Experience the Magic of Fantasy Fest 2025 with Historic Key West Vacation Rentals
The fall in Key West brings vibrant energy, cooler breezes, and the island’s most anticipated event — Fantasy Fest.
From Oct. 17 to 26, 2025, the streets of Old Town will come alive with dazzling costumes, lively parades, and an infectious spirit of celebration. As the island transforms into a playground for adults, there’s no better way to immerse yourself in the festivities than by staying in a charming vacation rental from Historic Key West Vacation Rentals.
What is Fantasy Fest?
A legendary 10-day festival that began in 1979 to boost tourism during the quiet season, Fantasy Fest has grown into a world-renowned celebration attracting revelers from all corners of the globe. The festival features a series of events, including the iconic Fantasy Fest Parade, the whimsical Fantasy Façade, and the spirited Captain Morgan Masquerade March. Each day offers a new adventure, from themed parties to street performances, ensuring that every visitor finds their slice of paradise. Find out more about this offbeat and carefree event here.
Why visit Key West in October?
October is one of the best times to experience Key West. The summer heat mellows, offering pleasant temperatures perfect for exploring the island’s historic sites, beaches, and vibrant nightlife. The crowds are manageable, allowing for a more relaxed experience, yet the energy is palpable with the buzz of Fantasy Fest. It’s a unique blend of tranquility and excitement that only Key West can offer.
Stay in the heart of the action
To truly embrace the spirit of Fantasy Fest, location is key. Historic Key West Vacation Rentals offers a curated selection of properties nestled in the heart of Old Town, placing you steps away from all the festivities. Whether you’re looking for a cozy cottage for two or a spacious home for a group, their portfolio caters to all needs.
We’ve got you covered
There are many reasons to choose HKWVR to help feather your nest in paradise:
- Prime locations: Stay close to Duval Street, the epicenter of Fantasy Fest, ensuring you’re never far from the action.
- Diverse accommodations: From nightly to monthly rentals, find the perfect fit for your stay duration.
- Modern amenities: Enjoy properties equipped with full kitchens, private pools, high-speed internet, and more.
- Pet-Friendly options: Don’t leave your furry friend behind; select rentals welcome pets.
- Concierge services: Benefit from personalized services to enhance your stay, from event bookings to local recommendations.
Make the most of your Fantasy Fest experience
Staying with Historic Key West Vacation Rentals not only offers comfort but also immerses you in the local culture. Wake up in a historic home, sip coffee on a private porch, and step out to join the day’s festivities. After a night of dancing and celebration, retreat to your peaceful abode, away from the noise but close enough to feel the festival’s heartbeat.
Stay in the heart of the action
To truly embrace the spirit of Fantasy Fest, location is key. Historic Key West Vacation Rentals offers a curated selection of properties nestled in the heart of Old Town, placing you steps away from all the festivities. Whether you’re looking for a cozy cottage for two or a spacious home for a group, their portfolio caters to all needs.
Featured vacation homes for Fantasy Fest
Here are some of our most highly rated and perfectly located vacation rentals to consider for your Fantasy Fest stay:
- Hibiscus Cottage: This charming 1BR, 2BA Conch-style, adults-only home is perfect for couples looking for a romantic getaway.
- Casablanca: On the edge of Old Town and nestled in a residential neighborhood, this 1 BR/1 BA duplex is a great place to enjoy both the fun and laid-back vibe of Key West.
- Robinson Crusoe: This newly acquired and improved 1BR cottage has all you need to relax and unwind.
- Poinciana Treetop: Blessed with a birds eye view, this 1BR home near historic Duval Street is perfect for a couple, or reserve Poinciana Garden or Poinciana Paradise for family or friends.
Book early and secure your spot
Fantasy Fest is a popular event, and accommodations fill up quickly. By booking early with Historic Key West Vacation Rentals, you ensure a memorable stay tailored to your preferences. Experience the magic of Key West in October, and let the island’s charm captivate you.
For more information and to browse available properties, visit Historic Key West Vacation Rentals.
Embark on an unforgettable journey this October, and let us be your home base for all the Fantasy Fest festivities.
Published on Thursday, July 3, 2025