Compare Vacation Rentals & Rent By Owner Homes in Downtown, Key West, Florida, USA
About Downtown Vacation Rentals
With more than 1481 Downtown vacation rentals, we can help you find a place to stay. These rentals, including vacation rentals, Rent By Owner Homes (RBOs) and other short-term private accommodations, have top-notch amenities with the best value, providing you with comfort and luxury at the same time. Get more value and more room when you stay at an RBO property in Downtown.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Downtown, you have the flexibility of comparing different options of various deals with a single click. Looking for an RBO with the best swimming pools, hot tubs, allows pets, or even those with huge master suite bedrooms and have large screen televisions? You can find vacation rentals by owner (RBOs), and other popular Airbnb-style properties in Downtown. Places to stay near Downtown are 803.89 ft² on average, with prices averaging R13,416 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Downtown with prices often at a 30-40% discount versus the price of a hotel. Just search for your destination and secure your reservation today.
Other Places to Stay in Downtown, FL
Frequently Asked Questions About Downtown?
What are the top vacation rentals in Downtown?
- 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
- Casa Calypso- Beautiful Tropical 3 KING Beds, 3 baths - 2 miles to beach
- Casa Cove Beautiful Tropical 3 KING SUITES Sleeps 8- 2 miles to beach
- Casa Caribe Beautiful tropical 2 bedroom sleeps 6
- Perfect Location, nPrivate Heated Pool,nPristine Luxury Home!
- ~ CLOUD 9 ~ It's heaven on earth in this 3B/3BA lavish home with pool/parking
- Key West Beachfront Luxury 2/2 Condo A212
- Your Condo by the Beach with Ocean View
How many Rentbyowner vacation rentals are available in Downtown?
Currently, the total number of properties listed by Rent By Owner in 2026 is over 1481 in the Downtown area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Downtown.
Nearby Neighborhood (6)
| Neighborhood | Property Count |
|---|---|
| Key West Historic District Vacation Rentals in Key West, Florida | 2234 |
| Old Town Vacation Rentals in Key West, Florida | 2166 |
| Uptown - Upper Duval Vacation Rentals in Key West, Florida | 700 |
| Historic Seaport Vacation Rentals in Key West, Florida | 374 |
| Truman Annex Vacation Rentals in Key West, Florida | 306 |
| Bahama Village Vacation Rentals in Key West, Florida | 79 |
