Where to Stay for Your Key West Wedding: Best Areas & Hotels

Accommodations in Key West, FL: A Guide to Lodging Options & Local Laws
Key West, Florida, is a dream destination for travelers seeking sun, history, and vibrant culture. But choosing the right place to stay can make or break your trip. From historic inns to modern resorts, this guide breaks down the pros and cons of Key West’s lodging options—plus critical city laws to know before booking.

Types of Accommodations in Key West

1. Boutique Hotels & Historic Inns

Examples: The Gardens Hotel, Marquesa Hotel, Cypress House Hotel
Pros:

Charm & Character: Many are restored 19th-century Conch-style homes with lush gardens and antique décor.
Prime Locations: Clustered in Old Town, steps from Duval Street, Mallory Square, and Hemingway Home.
Personalized Service: Intimate settings with attentive staff.
Cons:
Limited Amenities: Few have pools or fitness centers.
Pricey: Rates soar during peak season (December–April).

2. Resorts & Luxury Hotels

Examples: Ocean Key Resort & Spa, Casa Marina Key West, The Reach (Waldorf Astoria)
Pros:

Amenities Galore: Pools, spas, beach access, and on-site dining.
Family-Friendly: Larger rooms, kid’s clubs, and water sports.
Wedding/Event Spaces: Ideal for destination weddings.
Cons:
Expensive: Nightly rates often exceed $500+ in high season.
Less Local Flair: Generic luxury compared to historic properties.

3. Vacation Rentals (Condos, Cottages, Homes)

Examples: Sunset Key Cottages, Old Town cottages, New Town villas
Pros:

Space & Privacy: Full kitchens, multiple bedrooms, and private pools.
Cost-Effective for Groups: Split costs among families or friends.
Live Like a Local: Residential neighborhoods offer quieter stays.
Cons:
Strict Regulations: Many rentals require 28+ day stays (see Laws below).
Limited Availability: Legal short-term rentals are scarce in Old Town.

4. Bed & Breakfasts (B&Bs)

Examples: Artist House, Mermaid & The Alligator, Almond Tree Inn
Pros:

Homestyle Hospitality: Gourmet breakfasts and insider tips from hosts.
Romantic Vibe: Popular for couples and honeymooners.
Cons:
Noise Concerns: Thin walls in historic buildings.
Fewer Room Options: Often booked months in advance.

5. Budget-Friendly Motels & Guesthouses

Examples: Blue Marlin Motel, Key West Harbor Inn, NYAH (Not Your Average Hotel)
Pros:

Affordable: Rates as low as $150/night in shoulder seasons.
Central Locations: Many are bike- or walkable to attractions.
Cons:
Basic Amenities: Minimal frills; some lack pools or elevators.
Noise: Proximity to bars on Duval Street can mean late-night crowds.

Key West’s Accommodation Laws: What Travelers Need to Know

Key West has strict regulations to preserve its residential character and historic charm:

1. Short-Term Rental Restrictions

28-Day Minimum: Most vacation rentals in residential zones require stays of 28+ days.
Licensed Rentals Only: Only properties with a “Transient Rental License” can legally rent for under 28 days. Verify licenses on the City of Key West website.
Old Town Limits: Few short-term rentals are allowed in historic districts to curb over-tourism.

2. Noise Ordinances

Quiet Hours: 10 PM–7 AM in residential areas. Fines apply for disruptive parties.
Decibel Limits: Music/events exceeding 75 decibels (measured from the property line) can result in penalties.

3. Parking Rules

Limited Parking: Many hotels and B&Bs lack parking. Street parking requires permits in residential zones.
Resort Fees: Some hotels charge daily fees ($20–$50) for parking and amenities.

4. Historic Preservation Rules

Renovation Limits: Properties in Old Town must maintain historic façades, which can limit modern upgrades.

How to Choose the Right Accommodation

For Romance: Boutique B&Bs or luxury resorts with sunset views.
For Families: Resorts with pools and kid-friendly amenities.
For Budget Travelers: Motels in New Town or licensed short-term rentals (if available).
For Groups: Book early for legal vacation rentals with 28+ day stays.

Final Tips

Book Early: Key West’s lodging fills up fast, especially November–April.
Verify Rentals: Avoid illegal listings by confirming licenses.
Consider Location: Old Town = walkable but noisy; New Town = quieter but requires bikes/cars.

Key West’s eclectic lodging options cater to every style, but knowing the rules ensures a smooth, stress-free stay. Whether you’re sipping coffee on a B&B porch or lounging at a beachfront resort, you’ll find your slice of paradise in the Conch Republic. 🏝️🔑