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
The backyard features a large pool with a hot tub and a patio area shaded by wooden structures. Comfortable outdoor seating is positioned under the patio, providing a relaxing space. A playful inflatable float can be seen in the shimmering water.
Home in Orlando
4.97 out of 5 average rating, 104 reviews

Unique Spacious Home w/ Pool near Downtown Orlando

Nestled on a quiet street, 15 mins from Downtown Orlando. This home has a massive pool, hot tub, water fountain, real outdoor and indoor fire place, outdoor patio area w/seating. The Kitchen is equipped with everything you need to make delicious meals, and there are two living areas to provide ample space for relaxation. There is also a designated office area to take work calls. ☀ College Park – 10 mins ☀ Downtown Orlando – 15 mins ☀ Universal Studios – 28 mins ☀ Walt Disney World – 34 mins

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!

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.

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.

Top guest favourite
A private pool area is surrounded by lush tropical landscaping, featuring tall palm trees and vibrant greenery. The sparkling blue water of the pool reflects the sky, while a paved pathway leads to the entrance. A serene atmosphere is created by the nearby plants and outdoor decor.
Home in Maitland
4.95 out of 5 average rating, 184 reviews

Orlando area pool home in Maitland

Everyone finds our home fun & relaxing. We are close to tons of restaurants & shopping. Only 1 mile from the intersection of I-4 & 414 (Maitland Blvd). Home, it is fully stocked. Plus a gas grill. Towels & linens provided. Games and toys for all ages. Pets are welcome with pet fee. Guests have private use of property, 2 bedrooms & 2 full baths and all living areas, back yard and porch with pool . There is an optional third bedroom available for an additional $35 a night fee.

Top guest favourite
A canopy-covered terrace is accented by a comfortable seating area featuring plush blue cushions. Sun loungers are arranged alongside a dining table with umbrella, offering views of the surrounding landscape and sky.
Flat in Orlando
4.93 out of 5 average rating, 113 reviews

Penthouse With Epic Views

Escape to a stunning, designer-remodeled 2BR/2BA penthouse with breathtaking views of the lake and four theme parks. This luxurious retreat comfortably fits 4 and features a private, wrap-around rooftop terrace, a kitchen, and full access to resort amenities like pools, a gym, and tennis courts. Perfect for a luxury vacation, this premier unit at The Enclave offers an unforgettable experience with high-end finishes and a dedicated workspace, combining comfort with unparalleled style.

Top guest favourite
A spacious living area is displayed, featuring a sectional sofa and a large wall-mounted TV. The open kitchen showcases modern appliances and a dining table for six. Natural light floods the space through sliding glass doors that lead to the backyard.
Home in Orlando
4.96 out of 5 average rating, 183 reviews

Beautiful House Completely Remodeled

Forget your worries in this spacious and serene space. Completely remodeled, everything is brand new. You will love to stay at this beautiful house come and see for yourself! Only 10 minutes away from the airport. 15 minutes away from UCF. 20 minutes from SeaWorld and Aquatica. 30 minutes from Universal Studios, Island of Adventure and Volcano Bay. 30 minutes from Disney World. 10 minutes from Lake Nona. 15 minutes from Down Town. 25 minutes to the Outlets. 15 minutes to Kia Center.

Top guest favourite
A warm indoor space features a spacious bed adorned with soft linens, complemented by wooden accents and greenery. A cozy sitting area is visible, along with a rustic desk and wall art that reads "TO THE MOON & BACK," creating a serene environment.
Tiny home in Orlando
4.97 out of 5 average rating, 862 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
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

Superhost
A spacious guest room is highlighted by a large bed with a white duvet. Natural light filters through a decorative window, illuminating the earthy tile floor. A comfortable seating area and a mini-fridge are also visible, enhancing the welcoming atmosphere of the space.
Guest suite in Orlando
4.88 out of 5 average rating, 158 reviews

Palm Suite at Bliss House

Ready for a relaxing get away? Stay in your own suite with a private entrance and bathroom. Enjoy this natural oasis with a lakefront, pool, hot tub, paddle boards, and a beautiful view of downtown Orlando.

Popular amenities for Orlando holiday rentals

When is the best time to visit Orlando?

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Avg. price$157 SGD$166 SGD$166 SGD$145 SGD$140 SGD$148 SGD$145 SGD$136 SGD$131 SGD$139 SGD$154 SGD$161 SGD
Avg. temp16°C18°C20°C22°C25°C27°C28°C28°C27°C24°C20°C17°C

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 11,330 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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