchen appliances, including a refrigerator and counter space, reflect a blend of modern convenience and cultural decor.
Cottage in Kissimmee
4.99 out of 5 average rating, 193 reviews

Tahiti Gil’s Mananui: Disney Poly & Tiki Inspired!

Aloha Adventurers! Welcome to Faré Mananui. Your passport to a far away tropical hideaway awaits, so get ready to grab your favorite Aloha shirt! Mananui was made for the Disney/Tiki ADULT in mind! Imagined by artist @TahitiGil & designed by @TyphoonTommy (Former Disney/Universal creative team & designer of the Suffering Bastard Tiki Bar in Sanford, Fl. Experience your next Adventureland/ Enchanted Tiki Room “story dwelling” adventure from the moment you step thru the door! - Kungaloosh!!

Top guest favourite
The exterior of the house showcases a striking blend of wood and stone finishes, featuring large windows that illuminate the interior. An expansive, clear blue pool reflects the sky, with a bridge extending over the water leading to the main entrance.
Villa in Catalina
4.96 out of 5 average rating, 111 reviews

The Lakeview Oasis - XL Pool & Jacuzzi - Orlando

Welcome to our stunning lakefront resort, where luxury meets tranquility! Dive into our expansive 100,000-gallon pool, enjoying a refreshing swim surrounded by breathtaking views. Inside, our tastefully designed space features midcentury modern amenities ensuring you have everything for a perfect getaway. Each bedroom offers serene views and plush bedding for a restful night’s sleep. Whether you seek adventure or relaxation, this is your ideal getaway. Book now for unforgettable memories!

Guest favourite
A modern living space is highlighted by a plush grey sofa and mid-century styled furniture. A large window invites natural light, showcasing views of the outdoors. Decorative elements, including a small plant and artwork, add character to the room while maintaining a clean aesthetic.
Loft in Colonialtown South
4.92 out of 5 average rating, 657 reviews

Contemporary Loft Near Downtown

Conveniently located between the foodie-friendly Milk District and Downtown Orlando, 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 only 20 minutes away, Disney is 35 minutes, MCO 20 minutes.

Guest favourite
An outdoor area showcases a private pool surrounded by sun loungers, with views of a golf course in the background. The pool's rippling water reflects the clear sky, complementing the serene atmosphere.
Villa in Citrus Ridge
4.89 out of 5 average rating, 18 reviews

Amazing New Villa! Well Maintained! Fun for all!

My name is Mike and I’m the proud owner of Castle Pines Cove. This 6 bedroom Villa was completed and furnished in the spring of 2022. I love this house. I spend a lot of time here with my family. I have a 5 and 8 year-old and this is their favorite place to visit. It’s extremely important to me to ensure not only the house is clean but also maintained to the highest standard. Just like with my family, I want everyone who stays here to feel the exact same love for the house that we do.

Top guest favourite
An inviting outdoor area showcases a private pool and spa, surrounded by lounge chairs and colorful beach balls. A dining table and large gas grill offer options for outdoor meals. Lush greenery lines the fence, providing privacy and a vibrant backdrop against a sunny sky.
Home in Citrus Ridge
5 out of 5 average rating, 59 reviews

Gorgeous 5BR @ Encore Next to Disney - 305

Modern 3,000sf luxury home, with 5 bedrooms, at world's renowned Encore Resort at Reunion. Featuring 5 bedrooms, 5 1/2 bathrooms, a game room, a beautiful backyard, a private pool and spa. 6 Minutes away from Super Walmart and Publix supermarket 15 Minutes away from Disney Parks 15 minutes away from Disney Springs 15 Minutes away from Premium Outlets 20 Minutes away from Universal Studios 20 Minutes away from International Drive attractions *PLEASE MAKE SURE TO READ THE HOUSE RULES*

