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Simonton Court

4.8(550)
Hotel

About

Simonton Court delivers a refined Key West stay with historic buildings set among lush tropical gardens and four private pools, perfect for small group gatherings or relaxed business retreats. Each room features a private balcony or deck, blending old-world charm with modern comfort.

The gated property offers a quiet oasis just steps from Duval Street's energy, with a breakfast and bar area by the pool that encourages casual morning meetings or informal networking. Its intimate scale and attentive service make it a distinctive choice for corporate groups seeking both lodging and event space in the heart of the city.

Best for

  • Intimate executive retreats with private pool access
  • Multi-night stays near Key West’s business hub
  • Casual breakfast meetings in lush garden settings

Request a Package

Tell the venue what you're planning and they'll respond with a custom proposal within 1–2 business days.

Group Meeting

Custom request

Professional meeting space for your team — whether it's a meeting, training, workshop, or multi-day offsite. Half-day, full-day, or multi-day — with the option to request AV, catering, and your preferred room layout.

What's typically included

  • Meeting room & layout
  • Food & beverage
  • AV & technology

Room Block

Custom request

Reserve a block of rooms for your group — ideal for multi-day conferences, offsites, or any event where attendees are traveling from out of town.

What's typically included

  • Reserved guest rooms for your group
  • Flexible check-in & check-out dates
  • Negotiated group rates

Meeting + Room Block

Custom request

Bundle your meeting space and guest rooms in one request — perfect for multi-day offsites and conferences where the team meets by day and stays overnight.

What's typically included

  • Meeting room & layout
  • Food & beverage
  • AV & technology
  • Reserved guest rooms for your group

Venue Details

Standout features

Setting
Historic buildings with lush tropical gardens
The property features multiple historic buildings with weathered finishes and exposed beams, set among lush tropical gardens that create a calming, private oasis in the heart of Key West.
Outdoor Amenities
Multiple private and central pools
Guests have access to four pools including private pools for some buildings and a larger central pool, each surrounded by tropical landscaping and poolside seating, offering versatile options for relaxation or small group gatherings.
Accommodations
Rooms with private balconies or patios
All rooms offer outdoor space with balconies or large decks, some covered and some open-air, providing natural light and views of the garden setting, enhancing the guest experience with indoor-outdoor living.

At a glance

Rated 4.8 on Google · 550 reviews