Simonton Court Historic Inn & Cottages Key West Swimming Pool photoSimonton Court Historic Inn & Cottages Key West Amenities photoSimonton Court Historic Inn & Cottages Key West Exterior photo

SIMONTON COURT HISTORIC INN & COTTAGES, Key West

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From$175 /night
Check-in
03Jun
Check-out
04Jun
Rooms and Guests2 Guests, 1 Room
Key details

Property overview

320 Simonton Street, Key West, 33040
-
Close to Simonton Street Beach
Perfect
9.1
/10
4.7
4.8
/5

Rooms and Cottages

Simonton Court Historic Inn & Cottages offers thirty unique rooms across five buildings on two acres in Old Town Key West. Options include Petite Queen rooms with queen beds, Deluxe Queen rooms with private porches, Standard King rooms with small balconies, and Deluxe King rooms with private sundecks. King Suites feature poolside access, living rooms, and wet bars. Cottages offer king bedrooms, queen beds in lofts, living areas, wet bars, and private porches. Select units have seating areas. Cottages feature exposed Dade county pine, wood floors, and porches. The Mansion, a Victorian residence, is located near the largest pool and breakfast bar.

Dining Options

Simonton Court Historic Inn & Cottages is located in Duval and features island-inspired Small Plates with Caribbean spices and local seafood. The inn provides a complimentary light continental breakfast. Guests can add a Mimosa, Bloody Mary, or Prosecco for $5. A breakfast-to-go option is available for early departures. Room service/Mini Bar is available for beverages and snacks. Guests can enjoy local brew, iced and hot tea, and filter water at the pool bar, plus fresh Keurig coffee in their room.

Leisure and Entertainment

Simonton Court Historic Inn & Cottages features four outdoor pools open 24 hours. A yoga and meditation space is available next to the Mansion pool. Happy Hour is available Friday to Sunday, 3-5 PM, at the Mansion Bar, with $5 drinks and complimentary snacks. Welcome Hour is every Monday and Thursday at 3-4 pm at the Mansion Bar, with $5 cocktails. Guests can enjoy one of the island's gyms, a block away, with classes available for $15/day. On-site bike rentals are $20/day.

Location and Accessibility

Simonton Court Historic Inn & Cottages is located off Duval Street in Key West. The Southernmost Point of the continental United States is 5 minutes' drive from the inn. Landmarks nearby include: The Studios of Key West (0.3 km), Curry Mansion (0.3 km), Mallory Square (0.5 km), Nancy Forrester's Secret Garden (0.5 km), Duval Street (0.5 km), Key West Butterfly and Nature Conservatory (1 km). Accessibility is part of the inn's mission statement, with continual staff training and formal quality assurance methods.

Services and Amenities

Simonton Court Historic Inn & Cottages offers complimentary Wi-Fi. It provides 24-hour front desk assistance, text & phone assistance, luggage storage, and concierge services. Housekeeping is available daily from 8 AM to 1 PM. Guests can enjoy a complimentary 12 PM checkout and one complimentary drink ticket per guest. The inn provides accessibility support through an accessibility officer and training for staff. Simonton Court collects visitor domain information for online storefront account authorization.

“The collection of historic cottages, set just off Duval Street, offers a serene contrast to Key West's lively atmosphere. With multiple pools nestled among lush gardens, the adult-only inn feels remarkably private and intimate. It stands out for its meticulously preserved architecture and personalized service.”
Hotel logo
David MillerEditor, Ohotel

Choose your preferred room

The property features double rooms, family rooms, and suites, often including breakfast, free cancellation, and special offers
  • Cottage
    2 persons
    1 King-size bed
    Air conditioning
  • Queen Room
    2 persons
    1 King-size bed
    Air conditioning
  • Deluxe Queen Room
    2 persons
    1 King-size bed
    Air conditioning
Show all rooms

Calendar of room availability and rates

See current availability and pricing for your dates
June 2026 - June 2027
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Check-in/ Check-out

Facilities

Amenities are designed to ensure comfort and memorable stays
Facilities: Perfect
9.1/10Review score

General

  • Non-smoking rooms
  • Free Wi-Fi in public areas
  • Parking
  • Safe deposit box
  • 24-hour reception
  • No pets allowed
  • Security
  • Adults only
  • Luggage storage
  • Vending machines
  • Smoke detectors
  • Fire extinguishers

Sports & Fitness

  • Diving
  • Snorkelling
  • Canoeing
  • Cycling
  • Golf course
  • Fishing

Services

  • Housekeeping
  • Laundry
  • Dry cleaning
  • Tours/Ticket assistance
  • Grocery shopping service

Business

  • Fax/Photocopying

Spa & Leisure

  • Outdoor swimming pool
  • Sun loungers
  • Garden area

Room features

  • Air conditioning
  • Mini-bar
  • Terrace
  • Garden furniture
  • Tea and coffee facilities
  • Ironing facilities
Show more

