Holiday rentals in Orlando

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Popular holiday rental in Orlando

Discover well-known properties in Orlando that are favoured by visitors more than others. There are 8,641 hotels in Orlando and price data was last updated on 8 September 2025. The average price for a hotel in Orlando is $395/night.
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523 Beach Road, Siesta Key, FL, United States
While you're here, you can enjoy all the comforts of home and more, including a heated pool and a rainfall showerhead, as well as a full-sized refrigerator/freezer and an oven. Other amenities include premium bedding, a freezer, towels, and kitchenware and utensils.
Free Wi-Fi
Parking
8.2
Excellent
758 reviews
Location
1.4 km from city centre
Key West, FL, United States
Pescado Penthouse | Vibrant Retreat Overlooking Duval Street! Pescado Penthouse is the ultimate getaway for families or friends seeking adventure in Key West! This unique property combines three charming condos—Kingfish Keep, Wahoo Way, and Yellowfin Ledge—into a single rental, providing ample space and convenience right in the heart of the historic district. With stunning views from the balconies and just steps away from the vibrant energy of Duval Street, you’ll have easy access to shopping, dining, and the beach. The Space: This expansive rental comfortably accommodates up to nine guests, making it perfect for larger groups. Kingfish Keep features a king bed, a double sleeper sofa, and a cozy kitchenette, while Wahoo Way offers an additional king bed, both ideal for couples or small families. Yellowfin Ledge completes the trio with its inviting atmosphere, a comfortable queen bed, and a small twin sleeper sofa. Each condo includes its own private bathroom, ensuring everyone has their space. Enjoy morning coffee or evening cocktails on the balconies, taking in the lively sights and sounds of Duval Street. Traveling with a smaller group? Each of the three condos that make up Pescado Penthouse can be booked individually as well. Explore these unique spaces for the perfect Key West getaway! Kingfish Keep - Wahoo Way - Yellowfin Ledge - Guest Perks: Experience the ease of contactless entry with our digital e-lock system for all units. The property is dog-friendly, allowing two small dogs (30 lbs or less) to join your stay for a small nightly fee. Stay connected with complimentary WiFi and unwind with cable TV in each unit. Neighborhood Highlights: Pescado Penthouse places you at the center of it all! With Duval Street just outside your door, you're a short walk from the beach and iconic attractions like the Southernmost Point. Discover local cafes, bars, and shops, immersing yourself in the unique charm of Key West. Getting Around: Key West is best explored on foot, but bike and scooter rentals are readily available for those looking to venture further. Rideshare options like Uber and Lyft make getting around the island convenient. Other Things to Note: - This rental is located on the second floor. - No parking is available on-site. - Dogs are welcome! Two dogs (30 lbs maximum) with a $20 per night fee. - Guests must be 25 years of age or older to reserve this property. Check in time is 3:00PM Check out time is 11:00AM At Colocada Vacation rentals, we’re dedicated to providing a relaxing and memorable Key West experience. If you have any questions or need recommendations, don’t hesitate to reach out! We’re here to help make your stay as special as possible.
Air conditioning
8.0
Excellent
49 reviews
Location
0.7 km from city centre

Travel insights for holiday rentals in Orlando

Use these up-to-date, data-driven insights about booking a holiday rental in Orlando including ideal times to book, pricing trends, and more.

What is the cheapest month to book a vacation rental in Orlando?

The cheapest month to book a vacation rental in Orlando is October ($385). Conversely, the most expensive month to stay in Orlando is June ($863).

What is the cheapest day to stay in a vacation rental in Orlando?

The cheapest day to stay in Orlando is Tuesday ($652). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $956.

How far ahead should you book a vacation rental in Orlando?

Save money by booking a vacation rental at least 16 days before your trip to Orlando. The lowest price found when booking 16 days ahead was $142 per night.

Cheapest holiday rentals in Orlando, Florida

Discover affordable stays in Orlando that provide a quality experience without breaking the bank. Hotels in Orlando can be found for as low as $110 per night. There is currently one property in Orlando that can be booked for this price. Econo Lodge North is one of the hotels that can be booked for the lowest price in Orlando. Price data was last updated on 8 September 2025
For those on a budget, these are the cheapest holiday rentals available in Orlando for the selected dates. Prices will typically fluctuate depending on the dates selected, star rating of holiday rental, and holiday rental location.
Tallahassee, FL, United States
4.7 km from city centre
Air conditioning
$110
Avg. per night
Vero Beach, FL, United States
2.4 km from city centre
Air conditioning
$143
Avg. per night
Orlando, FL, United States
5.5 km from city centre
Air conditioning
$156
Avg. per night
Cocoa Beach, FL, United States
3.1 km from city centre
Air conditioning
$161
Avg. per night
Miami Beach, FL, United States
4.0 km from city centre
Air conditioning
Free Wi-Fi
$183
Avg. per night
Key West, FL, United States
0.9 km from city centre
Air conditioning
$258
Avg. per night
10901 Front Beach Road, Panama City Beach, FL, United States
1.0 km from city centre
Free Wi-Fi
Airport shuttle
$333
Avg. per night
Orlando, FL, United States
31.8 km from city centre
Air conditioning
$352
Avg. per night
Panama City Beach, FL, United States
9.2 km from city centre
Air conditioning
$381
Avg. per night

Other accommodations in Orlando

Find the perfect holiday rental for your stay in Orlando. There are 8,641 hotels in Orlando and price data was last updated on 8 September 2025. The average price for a hotel in Orlando is $395/night.
5909 American Way, Orlando, FL, United States
11.5 km from city centre
Free Wi-Fi
Parking
$93
Avg. per night
6327 International Drive, Orlando, FL, United States
12.4 km from city centre
Free Wi-Fi
$124
Avg. per night

Where to stay in Orlando

Explore different neighbourhoods and areas within Orlando to find the perfect location for your stay. Map data was last updated on 8 September 2025.
Scroll through the map to find holiday rentals close to the Orlando neighbourhood(s) you plan on visiting. Clicking a property's name will unlock more information and allow you to book that particular holiday rental.

Facts about staying in Orlando

Find useful tips and insights about staying in Orlando to help you make the most of your experience. FAQs were last updated on 8 September 2025.
  • How much does a holiday rental in Orlando cost?

    $396/night is a typical cost for a holiday rental in Orlando throughout the year. Rental prices do vary though, and you’ll find that March is the most expensive month to book, and August is the cheapest month to book. HotelsCombined users recently found Orlando holiday rentals for as low as $46/night. In general, any Orlando rental for $229 or less is a good deal.

  • What part of Orlando is best to stay in?

    Florida Center is the most popular area of Orlando to stay in. In the past year, 98% of HotelsCombined users looking for Orlando holiday rentals searched within Florida Center. Based on user data, the Premier Resort Condos Near Disney & Universal is one of the most popular holiday rentals in Florida Center.

  • Are there any Resort holiday rentals in Orlando?

    At the moment, there are 373 properties listed as a Resort holiday rental in Orlando. A popular Resort in Orlando amongst our users is Margaritaville Resort Orlando.

Find better results for your stay in Orlando

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