Superhost
Home in Citrus Ridge
5 out of 5 average rating, 9 reviews

Themed 6BR | Game Room | Private Pool & Spa w/View

Stay at Time-Out Corner, Too @ Windsor Hills for an incredible vacation filled! Enjoy a game room, themed bedrooms, a private pool and spa w/gorgeous sunset view, and more. Plus, free access to the resort’s clubhouse and water park. Just 5 mins from Disney! 🎮Toy Story Game Room. Play Air Hockey, Skee-Ball, Arcades, Xbox, PlayStation, and more. 🏊 Private West-Facing Heated Pool/Spa. 🛏️ 6 BR & 4 BA. 3 Themed Bedrooms (UP, Alice in Wonderland, and Orange Bird). Sleeps 14.

Top guest favourite
The living area features a comfortable gray sofa adorned with accent pillows, complemented by a wooden coffee table. A large TV is mounted on the wall, with a stylish chair placed nearby. Natural light enters through glass doors, which lead to a balcony.
Flat in Kissimmee
4.99 out of 5 average rating, 143 reviews

Chic Vibes Comfy King Bed Next to Parks/Food/shops

Welcome to our stylish oasis in Kissimmee, which seamlessly blends sophistication with a laid-back vibe. Your stay begins in a professionally cleaned apartment for your full enjoyment. Discover resort-style amenities – a sparkling pool, a fitness center, and hammocks, offering the luxuries of a five-star retreat. Conveniently located with in walking distance of theme parks, restaurants, and shopping. Book now. We can't wait to host you in our little slice of paradise!

Guest favourite
Home in Spring Lake
4.97 out of 5 average rating, 880 reviews

The Little Tree House at Country Club of Orlando

Urban cool meets childhood fancy in this upper separate downtown boutique bungalow in the Country Club of Orlando. The Little Treehouse is the perfect Central Florida romantic getaway for two in this 260 sq. ft. 2nd floor renovated 1926 carriage house. Conveniently located 5 minutes from Downtown, Amway Arena, Camping World Stadium and just 15 minutes to Universal Studio and 25 minutes from Disney!

Guest favourite
Guest house in Orlando
4.96 out of 5 average rating, 28 reviews

The Villa Stay

Welcome to a stunning retreat perfectly located near Orlando’s top attractions, world-famous theme parks, delicious restaurants, and premier shopping destinations are all just moments away. After an exciting day exploring the city, come home to a space designed for relaxation and style. Unwind in modern comfort, enjoy peaceful surroundings, and make unforgettable memories in this elegant villa.

Popular amenities for Orlando holiday rentals

When is the best time to visit Orlando?

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Frequently Asked Questions

  • What are the best places to stay in Orlando?

    Downtown Orlando, Lake Eola Heights, and the Thornton Park area are frequently suggested for their distinct atmospheres, local dining, and easy access to entertainment and parks. Resorts and family-friendly rentals are often found near major attractions and in quieter neighborhoods around the city.

  • What are the best things to do in Orlando with kids?

    Explore theme parks known for their immersive experiences, interactive exhibits at science centers, and animal encounters at wildlife attractions. Many parks and museums around Orlando create engaging environments for children of all ages.

  • What are some of the best things to do in Orlando?

    Orlando has theme parks, botanical gardens, vibrant neighborhoods, and cultural museums waiting to be explored. Visitors also enjoy walking through public parks and discovering the local food scene at markets or eateries.

  • How is the weather in Orlando?

    Orlando is generally warm and humid, with winter temperatures ranging from 49–72°F (10–22°C) and summers reaching 92°F (33°C) with frequent afternoon showers. It is common to experience brief rain and plenty of sunshine throughout most of the year.

  • When is the best time to visit Orlando?

    Late fall through early spring is often recommended for milder temperatures and lower humidity, with fewer crowds at popular attractions. Many visitors favor this period for comfortable outdoor exploration.

  • What are the best places to visit in Orlando?

