The 8 BEST Hotels for Long Stays in Key West 2026
Discover Key West hotels with the space, comforts, and location for a longer island stay. Finding a comfortable Key West hotel for an extended stay takes careful research. This list highlights options suited to settling in and exploring the island.
1401 Simonton Street, Key West
Full kitchens and in-suite laundry make longer stays easy. Every two-level suite gives you a full kitchen, washer and dryer, and room to spread out between outings. Two heated pools and garden courtyards make staying in feel just as appealing as heading out. You’re one block from the Atlantic shore and an 11-minute walk from the Ernest Hemingway Home and Museum, a historic house museum. You’ll settle into a polished island home with real room for a week or more.
411 William Street, Key West
Victorian-style rooms pair kitchens with a shady garden. Victorian-inspired rooms pair kitchens with seating areas, so you can make breakfast and settle into your own rhythm. Laundry facilities and a garden terrace make practical longer stays feel relaxed. You’re two minutes on foot from Key West’s seaport and about 12 minutes from the Key West Aquarium, a marine-life attraction. You get an intimate Old Town stay that feels more like a lived-in island house than a hotel.
617 Front St, Key West, FL 33040
Waterfront suites bring full kitchens and marina-side living. Choose a one- or two-bedroom suite with a full kitchen, living room, and balcony, giving you room to unpack and cook. The waterfront pool, private beach, and on-site laundromat keep downtime and daily routines easy. You’re about five minutes’ walk from Mallory Square, the harborfront sunset gathering spot, and the Key West Shipwreck Museum, a maritime history museum. You get an easygoing marina-side stay with the comforts to settle in for longer.
517 Truman Avenue, Key West
Roomy self-catering suites come with full kitchens. The larger suites give you a full kitchen, dining area, and separate bedrooms, so settling in feels natural. Furnished apartments and cottage options offer space to spread out instead of living out of a suitcase. You’re three minutes on foot from the Ernest Hemingway Home and Museum, a historic house museum, and five minutes from Duval Street, the island’s main shopping and nightlife strip. You’ll feel at home in the middle of Old Town, especially on a family or friends’ stay.
1445 South Roosevelt Boulevard, Key West
Spacious condo-style stays include fully equipped kitchens. Apartment-style studios and one- or two-bedroom condos come with fully equipped kitchens and private balconies, making meals and downtime easy. Two pools, a hot tub, and marina access bring a relaxed resort rhythm to longer visits. You’re about two miles from Duval Street, Key West’s central shopping and dining strip, and an eight-minute drive from the Key West Shipwreck Museum, a maritime history museum. You’ll find a laid-back, roomy stay that suits you if you like a quieter pace between island outings.
3444 N Roosevelt Boulevard, Key West, Florida, 33040, Key West
Balconied suites give you space to cook and unwind. Suites pair a kitchenette with a living area and private balcony, so you can make simple meals and spread out. A pool overlooking the water and laundry service help longer stays feel comfortable and unhurried. You’re about 3.1 miles from Duval Street, the island’s shopping and dining spine, and the Ernest Hemingway Home and Museum, a historic house museum. You get a spacious, easygoing retreat for settling into Key West at your own pace.
903 Eisenhower Dr, Key West
Harbor views, kitchenette rooms, and coin laundry simplify stays. Select rooms add a kitchenette, while the larger houseboat has a full kitchen and separate living space. A patio, barbecue grills, and coin laundry lend a friendly, lived-in feel to longer visits. You’re across from Key West City Marina, a working harbor, and about 1.6 miles from Mallory Square, the waterfront sunset gathering spot. You’ll enjoy a casual marina-side stay with practical comforts and a distinctly local feel.
511 Angela Street, Key West
A tucked-away kitchenette suite keeps Old Town close. The Havana Suite adds a kitchenette for easy breakfasts and snacks, while the inn’s tropical setting keeps things relaxed. Indoor-outdoor seating and a pool give you a comfortable place to slow down between neighborhood wanderings. You’re steps from Duval Street, Key West’s central nightlife strip, and a 10-minute walk from the Ernest Hemingway Home and Museum, a historic house museum. You get a friendly, courtyard-style stay with everyday comforts close at hand.
Frequently Asked Questions
What amenities should I look for in a hotel for a long stay in Key West?
Look for hotels that offer a kitchenette or full kitchen, laundry facilities, and spacious living areas. These amenities can greatly enhance your comfort during an extended visit.
Are there hotels in Key West that offer discounts for long-term stays?
Yes, many hotels provide special rates for extended stays. Be sure to inquire directly with the hotel about any long-stay promotions or packages they may have available.
Which neighborhoods in Key West are best for long stays?
Consider staying in neighborhoods like Old Town for easy access to local attractions or the quieter area of New Town for a more residential feel. Each area offers unique experiences.
What is the average length of stay for hotels in Key West?
Hotels in Key West often accommodate stays ranging from a week to several months. Many guests enjoy the relaxed atmosphere for extended vacations or remote work.
How close are hotels to the beach and local attractions?
Many hotels in Key West are within walking distance of popular attractions such as Duval Street and the beach. Check the hotel's location on a map to plan your activities.
Are there pet-friendly hotels in Key West for long stays?
Yes, some hotels in Key West welcome pets. If you plan to bring your furry friend, confirm the pet policy and any associated fees with the hotel ahead of time.
What should I know about parking options at hotels in Key West?
Parking can be limited in Key West. Many hotels offer on-site parking, but it's advisable to confirm availability and any associated costs when booking your stay.
Can I find hotels with outdoor spaces for relaxation in Key West?
Yes, look for hotels that feature patios, balconies, or gardens. These spaces can provide a great spot for relaxation and enjoying the beautiful Key West weather.
Do hotels in Key West provide housekeeping services for long stays?
Most hotels offer housekeeping services, but the frequency may vary. Be sure to inquire about the schedule and any options for additional cleanings during your stay.
What types of activities are available near hotels in Key West?
Key West offers a variety of activities, including snorkeling, fishing, and visiting local museums. Many hotels can assist with booking excursions or provide recommendations for exploring the island.



