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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Guest favourite
This spacious backyard features a uniquely-shaped pool surrounded by loungers and umbrellas, perfect for soaking up the sun. Lush greenery and palm trees provide a tropical retreat, while soft evening lighting adds to the serene atmosphere, making it an inviting spot for relaxation.
Home in Orlando
4.96 out of 5 average rating, 94 reviews

Private Pool Oasis w/Xbox, Fireplace, Projector

Discover Orlando from this beautifully remodeled home, perfectly located near Disney, Universal Studios, downtown, and prime shopping. Enjoy the serene private pool with stunning day and night lighting. The home features three stylish bedrooms with private TVs, two modern bathrooms, and a cozy fireplace with a dedicated seating area. Offering a blend of comfort and convenience, this home is your ideal base for an unforgettable Orlando experience. Book your stay to create unforgettable memories!

Top guest favourite
A bright living space features a comfortable sectional sofa adorned with decorative pillows, paired with a light-colored armchair. A wooden coffee table sits on a textured area rug, while a ceiling fan and pendant lighting add modern touches. The kitchen bar is equipped with high stools, enhancing the open layout.
Guest house in Orlando
5 out of 5 average rating, 103 reviews

Livingston Hideaway • Walk To Lake Eola • Hot Tub

Welcome to Livingston Hideaway, a charming historic duplex in downtown Orlando, just two blocks from Lake Eola. This private space offers a quiet, residential feel while being steps from dining, nightlife, and events. Perfect for couples or business travelers, it features a private entrance, fenced outdoor area with hot tub and putting green, free parking, and fast Wi-Fi. Thoughtfully updated with modern comforts, Livingston Hideaway blends historic character with walkable downtown convenience.

Superhost
Home in Kissimmee
5 out of 5 average rating, 4 reviews

Casa Bella Mediterranean Style near Disney

Welcome to this beautifully 4-bedroom, 3-bath pool home located in the desirable Westside Tuscany community — a peaceful Mediterranean-style enclave just minutes from Walt Disney World and Orlando’s world-class attractions. Step inside to a bright and spacious open living area with large windows and sliding doors that lead directly to your private screened pool, where you can relax and enjoy peaceful wooded views after a fun day at the parks. Enjoy your own private Florida retreat! Book now!

Top guest favourite
A scenic aerial view captures a serene lake surrounded by landscaped greenery and residential buildings. A fountain is centrally located within the lake, providing a focal point. The skyline of a city is visible in the distance, framed by clear skies.
Home in Baldwin Park
5 out of 5 average rating, 58 reviews

Stylish & Cozy King Bed Retreat @ Baldwin Park

Fully furnished home @ Baldwin Park & near Winter Park! This cozy upgraded home is just minutes from downtown Orlando, Both Executive & MCO Airports, and all major theme parks! Enjoy a peaceful stroll on the nearby trails or explore the tasteful dining atmosphere! Stay connected with high-speed 1GB internet and cable TV or relax on the front porch or private rear patio by the firepit. All essentials are provided making it the perfect spot to create lasting memories during your Orlando getaway!

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 Orlando
4.95 out of 5 average rating, 124 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!

Top guest favourite
A serene pool area is surrounded by lush tropical greenery, including palm trees and bamboo. A spa is integrated into the pool with a stone wall feature. Chaises with striped cushions are positioned beside the water, and a spacious patio includes various stone pavers.
Guest house in Orlando
4.98 out of 5 average rating, 135 reviews

1924 Spanish Carriage House Lower

Enjoy a shared but private compound resort in the heart of downtown Orlando! Centrally located and within walking distance to major events at the Kia Center, Dr. Phillips Performing Arts Center, restaurants, and downtown nightlife. Park on site, relax and enjoy all that this historic home has to share! Besides a fresh and clean private lodging, you'll enjoy use of the tropical pool, hot tub, gas grill, covered seating and dining area. A washer and dryer are just steps away for your use.

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 Orlando
4.92 out of 5 average rating, 676 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.