    Many travelers explore well-known theme parks, stroll Lake Eola Park in the heart of downtown, or visit cultural sites such as Orlando Museum of Art. Neighborhoods like Mills 50 and Winter Park are frequently suggested for their shops, galleries, and dining.

  • What are some hiking trails in Orlando?

    Orlando has shaded nature preserves, lakeside trails, and boardwalks through wetlands that invite walkers and hikers to explore unique Central Florida landscapes. Popular areas include the Split Oak Forest, Tibet-Butler Preserve, and trails within Wekiwa Springs State Park.

  • What are some family activities we can do in Orlando?

    Families in Orlando can interact with hands-on exhibits at science centers, explore expansive playgrounds in city parks, or enjoy live performances at entertainment venues. Many find animal encounters and mini-golf courses around the city are engaging for all ages.

  • What are some of the best day trip ideas from Orlando?

    Explore nearby state parks with hiking and canoeing, stroll along historic downtowns, or relax at beaches found around Central Florida. Spring-fed swimming holes and themed gardens often provide a refreshing break from the city’s bustle.

  • Are there any pet friendly accommodations available in Orlando?

    Many accommodations in Orlando welcome pets, especially in the downtown area, College Park, and Lake Nona. Public parks and trails around the city also make it easier to explore with a companion animal.

  • What are some local tips for visiting Orlando?

    Orlando’s weather can change quickly, so carrying a light rain jacket is helpful. Staying hydrated and using sun protection is important; early mornings often have fewer crowds at major attractions.

  • What is Orlando known for?

    Orlando is widely recognized for its world-famous theme parks, vibrant entertainment districts, and diverse food scene. The city is also known for its creative arts community and abundant lakes.

  • What are the best hidden gems to explore in Orlando?

    The Leu Gardens showcase a range of plants and peaceful walking paths, while the Audubon Park Garden District has locally rooted shops and bakeries. The Charles Hosmer Morse Museum of American Art is frequently suggested for its unique glass collections.

  • What are the best foods to try in Orlando?

    Orlando’s food scene blends Southern comfort dishes, Caribbean flavors, and Latin American street foods. Locals often suggest trying empanadas, barbecue, and key lime pie, as well as coffee from independent cafes.

  • What should I bring for a trip to Orlando?

    Pack lightweight clothing, sunscreen, and a reusable water bottle for warm weather, along with a rain jacket for sudden showers. Comfortable shoes are recommended for daylong activities at parks and city sights.

  • What is the nightlife in Orlando like?

    Downtown Orlando and the Milk District have vibrant nightlife scenes, including live music venues, local bars, and late-night eateries. The city features comedy clubs and themed lounges that attract a wide range of audiences.

  • What are the most popular events or festivals in Orlando?

    Orlando has annual celebrations such as the Florida Film Festival, electric music weekends, and food events that showcase local tastes. Pride parades, art fairs, and holiday parades draw both locals and visitors throughout the year.

  • Are there family friendly vacation rentals in Orlando?

    Family-friendly vacation rentals are widely available in neighborhoods near major attractions as well as quieter areas around the city. Many homes feature spacious layouts, private pools, and amenities to accommodate travelers with children.

Quick stats about holiday rentals in Orlando

  • Total holiday rentals

    Explore 11,190 holiday rentals in Orlando

  • Verified guest reviews

    Over 386,360 verified reviews to help you choose

  • Family-friendly holiday rentals

    5,860 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 2,720 rentals that welcome pets

  • Holiday rentals with a pool

    8,050 properties feature pools

  • Rentals with dedicated workspaces

    6,360 properties have a dedicated workspace

  • Wifi availability

    10,980 of Orlando holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Private bathroom and Free parking on premises across Orlando rentals

  • 4.7 Average rating

    Orlando stays receive an average rating of 4.7 out of 5 from guests

  • Nearby attractions

    Orlando’s top spots include Universal CityWalk, International Drive and Kia Center

Destinations to explore

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