Historic Seaport holiday rentals

We found 1,221 holiday rentals — enter your dates for availability

Find the perfect place for you stay in Historic Seaport by choosing from 85 houses, 85 apartments and other holiday rentals. Whether you’re travelling with friends, family or even pets, holiday homes have the best amenities for spending time at your holiday home, which might include cable TV and a washer and dryer. You'll be able to choose a property to rent for everyone's needs, including options that are accessible or non-smoking.

Holiday rentals with weekly discounts - Historic Seaport

Showing deals for:30 Jan - 6 Feb

Image gallery for 1 Block to Duval St | Banana's Foster Guesthouse

Plunge pool and courtyard
10 out of 10, Exceptional, (6 reviews)
Exceptional
(6 reviews)

1 Block to Duval St | Banana's Foster Guesthouse

Key West, FL

8% off
Price is AU$36,072
for 7 nights, 1 home
AU$5,153 per night
includes taxes & fees
1 Block to Duval St | Banana's Foster Guesthouse

Find spaces that suit your style

  • Peace of mind

    Our Book with Confidence Guarantee gives you 24/7 support

  • More quality time

    From booking to staying, the whole process is simple and enjoyable

  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Frequently asked questions

What is the most popular type of holiday home accommodation in Historic Seaport?
According to our data, condos are considered the most popular holiday home type in Historic Seaport. But as you know, everyone's idea of an epic trip is bound to be different. Stayz has holiday homes of all sizes, shapes and budgets, and we'll help you to find your ideal match.
How much does it cost to rent a holiday home in Historic Seaport?
The average price for a holiday home in Historic Seaport is determined by several factors, such as time of year, length of stay and property type. Whether you're looking for a sprawling villa with space for extended family or a cosy cabin ideal for just you and the kids, just enter your dates of travel to view some great-value stays.
How much does it cost to rent a beach house in Historic Seaport?
The average price for a holiday home close to the beach in Historic Seaport depends on when you're visiting the area and the size and style of property you're looking for. You can easily and quickly find prices on Stayz by entering your preferred travel dates and destination. Then use our filter tool to select the number of bedrooms and amenities that you prefer, like air conditioning, WiFi and a pool.
Are there pet-friendly holiday homes in Historic Seaport?
Pack a squeezy toy and a bone for your canine companion because Historic Seaport has 298 stays that throw out the welcome mat to pets. Let your furriest pal enjoy fun with the family at one of our pet-friendly holiday homes on Stayz. Simply enter your destination and travel dates, then check the "Pets allowed" filter box.
Can I rent a house with a pool in Historic Seaport?
Check the "pool" box in our filter tool and select from 256 houses with private pools in Historic Seaport on Stayz. Morning soak, afternoon splash or midnight swim? How you spend your free time is up to you when your Stayz holiday property comes with its own swimming pool.
What are popular home amenities in Historic Seaport?
When it comes to home amenities that people are searching for in Historic Seaport, a chef, a nearby waterfront and a water view are at the top of the list. With Stayz holiday homes, there are choices to match your style and taste, whether you're on a trip with your partner, your family or even pets.
Are there large group holiday homes in Historic Seaport?
With 32 properties that can sleep 10 or more guests in Historic Seaport, you don't have to leave anyone off your guest list. From family holidays to special events like birthday and Christmas parties, Stayz can help you find a large group home to suit the occasion.
Are there holiday homes in Historic Seaport that welcome kids?
Gather your entire family for a memorable adventure in Historic Seaport at one of our 297 family-friendly holiday properties. Many of these stays feature conveniences that are just perfect for trips with the little ones, including kitchens, living rooms and patios. Just check the "Properties good for families" filter box and pick your favourite option.
What are the top attractions for families in Historic Seaport?
Keep the kids busy at these fabulous family-friendly attractions in Historic Seaport:

  • Smathers Beach
  • South Beach
  • Higgs Beach

Are there one-bedroom holiday homes in Historic Seaport?
Take your pick from 99 one-bedroom homes in Historic Seaport. Whether you'd prefer a comfy cottage or an upmarket condo, our one-bedroom properties are ideal if you don't require loads of space. One of the perks of having your own place? You won't ever have to share your trip with strangers.
Can I find two-bedroom holiday homes in Historic Seaport?
Historic Seaport has 90 two-bedroom properties to choose from. Discover a holiday home with all the space and comfort you want at a price that's hard to resist on Stayz.
Are there holiday homes with WiFi in Historic Seaport?
You'll have a choice of 76 holiday homes with WiFi in Historic Seaport. If you'd like to disconnect from daily life on your break, but still need to be connected to the web, these getaways have what you need. Narrow your search by applying the WiFi filter on Stayz.
How can I find holiday homes with air conditioning in Historic Seaport?
Historic Seaport has 294 holiday homes where you'll be able to kick back in air-conditioned comfort. To book a stay on Stayz that has this perk, choose your travel dates and use the filter tool to select the "air conditioning" box.
How old do you have to be to rent a holiday home in Historic Seaport?
The minimum age permitted can vary across properties on Stayz, so be sure to look at the rules of the holiday home in Historic Seaport you're interested in. But usually, it's 16, 18 or 21.
How long can I rent a holiday home in Historic Seaport for?
It's really down to the Historic Seaport property. To look over a list of options offering extended stays, simply enter your dates and number of guests into the Stayz search page. Look forward to having the entire place to yourself, along with home comforts like a fully-equipped kitchen, air conditioning and an outdoor space where the kids can burn off energy. Keep your eyes peeled for long-term stays that offer weekly or monthly discounts.

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