Multi-home tropical paradise with large, heated pool, & wraparound sundeck
House in Key West, FL
22 guests · 7 bedrooms · 7 baths
Reasons to book
Guests love it hereGuests give this property a top rating
Free cancellationFull refund if you change your mind
Includes essentialsGarden, Pool, Kitchen or Kitchenette and more
About this house rental
Papa's Hideaway
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
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, 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 was newly furnished in 2022.
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.
Things to Know
Parking notes: There is free parking available for 1 vehicle.
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
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, 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 was newly furnished in 2022.
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.
Things to Know
Parking notes: There is free parking available for 1 vehicle.
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Amenities
Pool
Air conditioner
Kitchen or Kitchenette
Parking
Laundry
Balcony or Patio
Dishwasher
TV
Garden
Map of Key West, FL
$$$$
Reviews
5.0
We had 8 adults and 8 teenage boys. The set up of Papa’s Hideaway was perfect for us. The boys stayed in the main house and the 4 adult couples all had our own cottage. The pool was great and so much fun. Having the grill to cook our fresh caught mahi was a plus! The houses were clean and VACASA provided excellent service. Highly recommend this place.
5.0
The place is FANTASTIC! Great location, beds comfortable and everything we could need.
Worked out so well for all of us! The way they do things makes the time there so easy, much appreciated! We want/will come back here.
Greatfully, Maria
5.0
The online pictures do not do this property justice. The property is gorgeous. We had 16 travelers from all over and it was perfect. It is close to activities, restaurants, bars. The southern most point is literally a stones throw away. Duval street is a couple blocks out. You can walk it or take a short Uber ride to the heart of it. We had an amazing time, mad life long memories and will be coming back again!
5.0
If a large family is looking for a vacation spot where you can all be together yet have your own separate spaces, Papa's Hideaway if perfect for you!
5.0
Great place for pool fun and close to everything
5.0
Great place for a great group of girls! Perfect, private and pretty!
5.0
Ten friends went to warmer weather to de-stress from Christmas. The layout was perfect and situated on a dead end street. The pool in the courtyard was an extra bonus. The courtyard was lit up at night, providing the most reaxing vibe. We will be booking it again in the future. Thanks Vacasa!
5.0
Great place to stat
5.0
The space was fantastic for our group and had everything we needed for a fantastic stay. Property management was also super.
5.0
My group loved papas hideaway. There are so many sections of the house to hang out. The ambiance is beautiful day and night and can comfortably sleep so many people. Definitely recommend!
5.0
Great house and a lot of room throughout the property. Really appreciated the help from the property mgmt company making the stay easy and fun.
Would recommend this to any large party. Only problem is people are constantly walking in out of the property to fix things without any communication
5.0
Great location! Great accommodations!
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!!
5.0
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.
#gottacheckthetraps #imtalkingsharkin
5.0
You personal compound
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.
#gottacheckthetraps #imtalkingsharkin
#gottacheckthetraps #imtalkingsharkin
5.0
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.
5.0
Papa's Hideaway: A Great Place to Stay
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!
1.0
Unprofessional conduct
We booked the property for the soul purpose that it had a pool. We booked our stay over four months in advance. 15 people from all over the country flew and, but one hour before check in I was notified that the pool was under maintenance and would not be ready for our group. I was told on the phone that this was a surprise to the property manager who had hoped the pool would be ready for our stay. When we checked in the pool was an absolute wreck. For them to be surprised that the pool wasn't ready and only give us a one hour heads up on the phone is inexcusable. I feel that they did not want to give us a longer heads up, because then they would lose money if we had a realistic chance at rebooking a different property. Veronica from the property management company was nice over the phone and it did seem like she was genuinely sorry for the inconvenience, but the compensation offered was short of what I believe to be a reasonable. I tried to negotiate a more fair deal but was told that I accept their compensation or we get refunded and find new housing for the weekend. This would be an impossible task for our 15 guest party who had just flown in from all over the country. As if this was not enough the continued pool maintenance while we stayed their. Someone came over at 8am with to Jackhammer the lining of the pool , which we asked him to leave because most of our party was sleeping. Loud work was performed on the pool for several hours during two days of our stay. It appears that had been some other recent innovations because lining the street just outside of our gate was old furniture which was stacked up for the purpose of disposal (im assuming). It remained their throughout our stay and attracted unwanted attention as locals showed up to the property to sort through the couch cushions etc to see what could of been salvaged.
