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The Pearl of Key West

  • 16 guests

  • 6 bedrooms

  • 6 bathrooms

    +1 extra toilet

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Spend your days soaking up the island breeze at this laid-back retreat just outside Key West. Tucked inside a quiet gated community, this spacious six-bedroom home is made for group getaways, with a private boat slip, breezy balconies, and enough room for everyone to spread out. The vibrant streets of Old Town are just a few minutes away by car, bike, or golf cart if you're feeling adventurous. Or, you can take it easy, dipping in the pool, or firing up the grill for a sunset dinner. Thoughtful touches like free gym access makes island life feel like a home-from-home.


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What to expect


Highlights

Sink your toes into the white sand of Key West shores

Sink your toes into the white sand of Key West shores

Lounge out by the turquoise pool

Lounge out by the turquoise pool

Dine alfresco on the covered terrace

Dine alfresco on the covered terrace

Like what you see? Explore more of this home

Home truths

    You'll have complimentary access to FYT, a nearby gym.

    There’s free parking for up to four cars and a boat trailer on the driveway.

    The private dock can accommodate one boat up to 40 feet, but there is no power or pump-out service provided. Navigating the Florida Keys can be tricky, so local boating knowledge is advised.

    The ceiling fans in each bedroom only work when the corresponding lights are turned on.

    At full occupancy, six guests will be sharing one room – including two bunk beds with doubles at the bottom. The top bunks are probably best suited for younger guests.

About this stay


Amenities

Outdoor seating

Laptop friendly workspace

Gym

Wi-fi

Air conditioning

Pets allowed

Bedrooms & bathrooms

6 bedrooms, 9 beds

6 bathrooms, 1 additional toilet

Extras


VIP services

Luggage storage

Tickets and experience booking

Additional fees

  • Two well-behaved dogs (40lb and under) are welcome to join you for an additional $15 each per night.

  • Your host can help arrange private boat excursions and chauffeur services for an additional fee.

Additional fees subject to a 3.5% handling charge.

Extras are subject to availability. Please enquire with your host.

Local guide


About Florida Keys

Spanning 126 miles off the southern tip of Florida, towards Cuba, this sweeping string of sun-soaked tropical islands is known as The Florida Keys. The weather is warm all year round, the vibe is laid-back, and the cocktails are potent – it’s the perfect destination for those looking to escape everyday life. Embark on an island-hopping adventure from Key Largo to Key West, exploring colourful coral reefs and white sand...

Explore the area

Local restaurants, cafes, museums, sites and activities, recommended by our community of hosts and travel experts

Explore the Natural Wonders at Bahia Honda State Park

Explore the Natural Wonders at Bahia Honda State Park

Discover the stunning sandy beaches, kayak rentals, and snorkeling tours to a marine sanctuary at Bahia Honda State Park. Immerse yourself in the rare natural communities and native plants while exploring the world below the crystal-clear waters.

45 min
Explore Hemingway's Home and Museum

Explore Hemingway's Home and Museum

Step into the world of Hemingway, surrounded by his personal belongings and original manuscripts. Meet the famous six-toed cats and wander through the lush gardens. An unforgettable journey into the life of a literary legend.

16 min
Savour Locally Sourced Seafood at Thirsty Mermaid

Savour Locally Sourced Seafood at Thirsty Mermaid

Discover an airy corner spot offering delicious seafood, salads, and a raw bar. Enjoy craft beers and wine in a beautifully decorated interior. A must-visit for food enthusiasts.

16 min
Indulge in Blue Heaven's Caribbean Cuisine and Key Lime Pie

Indulge in Blue Heaven's Caribbean Cuisine and Key Lime Pie

This iconic restaurant and bar in Key West offers outstanding Floridian-Caribbean cuisine, including the best key lime pie in Florida. With a funky outdoor courtyard setting, live music, and an art gallery, Blue Heaven is a must-visit for food lovers.

17 min
Experience the Southernmost Point of the Continental U.S.A.

