Compare Vacation Rentals & Rent By Owner Homes in Historic Seaport, Key West, Florida, USA
About Historic Seaport Vacation Rentals
With more than 618 Historic Seaport 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 Historic Seaport.
Looking for last-minute deals, or finding the best deals available for cottages, condos, private villas, and large vacation homes? With RentByOwner Historic Seaport, 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 Historic Seaport. Places to stay near Historic Seaport are 635.74 ft² on average, with prices averaging US $1,071 a night.
RentByOwner makes it easy and safe to find and compare vacation rentals in Historic Seaport 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 Historic Seaport, FL
Frequently Asked Questions About Historic Seaport?
What are the top vacation rentals in Historic Seaport?
- *DARLING OF DUVAL @ OLD TOWN* Estate Cottage + Spa + LAST KEY SERVICES…
- Heart of Downtown Key West Cottage With Off-Street Parking
- *STAR OF THE SEAPORT @ OLD TOWN* Huge Home & Pool + LAST KEY SERVICES.
- "Tranquility " At Ann Street Gardens Steps From Duval
- *THE TOASTED COCONUT @ OLD TOWN* Fully Restored + Pool + LAST KEY SERVICES…
- *THE ZESTY LIME @ OLD TOWN* Beautifully Restored Home + LAST KEY SERVICES…
- Namaste 'The Spirit Within Me Salutes The Spirit Within You'
- NEW listing! Luxurious Island Pearl, 2 Bed/2 Bath Home near Duval - Pool
- *THE LIME & THE COCONUT @ OLD TOWN* 6BR/6BA Compound + LAST KEY SERVICES.
- Ann Street Tranquility: A cozy and peaceful cottage
How many Rentbyowner vacation rentals are available in Historic Seaport?
Currently, the total number of properties listed by Rent By Owner in 2025 is over 618 in the Historic Seaport 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 Historic Seaport.
Nearby Neighborhood (5)
| Neighborhood | Property Count |
|---|---|
| Key West Historic District Vacation Rentals in Key West, Florida | 2530 |
| Old Town Vacation Rentals in Key West, Florida | 2470 |
| Downtown Vacation Rentals in Key West, Florida | 1094 |
| Truman Annex Vacation Rentals in Key West, Florida | 353 |
| Bahama Village Vacation Rentals in Key West, Florida | 97 |
