4343+ Private Villas and Holiday Rentals in Midtown |
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  3. Key West
  4. Midtown

Midtown Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Midtown

Discover more than 4343 vacation rentals available in Midtown. These rentals, ranging from vacation rentals to Casai Homes and other short-term private accommodations, offer top-notch amenities with unbeatable value, ensuring both comfort and luxury. Enjoy more space and value when you stay at a Casai property in Midtown.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Midtown, you can effortlessly compare various deals with just a click. Whether you're looking for a Casai with exceptional swimming pools, hot tubs, pet-friendly options, or large master suite bedrooms equipped with large screen televisions, you'll find a variety of options near Midtown. On average, places to stay near Midtown offer 726.72 ft², with nightly prices averaging US $708.

With Casai, finding and comparing holiday rentals in Midtown is easy and secure, often at a 30-40% discount compared to hotel prices. Simply search for your destination and secure your reservation today.

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Top Accommodation Types in Midtown

Type Count
Vacation Homes 2086
Holiday Apartments 559
Cottages 108
Villas 40

Use these Quick Filters to Find a Holiday Rental in Midtown

★ Pro Tip: Casai simplifies the process of comparing the finest listings across various online vacation rental platforms, including Booking.com and more. Utilize the Advanced Filter feature located at the top to effortlessly switch between Casai homes, vacation rentals, bed and breakfasts, private Airbnb-style rentals, eco-friendly properties, and different property types. Explore various cancellation policies, prices, and numerous options to find the ideal accommodation for your next vacation in Midtown.

Weather in Midtown, FL

View the weather forecast for Midtown before booking your Midtown Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Frequently Asked Questions About Midtown?

What are the top holiday rentals in Midtown?

With numerous options available in Midtown, planning to stay in the area? Consider booking a few nights at one of these properties, rated as the Top Holiday Rentals in Midtown:

How many holiday rentals have private pools in Midtown?

Discover a selection of holiday rentals with private pools near Midtown with Casai. Experience the epitome of luxury and relaxation in our top-rated villas and holiday homes, where you can enjoy exclusive access to refreshing swimming pools.

Which holiday homes in Midtown are best for families?

If you're searching for a family-friendly holiday home in Midtown, consider one of the following properties. Each comes highly recommended, with excellent reviews for families or groups staying in Midtown:

How many Casai.nz holiday rentals are available in Midtown?

As of 2025, Casai boasts over 4343 properties listed in the Midtown area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Midtown.

Nearby Neighborhood (5) 
Neighborhood Property Count
Old Town Vacation Rentals in Key West, Florida 592
The Meadows Vacation Rentals in Key West, Florida 29
New Town Vacation Rentals in Key West, Florida 415
White St. Gallery Vacation Rentals in Key West, Florida 3797
White Street Gallery District Vacation Rentals in Key West, Florida 3796

People Also Ask

There are 4343 Midtown, FL Holiday Rentals

Recently Booked Holiday Rentals in Midtown