Enjoy peace of mind with simple cancellation and optional travel insurance. Learn more >
Pro housekeepers clean thoroughly and provide fresh linens before every stay.
Count on 24/7 guest care and local teams everywhere we operate.
Smart locks or lockboxes at many homes offer smooth, contactless check-in.
Secluded Big Multi-Home Property with Shared Heated Pool & Wraparound Sundeck
Papa’s is so close to everything, yet a truly secluded tropical paradise in Key West. Take the worry out of coordinating housing for your next big family reunion or holiday celebration and reserve this large, entire Key West property. Consisting of five separate rentals all sharing a large, palm-covered outdoor gathering area, your very own swimming heated pool, sundeck, everyone can enjoy one another's company in this unique deluxe guesthouse property. Please note that street parking is available at this address.
Located in a secluded, quiet, residential neighborhood, this big complex is just a short walk from Duval Street, considered to be the most popular street in all of Key West! Duval is your best bet for fantastic restaurants, fun nightspots, and year-round events including parades and other festivals (walk score of 97 out of 100). This home is also close to the Ernest Hemingway Home and Museum (a must for fans of the late, great author–only five blocks), the Southern Most Point (three blocks), Higgs beach (10 blocks) as well as the Key West Butterfly and Nature Conservatory (four blocks) and the historic Key West Lighthouse (five blocks), and so many great restaurants.
This property is a fenced, private, secure tropical paradise comprised of five separate homes including Torrents of Spring, Sun Also Rises, Papa's Hideaway, For Whom the Bell Tolls, Islands in the Stream, and Garden of Eden. While each may be rented individually, this listing is for the entire property. Each rental comes with free WiFi and cable TVs for home entertainment options 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 units.
Reserve this tropical getaway for your next big trip to Key West.
*Please note that last-minute bookings cannot be made online. Call Vacasa for details.*
No pets are allowed at this vacation rental.
Parking notes: Limited Street Parking ONLY. There is free parking in front of Papa's on Louisa St, but it is on a first come basis, not assigned. The neighborhoods of Old Town offer some free parking spaces, but be aware that many of the spots are marked “Residential Only” and visitors are NOT permitted to park in them.
County permit number: 25230-130839
You must be 25 years or older to rent this property.
Washer/dryer : Private
Heating & cooling
Kitchen & dining
Pool : Private
Gas grill : Private
309 Louisa St LLC R.May 2022
I visited Papa’s with girlfriends and it was the perfect island gem! The main cottage was great for morning coffees on the back deck and the shaded pool was great for afternoon beverages and a cool swim after a hot day. The apartments were high quality and equipped with everything you need for a restful vacation! Highly recommend!!
Demetrius P.Apr 2022
Our group has gone a lot of places together and this is the best house we have booked yet. 3 separate cottages with a large pool and everything you could possibly need. If you want to experience key west right, book this house.
Jacinda V.Mar 2022
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.
Robert H.Jan 2022
We booked the entire Papa's Hideaway complex for a four-day family holiday. Yes, there were some minor issues with this location such as late notification that the swimming pool was off limits, one of the refrigerators would freeze food rather than merely keep it cold and a couple of the TVs did not work. The staff was very accommodating to our concerns and willing worked with us to make this a memorable stay for the entire family. The location was excellent, staff helpful and cooperative and facilities good (not great... because some ongoing repairs are needed). Overall, our family enjoyed our stay at Papa's Hideaway and recommend this facility for those planning a visit to Key West!
Sandra G.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.
Laura B.Sep 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. ☀️🌴🐓🦎
Virginia M.Aug 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!
Jean W.Jul 2021
Papa's was the best, was there with my children and their spouses, and grandchildren. We had the whole place to ourselves, and it was great. Very secluded, and at the south end of the island. Any little problem we had was addressed immediately. It was like our own little tropical paradise. We all said we would go back again in the future. Great family vacation.
Rose C.Jul 2021
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.
Emma K.Jun 2021
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.
Kerry V.Apr 2021
Great location for our daughters wedding at Hemingway house . We stayed at entire complex with our adult children and significant others.
