Papa's Hideaway - Key West, FL Vacation Rentals

Compare 6 vacation rentals. Enter your trip dates to get started.
USA > Florida > Papa's Hideaway - Key West, FL

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

Popular
Papa's Hideaway #4 - Islands in the Stream 3D Tour
0 Bed | 1 Bath | Sleeps 4

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

From $169
Papa's Hideaway #2 - The Sun Also Rises 3D Tour
0 Bed | 1 Bath | Sleeps 4

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

From $169
Papa's Hideaway 3D Tour
6 Bed | 6 Bath | Sleeps 22

Papa's Hideaway - Key West, FL

From $1,411
Papa's Hideaway #3 - For Whom the Bell Tolls 3D Tour
0 Bed | 1 Bath | Sleeps 4

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

From $172
Papa's Hideaway #1 - Torrents of Spring 3D Tour
0 Bed | 1 Bath | Sleeps 4

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

From $197

View 1 more homes

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

This place was amazing! Extremely clean and decorated. The kitchen was well stocked. The location is fantastic.
Nicole B. | Oct 2021
We loved staying at Papa’s Hideaway! Beautiful, so convenient to all activities of the city and within walking distance. Only slight issue was being so dark at night since night pool and patio lights did not turn on till 10:30 pm, and they never fixed it even after asking multiple times. Also one Suggestion is to send out LOCAL phone number for Vacasa to person renting. Could be in the welcome email with codes. All we had were 800#’s. Either way we would recommend to stay there again for a large group like our of 12. ☀️🌴🐓🦎
Laura B. | Sep 2021
This tropical compound was the perfect location for a bachelorette party! We had 12 girls and each girl got her own bed/pullout. The main cottage and 4 guest cottages were incredible and there was plenty of parking! It was so nice to have our own private outdoor space to come together, but also to have the ability to retreat to private rooms to rest. The only annoying thing was that management was lurking around doing "projects" while we were there. One lady was there for almost two hours and kept going into the house while we were all hanging in the pool to install cable. There was also a guy painting the fence for a couple of hours and the pool guy came in every day. It almost seemed like we were being checked up on which was super obnoxious since it was a low key weekend. Hopefully it was just maintenance weekend and you won't experience that because it was paradise otherwise!
Virginia M. | Aug 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!