Compare Cottages, Resorts, & Rentals in Midtown, Key West, Florida, USA
About Midtown Vacation Rentals
There are over 90 amazing vacation rentals available in Midtown. Choose from a variety of options including villas, hotels, and other rental properties. Explore a vast selection of luxury amenities at unbeatable prices, providing you with the ideal spot for your next getaway. Life is Better at the Cottage with Vacation Cottage, where you can discover fantastic stays in Midtown.
Vacation Cottage offers numerous last-minute deals on villas, hotels, and rentals, both near you and across the globe. Whether you need accommodations for a group or event, such as a hotel or vacation rental (including cabins and private luxury villas), let us assist you. With Vacation Cottage in Midtown, you can easily compare options from multiple suppliers with just a click to find the perfect price point, amenities, and style of stay for you. Whether you're seeking group discounts, private pools, hot tubs, pet-friendly options, or spacious master suite bedrooms with open-air showers, you can find it all with Vacation Cottage vacation rentals, resorts, and Airbnb-style properties in Midtown. The average size of places to stay near Midtown is approximately 1008.83 ft², with prices averaging US $615 per night.
Vacation Cottage helps you discover the perfect holiday rental to create lasting travel memories in Midtown. Prices listed often feature discounts compared to rack rates. Simply search for your destination and secure your ideal place to stay today.
Frequently Asked Questions About Midtown?
What are the top cottages, summer homes, and lake houses in Midtown?
- Panoramic 3BR/3BA Condo - Direct Beach Ocean Front
- *BELLE OF THE BEACH @ CASA EAST* Beach House + LAST KEY SERVICES…
- Oceanfront
- *LARGE PRIVATE HEATED POOL and PATIO*1/3 Mile from Beach
- BE STILL- 4 Bedroom, 3 Bath with POOL & Guest Cottage
- Gorgeous beach bungalow just steps from the beach!
- Perfect 2 BR Escape Near Smathers Beach w Bikes, fishing poles & Beach Chairs!
- Glimmer Glass oceanfront condo by Rent Key West Hideaways
- *MIDTOWN MOSAIC @ MIDTOWN* Modern Private Home & Pool + LAST KEY SERVICES…
- SOUTHERNMOST SWIM AND SOCIAL CLUB
How many rentals, hotels, or resorts are available in Midtown?
Vacation Cottage consistently updates its selection, offering a blend of new options alongside well-established accommodations in prime locations. Currently, there are over 90 properties listed by Vacation Cottage in the Midtown area for the year 2026, with this number increasing daily. By aggregating listings from various websites and travel providers, Vacation Cottage ensures a diverse array of choices for the best luxury stays in Midtown.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| Old Town Rental Cottages and Private Getaways in Key West, Florida | 2365 |
| New Town Rental Cottages and Private Getaways in Key West, Florida | 106 |
| The Meadows Rental Cottages and Private Getaways in Key West, Florida | 98 |
| White St. Gallery Rental Cottages and Private Getaways in Key West, Florida | 29 |
| White Street Gallery District Rental Cottages and Private Getaways in Key West, Florida | 29 |