Experience the Southernmost Point of the Continental U.S.A.

At the end of Key West, Florida, stands the Southernmost Point Buoy, a symbol of our nation's vastness. Take unforgettable photos and soak up the vibrant atmosphere of this charming tourist spot.

16 min
Indulge in Schooner Wharf Bar's Seafood Delights

Indulge in Schooner Wharf Bar's Seafood Delights

A local favorite, this open-air bar and restaurant offers delicious seafood dishes, lively atmosphere, and stunning marina views. Enjoy live music and friendly service while savoring their blackened tuna and mahi. Don't miss their tasty cocktails!

16 min
Experience Key West's Finest Rum at the First Legal Rum Distillery

Experience Key West's Finest Rum at the First Legal Rum Distillery

Take a tour, sample a variety of flavors, and sip on refreshing Pina Coladas at this former saloon turned sophisticated rum distillery. Learn about the distillation process and indulge in quality rum that's worth every sip.

17 min
Dine at Point 5

Dine at Point 5

Enjoy upscale food and drink in this Key West restaurant. With a casual house inside and a small patio outside, it's the perfect spot to grab a drink and appetizer at the bar. Superb service and great selection.

16 min
Explore Key West Pottery

Explore Key West Pottery

A delightful shop and gallery showcasing beautiful pottery and 2D art. The friendly staff provide excellent customer service and offer tips for exploring Key West. A must-visit for art lovers.

17 min
Savor Fresh Seafood at B.O.'s Fish Wagon

Savor Fresh Seafood at B.O.'s Fish Wagon

Enjoy delicious fried fish, conch fritters, and grilled shrimp sandwiches at this offbeat eatery in a driftwood shack. Friendly staff and laid-back vibes make it a must-try spot in Key West.

17 min
Indulge in Key Lime Delights at Kermit's Key West Key Lime Shoppe

Indulge in Key Lime Delights at Kermit's Key West Key Lime Shoppe

Experience the ultimate Key Lime pie and more at Kermit's Key West Key Lime Shoppe. From creamy pies to refreshing drinks, this charming bakery and grocery store offers a delightful selection of treats. Don't miss the beautiful garden seating area for a tranquil break.

16 min
Shop at Fausto's Food Palace

Shop at Fausto's Food Palace

Fausto's is an institution, offering a great selection of organic products, artisanal choices, and highest quality produce, meats & cheeses. A must-visit for grocery shopping in a friendly atmosphere.

16 min

Get around

Airport

Key West International

9 min

Florida Keys/Marathon International

1 hr 1 min

Bus stop

College Road & US1

6 min

Local shops & services

Convenience store

1 min

Cafe

10 min

Pharmacy

6 min

Points of interest

Beach

Boca Chica Beach

14 min

Booking policies


House Rules

Children welcome (1-12 years)

Infants welcome (under 12 months)

Pets welcome

No parties or events

No smoking

Good to know

Arrival from 16:00

Departure before 10:00

Air con

Wifi

Cancellation policy

  • Up until

    5

    days

    Cancel at least 5 days before your check-in date for a full refund.

  • Not eligible for a refund once your check-in date is under 5 days away.

Host


This home is managed by Jackie

This home is managed directly by a business. A member of their staff will be your point of contact before and during your stay. Jackie and her team offer stand-out stays in Key West and Tampa Bay. Whether it's organising fun-filled experiences or answering your questions, this friendly team are ready to help with whatever you need.

This home is nominated for the Plum Guide Award.

  • Great hosts, not just great homes – We reject homes managed by hosts who don’t meet our standards of excellence.

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  • Every home scrutinised by experts, they have to meet our standards.
  • Hosts we knowHigh-quality hosting, with track records of high-quality hosting.
  • Impeccably clean, well maintained homes.
  • Peace of mind in the rare event your host cancels.
  • Rated ‘Excellent’ on Trustpilot, delivering exceptional service before, during and after your stay.