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, 192 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!

Top guest favourite
A compact kitchen features white cabinetry and modern stainless steel appliances. An electric stovetop is positioned beside a microwave, with a coffee maker and various kitchen utensils visible. A small refrigerator stands nearby, complemented by decorative items on the open shelves.
Home in Kissimmee
4.99 out of 5 average rating, 139 reviews

Private Suite with Independent Entrance

Private Suite with Independent Entrance Kissimmee, Fl Enjoy a modern and fully equipped private suite, perfect for couples or travelers looking for comfort, privacy, and a relaxing stay just minutes away from Orlando’s top attractions. 📍Perfect Location Conveniently located in Kissimmee, just minutes from: 🎢 Disney World 🎬 Universal Studios 🌊 SeaWorld and Aquatica You’ll also find restaurants, supermarkets, outlets, and gas stations nearby an excellent location for your Orlando vacation!

Guest favourite
A spacious pool house is visible behind a lush, green lawn, surrounded by trees. A paved path leads to the inviting pool area, while a gated fence provides added privacy. Sunlight filters through the leaves, creating dappled patterns on the grass.
Bungalow in Maitland
4.88 out of 5 average rating, 589 reviews

Maitland-Orlando Area, FL. Pool House Bungalow

Large open space adjacent to a beautiful pool, waterfall, and fantastic lake view. 27 miles to Disney World, close to Park Avenue, local hospitals, Universities, and less than an hour to local beaches. Only 18 miles to MCO-Orlando International Airport. Great shopping within 3 miles. Location is secluded with large trees, lakeside, and adjacent to the commuter train track. The train runs by on regular basis. Please note in the pictures the pool creates the ambiance to make your stay complete.

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 Lake Cherokee
4.97 out of 5 average rating, 117 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 Colonialtown South
4.92 out of 5 average rating, 628 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.

Top guest favourite
A private balcony offers serene views of Lake Bryan and a swimming pool area. A small round table with two chairs invites relaxation, while warm colors from the sunset enhance the tranquil setting. Lush trees frame the scene, creating a peaceful atmosphere.
Apartment in Orlando
4.97 out of 5 average rating, 406 reviews

Waterfront Condo minutes to Disney & Universal

Just minutes from Disney World and Universal Studios, this condo places you in the heart of Orlando’s top attractions, including Disney Springs, Islands of Adventure, SeaWorld, Magic Kingdom, Epcot, two outlet malls, and more. Relax on your private balcony with breathtaking views of Lake Bryan, or enjoy the resort-style pool with a full Tiki bar and dining menu. Additional perks include free parking, 24-hour security, and complimentary HBO & Netflix. No deposit required and no extra fees.

Top guest favourite
A white door with a glass panel leads into the studio, framed by a decorative welcome mat on stone pavers. Lush green plants are positioned beside the door, adding a natural touch to the entrance. Soft shadows from nearby foliage create a calming atmosphere.
Guest suite in College Park
4.97 out of 5 average rating, 242 reviews

New Mid Century-Modern Studio

Enjoy your stay in this beautifully decorated studio with all the conveniences of home. The bed is Queen. We are located in College Park of Orlando. On Edgewater Drive there are restaurants, bars, and boutique shops. Close to downtown , 30 min. from all the attractions, and 5 min. from one of the city’s largest hospitals, 23 miles from ORMC airport. Walking distance from the historic Dubsdread Golf Club and restaurant. Pet fee required. Please make sure to add the pet to the reservation.

Top guest favourite
Tiny home in Baldwin Park
4.96 out of 5 average rating, 340 reviews

Costa Rica Vibes Free Bikes 12PM Checkout

Romantic lakefront cabin with Costa Rica vibes in Orlando. Wake to sunrise views from your heated king bed. Sip Cuban espresso in the garden, walk or bike to Baldwin, Winter Park & Downtown or explore The Cady Way Trail. Enjoy a couple’s rain shower, grill, fire pit, and hammock. Guests love the peaceful setting, artful touches, and location minutes from the airport, arena & trails. Perfect for anniversaries, solo stays, and creative escapes. ⚠️Sorry - there is no lake DOCK access.

Guest favourite
A cozy studio suite is shown with warm wood accents. A small kitchenette is equipped with a microwave and refrigerator. A workspace with a blue desk and two chairs is visible. Bright green plants add a touch of nature, complemented by a vibrant area rug.
Guest house in Orlando
4.76 out of 5 average rating, 527 reviews

Private Cozy Cottage in heart of Orlando

Come stay at our Cozy quaint suite located in the historic downtown Lake Davis neighborhood with a 5 minute walk to a quiet neighborhood market, 1 mile walk to downtown Orlando with entertainment and the Downtown Farmers Market. Less than 30 minutes to the worlds greatest attractions Disney, Universal Studios, Sea World etc. The beach is a 1 hour drive. One car parking. The room is connected to a family home you’re able to hear guest next door. Not for parties . Please NO pets.

Top guest favourite
A cozy space is illuminated by warm lighting and twinkling string lights. A comfortable bed with decorative pillows is framed by wooden accents. A small seating area features a television and has a view of the garden area with fire pit chairs, creating a relaxing outdoor ambiance.
Tiny home in Spring Lake
4.97 out of 5 average rating, 802 reviews

The Little Treehouse 2 at Country Club of Orlando

With rustic urban charm, The Little Treehouse "2" is a perfect relaxation spot for your stay in the City Beautiful. This completely renovated 1926 carriage house downstairs unit is a 260 sq. ft. blend of cosmopolitan comfort and enchantment. Located 5 minutes from Downtown, Amway Arena, Camping World Stadium, 15 minutes to Universal Studios, 25 minutes to Disney and an hours drive to Florida's beautiful beaches! *Search "Little Tree House Orlando" in your browser for more info.

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, 116 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!

Top guest favourite
A treehouse is illuminated by warm string lights, nestled among large branches under a deep blue sky. The structure features large windows allowing views of the surrounding greenery, with a cozy seating area visible inside. A wooden walkway leads to the entrance.
Treehouse in St. Cloud
4.97 out of 5 average rating, 1,060 reviews

TreeHouse in the Cloud, (Close toTheme Parks

The treehouse is a private getaway for a couple that want to experience the magic. Check out video tours on U-Tube. Type in Treehouse in the Cloud. There have been several movie and other photo shoots done on property. Please text request and details, and we can negotiate fees. Our other AirBnB is just next door; Country gem horses close to Theme parks [link] Which is 1,000 sq ft and sleeps six.

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 11,140 holiday rentals in Orlando

  • Verified guest reviews

    Over 369,920 verified reviews to help you choose

  • Family-friendly holiday rentals

    5,820 properties offer extra space & child-friendly amenities

  • Pet-friendly holiday rentals

    Find 2,610 rentals that welcome pets

  • Holiday rentals with a pool

    7,990 properties feature pools

  • Rentals with dedicated workspaces

    6,370 properties have a dedicated workspace

  • Wifi availability

    10,900 of Orlando holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Self check-in, Monthly stays 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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