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Papa's Hideaway

6 bedrooms·6.5 bathrooms·22 guests
Beach access
Downtown
Pool

This secluded Key West retreat brings groups together in a private tropical setting just one block from the energy of Duval Street. Accommodating up to 22 people across five separate, recently remodeled homes—including an original century-old Conch cottage—the property offers an ideal setting for family reunions, milestone celebrations, wedding parties, and group getaways. Each home features its own kitchen, while high-speed WiFi and cable TV add modern convenience throughout the property. At the heart of the retreat is a palm-filled courtyard designed for effortless relaxation and time together. A large heated swimming pool, spacious wraparound sundeck, and outdoor dining area create an inviting private oasis between Key West adventures. With the Southernmost Point, Ernest Hemingway Home and Museum, Key West Butterfly and Nature Conservatory, historic lighthouse, Higgs Beach, restaurants, nightlife, and local attractions all within easy reach, this tropical escape pairs exceptional privacy with an enviable location.

Our promise

Satisfaction Guarantee

We've reviewed thousands of homes and approve only the best. Each one is professionally managed and vetted for comfort and style, raising the bar for every stay.

KEY Curation Notes

Five private cottages, one shared compound. This booking isn't a single house — it's an entire secluded property made up of five separate homes and cottages built around one courtyard, so large groups get room to spread out while still sharing a central gathering space.
The heated pool and sundeck are the main event. A large heated pool anchors the palm-shaded courtyard, with a wraparound sundeck and plenty of room for the whole group to gather outside.
Every home has its own kitchen. Each of the five individual homes comes with a full kitchen, so groups can split up for meals or cook together without competing for one stove.
Duval Street is a one-block walk, but the beach is a hike. The property sits just off Key West's main strip for restaurants and nightlife, but the nearest beach is roughly ten blocks away, so this is a walk-to-town property more than a walk-to-beach one.
Parking is free but not guaranteed. Street parking on the adjacent block is available on a first-come, first-served basis rather than dedicated to the property, so early arrival matters if driving in.

Amenities

Indoor
Dryer
Washer
Internet
TV
Microwave
Outdoor
Pool
Balcony
Outdoor dining area
Outdoor seating
Outdoor grill
Misc
WiFi
Linens
Towels

Bedroom details

Bedroom 1: Two Queens
Bedroom 2: King + Sleeper Sofa
Bedroom 3: Two Queens
Bedroom 4: King + Sleeper Sofa
Bedroom 5: King + Sleeper Sofa
Bedroom 6: King

Location

Inside the destination

Neighborhood: Old Town - Located in a great neighborhood, this big, secluded compound is just a one-block walk to Duval Street, considered the most popular street in Key West! 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 southernmost 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.

Parking information

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

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Reviews

Daniel C.

Papa's is the best place to stay with a group. Five couples (10) rented the whole compound for 4 nights. The location is perfect! Close to all the action, but quiet and private. Sits on a dead-end street, plenty of room for scooter/golf cart parking! The pool/courtyard area is gorgeous, big, lit up at night, etc. We hung out there every morning and for a nightly recap. Each couple had their own little apartment with a kitchen, bathroom, etc. allowing for privacy whenever you want/need it. All units are updated and very clean. The hosts were very kind, knowledgeable, and responsive. We absolutely loved our stay at Papa's and can't wait to get back!

Policies

Check-in: 3:00 PM
Check-out: 10:00 AM
Renter's age: 25+ years old
No smoking allowed
Events allowed
No pets

Cancellation policy

Plans change, we get it.

Enjoy peace of mind when booking with KEY.co.

Partial Refund: Receive a 90% refund when you cancel your reservation at least 30 days before check-in.

No Refund: Reservations canceled 29 days or less before check-in are not eligible for a refund.

Refunds subject to a 5% processing fee of the total.

Things you need to know

This spacious vacation rental consists of five separate homes accommodating up to a total of 22 guests. Everyone can enjoy one another's company in this unique deluxe guesthouse property that has been recently remodeled. This 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.

Restrictions

Guests & Occupancy

  • Primary guest is responsible for their own conduct, all occupants, guests, and any resulting damages.
  • Maximum occupancy may not be exceeded; violations may result in termination without refund.
  • Children under 12 must be supervised by an adult at all times.
  • Residential use only. No manufacturing, sale, or distribution of goods.
  • No alterations or improvements without prior written consent.

Events & Noise

  • Events: Parties, events, and large gatherings require prior written approval.
  • Conduct: Disorderly, unlawful, disruptive, or inconsiderate behavior is prohibited.
  • Community Rules: Guests must comply with all HOA/community rules and local ordinances.

Prohibited Activities

  • Pets: No pets without prior written approval. Approved service or assistance animals must be arranged in advance. Unauthorized pets may result in immediate termination without refund plus a $1,000 fee.
  • Smoking: No smoking indoors. Violations incur a $500 cleaning fee.
  • Illegal Activity: Criminal activity, drugs, violence, threats, prostitution, gang activity, unlawful firearm discharge, assault, or conduct jeopardizing others is strictly prohibited. Marijuana use or possession is prohibited at the property.
  • Internet: Guests are responsible for all internet activity and any fines, penalties, or costs resulting from misuse.

Equipment & Amenities

  • Keys & Remotes: Lost/unreturned house keys: $25 each. Community keys may cost up to $100 plus a $49 trip charge. Garage/gate remotes are charged at replacement cost plus a $49 trip charge.
  • Parking: Parking may be limited by vehicle size and community rules. RVs, trailers, large trucks, vans, and SUVs may be restricted.
  • Utilities: Monthly electric allowance: $100 (1BR), $150 (2BR), $200 (3BR), $250 (4BR), $275 (5BR). Excess usage is charged to the guest.
  • Gas Amenities _(if equipped)_: Gas for heated pools, spas, fireplaces, fire pits, and BBQs is not included. Natural gas is billed at $1.60/therm.
  • Propane _(if equipped)_: Guests pay for propane used during the stay. Rate is $3.60/gallon, subject to increases in actual propane cost.
  • Electric Pool Heat _(if equipped)_: Utility allowances apply to electric heat pumps. Heating performance is weather-dependent; no refunds or credits are provided if desired temperatures cannot be reached.
  • Pool/Spa _(if equipped)_: Guests assume responsibility for safe use and compliance with applicable pool safety requirements.
  • Telephone _(if equipped)_: Phone service is not guaranteed and may be limited to local calls.
  • Mail: Personal mail must be directed to a P.O. box. UPS/FedEx packages may be delivered to the property.

Checkout & Care

  • Check-In: 3:00 PM–8:30 PM. Late arrivals require advance arrangements and may incur additional fees.
  • Check-out: Vacate by 10:00 AM and return all required keys/remotes as instructed.
  • Housekeeping: Report cleaning issues immediately so they can be inspected and corrected. Keep the property clean, sanitary, safe, and habitable.
  • Additional Cleaning: Additional housekeeping is available for a fee.

Liability & Disclaimers

  • Specific accommodations cannot be guaranteed if the property becomes unavailable or uninhabitable due to circumstances outside the owner’s control. A suitable replacement may be offered; if none is accepted or available, reservation costs may be refunded.
  • Guests are responsible for damages caused by themselves or their occupants and invitees.
Listing ID: LIC2021-000548