Multi-home tropical paradise with large, heated pool, & wraparound sundeck
Papa's is close to everything, yet a genuinely secluded tropical paradise in Key West. Take the worry out of coordinating housing for your next big birthday/anniversary trip, family reunion, wedding party, bachelor and bachelorette parties, or holiday celebrations by reserving this large, entire Key West property. This spacious vacation rental consists of five separate homes accommodating up to a total of 22 guests, an original 100-year-old Conch cottage, and four considerable efficiencies, all sharing a large, palm-covered outdoor gathering area, heated swimming pool, and large sundeck. Everyone can enjoy one another's company in this unique deluxe guesthouse property that has been recently remodeled.
Located in a great neighborhood, this big, secluded compound is just a one-block walk to Duval Street, considered the most popular Key West street! Duval is your best bet for fantastic restaurants, fun nightspots, and year-round events, including parades and festivals. This home is only five blocks to the Ernest Hemingway Home and Museum, a must-see for fans of the late, great author, three blocks from the Southern Most Point, and 10 blocks from Higgs Beach. The Key West Butterfly and Nature Conservatory is four blocks away, and the historic Key West Lighthouse is five blocks away. Plus, you'll be within walking distance of many great restaurants - the Walk Score is 97 out of 100!
Papa's Hideaway private getaway property comprises five vacation rentals: Torrents of Spring, Sun Also Rises, For Whom the Bell Tolls, Islands in the Stream, and Garden of Eden. The whole property is wired with super high-speed WiFi and cable TV for home entertainment on rainy days.
Spend time together in the well-maintained, tropical-themed courtyard, complete with a private swimming pool, outdoor dining area, sundeck, and a kitchen available in each of the five individual homes.
Reserve this tropical getaway for your next big trip to Key West.
Free, unassigned street parking on Louisa St. is available on a first-come-first-served basis.
Our prices include all fees. No hidden fees.
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Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property has outdoor spaces, such as balconies, patios, terraces which may not be suitable for children; if you have concerns, we recommend contacting the property prior to your arrival to confirm they can accommodate you in a suitable room
About the neighborhood
Key West
Located by the sea, this vacation home is in Old Town Key West, a neighborhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Florida Keys Beaches and Fort Zachary Taylor Historic State Park. MLK Community Pool & Community Center and Key West Butterfly and Nature Conservatory are also worth visiting. Looking to get your feet wet? Kayaking, fishing and swimming adventures can be found near the property.
Key West Butterfly and Nature Conservatory - 5 min walk - 0.4 km
Ernest Hemingway Home and Museum - 6 min walk - 0.6 km
Getting around
Key West Intl. Airport (EYW) - 12 min drive
Restaurants
Southernmost Beach Café - 5 min walk
Seaside Cafe at the Mansion - 5 min walk
Circle K - 5 min walk
Cuban Coffee Queen (Duval) - 3 min walk
Rum Bar at the Speakeasy Inn - 4 min walk
Frequently asked questions
Does Multi-home tropical paradise with large, heated pool, & wraparound sundeck have a pool?
Yes, this property has a pool. Pool types include heated pools.
How much does it cost to stay at Multi-home tropical paradise with large, heated pool, & wraparound sundeck?
As of May 31, 2026, prices found for a 1-night stay for 2 adults at Multi-home tropical paradise with large, heated pool, & wraparound sundeck on Jun 15, 2026 start from $2,921, including taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
Is Multi-home tropical paradise with large, heated pool, & wraparound sundeck pet-friendly?
No, pets are not allowed at this property.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Multi-home tropical paradise with large, heated pool, & wraparound sundeck?
Check-in begins at 4:00 PM.
What time is check-out at Multi-home tropical paradise with large, heated pool, & wraparound sundeck?
Check-out is at 10:00 AM.
Where is Multi-home tropical paradise with large, heated pool, & wraparound sundeck located?
Located in Old Town Key West, this vacation home is within a 5-minute walk of MLK Community Pool & Community Center, Duval Street, and Southernmost Point. Florida Keys Beaches and South Beach are also within 10 minutes.
Reviews
9.8
Exceptional
Reviews are presented in chronological order, subject to a moderation process, and verified unless otherwise labeled.
This place is awsome ! We had a group of 10 had our own space and gathering area around the fantastic pool area . If you are looking for your own piece of paradise this is the place .
This property was incredible! Absolutely beautiful, in a great location with a well maintained pool. We had a very large group of people and it accommodated everybody very comfortably. I would gladly stay here again!
