House in Key West, Florida

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

House in Key West, Florida

22 Guests

6 Bedrooms

6 Bathrooms

1 Half bath

Locally Owned & Operated

Florida Keys

Casago Franchise Owner

4.92

KW49 - Papa's Hideaway is especially well suited for group getaways, offering a spacious layout that lets guests gather comfortably while still enjoying privacy. Guests consistently praised the comfortable, well-appointed accommodations, noting clean, updated interiors, inviting furnishings, and thoughtfully equipped kitchen and bath spaces. The property is repeatedly described as immaculate, well maintained, and beautifully landscaped, creating a peaceful tropical atmosphere throughout the compound. Its location is highly valued for being quiet and private while still walkable to restaurants, beaches, shops, and the heart of Key West. Guests especially enjoyed the gorgeous courtyard and heated pool area, along with shaded outdoor seating, decks, hammocks, grilling space, and a relaxing gated setting. Strong wifi, easy parking, and responsive management further added to the overall appeal of KW49 - Papa's Hideaway.

Overview

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

Permit info: LIC2021-000549

You must be 25 years or older to rent this property.

Amenities

Air conditioning

Washer/dryer

Internet

Cable

Dishwasher

Microwave

Fridge

Stove

Gas grill

Heated pool

Pool

Snowbird-friendly

Sleeping Arrangements

Bedroom 1

sleeps 4

2 queen beds

Bedroom 2

sleeps 3

1 king bed

1 sofa bed

Bedroom 3

sleeps 4

2 queen beds

Bedroom 4

sleeps 3

1 king bed

1 sofa bed

Bedroom 5

sleeps 3

1 king bed

1 sofa bed

Bedroom 6

sleeps 2

1 king bed

Location

Key West, Florida, Home

(Exact address will be provided after booking)

5 Star

95%

4 Star

3 Star

2 Star

1 Star

Sort by:

Jennifer G2026-03-23

We had multiple families stay this past week and the property was perfect.

Stu O2026-02-24

Gated ,picturesque, easy parking central to most everything. I hope to be able to gather there again.

Greg F2026-02-23

This place is a tropical paradise nice shade great pool , quiet all the foliage make you know this is the place stay .

Joshua L2026-02-19

We had 6 couples and this place was perfect for our group. Everyone had their own private quarters and tons of communal space to hang out. The grounds and landscaping are immaculate and the pool area is fantastic. The complementary bag storage before checkin and after checkout was such a nice and helpful addition.

Jennifer L2026-01-31

We couldn’t have asked for a better place to stay for a long weekend in Key West! The property was gorgeous, exactly as pictured, with plenty of space for everyone to gather. It was a cold snap the weekend we were there, but the pool was heated perfectly for nighttime swims. Everything was pristine! The location was fabulous! We will be back!

Nichole G2026-01-14

This property is amazing! It is so beautiful and secluded. The foliage, lighting and ambiance in the courtyard is unmatched. It was the perfect spot for our large family to hang out and enjoy the warm Florida weather and each other. The accommodations were cute and cozy, clean and had everything we needed to enjoy our time. The highlight for our crew of 22 was definitely the POOL!! it was such a great space to just hang out, kids play in the pool, parents sit on the deck and enjoy drinks and conversation. We could have never left the space and had an amazing vacation. If you are considering a family vacation, while this property is a pretty high price......you won't regret it if you can swing it.

Dates

Guests

Promo code

You won't be charged yet

Sparkling and spotless stays

Arrive at a completely cleaned and inspected home.

Professionally Managed

Our properties are professionally managed to maintain high standards.

Transparent Pricing

No hidden fees or surprise charges. What you see is what you pay.

KW49 - Papa's Hideaway

House in Key West, Florida

Locally Owned & Operated

What our guests are saying...

Overview

Amenities

Sleeping Arrangements

Bedroom 1

Bedroom 2

Bedroom 3

Bedroom 4

Bedroom 5

Bedroom 6

Location

Key West, Florida, Home

Rating