Papa's Hideaway - Key West, FL Vacation Rentals

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Make Papa's Hideaway - Key West, FL your next getaway—choose from 6 great vacation rentals

If you're looking for an oasis of tranquility on your next sun-soaked Key West getaway, while keeping the island's major attractions nearby, our Papa's Hideaway vacation rentals are for you. There's no better way to experience the charm of island life, surrounded by lush trees and tropical flowers, than this peaceful, private, and historic Key West inn.

Papa's Hideaway - Key West, FL vacation rentals for every getaway

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Papa's Hideaway #2 - The Sun Also Rises 3D Tour
0 Bedroom | 1 Bath | Sleeps 4

Papa's Hideaway #2 - The Sun Also Rises - Key West, FL

From $285
Papa's Hideaway #4 - Islands in the Stream 3D Tour
0 Bedroom | 1 Bath | Sleeps 4

Papa's Hideaway #4 - Islands in the Stream - Key West, FL

From $285
Papa's Hideaway #3 - For Whom the Bell Tolls 3D Tour
0 Bedroom | 1 Bath | Sleeps 4

Papa's Hideaway #3 - For Whom the Bell Tolls - Key West, FL

From $285
Papa's Hideaway 3D Tour
6 Bedroom | 6 Bath | Sleeps 22

Papa's Hideaway - Key West, FL

From $1,463
Papa's Hideaway #1 - Torrents of Spring 3D Tour
0 Bedroom | 1 Bath | Sleeps 4

Papa's Hideaway #1 - Torrents of Spring - Key West, FL

From $346

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Recent Papa's Hideaway - Key West, FL vacation rental reviews

We enjoyed staying @ Papa's Hideaway during a girls' trip for 3 to Key West. With 2 queen beds, a kitchenette & nice shower, there was plenty of room. The only downsides I could mention are the small bathroom vanity & the walking distance to some attractions. Neither of those "negatives" would deter me from considering Papa's for a future stay or recommending to others, though.
Jeanne S. | Jan 2022
It was wonderful to be in Key West with 15 of our family ranging in age from 2-80. Accommodations at Papas Hideaway afforded privacy as well as opportunities to be together. With Covid, we spent ad much time around the pool as possible. Units were well supplied and comfortable. Perfect location on Louisa Street, one block off Duvall on a dead end street.
Sandra G. | Jan 2022
Absolutely amazing service. I can’t thank them enough for taking such good care of me. Thank you!
Christi G. | Dec 2021

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.
24/7 support
Easy check-in
Easy check-in
Professional cleaning
Professional cleaning


Where is Papa's Hideaway?

Papa's Hideaway is situated on the southwest end of Key West, 22 miles from quiet Cudjoe Key. Bordered by a quiet public park, you'll be just a block from festive Duval Street and two blocks from South Beach, the Hemingway House, and the Southernmost Point.

Amenities at Papa's Hideaway

Supposedly first used by Ernest "Papa" Hemingway to play cards, hold boxing matches, and smoke cigars with his friends, this cozy cottage has since been home to some of the world's most famous writers and artists.

Today, guests have their own opportunity to be part of the legend of Papa's Hideaway. Completely redesigned for your comfort and convenience, all rooms include central air conditioning, free WiFi, cable TV, a kitchenette, and a private outdoor sitting area. Revel in the sea breeze and rustling palms as you bask by the heated pool, or use the shared gas grill to whip up a delicious meal and dine al fresco in the beautiful gardens.

At the office, you can arrange for a snorkeling, diving, or jet skiing tour, or reserve bicycles for transportation during your stay. Head to South Beach to relax by the water and snap some photos of the iconic Southernmost Point buoy. Pay a visit to the Hemingway House and experience the magic of this literary giant's era, then take a stroll down Duval Street to browse quirky shops, galleries, and historic hangouts.

Some of our favorite vacation rentals in the Sunshine State of Florida, Papa's Hideaway is the perfect blend of value, location, and atmosphere. Follow in Hemingway's footsteps by booking your stay today!