Historic Seaport holiday lettings
Find the best place to stay - Historic Seaport
A Bella Capri in Key West by the Beach!
Photo gallery for Lazy River Pool, Enchanting Garden, Old Town Key West, Free WiFi, Bikes & Parkin
Lazy River Pool, Enchanting Garden, Old Town Key West, Free WiFi, Bikes & Parkin
Photo gallery for TROPICAL VINEYARD at The Truman Annex in Key West
TROPICAL VINEYARD at The Truman Annex in Key West
Photo gallery for CONCH COTTAGE: Old Town - Hot Tub - 1 Block from Duval - 1BD/1BA RealKeyWest
CONCH COTTAGE: Old Town - Hot Tub - 1 Block from Duval - 1BD/1BA RealKeyWest
Photo gallery for GREEN BAMBOO at The Truman Annex in Key West
GREEN BAMBOO at The Truman Annex in Key West
Photo gallery for Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Cozy cottage with porch, WiFI, AC, & amazing walking locale - small dogs OK
Find spaces that suit your style
Find properties near top attractions in Historic Seaport
Map Attractions
Audubon House and Tropical Gardens
Oldest House Museum and Garden
- Peace of mindOur Book with Confidence Guarantee gives you 24/7 support
- More quality timeFrom booking to staying, the whole process is simple and enjoyable
- All the privacy of homeEnjoy full kitchens, pools, gardens and more
- More for lessMore space, more privacy, more amenities — more value
Frequently asked questions
What is the most popular type of holiday rental accommodation in Historic Seaport?
According to our data, condos are considered the most popular holiday rental type in Historic Seaport. But as you know, everyone's idea of an epic trip is bound to be different. Vrbo has holiday rentals 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 rental 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 Vrbo 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 rentals 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 rentals on Vrbo. 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 Vrbo. Morning soak, afternoon splash or midnight swim? How you spend your free time is up to you when your Vrbo holiday property comes with its own swimming pool.
What are popular rental amenities in Historic Seaport?
When it comes to rental 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 Vrbo 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 rentals 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, Vrbo can help you find a large group rental to suit the occasion.
Are there holiday rentals 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 rentals in Historic Seaport?
Take your pick from 99 one-bedroom rentals 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 rentals 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 Vrbo.
Are there holiday rentals with WiFi in Historic Seaport?
You'll have a choice of 76 holiday rentals 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 Vrbo.