Dog-friendly oceanfront house with pool & beach access - short drive to Key West

Cassie's Paradise

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Located right on the water and offering access to 120 feet of gorgeous, private beach, this towering, tropical retreat is your key to a truly relaxing vacation here on Sugarloaf Key! While you'll have on-site access to your very own infinity pool and soothing pool spa, you'll also enjoy the easy availability of a wide variety of additional local activities including kayaking/paddleboarding right from your very own beach and hiking along scenic nature trails that offer incredible opportunities for wildlife viewing. On top of that, you'll have access to an exclusive range of concierge services, such as an in-house private chef service, in-house private massage, private jet services, 90-foot yacht reservations, exclusive restaurants, and even on-site events.

Though your vacation oasis promises a private, exclusive ambience, you're also only a short drive from Key West, which sports a number of historical sites, such as the Hemingway Home and Museum, the Mel Fisher Maritime Museum, and Mallory Square. There are also a number of world-class shopping, dining, and entertainment options to be found there as well.

Back home, enjoy three stories of sunlit luxury where you can indulge in ocean views from almost everywhere you look! The well-equipped island kitchen offers a full range of appliances, utensils, dishes, and other accessories to make it easy on the chef in your party. Dine together indoors or head out to your furnished deck for the perfect alfresco experience. You'll also find a gas grill on-site if you want to indulge in a family cookout or just spice up your menu.

This vacation rental also offers multiple living spaces with TVs ready to stream all your favorite channels using your own accounts as well as outdoor seating areas and a poolside wet bar and sundeck for relaxing afternoons at home.

For sleeping options, take your pick from five comfortable bedrooms, some of which boast their own balconies as well as spectacular en suite bathrooms. In particular, the primary en suite's massage chair, large soaking tub, and luxurious walk-in shower will make you feel like you're at a spa.

Additional amenities include washers and dryers on both the first and second floors as well as central air-conditioning to keep everyone comfortable.

Whether you're here with family, visiting with friends, or on a corporate retreat, this oceanfront home is the perfect beach getaway here on Sugarloaf Key!

Things to Know

This Vacasa Guestworks vacation rental is operated and managed locally by an independent host.

Prior to your arrival, you will receive local host contact information, who will manage your guest reservation. Your local host will provide in-stay support, secure entry, and arrange pre- and post-stay housekeeping services.

If you need anything during your stay, the home’s independent local host is ready to help 24/7! Guestworks is a service offering of Vacasa that allows homeowners to smoothly and efficiently manage their own properties.


If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us. The pet fee is per stay and ranges between $150 and $200, depending on the bedroom count, and will apply for each additional dog.

Parking notes: There is free parking available for 4 vehicles.

Security camera details: 4 cameras: located on all four points of the house



Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.

Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.

County permit number: 25230-128064
County permit number: VRM 19-67
County permit number: 20102150
State/province permit number: DWE5404442