It was great had everything we needed with privacy for all
Elizabeth M.Apr 2021
Absolutely loved it!! Would stay there again and again. Beautiful pool area and very clean! There were 12 of us, so we had the whole property. Each unit was unique, and we were pleased with each one!! The outdoor space was spectacular! Because of that, we were only in our rooms to shower and sleep. Having refrigerators for drinks and ice was convenient. There were plenty of bath and beach towels. We had EVERYTHING we needed for our stay. There are an assortment of sizes of iguanas living on the property that often got close to see what we were doing. Before our stay, Vacasa sent emails, texts and called to see if we had any questions about our stay. The 12 of us have traveled together to Key West before and plan on returningagain. Papa's Hideaway is where we plan to stay during each visit!!
Brian G.Jan 2021
The location is unbelievable as a short walk to Duval street and the home itself is an oasis that you would never assume was so close to all the action. The pool is heated and the outdoor area is a great “living room” between the units. There is street parking right outside that was very easy but I could see it filling up quickly when the island is more packed. Only taking a star off because 22 would be a tight squeeze but doable (we were 14 and it was comfortable).
Elizabeth S.Dec 2020
Had a great time staying in papa hideaway for my 50th with other couples celebrating. Good location. The only negative was the small bugs like outside by the pool area. This needs to be dealt with. Very annoying. However, the house is great for large couples. The booking and checking process was wonderful as well. I would recommend this place and I would stay here again. Loved Key West!
Linnea B.Nov 2020
We loved the privacy and the tranquility. Everything was beautiful. We had a couple issues with lighting and they very quickly responded to fix the issue. Would come back!
Kayse W.Jul 2020
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!
Hollis W.Jun 2020
The grounds were very tropical and relaxing. The House was clean and accommodating.
Tamra C.Feb 2020
Great place for large group to be together yet have their privacy. Beautiful landscape makes you feel you have you own private oasis yet close to all the action. Clean and had everything we needed.
KR P.Jan 2020
Loved the location and the layout! Walking distance to beach and nightlife. Deducting a star because there was quite a serious ant problem in the main house (ants crawling all over the bathroom wall and in the living room-at least they weren't roaches though!); there was a used band-aid on the steps going into the main house when I arrived on the property (not cleaned thoroughly?); and an array of strangers helped themselves onto the property while we were having breakfast outside and enjoying the poolside (exterminator, pool cleaning service, and neighbors who claimed they have access to the pool). The strangers thing wasn't that big of an issue because everyone was friendly enough but still--strange. The kitchen was stocked with coffee and dish soap, nothing else like salt and pepper though. Beds were comfortable and A/C worked great. I really enjoyed my time there and would definitely go back.
We are happy to read you enjoyed your stay, KR! Pest control has been to the property to take care of the ants. The home next door has the same owner as this property, and they do have access to the pool. Thank you!
Gregory S.Jan 2020
We had a large group from all over the country come in for my hubby’s 50th birthday. We rented the whole property and loved it. It allowed the whole group to enjoy each other’s company by having shared meals and games & live music by the pool. The main house was comfortable and cute. Expect that it will some quirks as it is a ‘seasoned’ property. It was clean inside and out and the pool area is kept up, with a beautiful tropical environment. We did max out the sleeping, which meant that we had couples on pull-out couches. I must include that these were not the most comfortable. But again, just go into it knowing what you are getting.
I sent 2 emails to Vacasa ahead of the trip, which were not returned. However, I got a personal phone call the day before my check-in. Also, we didn’t have enough gas for the grill so I called the same number back and a live person answered immediately, was courteous, and within 20 minutes, 2 new tanks arrived.
This is definitely a wonderful property. We enjoyed our stay completely.
Katherine S.Nov 2019
We were a group of ten adults celebrating our 50th birthdays and this property was the perfect fit! Amazing landscaping, ample outdoor seating to gather for drinks, snacks and grilling, and the pool was awesome. The beds were comfortable and the location was ideal - very close to Duval. Definitely walking distance to everything. Highly recommend this property!
Lyle A.Aug 2019
Awesome private place to stay. Was clean and very accommodating.
Nicholas S.Aug 2019
This house was great and had plenty of space! We really enjoyed it and would definitely book again.
Melissa M.Jul 2019
We were a group of 14. The compound was perfect. The pool pristine and plenty of room. Management was very attentive and responsive. Everything was great!
