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

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Pool - Multi-home tropical paradise with large, heated pool, & wraparound sundeck (Key West)
A spacious living room with a wooden ceiling, a large TV, and a dining area with a table and chairs. - Multi-home tropical paradise with large, heated pool, & wraparound sundeck (Key West)
Dining - Multi-home tropical paradise with large, heated pool, & wraparound sundeck (Key West)
A room with wooden walls, a balcony, two armchairs, a small table, and a bed. - Multi-home tropical paradise with large, heated pool, & wraparound sundeck (Key West)
A wooden cabin-style bedroom with two beds, a desk, and a television. - Multi-home tropical paradise with large, heated pool, & wraparound sundeck (Key West)
A short walk from Southernmost Point and Duval Street, Multi-home tropical paradise with large, heated pool, & wraparound sundeck provides a garden and more. Guests can connect to free in-room WiFi.

Reviews

9.8 out of 10
Exceptional

Entire home

6 bedrooms7 bathrooms344 sq m

Popular amenities

  • Pool
  • Kitchen
  • Washer
  • Dryer
  • Free WiFi
  • Air conditioning

Add dates for prices

About this property

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.
    This home is managed by Seven Keys Vacations by Casago.
    • City/town: Key West Medallion | #LIC2021-000549
    • State/province: Collective DBPR | #DWE5403874
    • City/town: Key West BTR | #LIC2021-000548
    • County: Monroe County BTR | #25230-130839

Property amenities

Pool/Spa

  • Heated pool
  • Private pool

Internet

  • Available in the house: Free WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Dishwasher
  • Microwave
  • Oven
  • Refrigerator
  • Spices
  • Stovetop
  • Toaster

Bedrooms

  • 6 bedrooms
  • Bedsheets provided

Bathroom

  • 6.5 bathrooms
  • Hair dryer
  • Shower
  • Towels provided

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Balcony
  • Barbecue grill
  • Fenced yard
  • Garden

Laundry

  • Laundromat nearby
  • Washing machine

Comfort

  • Air conditioning
  • Heating

Pets

  • No pets allowed

Suitability/Accessibility

  • Smoking not allowed

Services and conveniences

  • Iron/ironing board

Location highlights

  • Near a health/beauty spa
  • Near a hospital
  • Near the sea

Things to do

  • Heated pool
  • Birdwatching nearby
  • Fishing nearby
  • Horseback riding nearby
  • Kayaking nearby
  • Swimming nearby

Safety features

  • Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
  • Smoke detector (host has indicated there is a smoke detector on the property)
  • Deadbolt lock
  • Fire extinguisher
  • First aid kit

General

  • Garden
  • Unit size: 3,700 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

Check-out

Check-out before 10:00 AM

Special check-in instructions

You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools

Pets

Pets not allowed

Children and extra beds

Children are welcome
Note from host: Children allowed

Events

No events allowed

Smoking

Smoking is not permitted

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
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
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation

About the neighborhood

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. Key West Butterfly and Nature Conservatory and Florida Keys Eco - Discovery Center are also worth visiting. Discover the area's water adventures with kayaking, fishing, and swimming nearby, or enjoy the great outdoors with horse riding. Visit our Key West travel guide
View more Vacation Homes in Key West
Map
Key West, FL

What's nearby

  • A street with a pharmacy, a theater, and a yellow building.
    Duval Street
    3 min walk - 0.3 km
  • A colorful monument with text indicating it is the Southernmost Point of the Continental U.S.A. in Key West, Florida.
    Southernmost Point
    3 min walk - 0.3 km
  • A wooden sign with information about South Beach, Key West, Florida, including public beach status, restaurant hours, and beach chair rental.
    South Beach
    5 min walk - 0.4 km
  • A building with a sign reading "The Key West Butterfly & Nature Conservatory".
    Key West Butterfly and Nature Conservatory
    5 min walk - 0.4 km
  • A two-story colonial-style building with a balcony, surrounded by lush greenery and palm trees.
    Ernest Hemingway Home and Museum
    6 min walk - 0.6 km

Getting around

  • Key West Intl. Airport (EYW)
    12 min drive

Restaurants

  • Circle K
    5 min walk
  • Moondog Cafe & Bakery
    6 min walk
  • Cuban Coffee Queen (Duval)
    3 min walk
  • Southernmost Point Bar in the USA
    4 min walk
  • Old Town Tavern
    7 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.

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 Duval Street, Florida Keys Beaches, and Southernmost Point. South Beach and Ernest Hemingway Home and Museum are also within 10 minutes.

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Reviews

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

9.8

Exceptional

9.6

Cleanliness

10

Location
Rating 10 - Excellent. 68 out of 75 reviews
Rating 8 - Good. 6 out of 75 reviews
Rating 6 - Okay. 0 out of 75 reviews
Rating 4 - Poor. 0 out of 75 reviews
Rating 2 - Terrible. 1 out of 75 reviews

Reviews

Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
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 .
Stayed 5 nights in Feb 2026
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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.
Verified review

10/10 Excellent

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
Verified review

10/10 Excellent

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
From a partner site

10/10 Excellent

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
From a partner site

10/10 Excellent

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!
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Excellent place for a large party. Perfect for our group of multiple families. Pool was great. Our only complaint was a musty smell.
Stayed 4 nights in Mar 2026
From a partner site

10/10 Excellent

Terrific accommodations. Great location.

The location The pool The courtyard The neighborhood The relaxing environment
Verified review

10/10 Excellent

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

Perfect Place for a Large Group

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!
Stayed 3 nights in Jun 2025
From a partner site

10/10 Excellent

Great spot

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

10/10 Excellent

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

Great place

Great place to stat
Stayed 5 nights in Nov 2022
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

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!
Verified review

10/10 Excellent

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

Papa’s Hideaway was Amazing

Every part of this property
Stayed 3 nights in Apr 2025
From a partner site

10/10 Excellent

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
From a partner site

10/10 Excellent

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.
Verified review

10/10 Excellent

Liked: Cleanliness, check-in, communication, location, listing accuracy
Awesome
Stayed 3 nights in Aug 2025
From a partner site

10/10 Excellent

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.
Stayed 3 nights in Aug 2018
From a partner site

10/10 Excellent

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.
From a partner site

10/10 Excellent

Loved it!!

Absolutely perfect location and setup for a large group. We will definitely be back!
Verified review

8/10 Good

Old, but very well maintained,, great combo for our family of 9

Everyone in our group really loved it ... convenient location. Well maintained..
Stayed 5 nights in Nov 2018
From a partner site

10/10 Excellent

Wedding Party

Awesome private place to stay. Was clean and very accommodating.
Stayed 3 nights in Aug 2019
From a partner site

10/10 Excellent

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.
Stayed 3 nights in May 2019
Verified review

10/10 Excellent

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