The Pearl of Key West
16 guests
-
6 bedrooms, 9 beds
6 bathrooms
+1 extra toilet
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Do you have a question about this home or the local area?
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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Ask the host anything
Do you have a question about this home or the local area?
What to expect
Highlights

Sink your toes into the white sand of Key West shores

Lounge out by the turquoise pool

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
Parking available
Washing machine
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
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.

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.

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.

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.

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.

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!

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.

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.

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.

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.

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.

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.
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.
The Plum Promise
- 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.