Pros

  • Quiet, value property close to the beach and Duval Street
  • Tropically landscaped grounds with outdoor seating areas for all rooms
  • Rooms have local artwork and mini-fridges; suites have kitchenettes
  • Breakfast courtyard with free continental buffet
  • On-site bike rentals (for a fee) and a hammock
  • Property offers luggage storage and recommends activities
  • Free Wi-Fi and parking
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Cons

  • No pool
  • Deposit required when booking rooms
  • Rooms near the stairs can be noisy
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Bottom Line

The Grand Guesthouse is a cozy, value property with 10 rooms and a quiet setting within walking distance of Duval Street. Free breakfast is served on a worn wood patio, and bike rentals and touring assistance are offered. Guest rooms are decorated with tropical flair and local artwork, and have mini-fridges and free Wi-Fi. Guests may want to check out the Knowles House B&B, which has a pool. 

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Oyster Hotel Review

The Grand Guesthouse

Scene

Affordable, historic property with tropical gardens and a courtyard breakfast area

The Grand Guesthouse was built in the 1880s as a home for cigar manufacturer workers, and has since been converted to a single-family home, and then a rooming house. These days, the property tends to appeal to couples on Key West getaways, and those who want a quiet atmosphere within close proximity of Duval Street and the beach. With its lush, tropical landscaping, front porch with wicker chairs, and kitschy touches like pink flamingos and metal iguanas, the property has a low-key, romantic charm. Inside, despite being a bit cramped, the office is lovely and welcoming with wood floors, warm yellow walls, a leaf-shaped ceiling fan, tourism brochures, and framed photography -- these are the kind of personalized details that lend the property a unique appeal. Railings and fences are painted bright white, setting off the abundant natural foliage, while a worn wooden walkway winds around the cottage to the breakfast terrace. Here, guests can dine on wooden lounge chairs with blue-and-yellow-striped cushions. There’s also a hammock in the garden.

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Location

On a sleepy street in Key West, a short walk from Duval Street and South Beach 

This guesthouse is in a quiet neighborhood, and about a half-mile from livelier Duval Street, with plenty of bars and restaurants. South Beach is a 10- to 15-minute walk, while the Ernest Hemingway Home and Key West Lighthouse are about 15 minutes' walk. It's about a five-minute drive to Truman Little White House, Key West Aquarium, and the Sunset Celebration at Mallory Square. Key West Bight Ferry Terminal takes five minutes by car. The Key West International Airport is a 10-minute drive.

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Rooms

Beachy rooms have local artwork and mini-fridges, and suites offer kitchenettes

Interior decor is modest and beachy, and quite cozy thanks to breezy ceiling fans and wood-paneled walls, some painted pale blue. Local artwork and kitschy tropical touches, like iguana and toucan wall hangings, enhance the views of leafy plants visible through guest rooms windows. Each room is air-conditioned and has a mini-fridge, TV with cable channels, iPod docking station and CD player, and free Wi-Fi; suites have kitchenettes with sinks, microwaves, and coffeemakers, and separate dining and living areas, some with vintage couches. Bathrooms have shower/tub combos, eco-friendly products, and hairdryers. Beach towels are available on request. All rooms have outdoor seating areas. 

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Features

Free breakfast, bike rentals, concierge service, and parking on-site

The free, daily breakfast buffet is quite extensive and served outside on the wood patio; items include hard-boiled eggs, bagels and English muffins, a sweets tray, fruit, yogurt, coffee, tea, and orange juice. At the entrance to the guesthouse is a gravel parking lot that’s free for guests. Red bicycles are parked in the garden and available to rent for a fee. Luggage storage is also offered at no additional charge. The staff provides concierge services, recommending restaurants, water-sports activities, and shopping, and sometimes offering coupons. Business services, including printing and copying, can also be requested. 

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Oyster Hotel Review

The Grand Guesthouse

Scene

Affordable, historic property with tropical gardens and a courtyard breakfast area

The Grand Guesthouse was built in the 1880s as a home for cigar manufacturer workers, and has since been converted to a single-family home, and then a rooming house. These days, the property tends to appeal to couples on Key West getaways, and those who want a quiet atmosphere within close proximity of Duval Street and the beach. With its lush, tropical landscaping, front porch with wicker chairs, and kitschy touches like pink flamingos and metal iguanas, the property has a low-key, romantic charm. Inside, despite being a bit cramped, the office is lovely and welcoming with wood floors, warm yellow walls, a leaf-shaped ceiling fan, tourism brochures, and framed photography -- these are the kind of personalized details that lend the property a unique appeal. Railings and fences are painted bright white, setting off the abundant natural foliage, while a worn wooden walkway winds around the cottage to the breakfast terrace. Here, guests can dine on wooden lounge chairs with blue-and-yellow-striped cushions. There’s also a hammock in the garden.

See More Scene

Location

On a sleepy street in Key West, a short walk from Duval Street and South Beach 

This guesthouse is in a quiet neighborhood, and about a half-mile from livelier Duval Street, with plenty of bars and restaurants. South Beach is a 10- to 15-minute walk, while the Ernest Hemingway Home and Key West Lighthouse are about 15 minutes' walk. It's about a five-minute drive to Truman Little White House, Key West Aquarium, and the Sunset Celebration at Mallory Square. Key West Bight Ferry Terminal takes five minutes by car. The Key West International Airport is a 10-minute drive.

See More Location

Rooms

Beachy rooms have local artwork and mini-fridges, and suites offer kitchenettes

Interior decor is modest and beachy, and quite cozy thanks to breezy ceiling fans and wood-paneled walls, some painted pale blue. Local artwork and kitschy tropical touches, like iguana and toucan wall hangings, enhance the views of leafy plants visible through guest rooms windows. Each room is air-conditioned and has a mini-fridge, TV with cable channels, iPod docking station and CD player, and free Wi-Fi; suites have kitchenettes with sinks, microwaves, and coffeemakers, and separate dining and living areas, some with vintage couches. Bathrooms have shower/tub combos, eco-friendly products, and hairdryers. Beach towels are available on request. All rooms have outdoor seating areas. 

See More Rooms

Features

Free breakfast, bike rentals, concierge service, and parking on-site

The free, daily breakfast buffet is quite extensive and served outside on the wood patio; items include hard-boiled eggs, bagels and English muffins, a sweets tray, fruit, yogurt, coffee, tea, and orange juice. At the entrance to the guesthouse is a gravel parking lot that’s free for guests. Red bicycles are parked in the garden and available to rent for a fee. Luggage storage is also offered at no additional charge. The staff provides concierge services, recommending restaurants, water-sports activities, and shopping, and sometimes offering coupons. Business services, including printing and copying, can also be requested. 

See More Features

Best Rates

Amenities

  • Air Conditioner

  • Balcony / Terrace / Patio

  • Basic Television

  • Cable

  • Concierge

  • Free Breakfast

  • Full Kitchen

  • Internet

  • Kids Allowed

  • Separate Bedroom / Living Room Space

  • Swim-Up Bar

Disclaimer: This content was accurate at the time the hotel was reviewed. Please check our partner sites when booking to verify that details are still correct.