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Vacation Rental With Private Pool in Key West, FL

At Eliza Street Retreat in Key West, FL, we invite you to enjoy our house, a historic conch home lovingly renovated to offer both charm and comfort. If you’re looking for a vacation rental with private pool amenities, our property offers an unmatched combination of privacy, modern convenience, and tropical tranquility.

Relax by Your Private Pool

One of the most cherished features of our retreat is the private saltwater pool, heated in the winter and chilled during the hot summer months. Whether you’re lounging poolside with a drink in hand or taking a refreshing dip after a day exploring Key West, this feature truly makes our vacation rental with pool a sanctuary. It's a backyard oasis, surrounded by lush tropical foliage that ensures peace and seclusion throughout your stay.

Stay Close to Everything While Escaping the Noise

The Eliza Street Retreat is tucked away on a quiet street, offering a peaceful atmosphere that feels worlds away from the bustling tourist scene. And yet, you're never far from the action. Higgs Beach, Duval Street, Fausto’s Food Palace, and Bayview Park are all within easy reach. This central location makes our vacation rental with private pool perfect for guests who want to explore by day and unwind by night.

Enjoy Personalized Service From the Owner

When you stay at Eliza Street Retreat, you’re not just booking a home—you’re connecting directly with Diane, the owner. Diane offers personal insights, recommendations, and on-the-ground support that make your extended stay seamless and special. As a guest, you receive the kind of care and attention that only a hands-on owner can provide, elevating your experience far beyond that of a typical rental.

Work, Rest, and Live in a Home That Feels Like Heaven

Our property is ideal for monthly renters—including remote workers seeking a change of scenery. With a full kitchen, modern appliances, high-speed internet, and cozy indoor and outdoor spaces, this vacation rental with pool allows you to settle in comfortably for an extended stay. Whether you’re working remotely or simply living your best life under the Florida sun, our retreat gives you everything you need. As one guest described it, “Heaven is a Place on Earth”—and we couldn’t agree more.


Eliza Street Retreat is more than just a vacation spot—it’s your private slice of Key West paradise. Book your monthly getaway and discover what makes our vacation rental with private pool the perfect blend of history, comfort, and convenience.

Frequently Asked Questions

Yes, the private backyard features a deck with a table and chairs, lounge seating, reclining chairs, and even a flamingo mural for a fun tropical vibe.


Guests will find a fully equipped kitchen with a gas stove, Keurig coffee maker, microwave, blender, toaster, full-size refrigerator, and dishwasher—everything you need to feel at home.


Yes, the property includes a washer and dryer for guest use, making long stays even more convenient.


Fausto’s Food Palace, a locals' favorite, is just one block away—perfect for grabbing fresh groceries or snacks.


The retreat includes a master bedroom with a king bed, a second bedroom with a queen bed, and a loft with additional queen and twin beds—ideal for couples, families, or small groups.


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