613+ Private Villas and Holiday Rentals in Historic Seaport |
  1. USA
  2. Florida
  3. Key West
  4. Historic Seaport

Historic Seaport Holiday Rentals

About Casai's Private Villas and Holiday Rentals in Historic Seaport

Discover more than 613 vacation rentals available in Historic Seaport. 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 Historic Seaport.

Seeking last-minute deals or the best available offers for cottages, condos, private villas, and spacious vacation homes? With Casai in Historic Seaport, 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 Historic Seaport. On average, places to stay near Historic Seaport offer 628.31 ft², with nightly prices averaging GB £783.

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

Show more
Show less

Top Accommodation Types in Historic Seaport

Type Count
Vacation Homes 242
Holiday Apartments 143
Cottages 11
Villas 4

Use these Quick Filters to Find a Holiday Rental in Historic Seaport

★ 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 Historic Seaport.

Weather in Historic Seaport, FL

View the weather forecast for Historic Seaport before booking your Historic Seaport 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

Other Places to Stay in Historic Seaport, FL


Flagler Station Oversea Railway Historeum 3,670 Properties
Schooner Western Union 3,564 Properties
Donkey Milk House 3,550 Properties
St. Paul's Episcopal Church 3,240 Properties
Curry Mansion Museum 3,237 Properties
The Oldest House - Key West 3,237 Properties
Red Barn Theater 3,237 Properties
Oldest House Museum and Garden 3,237 Properties
Red Barn Theatre 3,237 Properties
Observation Tower 3,236 Properties
Key West Film Society 3,236 Properties
Ripley's Believe It or Not 3,233 Properties

Frequently Asked Questions About Historic Seaport?

What are the top holiday rentals in Historic Seaport?

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

How many holiday rentals have private pools in Historic Seaport?

Discover a selection of holiday rentals with private pools near Historic Seaport 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 Historic Seaport are best for families?

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

How many Casai.uk holiday rentals are available in Historic Seaport?

As of 2025, Casai boasts over 613 properties listed in the Historic Seaport area, with more being added continually. By consolidating listings from various websites, Casai provides an extensive selection of the finest Casai properties in Historic Seaport.

Nearby Neighborhood (5) 
Neighborhood Property Count
Key West Historic District Vacation Rentals in Key West, Florida 2500
Old Town Vacation Rentals in Key West, Florida 2432
Downtown Vacation Rentals in Key West, Florida 1069
Truman Annex Vacation Rentals in Key West, Florida 343
Bahama Village Vacation Rentals in Key West, Florida 95

People Also Ask

There are 613 Historic Seaport, FL Holiday Rentals

Recently Booked Holiday Rentals in Historic Seaport