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Midtown holiday lettings

We found 1,833 holiday rentals — enter your dates for availability

Discover a selection of 46 homes and other holiday rentals in Midtown that are perfect for your trip. Whether you’re travelling with friends, family or just with your pet, holiday rentals have the amenities that you expect for your stay, which might include Wi-Fi and a pool. You'll be sure to find a property to rent that has what everyone needs, including places that are non-smoking or accessible.

Holiday rentals with weekly discounts - Midtown

Showing deals for:30 Jan - 6 Feb

Image gallery for 1 Block to Duval St | Banana's Foster Guesthouse

Plunge pool and courtyard
10 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

1 Block to Duval St | Banana's Foster Guesthouse

Key West, FL

8% off
Price is £19,387
for 7 nights, 1 home
£2,770 per night
includes taxes & fees
1 Block to Duval St | Banana's Foster Guesthouse

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Frequently asked questions

What is the most popular type of holiday rental in Midtown?
In Midtown, holiday houses are the most popular type of rental, with around 12 available throughout the area. These houses typically provide ample space, featuring multiple bedrooms, fully equipped kitchens, and comfortable living rooms, making them suitable for families or groups. Many of these properties also include outdoor spaces like patios or gardens, great for enjoying the pleasant Florida weather. Additionally, there are several condominiums available, which offer a more compact living arrangement with similar amenities, including kitchen facilities and access to communal areas.
Are there any beach house rentals in Midtown?
In Midtown, Florida, there are approximately 33 beach house rentals available, offering a variety of options for holidaymakers. These rentals are typically located in close proximity to the waterfront, allowing easy access to the nearby beaches. Most beach houses come equipped with amenities such as fully furnished kitchens, spacious living areas, and often outdoor decks or patios for enjoying the warm Florida weather. Many properties also include features like private swimming pools, BBQ facilities, and multiple bedrooms, making them suitable for families or larger groups seeking a comfortable getaway.
How much does it cost to rent a holiday home in Midtown?
Prices for holiday rentals in Midtown vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Midtown to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Midtown holiday house rentals?
You can find great discounts on house rentals in Midtown on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Are there any Midtown holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Midtown with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I find long-stay holiday rentals in Midtown?
A long-stay holiday rental in Midtown is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Midtown for a holiday rental?
March is the most popular month to visit Midtown, Florida, as it falls within the peak season from January to March. This vibrant time attracts holidaymakers seeking the warmth of the Floridian sun and a range of outdoor activities. With temperatures typically in the low 20s Celsius, visitors can comfortably enjoy beach days, explore local parks, or partake in water sports.

During this bustling season, Midtown offers an array of cultural events and festivals, making it an ideal time for those looking to immerse themselves in the local vibe. The pleasant weather and lively atmosphere create a superb backdrop for sightseeing and relaxation, ensuring that you can make the most of your holiday rental experience.

For those mindful of their budgets, October presents a fantastic alternative. While this month sees fewer tourists, it showcases Midtown's charm in a more tranquil setting. The fall weather is still quite pleasant, making it an excellent time for leisurely strolls and enjoying the local scenery without the hustle and bustle of peak season.
Are there any remote work holiday rentals in Midtown?
In Midtown, Florida, there are several remote work-friendly holiday rentals available, with around 13 options to choose from. This vibrant area offers a mix of comfortable accommodations that cater to those working remotely. Many of these properties come equipped with essential amenities such as high-speed Wi-Fi, dedicated workspaces featuring desks and computer monitors, and ergonomic desk chairs, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Midtown holiday rental?
Book your Midtown holiday rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Midtown home rental booking on Vrbo?
To find Midtown holiday rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Midtown holiday rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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