Papa's Hideaway - Key West, FL Vacation Rentals

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Make Papa's Hideaway - Key West, FL your next getaway

Find the perfect sunny corner for a relaxing hiatus with Papa’s Hideaway vacation rentals. With an outdoor pool and downtown attractions just a short walk away, you’ll have everything you need at your fingertips. Stay in the heart of Historic Key West on your next trip to Florida.

Popular amenities for Papa's Hideaway - Key West, FL vacation rentals

Popular

Internet Pool A/C

Papa's Hideaway - Garden of Eden

2 Bedroom | 2 Bath | Sleeps 6

Papa's Hideaway - Garden of Eden - Key West, FL

$400 avg / night
(excludes fees and taxes)

Papa's Hideaway

6 Bedroom | 6.5 Bath | Sleeps 22

Papa's Hideaway - Key West, FL

$2,597 avg / night
(excludes fees and taxes)

Papa's Hideaway #4 - Islands in the Stream

0 Bedroom | 1 Bath | Sleeps 4

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

$288 avg / night
(excludes fees and taxes)

Papa's Hideaway #1 - Torrents of Spring

0 Bedroom | 1 Bath | Sleeps 4

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

$300 avg / night
(excludes fees and taxes)

Papa's Hideaway #3 - For Whom the Bell Tolls

0 Bedroom | 1 Bath | Sleeps 4

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

$300 avg / night
(excludes fees and taxes)

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Browse more vacation rental amenities in Papa's Hideaway - Key West, FL

Washer/dryer | Balcony | Enclosed yard | Snowbird-friendly

Recent Papa's Hideaway - Key West, FL guest reviews

We couldn’t have asked for a better place to stay for a long weekend in Key West! The property was gorgeous, exactly as pictured, with plenty of space for everyone to gather. It was a cold snap the weekend we were there, but the pool was heated perfectly for nighttime swims. Everything was pristine! The location was fabulous! We will be back!

Jennifer L. | Jan 2026

Had a great time at a great place, would return and recommend.

Eric S. | Jan 2026

Papa’s Hideaway was spot on. Beautiful, quiet, convenient, well appointed, and comfortable. Outside was an oasis. Loved the heated pool and landscape. Hope to return again in the future.

Leslie G. | Jan 2026

Papa's Hideaway - Key West, FL vacation rental FAQ

Yes. 6 of our Papa's Hideaway - Key West, FL vacation rentals have internet access, so you can stay connected throughout your trip.

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Some of the most popular amenities in our Papa's Hideaway - Key West, FL vacation rentals include:

Our standard check-in time is 4:00 p.m., and the check-out time is 10:00 a.m. Some exceptions apply—after you book, you’ll find the check-in and check-out details in the Vacasa guest app or your Trip Manager.

Absolutely. Our local Papa's Hideaway - Key West, FL team includes professional housekeepers who care for all our homes here. They’ll clean thoroughly and restock amenities, so everything is ready for your arrival—and all you have to do is settle in and relax.

Learn more about Vacasa Premium Clean >

No problem, plans can change. For more information, please read our cancellation policy. If you have a Vacasa reservation for Papa's Hideaway - Key West, FL, log in to Trip Manager to explore the options available for your specific trip.

Book confidently. Stay comfortably.

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24/7 guest service

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Seamless check-in

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Professional cleaning

Explore our Papa’s Hideaway vacation rentals in Key West, FL

Settle into the easy days of an endless summer with Papa’s Hideaway vacation rentals. Consisting of five private, pet-friendly cottages, you can unwind in your own getaway or reserve the entire property. Between the swaying palms, heated pool, and easy access downtown, you’re sure to enjoy this oasis of calm while you explore the beautiful Key West.

Papa’s Hideaway vacation rentals are only 750 feet away from the must-see Southernmost Point, a landmark buoy noting the southernmost reach of the continental United States. During your stay, tour through the area’s historical sites, oceanfront parks, and chic boutiques. Take on a day of thrilling water sports by the beach and don’t forget a slice of Key lime pie.

Nearby destinations