Beth K.Jun 2019
We loved everything about Papa’s Hideaways. We were a family of 16 that vacationed for a week celebrating 21st bdays and graduations. Very roomy, the pool was amazing. The only downfall I wold say is the iguanas messing all over the property but it didn’t stop us from having an awesome time. We would absolutely come back and rent Papa’s Hideaways again.
Paul J.May 2019
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.
Dave D.May 2019
Unreal. The iguanas, location, amenities and atmosphere were perfect... and did inmention the iguanas?! Best rental ever for a large group. We have 18 people for a bachelor party and it was perfect
Lawrence R.Feb 2019
We had a group of 19 and this property did the trick for us. It’s extremely well taken care of. Housekeeping was awesome and they provide plenty of linens. Vacasa was a pleasure to work with and made everything from check-in to check-out simple and straightforward. The location was perfect, just far enough from the main part of Duval Street where you can still walk to everything. I would recommend this property if you are renting the entire thing, but personally I would find it a little awkward to only rent one of the rooms.
Laura D.Oct 2018
Absolutely perfect location and setup for a large group. We will definitely be back!
Robert M.Oct 2018
We rented the entire "complex" with 5 families for a wedding, it was perfect! The entire rental process went smoothly, the units were clean and perfect for what we needed. We had a couple of small issues during the stay and they were there quickly to assist us. It's peaceful at night, yet close enough to the "action" of Duval Street. If you like walking it's perfect and if you don't it's perfect too as there's a free Duval Loop trolley stop right outside your door to catch a ride! We'll be back for sure!
Joseph F.Aug 2018
Great Mgmt Staff
Kimberly O.Aug 2018
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.
John L.Aug 2018
I had a group of friends get together in the keys. When we arrived at the property we could not believe how amazing it was. Had the perfect combination of privacy and shared space. The main house was great cooking in the kitchen and serving people lunch and breakfast. We also had a few barbecues outside around the pool. The environment is perfect for the keys. Very relaxed. The attention to detail in the paradise is something. It was also a short walk to the southern most point and easy beautiful walk to nearby bars. My group couldn't have had more fun and we know the property made it all possible. We will be back. Thank you.
Judith M.Aug 2018
The house is situated so you could walk to almost everything I wanted to see.
Teena F.May 2018
We were in Key West for our son’s wedding. We were looking for somewhere that would accommodate our extended family. Papa’s Hideaway was the place! We had family come in from various states & here we were able to all spend time together. The “compound” was the perfect place for a large group. We were able to host a luncheon as well as our son’s rehearsal dinner there. We would highly recommend Papa’s Hideaway!
Lillian C.Mar 2018
I Took a trip with 16 girlfriends and we rented out the whole property. We had a great time! Plenty of space and it was great having our own private pool and space to hang out. IT was a short walk to the beach and duval street but also close to the duval loop bus stop if you would rather catch a ride. WE were sad to leave. Thanks so much for making our stay wonderful
Chris S.Dec 2017
We had a group of 6 couples. We stayed from the 2nd Dec to the 6th 2017. While the location is a bit away from the busy part of town we rented golf carts which were not exactly cheap, you could rent bikes much cheaper but we had several people with bad knees. We did find out that there is a new free bus route called the Duvall loop which has a stop right near papas. The place itself was great, my wife and I stayed in the two bed cottage with another couple in the other bedroom both have their own bath. The cottage was nice, has a living room area and a full kitchen which we did not use except the coffe maker and fridge. The beds were good in all the units as all said they were very comfortable.
I can’t speak for the other four units on other things as I did not go in them but no one complained about them.
The pool was awesome to come back too and take a dip in the heat of the day. There were several iguanas too watch and clean up after !!!! A minor inconvenience for the entertainment.
The place is great for a large group like we had, we had the place to ourselves so we used the outdoor area quite a bit. We didn’t use the grill but if we go again next year we are planning on cooking a few meals although that might be tough as there are many great restaurants to choose from.
This place isn’t the Ritz but is nice and well kept. If you are looking for perfection this probably isn’t your place, that isn’t meant to be an insult but I’ve read many reviews of other places where people nit pick every detail if you are like that go elsewhere. We felt that it was a good value especially for privacy for a big group.