Superhost
Home in Orlando
4.84 out of 5 average rating, 182 reviews

Huge pool & Lakeview home | 5 Min Universal

Welcome to your ideal vacation retreat! This spacious and cozy lakefront pool house offers everything you need for a memorable family getaway. Perfectly designed for unforgettable trips with 4 BD and 2 BTH, there's plenty of room for everyone to relax. Located just minutes from Universal, Disney and SeaWorld, this house offers the perfect blend of convenience and tranquility. After a day of adventures, return to your serene lakeside retreat and create lasting memories with your loved ones.

Guest favourite
A vibrant outdoor area features a sparkling saltwater pool with fountain jets and colorful LED lighting. A large screen displays a movie, surrounded by lounge chairs. The area is enhanced by string lights and a cozy seating arrangement, creating an inviting space for relaxation and entertainment.
Villa in Kissimmee
4.88 out of 5 average rating, 249 reviews

Mad Men Magic Kingdom House*FAB POOL*OutdoorMOVIE

AMAZING Pool Deck Extension cira 2023! Its the BIGGEST pool deck at the resort! Plus JAW DROPPING, Fancy, Fun, Fountain Jets w/ LED lighting, high-end glass tile & a Mickey Mosaic giving you an ULTIMATE luxury pool experience. This SALT WATER POOL/SPA will leave your skin feeling soft w/ no eye-sting & it has botanical qualities for your muscles after long days at the parks! Enjoy all this plus our unique OUTDOOR MOVIE EXPERIENCE & FIRE-PIT for the BEST vacay ever only 6 miles to Disney!

Top guest favourite
Loft in Orlando
4.92 out of 5 average rating, 993 reviews

UPSCALE LOFT SPACE CLOSE TO DOWNTOWN.

Tucked right between the charm of Lake Eola Park and the eclectic, foodie-loved Milk District, this space puts you in the heart of Orlando’s most vibrant neighborhoods. With a Full renovation 3/2026, this open floor plan highlighted by floor-to-ceiling windows that flood the space with natural light. When you’re ready to venture out, you’re just minutes from the upscale dining and shopping of Winter Park, as well as the walkable streets, art galleries, and lively energy of Thornton Park.

Superhost
Home in Davenport
New place to stay

6BR Oasis w/ Private Pool, Game Room & Lanai

Escape to luxury in this stunning 6-bedroom home featuring a private pool and a fully equipped game room. Conveniently located just 15–20 minutes from Walt Disney World and within easy reach of Universal Studios, SeaWorld, shopping, dining, and golf, this home puts you right in the heart of Central Florida’s top attractions—while still offering a peaceful retreat. Perfect for families, groups, or your next unforgettable getaway—comfort, fun, and relaxation all in one place.

Top guest favourite
A serene pool area is featured, reflecting the clear blue sky and surrounding greenery. The pool is bordered by a tiled edge, with colorful plant life adding vibrancy. A covered patio with a picnic table sits in the background, offering a shaded relaxation area.
Home in Orlando
4.91 out of 5 average rating, 173 reviews

Modern Tropical House Heated Salt Pool

☞Superhost 9 years ☞ Large Salt Pool (W/ heated option $ Sept-April) ☞3 Bedroom 3 Full Bath W/extra 4th queen daybed ☞ Easy access to the 417 East West express way (toll rd.) to get around Orlando ☞Easy smart lock self Check-in ☞ Driveway Parking ☞ Luxury bedding ☞Smart TV's with Netflix in each room ☞Dimmer mood lighting ☞Illuminated pool & landscape lighting ☞Full Kitchen ☞Dining & Picnic table seats 6 to 8 guests ☞Hi speed 231mb internet ☞Uber Eats Food Delivery

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.

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.

What are the 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.

Quick stats about holiday rentals in Orlando

  • Total holiday rentals

    Explore 11,330 holiday rentals in Orlando

  • Verified guest reviews

    Over 399,130 verified reviews to help you choose

  • Family-friendly holiday rentals

    5,840 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 2,740 rentals that welcome pets

  • Holiday rentals with a pool

    8,500 properties feature pools

  • Rentals with dedicated workspaces

    6,800 properties have a dedicated workspace

  • Wifi availability

    10,920 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 Dr. Phillips Center for the Performing Arts

Destinations to explore

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