Welcome to Hip Stays
At Hip Stays, we redefine vacation rentals with hand-selected properties in beautiful Marathon, FL. Each home offers designer finishes, unique amenities, and a boutique experience focused entirely on you, the guest. Where the Keys meets style, comfort, and fun, Hip Stays is your ultimate vacation destination.
Why Choose Hip Stays?
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Unique Designer Finishes: Each property is thoughtfully designed to provide a luxurious, stylish, and comfortable experience.
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Exclusive Amenities: Enjoy features you won’t find in standard vacation rentals, from modern conveniences to trendy decor.
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Guest-First Focus: We prioritize your experience with unparalleled attention to detail and direct communication.
About Our Properties
We currently own and operate two one-bedroom vacation rentals in Marathon, FL, located in the same complex, directly across the hall from each other.
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Hip Nautic: Our first property, purchased in 2022, is a small space reimagined to offer luxury and comfort. Comfortably sleeping 4 with a bath and half it is perfect for couples, solo travelers, and small families. Hip Nautic combines stylish design with thoughtful amenities for a truly relaxing getaway.
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Reel Hip: Our newest property, purchased and freshly renovated in 2024, features trendy designer finishes and is designed for endless gaming and memory-making opportunities. Reel Hip perfectly complements Hip Nautic, offering an equally unique and comfortable stay for up to 4 guests.
Whether you’re traveling alone, as a couple, or with friends, these two properties provide flexibility and convenience, with the option to book both for a connected yet private getaway. Experience unmatched condo vacation rentals with 40' boat dockage, PRIVATE Boat Ramp, and Trailer Parking in Marathon, FL with Hip Stays.
Communicate Directly with Your Host
At Hip Stays, you’ll speak directly with the owner and operator of the properties—a licensed Florida real estate broker with nearly 30 years of experience. As a small, family-owned real estate company, we provide personalized service that big rental companies can’t match without the fees. From booking to check-out, you’ll work directly with the host, ensuring a seamless and attentive experience.
Expertise You Can Trust
Hip Stays is led by a licensed Florida real estate broker with nearly 30 years of experience. This expertise ensures our properties meet the highest standards, blending professionalism with a personal designer touch.
Hand-Selected Properties in Marathon, FL
Our boutique vacation rentals are perfectly located in Marathon, FL, the heart of the Florida Keys. Whether you're here for a relaxing getaway, adventure on the water, or to explore the Keys, our homes are your ideal base. Enjoy the best vacation rentals in Marathon, FL, with Hip Stays.
Book Direct for the Best Experience
Skip the middleman and book directly with Hip Stays. Enjoy peace of mind knowing you're in direct contact with the property owner for a seamless and personalized booking experience. Plus, booking direct allows you the option to save on booking fees and exclusive access to our unique properties.
Your Dream Vacation Awaits
Start planning your unforgettable Florida Keys vacation today. Browse our unique properties, book directly with us, and get ready for a stay unlike any other. Experience the ultimate in style, comfort, and fun with Hip Stays.