5.0
Merry Christmas at Papa’s Hideaway
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.
5.0
Great time
This property was perfect for our group. There were small issues that that manager was responsive to. The only thing that didn’t quite work out was the heat to the pool but they tried.
5.0
Generally Very Nice
The property was generally very nice. The location is good and the various units are great. However, apparently the property is used to store vacasa cleaning supplies. Accordingly, people would enter the property unannounced at random times to get supplies for other properties. Renters should be informed about this beforehand. Would definitely rent again.
5.0
Absolutely perfect
Great for big families
5.0
Beautiful and convenient location
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. ☀️🌴🐓🦎
5.0
Return Visitors
Our group enjoyed this retreat so much we had to come back and do it again. The staff at Vacasa were great letting us store our luggage while they continued getting the place ready for us. The cleaning was immaculate and we can't say enough great things about Papa's Hideaway. We enjoyed lounging in the pool after walking around checking out all of the sights. We can't wait to come back!
5.0
Key West Bachelorette Oasis
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!
4.0
Bachelor party for 17
Great location. Quiet and comfortable. Communication could have been clearer
5.0
The compound
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.
5.0
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.
5.0
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.
5.0
Perfect family oasis
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
It was great had everything we needed with privacy for all
5.0
Family friendly property
We enjoyed this property so much for our family vacation. We lived the entire stay by the poolside, morning, noon and night. It was the perfect common space between the main house and the guesthouse.
Perfect location and walk away to the beach, or short bike ride, and all the activities in town and Duval Street.
All king beds made sleeping
comfortable and plenty of bathrooms.
Only disappointment was the kitchen was not well stocked with pots and pans and utensils for cooking dinner at home. Very basic which made it hard for cooking. Luckily we had 2 nights catered and the other two we went out. We made do with what we had for our one dinner at the house all together.
Hope the new owners keep this a rental. We would rent it again in a second!
5.0
Perfect Property for a large group!!
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!!
5.0
Thanksgiving 2020
This is a great property with lots of parking . It is on a dead end St so not a lot of noise.
5.0
Perfection comes at a price!
AND THIS IS WORTH IT! Flawless location, wonderful pool/courtyard area, and sleeping accommodations couldn't have been better for our 12-person group. The homes were clean and charming. Would absolutely recommend this compound to everyone traveling in a group. Looking forward to going back!
5.0
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!
5.0
Little piece of paradise
We had a large family vacation. This house was perfect. It gave us our own space while being able to stay together. The pool/common area was a wonderful little piece of paradise secluded from the rest of the world. We were a quick walk to Duvall St. and the Southern most point was around the corner. We would definitely stay here again.
5.0
Great spot!
Great location! New issues with the rental property. I’d rent again for sure
5.0
Absolutely Amazing
The grounds were very tropical and relaxing. The House was clean and accommodating.
5.0
Husband's 50th
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.
4.0
Great place to stay with a large group
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.
5.0
Wonderful property !
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.
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.
FAQs
How much does this house cost compared to others in Key West?
The average price for a rental in Key West is $489 per night. This rental is $3,390 above the average.
Is parking included with this house?
Yes, parking is listed as an amenity at Multi-home tropical paradise with large, heated pool, & wraparound sundeck. For more information, we encourage you to contact the property about where to park.
Is there a pool at this house?
Yes, a swimming pool is available for use at Multi-home tropical paradise with large, heated pool, & wraparound sundeck. Enjoy the water!
Is Multi-home tropical paradise with large, heated pool, & wraparound sundeck pet friendly?
Unfortunately, this house is not pet-friendly. Try searching again and filter for "Pets Allowed"
What amenities are available at Multi-home tropical paradise with large, heated pool, & wraparound sundeck?
We found 9 amenities for this rental. This includes pool, air conditioner, kitchen or kitchenette, parking, and laundry.
