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.

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

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

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

Popular

Internet Pool A/C

Papa's Hideaway

6 Bed | 6.5 Bath | Sleeps 22

Papa's Hideaway - Key West, FL

$3,557 avg / night
(excludes fees and taxes)

Papa's Hideaway - Garden of Eden

2 Bed | 2 Bath | Sleeps 6

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

$547 avg / night
(excludes fees and taxes)

Papa's Hideaway #1 - Torrents of Spring

0 Bed | 1 Bath | Sleeps 4

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

$444 avg / night
(excludes fees and taxes)

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

0 Bed | 1 Bath | Sleeps 4

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

$410 avg / night
(excludes fees and taxes)

Papa's Hideaway #4 - Islands in the Stream

0 Bed | 1 Bath | Sleeps 4

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

$383 avg / night
(excludes fees and taxes)

View 1 more homes

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

The grounds, pool, screen porch, clean bathroom and home were amazing!

Terri M. | Feb 2026

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 - Key West, FL Frequently Asked Questions

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 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 worries, plans change. Read over our cancellation policy for more information. And if you currently have a Vacasa reservation for Papa's Hideaway - Key West, FL, log in to Trip Manager to see options available for your specific trip.

Book confidently. Stay comfortably.

Book confidently. Stay comfortably.

24/7 support

Easy check-in

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.

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