Entire home

Multi-home tropical paradise with large, heated pool, & wraparound sundeck

Photo gallery for Multi-home tropical paradise with large, heated pool, & wraparound sundeck

Pool
Pool
Property grounds
Property grounds
Living area

Reviews

9.8 out of 10
Exceptional
6 bedrooms6+ bathroomsSleeps 22343.7 sq m

Popular amenities

  • Dryer
  • Washer
  • Parking available
  • Kitchen
  • Barbecue grill

Explore the area

Map
Key West, FL
  • Duval Street
    ‪3 min walk‬
  • Southernmost Point
    ‪3 min walk‬
  • Ernest Hemingway Home and Museum
    ‪5 min walk‬
  • Key West, FL (EYW-Key West Intl.)
    ‪12 min drive‬

Rooms & beds

6 bedrooms (sleeps 22)

Bedroom 1

2 Queen Beds

Bedroom 2

1 King Bed and 1 Double Sofa Bed

Bedroom 3

2 Queen Beds

Bedroom 4

1 King Bed and 1 Double Sofa Bed

Bedroom 5

1 King Bed

Bedroom 6

1 King Bed

Living room

1 Double Sofa Bed

6 bathrooms, 1 half bathroom

Bathroom 1

Bathroom 2

Bathroom 3

Bathroom 4

Bathroom 5

Bathroom 6

Bathroom 7

Spaces

Deck or patio
Kitchen
Balcony
Garden
Dining area

About this property

Multi-home tropical paradise with large, heated pool, & wraparound sundeck

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.

Free, unassigned street parking on Louisa St. is available on a first-come-first-served basis.


Parking notes: There is free parking available for 5 vehicles.



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.

Property manager

Vacasa of Florida
Premier Host

Languages

English, French, German, Italian, Spanish

Add dates for prices

Amenities

Pool
Kitchen
Washer
Dryer
Air conditioning
Outdoor space

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House Rules

Check in after 4:00 PM
Minimum age to rent: 25
Check out before 10:00 AM
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Children

Children allowed: ages 0–17
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Events

No events allowed
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Pets

No pets allowed
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Smoking

Smoking is not permitted
Smoking is not permitted anywhere on the premises.
For information about quiet hours, please refer to the listing description.

Important information

You need to know

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
On-site parties or group events are strictly prohibited
Host has indicated that there is a carbon monoxide detector on the property
Host has indicated that there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit and a deadlock

About the area

Key West

Located by the sea, this holiday home is in Old Town Key West, a neighbourhood in Key West. Southernmost Point and Ernest Hemingway Home and Museum are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and Florida Keys Beaches. 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.
Map
Key West, FL

What's nearby

  • Duval Street - 3 min walk - 0.3 km
  • Southernmost Point - 3 min walk - 0.3 km
  • South Beach - 5 min walk - 0.5 km
  • Ernest Hemingway Home and Museum - 5 min walk - 0.5 km
  • Mallory Square - 4 min drive - 1.8 km

Getting around

  • Key West, FL (EYW-Key West Intl.) - 12 min drive

Restaurants

  • ‪Moondog Cafe & Bakery - ‬6 min walk
  • ‪Old Town Tavern Key West - ‬7 min walk
  • ‪Southernmost Beach Café - ‬5 min walk
  • ‪Southernmost Point Bar In the USA - ‬4 min walk
  • ‪Rum Bar at the Speakeasy Inn - ‬3 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.

Is Multi-home tropical paradise with large, heated pool, & wraparound sundeck pet-friendly?

No, pets are not allowed at this 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?

Checkout 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 holiday 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 labelled.
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Rating 10 - Excellent. 58 out of 65 reviews
Rating 8 - Good. 6 out of 65 reviews
Rating 6 - Okay. 0 out of 65 reviews
Rating 4 - Poor. 0 out of 65 reviews
Rating 2 - Terrible. 1 out of 65 reviews

9.6/10

Cleanliness

9.4/10

Check-in

9.6/10

Communication

10/10

Location

9.6/10

Listing accuracy

Reviews

10/10 Excellent

Chelsea F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Best bachelorette location!

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!
Stayed 3 nights in Feb 2025

10/10 Excellent

Cathy P.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Papa’s Hideaway

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.
Stayed 4 nights in Jan 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Tim M.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Patsy S.

Senior graduation trip

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.
Stayed 4 nights in Jun 2024

10/10 Excellent

maria m.

Liked: Cleanliness, check-in, communication, location, listing accuracy

60th birthday

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
Stayed 3 nights in Apr 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Adam B.

Bday Bonanza

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Lisa B.

Ball Family Vacation

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!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Maximilian D.

Great spot

Great place for pool fun and close to everything
Stayed 3 nights in Jul 2023

10/10 Excellent

Angela t.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Bach Party

Great place for a great group of girls! Perfect, private and pretty!
Stayed 3 nights in Apr 2023
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kelly W.

Perfect for groups

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!
Stayed 5 nights in Jan 2023

10/10 Excellent

Jeff B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great place

Great place to stat
Stayed 5 nights in Nov 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Kara R.

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.
Stayed 3 nights in Nov 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Cassidy B.

Awesome property

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!

10/10 Excellent

Jake R.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great house

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
Stayed 3 nights in Jul 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

309 Louisa St LLC R.

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!!
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Demetrius P.

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
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jacinda V.

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.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Robert H.

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!
Stayed 4 nights in Jan 2022

2/10 Terrible

Daniel B.

Liked: Location
Disliked: Check-in, communication, listing accuracy

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.
Stayed 3 nights in Jan 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Sandra G.

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.
Stayed 6 nights in Dec 2021

10/10 Excellent

judy b.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 5 nights in Nov 2021

10/10 Excellent

john h.

Liked: Cleanliness, check-in, communication, location, listing accuracy

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.
Stayed 3 nights in Nov 2021

10/10 Excellent

Kim J.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Absolutely perfect

Great for big families
Stayed 4 nights in Oct 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Laura B.

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. ☀️🌴🐓🦎
Stayed 6 nights in Sep 2021
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Keely T.

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!

About the host

Hosted by Vacasa of Florida

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Languages:

English, French, German, Italian, Spanish

Premier Host

They consistently provide great experiences for their guests