Best Key West Bachelorette Airbnb Rental Options

Key West, Florida, is the perfect place for a spectacular bachelorette party. Its quirky choice of romantic stays, exciting nightlife, and beautiful island waterways make it an attractive place to visit. 

The right Key West Airbnb for you should offer a unique and personalized experience to make your trip special. No matter if you’re looking for a luxury retreat, a chic space, a quirky atmosphere, or something more charming, Key West has a wide range of Airbnb options to choose from. In this guide, we’ll explore some of the best Airbnb’s in Key West for bachelorette parties, highlighting their unique features, amenities, and locations. 

How Much Does it Cost to Rent an Airbnb in Key West?

The cost of renting an Airbnb in Key West, FL, can vary depending on several factors, including the size of the rental, the location, the amenities offered, and the time of year. Some ways to save are to book in groups, book out of season, or choose a location a little outside of the hustle and bustle. In this guide, we will cover budgets as low as ​$350 per night all the way to luxe $5000 per night options. 

Best Bachelorette Home Rentals in Key West, FL

Key West, Florida, has many rental options to suit your group's vibe. These home options are centered around a buzzing nightlife district so you can enjoy restaurants, bars, and dancing. Our top two picks for your bachelorette party are: 

High End: Entire place in Upper Sugarloaf Key, Florida- For the perfect bachelorette party on the beach, complete with yoga and rosé, check out this stunning house. It comes with many activities for you and your loved ones to enjoy with a short ride away from Key West’s nightlife. 

Low End: Tropical Modern Oasis w/ Pool- This house is Florida, with wild plants and a crystal clear pool. It’s a little piece of island all to yourself. 

Old Town Key West Charming Bachelorette Get-Aways

If you want to be directly in the center of Key West and all its charm, you need to rent your Airbnb in Old Town Key West. There are many Victorian-style homes to choose from, check out some of these options below:

High End: The Curry House, Downtown | Historic Guesthome - Entertain as many of your guests as you could want in this three-story, eclectic-looking home. When you’re done with your explorations of the city, plenty of decks look out at a glittering view of Key West. 

Low End: Louisa House Historic Old Town Key West - A stunning two-story house with all the charm and style you could want out of Old Town Key West. And when you and your 9 guests are ready, two french doors open out onto a serene pool. 

Top Duval Street Bachelorette Airbnbs

If you’re looking for the famous nightlife Key West offers, you need to stay on Duval Street. There are many bars, restaurants, and entertainment to take advantage of. See our options for this location below: 

High End: Contra House | Luxury Home w/Pool -  Looking for something a little different? A little artsy and modern? This house that sleeps 12 could be for you. The gourmet kitchen and open-plan living space are perfect for a luxurious party. 

Low End: NEW! The Delaney House - Private Pool & Remodeled- Just half a block from Duval Street is this quaint cottage that sleeps up to 8. With a heated pool and grill, you can entertain your guests and lay back in their many rocking chairs. 

Historic Seaport Key West Vacation Rentals

The Historic Seaport in Key West is a little more laid back location-wise, but you still have quick access to all that nightlife. Here, there are lots of waterfront dining restaurants available, or you can take your party on board a sailboat and enjoy the waters. 

High End: Bananas Foster, Downtown | Epic Guesthouse!-  You won’t need to worry about privacy and space in this home close to Historic Seaport Key West. The house has 6 separate units, so you can gather by the pool and grill and then retire to your private areas for sleep.

Low End: Harbor Walk Hideaways - Full Compound|Downtown wit -  Harborwalk Hideaway is named after the historical ships that used to travel through Historic Seaport Key West, which just begins to describe its charm. Inside, you’ll find fun secrets like a pool with its own waterfall and an old tree growing out of a deck. 

Key West’s Best Water Front Vacation Stays

If you want to wake up to the white sandy beaches and lapping waves of Key West, then look no further than these homes close to the waterfront. 

High End: Thompson Island USA !! Your Key West Retreat !!- What better way to spend your bachelorette getaway than in a home literally built on love? This castle in a Gatsby design screams fairytale romance and isn’t just a castle but an entire island. Here access to the water is private and luxe. 

