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Holiday rentals in Monroe County

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Top-rated holiday rentals in Monroe County

Guests agree: these stays are highly rated for location, cleanliness, and more.

SUPERHOST
  1. Entire apartment
  2. Key West
Key West Studio a short walk from Higgs & Duval

This clean, cozy studio is located in old town, just a 10 minute walk to Higgs Beach and a 15 minute walk to Duval St. Grab a bike from the local shop next door and explore all Key West has to offer. You are close to all the great local restaurants and shops. There is also a full kitchen if you prefer to cook at home. The grill out back in the garden is perfect for a BBQ. There is snorkeling, boat tours, fishing, and water sports nearby.

  1. Private room
  2. Key West
Steps off Duval - Malaga - Beautiful Queen Room with private patio, INCLUDED IN THE PRICE: breakfast, happy hour, bicycles & parking.

One of 6 rooms at Andrews Inn! Neighbor with the Hemingway House, a beautifully decorated room with private bathroom. New AC, tower fan, a new queen-size NECTAR mattress, private little patio, desk, Smart TV with Netflix, free Wi-Fi, coffee machine, in-room refrigerator. We are an owner-operated Guest House where you will feel a lovely welcoming and a relaxing atmosphere. Included in the price: breakfast, happy hour, bicycles & parking. Best location in Key West!

SUPERHOST
  1. Entire rental unit
  2. Key West
At Mine | Key West Suite steps from Duval Street

Beautifully renovated boutique hotel suite steps from Duval Street. This property is situated on a quiet street and offers a private pool and peaceful accommodation for vacationers and business travelers. The unit features a comfortable Queen-sized bed, hangers, TV, and A/C. Indulge in Key West's warm weather year-round. This special place is close to everything, making it easy to plan your visit.

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Other great holiday rentals in Monroe County

SUPERHOST
  1. Entire rental unit
  2. Key West
Great Old Town Location, Steps to Mallory Square
SUPERHOST
  1. Entire guest suite
  2. Key West
Tennessee Williams' Rose Tattoo Apartment Old Town
SUPERHOST
  1. Entire rental unit
  2. Key West
The Golden Heron; a 2 bedroom Old Town home
SUPERHOST
  1. Entire apartment
  2. Key West
True Paradise
SUPERHOST
  1. Entire rental unit
  2. Key West
Old Town Studio Apartment • Walk Everywhere!
  1. Entire home
  2. Key West
Mango Tree Cottage
SUPERHOST
  1. Entire rental unit
  2. Key West
Duval Balcony - Suite Mischief
SUPERHOST
  1. Entire rental unit
  2. Key West
At Mine | Lovely Suite steps from Duval Street
SUPERHOST
  1. Entire rental unit
  2. Key West
Happy Harbor Walk Apartment • Old Town
  1. Entire cottage
  2. Key West
1 bedroom Cottage
  1. Entire rental unit
  2. Key West
Luxurious upstairs apartment with pool #3
SUPERHOST
  1. Private room
  2. Key West
Nuns Room, A single travelers delight!
  1. Airbnb
  2. United States
  3. Florida
  4. Monroe County