Holiday hires 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 8,662 hotels in Orlando and price data was last updated on 5 September 2025. The average price for a hotel in Orlando is $366/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
760 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 September ($350). Conversely, the most expensive month to stay in Orlando is April ($749).

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

The cheapest day to stay in Orlando is Sunday ($408). On the other hand, travelers can expect to pay the most on Monday, when the average nightly price is $805.

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 $129 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 $102 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 5 September 2025
Currently, these are the lowest-priced holiday rentals in Orlando we've come across for the dates selected. 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
$102
Avg. per night
Vero Beach, FL, United States
2.4 km from city centre
Air conditioning
$136
Avg. per night
Orlando, FL, United States
5.5 km from city centre
Air conditioning
$141
Avg. per night
Cocoa Beach, FL, United States
3.1 km from city centre
Air conditioning
$146
Avg. per night
Miami Beach, FL, United States
4.0 km from city centre
Air conditioning
Free Wi-Fi
$166
Avg. per night
Key West, FL, United States
0.9 km from city centre
Air conditioning
$233
Avg. per night
10901 Front Beach Road, Panama City Beach, FL, United States
1.0 km from city centre
Free Wi-Fi
Airport shuttle
$302
Avg. per night
Orlando, FL, United States
31.8 km from city centre
Air conditioning
$312
Avg. per night
Panama City Beach, FL, United States
9.2 km from city centre
Air conditioning
$354
Avg. per night

Other accommodations in Orlando

Find the perfect holiday rental for your stay in Orlando. There are 8,662 hotels in Orlando and price data was last updated on 5 September 2025. The average price for a hotel in Orlando is $366/night.
13428 Blue Heron Beach Drive, Orlando, FL, United States
22.3 km from city centre
Free Wi-Fi
$163
Avg. per night
8000 Fins Up Circle, Orlando, FL, United States
31.3 km from city centre
Free Wi-Fi
$300
Avg. per night
7400 International Drive, Orlando, FL, United States
12.9 km from city centre
Free Wi-Fi
$201
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 5 September 2025.
Utilise the map to find properties close to the Orlando area(s) or attractions you plan on visiting. More information on a given vacation rental can be accessed by clicking the holiday rental's name within the map.

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 5 September 2025.
  • How much does a holiday rental in Orlando cost?

    $366 per night is how much a holiday rental in Orlando costs, on average. $44 per night was the cheapest price recently found by our users, though anything for $213 per night or less is a good deal. Keep in mind that Orlando holiday rental prices fluctuate throughout the year: the most expensive month to book is September, and the cheapest time to book is August.

  • What part of Orlando is best to stay in?

    Florida Center is the best part of the city to stay in if you’re looking for a holiday rental in Orlando. The Premier Resort Condos Near Disney & Universal is our most popular holiday rental in this neighbourhood. While there are other neighbourhoods throughout Orlando, 90% of HotelsCombined users searched for rentals in Florida Center in the past 12 months, making it a popular choice.

  • Are there any Resort holiday rentals in Orlando?

    If you’re looking to book a Resort holiday rental in Orlando, then you have 373 to choose from. We recommend looking at Margaritaville Resort Orlando as it’s currently the most popular Resort rental among our users.

Find better results for your stay in Orlando

Search cheap hotels with HotelsCombined. Use the hotel finder to search for the cheapest hotel deal for all major destinations around the world. HotelsCombined searches hundreds of hotel booking sites to help you find hotels and book the ones that suit you best. Since HotelsCombined searches many hotel sites at once, you can find discounted hotels quickly, including Hotels Under $77 and Hotels Under $153. Discover hotel discounts now and make your hotel reservation today.