Top Rated Activities & Tours in Midtown
Midtown Vacation Rentals, Hotels, & Places to Stay
About Midtown Vacation Rentals
There are more than 4678 places to stay that are available in Midtown. These choices include hotels as well as other short-term private accommodations (including vacation rentals, cabins, condos, RVs, and more), have a wide selection of amenities at great prices, providing you with all the comforts of home or a touch of luxury. We like to help you find more room with Varoom when booking your property in Midtown.
Varoom features many last-minute deals on hotels, resorts and places to stay including many that are nearby. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Varoom's places in Midtown, you have the flexibility of comparing different options from multiple suppliers with a single click. Group deals, private pools, hot tubs, allows pets, or even those with huge master suite bedrooms with open-air showers? You can find vacation rentals and resorts as well as Airbnb-style properties in Midtown. Places to stay near Midtown are 722.64 ft² on average, with prices averaging US $722 a night.
Varoom helps you discover places to stay and suggests things to do to create great travel memories in Midtown. Prices listed are often found to be at a 30-40% discount versus the rack rates. Just search for your destination and secure your perfect place to stay today.
Top Rental Accommodation Types in Midtown
| Type | Count |
|---|---|
| Vacation Homes | 2258 |
| Holiday Apartments | 604 |
| Cottages | 111 |
| Villas | 39 |
Use these Quick Filters to Find a Vacation Rental in Midtown
★ Pro Tip: Varoom is a meta travel and activities site, and as such we combine results from many of the leading travel websites, helping you compare the best places to stay and things to do in each market. Use the filter option to narrow down your selection and let us help you find more room to stay, play, and discover. Create new memories in Midtown today.
Weather in Midtown, FL
View the weather forecast for Midtown before booking your Midtown Vacation Rentals to confirm your best time to go.
Frequently Asked Questions About Midtown?
What are the top vacation rentals in Midtown?
We have scoured the web to find you options in Midtown. If you plan on staying near or in the Midtown area, consider one of the following places to stay for a week or more. Weekly stays are a great way to unwind and unplug. These places to stay have all been rated as one of the Top Places to Stay in Midtown:
- Almond Tree Inn Hotel - Adults Only
- Casa Cay West Beautiful Tropical 3 bedrooms 2 KING suites - 2 miles to beach
- Casa Capri Beautiful Tropical with 3 King Suites - 2 miles to beach
- Pineapple Cottage - Top-Rated Stay - Private Pool - 2BD/2.5Bath
- Old Town 2 Bicycles, Grill, WiFi, 1st Floor, Pool! Rent 30 days get 20% discount
- Boli Townhouse - Luxury WEEKLY Rental in gated Truman Annex-Saturday to Saturday
- MAJESTIC PARADISE @ Truman Annex - Heart of Old Town, Key West
- Everything Key West has to offer @ Mango Cottage
- Secret Villa I @ Old Town with Private Pool, close to Duval!
- Key West Rooster
How many vacation rentals have private pools in Midtown?
We have found 784 places to stay that feature a private swimming pool in or near Midtown. Some of the best places to stay that feature or have access to a swimming pool are:
- Key West Oasis, Seperate Cottage, Very Private Pool and Back Yard
- Key West Harbor Inn - Adults Only
- Tropical Oasis in the Truman Annex with a private pool
- Perfect Pineapple by AvantStay Pet Friendly w Pool Month Long Stays Only
Which vacation homes in Midtown are best for families?
If you are looking for a place to stay that is family-friendly in Midtown, check out one of the following places as all are highly-rated options and have received excellent reviews for families or groups staying in Midtown:
- Just Another Day in Paradise! 2 Partial Waterview Villas! Beach Access, Pool!
- Somewhere on the beach
- Atlantic Paradise by Avantstay Great Location w/Balcony, Outdoor Dining & Shared Pool & Hot Tub!
How many Varoom vacation rentals are available in Midtown?
Varoom updates its properties nightly to bring you a great selection of places to stay. Currently, the total number of properties listed by Varoom in 2026 is over 4678 in the Midtown area, and still growing every day. When we combine listings from multiple websites and travel providers, Varoom can provide you with a diverse amount of choice of the best places to stay in Midtown.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| Old Town Vacation Rentals in Key West, Florida | 1016 |
| The Meadows Vacation Rentals in Key West, Florida | 53 |
| New Town Vacation Rentals in Key West, Florida | 40 |
| White St. Gallery Vacation Rentals in Key West, Florida | 4539 |
| White Street Gallery District Vacation Rentals in Key West, Florida | 4535 |