Explore similar vacation rentals in Key West
Explore all rentals in Key WestKey West travel inspiration
Read our blogTrends
VacationRenter Holiday Travel Trends 2023
Guides
10 Bucket List Travel Ideas for Couples
Guides
Top 4 U.S. Wedding Destinations for 2023
Guides
The Ultimate U.S. Bucket List: Top Activities in Every State
Budget Travel
Your 2022 Road Trip Guide: From Itineraries to Gas Prices
Trends
Our Biggest Survey Yet Reveals 6 Travel Trends for Spring Break 2022
Trends
2021 in Review: VacationRenter’s Top 6 Travel Trends of the Year
Guides
Romantic Vacations for Two: Where to Go & What to Do
Keep exploring
- Kauai Villas
- Orlando Villas
- Kiawah Island Villas
- Miami Beach Villas
- Kissimmee Villas
- North Naples Villas
- Florida Keys Villas
- Phoenix Villas
- Los Angeles Villas
- St Petersburg Villas
- Palm Desert Villas
- Miami Villas
- Las Vegas Villas
- Venice Villas
- Key West Villas
- Palm Springs Villas
- Lake Tahoe Villas
- Hollywood Hills Villas
- Seabrook Island Villas
- South Lake Tahoe Villas
- Pocono Mountains Villas
- Scottsdale Villas
- Myrtle Beach Villas
- Hilton Head Island Villas
- Marco Island Villas
- North Miami Villas
- Sanibel Island Villas
- West Palm Beach Villas
- Fort Myers Beach Villas
- Haines City Villas
- North Las Vegas Villas
- Destin Villas
- Lake Tahoe Cabins
- Ruidoso Cabins
- Blue Ridge Cabins
- Estes Park Cabins
- Lake George Cabins
- Eureka Springs Cabins
- Branson Cabins
- Lake of the Ozarks Cabins
- Lake Arrowhead Cabins
- Lake Texoma Cabins
- Canyon Lake Cabins
- Sevierville Cabins
- Flagstaff Cabins
- Colorado Springs Cabins
- Hot Springs Cabins
- Bass Lake Cabins
- Buffalo River Cabins
- Possum Kingdom Lake Cabins
- Chattanooga Cabins
- Nashville Cabins
- Wears Valley Cabins
- Cloudcroft Cabins
- Deep Creek Lake Cabins
- Mammoth Lakes Cabins
- Anna Maria Islands Rentals
- Outer Banks Vacation Rentals
- Rosemary Beach Rentals
- Holden Beach Rentals
- Hilton Head Vacation Rentals
- Topsail Beach Rentals
- Kiawah Island Rentals
- Panama City Beach Rentals
- Ocean Isle Beach Rentals
- Folly Beach Rentals
- Dauphin Island Rentals
- Rehoboth Beach Rentals
- Bethany Beach Rentals
- Cape Cod Rentals
- 30A Rentals
- Seaside Florida Rentals
- Edisto Beach Rentals
- Fort Myers Beach Rentals
- Miramar Beach Rentals
- Port Aransas Rentals
- Emerald Isle Rentals
- Orange Beach Rentals
- Surfside Beach Rentals
- Hampton Beach Rentals
- Assateague Island Rentals
- Jacksonville Beach Vacation Rentals
- North Shore Vacation Rentals
- Ogunquit Vacation Rentals
- North Redington Beach Rentals
- Lido Key Vacation Rentals
- Sea Colony Rentals
- Pass A Grille Vacation Rentals
- Blue Ridge Mountain Rentals
- Vail Lodging
- Jackson Hole Lodging
- Winter Park Lodging
- Telluride Lodging
- Big Sky Rentals
- Aspen Lodging
- Park City Rentals
- Steamboat Springs Lodging
- Breckenridge Rentals
- Lake Tahoe Rentals
- Copper Mountain Lodging
- Mammoth Mountain Lodging
- Beech Mountain Rentals
- Crested Butte Rentals
- Sun Valley Lodging
- Keystone Lodging
- Taos Lodging
- Sugar Mountain Cabins
- Beaver Creek Lodging
- Deep Creek Lake Rentals
- Smith Mountain Lake Rentals
- Ocean Lakes Rentals
- Lake Anna Rentals
- Torch Lake Rentals
- Lake Winnipesaukee Rentals
- Norris Lake Rentals
- Lake Gaston Rentals
- Canyon Lake Rentals
- Lake Oconee Rentals
- Lake Wallenpaupack Rentals
- Lake Martin Rentals
- Lake Havasu Rentals
- Lake of the Ozarks Rentals
- Lake Michigan Vacation Rentals
- Lake Chelan Rentals
- Finger Lakes Rentals
- Lake Keowee Vacation Rentals
- Lake Conroe Rentals
- Lake Erie Vacation Rentals
- Lake Austin Vacation Rentals
- Sebago Lake Rentals
- Lake Tillery Rentals
- Keuka Lake Rentals