Christopher M.
Stayed 3 nights in Jun 2025
From a partner site
10/10 Excellent
Piotr W.
Aug 3, 2025
Great house for a large group trip in the Keys
Amazing property which is a great space for large gatherings. We enjoyed having a group of 16 of us get together. Walking to distance to all the top Key West spots and tucked away enough where it feels like a private oasis. Definitely recommend for future trips.
We had a group of 14 for a bachelorette weekend and this property surpassed our expectations! Every single bed was super comfortable, the property was pristine, and the complimentary pastries from the local French bakery were a serious plus and so appreciated. The pool was lovely and heated. Hopefully will have a repeat trip again soon!
Chelsea F.
Stayed 3 nights in Feb 2025
From a partner site
10/10 Excellent
Kara R.
Nov 7, 2022
Wonderful stay for a group
The space was fantastic for our group and had everything we needed for a fantastic stay. Property management was also super.
Kara R.
Stayed 3 nights in Nov 2022
From a partner site
10/10 Excellent
Emma K.
Jun 1, 2021
Everything about this place is great!
We had an amazing stay, everything about it was great! The location, amenities, space for our group was just perfect. Thank you for sharing your home and thank you to the Vacasa guest services team for answering all my questions.
Emma K.
From a partner site
10/10 Excellent
Tim M.
Oct 18, 2024
Papa’s work trip
We hosted a group of friends who also happen to be customers for a few days. The property was excellent. Nice and quiet but still close to everything we wanted to do.
Tim M.
From a partner site
10/10 Excellent
Amy L.
Jun 18, 2025
Fabulous secluded house!
We were a group of 15 who rented the whole property for an extended weekend trip. It was a perfect place to gather, while still allowing everyone their own space, and to enjoy the outdoor areas. We loved it! A bit of a walk from the major downtown nightlife/happy hours but otherwise perfectly located and had everything you needed. We donated a few new kitchen items like a pitcher and pyrex glassware which we found we needed throughout but couldn't fit on our flights home.
Amy L.
From a partner site
10/10 Excellent
Kimberly O.
Aug 15, 2018
Perfect for large groups!
We rented out the entire property for a weekend bachelorette party and it was the perfect size and location. Smooth check in process and the main office was very responsive.
Kimberly O.
Stayed 3 nights in Aug 2018
From a partner site
10/10 Excellent
Jacinda V.
Mar 12, 2022
Great Group Stay
We booked the entire compound of Papa’s Hideaway for out group of 12. The place is very nice and clean. The pool was a huge plus when just wanted to hangout with each other. The location is just off of Duval, which is great.
Jacinda V.
From a partner site
10/10 Excellent
Laura D.
Oct 18, 2018
Loved it!!
Absolutely perfect location and setup for a large group. We will definitely be back!
Laura D.
Verified
8/10 Good
Verified traveler
Dec 10, 2018
Old, but very well maintained,, great combo for our family of 9
Everyone in our group really loved it ... convenient location.
Well maintained..
Great place for a large family. We had 5 different family groups and it was great. Everyone had their own privacy and all got together in the main house. Close to everything. Would highly recommend this property if you can use all 5 spaces.
Cathy P.
Stayed 4 nights in Jan 2025
From a partner site
10/10 Excellent
Lyle A.
Aug 26, 2019
Wedding Party
Awesome private place to stay. Was clean and very accommodating.
Great place for a great group of girls! Perfect, private and pretty!
Angela t.
Stayed 3 nights in Apr 2023
From a partner site
10/10 Excellent
Paul J.
May 21, 2019
Papa's Hideaway was great!
We had a group of college friends stay for a long weekend and Papa's Hideaway was perfect for our group. The accommodations were clean and comfortable, the private pool was fantastic, and we were nice and close to Duval street. We'd definitely recommend to any large groups that are looking for a quiet but spacious place in Key West.
Paul J.
Stayed 3 nights in May 2019
From a partner site
10/10 Excellent
Kayse W.
Jul 18, 2020
Key West Vacay
Papa's Hideaway was exactly that! It was hidden right in the heart of downtown, easy walking to anything you want! The rooms were great and spacious for our 6 couples. Highly recommend!
Kayse W.
Stayed 5 nights in Jul 2020
From a partner site
10/10 Excellent
Rose C.
Jul 2, 2021
Our Family Vacation
A beautiful place for our family vacation of a lifetime. Setting is really great if you can rent the entire complex. Very clean and comfortable. We hated to leave.