Low End: Brand New Build! Larkshine House - Pool-  Fit all your friends and family in this modestly priced home with a beautiful green garden, perfect for parties and yoga. 

Party By the Pool with These Key West Airbnbs 

Pool parties are one of the perfect ways to celebrate a bachelorette party in the hot Florida sun. Check out these options for your stay so you can host the perfect party:

High End: NEW! The Rigby House - Pvt Pool, Amazing Location!- A house with stunning design inside and out, full of artistic surprises. And when you step outside onto a covered deck, you’ll find a sparkling pool that is ready for you to enjoy cocktails around its pool. 

Low End: Tropical Modern Oasis w/ Pool- Nothing describes this home for rent more than “Tropical Oasis”. Palm trees hang over this large, stunningly blue pool with seating and tables close by for bachelorette party snacks and drinks. 

Chic Key West Condos with Stunning Ocean Views

Stunning condos are a modern choice for the bride-to-be who likes all the latest amenities. Waking up to the sunrise over the waterways of Key West and surrounding islands is the perfect way to start the next chapter in your life. 

High End: Harbor House Penthouse- A-  The unique, fun design of this chic condo is worth the look. Take pictures with your friends and family and enjoy your special night. Or you can step outside onto the balcony and soak in the center of Key West’s nightlife.

Low End: Upper Bayview South: Waterfront 4 Bedroom Condo - This well-priced chic condo boasts a rooftop deck where you can request to hold events. Imagine cocktails overlooking the beautiful island waterways.  

Top Airbnb Loctions Near Key West, FL

Want to take advantage of a peaceful stay outside of the main city? Then look no further than Sugar Loaf Key and Cudjoe Key, both quite close to Key West. See our top choices for these quieter locations and what you might find here.

Sugar Loaf Key Airbnb Rentals for Your Bachelorette

Surround yourself with lush mangroves and peaceful waterways in Sugar Loaf Key, just a quick drive to the nightlife of Key West. Avoid the hustle and bustle until you’re ready with a bike ride along the famous Sugarloaf Loop Trail with your loved ones and friends. And arrive home to these incredible locations:

High End: Entire place in Upper Sugarloaf Key, Florida- Although just a short ride from Key West, you might not want to leave this stunning mansion in Sugar Loaf Key. 10 guests can enjoy complimentary snorkeling gear, kayaks, paddleboards, hammocks, and bikes as well as a beautiful pool with wet bar. If that doesn’t cinch the deal, you have access to a private beach that is cleaned for you upon arrival, perfect for hosting yoga parties.

Low End: Pelico Palm Villa-  Such a great price for this southern home with its very own waterfall, Tiki Hut, and outside bar. If you and your friends enjoy active parties, why not throw in a few games of ping pong and foosball to boot? This house sleeps 20 for a mega bachelorette party you won’t soon forget. 

Cudjoe Key 

Escape to the peaceful nature of Cudjoe Key, where you can enjoy fishing, kayaking, and boating for your bachelorette. Then head to Key West, just a short drive away, to wine and dine all night. 

High End: Entire home in Summerland Key, Florida- 14 guests can sleep in this home for an incredible price and still be an Uber drive away from Key West. And when you want to relax after exploring the city, cool off in a sizable pool. 

Low End: Blue Vacation Home. Free cancellation policy- View Cudjoe Beach from the private pool deck of this home and pull up your boat rental for 8 of your friends to its conveniently placed dock. 

Book Your Zen: Private Yoga Sessions at Your Key West Airbnb

No matter which Airbnb rental you choose for your Key West bachelorette party, add a touch of Zen with a private yoga session from Bad Girls Yoga. Their instructors will come to you, transforming your chosen space or a beautiful sunny beach into a sanctuary for relaxation and connection. 

So, whether you're drawn to downtown energy, sandy beaches, or sun year-round, and whether you prefer the heart of the city or life on the water, your Key West bachelorette experience is about to hit all the right notes. Roll out those yoga mats, celebrate with your favorite tunes, and let the Key West magic unfold!

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