Simonton Court Historic Inn & Cottages Location

320 Simonton Street, Key West, 33040
Explore Key West
Explore Key West
  • Top Attractions
  • Activities
  • Dining
  • Entertainment
Mallory Square
9-minute walk
Mallory Square features vibrant sunset celebrations with street performers and local artisans, creating a lively atmosphere daily.
The Ernest Hemingway Home and Museum
13-minute walk
The historic home offers guided tours showcasing Hemingway's life and works, complete with beautiful gardens and six-toed cats.
Truman Little White House
8-minute walk
This museum offers insights into Truman's presidency, featuring guided tours and a chance to see original furnishings and decor.
Key West Aquarium
8-minute walk
The aquarium features interactive exhibits and hands-on animal encounters, perfect for families seeking educational fun.
Water Sports Activities
5-minute drive
Water sports such as snorkeling and jet skiing are available through local rentals. Explore the reefs and enjoy thrilling adventures.
Yoga by the Sea
10-minute walk
Relaxation-focused yoga classes set on the beach provide a serene experience with ocean views, ideal for all skill levels.
Duval Street Bar Hop
7-minute walk
Experience local nightlife by visiting vibrant bars and live music venues along historic Duval Street, great for socializing.
Hard Rock Cafe
3-minute walk
Famous for its rock memorabilia, this casual spot serves classic American fare, including burgers, sandwiches, and signature drinks.
Fogarty's
4-minute walk
This lively restaurant offers a menu of fresh seafood and comfort food, with a vibrant atmosphere perfect for families and casual diners.
Fat Tuesday
3-minute walk
Known for its famous daiquiris and casual vibe, this bar offers a variety of frozen drinks and tasty snacks in a fun setting.
The Green Parrot Bar
7-minute walk
A local favorite, this bar features live music and a laid-back vibe. Enjoy lively evenings and great drinks in a welcoming atmosphere.
Key West Theater
10-minute walk
Host to a variety of performances, from live music to theatrical shows, this venue offers entertainment for all ages and interests.
Local transportation
  • City Centre
    Key West 26 min  ·  1.3 mi
  • Airports
    Key West International (EYW) 10 min  ·  3.9 mi
Looking for early booking discounts?
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Check Rates
Property information and rules
Check-in
from 15:00-23:59
Check-out
until 11 am
Guest Parking
Private parking is possible on site (reservation might be needed) at true.
Internet
Wireless internet is available in public areas for free.
Breakfast
At the hotel Simonton Court Historic Inn & Cottages guests are invited to a full breakfast served for free.
Children & extra beds
There are no cots provided in a room. 
Pets
Pets are not allowed.
Number of rooms:
30
Former name
simonton court historic inn & guesthouse

Guest ratings and reviews

Guest feedback from past stays
Review score
Based on 629 verified reviews
9.3 /10
Perfect
95 %
Recommend
Cleanliness
9.2/10
Comfort
9.2/10
Facilities
9.1/10
Free WiFi
8.2/10
Location
9.7/10
Staff
9.4/10
Value for money
8.7/10
Pros
Friendly staff
Great location
Multiple pools
Cons
Limited sun
Guest reviews
based on 1004 reviews
9.1/10
No reviews yet on our siteUnfortunately, our guests have not yet left any reviews for this hotel, but you can read reviews from Booking.com.
Open reviews
FAQs
About Simonton Court Historic Inn & Cottages
What are the check-in and check-out times at Simonton Court Historic Inn & Cottages?
Check-in is at 15:00 and check-out is at 11:00.
Is there a parking facility at Simonton Court Historic Inn & Cottages?
Private parking is available on-site for 30 USD per day, but reservation is needed.
Are there any dining options available at Simonton Court Historic Inn & Cottages?
A complimentary light continental breakfast is included with all rooms.
What recreational facilities are available at Simonton Court Historic Inn & Cottages?
Guests can enjoy four outdoor pools and bicycle rentals.
What notable attractions are near Simonton Court Historic Inn & Cottages?
Nearby attractions include the Southernmost Point (1 km), Ernest Hemingway Home and Museum (1 km), and Mallory Square (1 km).
What amenities are provided in the guest rooms at Simonton Court Historic Inn & Cottages?
Rooms include air conditioning, a multi-channel television, a refrigerator, and a balcony or patio.
What services are available for guests at Simonton Court Historic Inn & Cottages?
The hotel offers a concierge service, daily maid service, and luggage storage.
Is Wi-Fi available for guests at Simonton Court Historic Inn & Cottages?
Free Wi-Fi is available throughout the property.
Can you find any nearby restaurants to Simonton Court Historic Inn & Cottages?
Nearby restaurants include China Garden West Downtown (0.5 km), Fat Tuesday (0.5 km), and Hard Rock Cafe (0.5 km).

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