Simonton Court Key West > Adults-Only Historic Inn * 4 Pools

Name: Simonton Court Historic Inn & Cottages, Key West
Address: 320 Simonton Street, Key West, Florida, 33040
Price range: US$139+
Rating: 9.1

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Simonton Court Historic Inn & Cottages Key West Swimming Pool photo

Simonton Court Historic Inn & Cottages Key West Amenities photo

Simonton Court Historic Inn & Cottages Key West Exterior photo

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Key details

About the Hotel

320 Simonton Street, Key West, 33040

Close to Simonton Street Beach

Perfect

9.1

/10

4.7

4.8

4-star historic inn and cottages in Key West

Location

Simonton Court Historic Inn & Cottages is located in the Old Town area of Key West, providing easy access to historic attractions. Guests can explore the vibrant streets with world-famous sites just steps from the property. The inn is nestled in a secluded oasis, away from the bustling crowds, while remaining close to local landmarks.

Amenities

The hotel encompasses two acres of beautifully manicured gardens and offers four swimming pools for guest enjoyment, accessible 24 hours a day. A complimentary continental breakfast is available each morning, along with a selection of mimosas, Bloody Marys, or Prosecco for an extra charge. Guests can unwind with refreshments, including local brews and iced tea, available throughout the day at the pool bar.

Rooms

Simonton Court Historic Inn & Cottages offers thirty unique accommodations spread across five buildings, catering to various guest preferences. Options range from intimate Petite Queen rooms to spacious King Suites with living rooms and poolside access. For a more private experience, guests can choose from charming cottages featuring exposed Dade county pine and open-air lofts.

Wellness

A dedicated yoga and meditation space is available next to the Mansion pool, providing guests with opportunities for relaxation and rejuvenation. The hotel also offers on-site bike rentals, which allow guests to explore the island at their own pace, promoting active wellness. Additionally, a day pass to a nearby fitness center is complimentary with direct bookings, enhancing the wellness experience.

Dining

Guests can enjoy a welcoming atmosphere during the Happy Hour event at the Mansion Bar, featuring $5 drinks and complimentary snacks from Friday to Sunday. A breakfast bag option allows early departures to grab food conveniently when traveling. Room service is available for snacks and beverages, ensuring guests have access to refreshments from the comfort of their accommodations.

Highlights

Location: heart of Old Town Key West

Amenities: 4 Swimming Pools

Rooms: King Suite, Poolside

Wellness: Yoga & Meditation Space

Must-do experiences

Visit the Ernest Hemingway Home to see the famous six-toed cats.
Grab a slice of key lime pie at the iconic Kermit's Key West.
Catch the sunset celebration at Mallory Square for local art and music.
Explore the hidden gems of the Key West Cemetery on a quiet stroll.
Don't miss the historic architecture along the Old Town walking tour.

Select your room type

Simonton Court Historic Inn & Cottages offers a variety of rooms including double rooms, family rooms, and suites with breakfast, free cancelations, and special deals

Cottage
2 persons
1 King-size bed
Air conditioning
room details
Queen Room
2 persons
1 King-size bed
Air conditioning
room details
Deluxe Queen Room
2 persons
1 King-size bed
Air conditioning
room details

Show all rooms

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Check-in/ Check-out

Facilities

Simonton Court Historic Inn & Cottages offers amenities for your comfortable stay and unforgettable experiences

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

Simonton Court Historic Inn & Cottages Location

320 Simonton Street, Key West, 33040

Explore Key West

Key West Highlights

Mallory Square

9 minutes' walk

Famous for its sunset celebrations, this vibrant square offers local art, performers, and breathtaking views of the sunset.

The Ernest Hemingway Home and Museum

13 minutes' walk

Hemingway's former residence featuring lush gardens, six-toed cats, and guided tours that delve into his life and works.

Truman Little White House

8 minutes' walk

Historical site where Harry Truman spent his winter vacations, showcasing artifacts and offering guided tours of the home.

Snorkeling at Western Dry Rocks

5 minutes' drive

Thrilling snorkeling adventures showcasing vibrant coral reefs and marine life; rentals and tours available nearby.

Yoga on the Beach

6 minutes' drive

Relaxing yoga sessions on the beach that welcome all skill levels; check schedules for seasonal classes.

Fogarty's

4 minutes' walk

Casual dining with seafood specialties and a lively atmosphere. Popular for its fresh catch and signature tropical cocktails.

Fat Tuesday

3 minutes' walk

Vibrant venue known for its festive atmosphere and famous frozen cocktails; perfect for a casual bite or drink.

Duval Street Bars

7 minutes' walk

Lively nightlife hub with various bars offering live music, karaoke, and a fun atmosphere ideal for all ages.

Key West Theater

10 minutes' walk

Home to local performances, live music, and stand-up comedy; check their schedule for events suitable for families.

Getting around

City Centre
Key West 26 min · 1.3 mi
Airports
Key West International (EYW) 10 min · 3.9 mi

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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.

Children & extra beds

There are no cots provided in a room.

Pets

Pets are not allowed.

Number of rooms:

Former name

simonton court historic inn & guesthouse

Reviews and Ratings

Feedback about Simonton Court Historic Inn & Cottages from previous guests about their experience.

Review score

Based on 855 verified reviews

9.4 /10

Perfect

96 %

Recommend

Cleanliness

9.2/10

Comfort

9.2/10

Facilities

9.1/10

Free WiFi

7.8/10

Location

9.7/10

Staff

9.5/10

Value for money

8.7/10

Emma from Australia

Couple

King Room

4 nights in August 2025

Reviewed: October 08, 2025

9.3/10

Romantic Getaway at a Lush Oasis

warm welcome spacious balcony perfect breakfast

Heather welcomed my husband and me so warmly. The Mansion's second-floor room included a spacious balcony overlooking Eaton Street (it was so private!). The included breakfast provided a perfect start each day.

The parking fee of $30 per day felt a little high, especially since we didn't use the car much.

Rooms

9/10

The King Room was large, and the bathroom even largerwith ample space for us to relax. Housekeeping planned around our schedule each day. The staff checked in via text to ensure we had everything we needed.

Dining

10/10

Breakfast poolside offered a relaxing start to the day. The breakfast included a variety of fresh options. The atmosphere was perfect for a leisurely meal.

Location

9/10

The location allowed easy access to shops, restaurants, and attractions. It was simple to explore the area.

0 Helpful

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Naomi from Israel

Couple

King Room

3 nights in June 2025

Reviewed: July 11, 2025

9/10

heated pools convenient water station outdoor table

the hotel features four lovely heated pools accessible 24/7. a convenient water station offered fresh water for filling bottles. breakfast was made to order and delivered to my outdoor table each morning.

the assigned room lacked ideal blackout options making the room light at night

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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 parking available at Simonton Court Historic Inn & Cottages?

Private parking is available on-site for 30 USD per day, but a reservation is required.

What amenities are provided in the rooms at Simonton Court Historic Inn & Cottages?

Rooms include air conditioning, a multi-channel television, a mini bar refrigerator, and coffee/tea making facilities.

Are there any dining options available at Simonton Court Historic Inn & Cottages?

A complimentary light continental breakfast is included with all rooms.

What nearby attractions are within a short distance from Simonton Court Historic Inn & Cottages?

The Southernmost Point is a 5-minute drive, while the Ernest Hemingway Home and Museum and Mallory Square are approximately 3 minutes and 2 minutes away, respectively.

Does Simonton Court Historic Inn & Cottages offer any business services?

Concierge services are available for guests to assist with local attractions and activities.

What types of guests typically visit Simonton Court Historic Inn & Cottages?

The hotel appeals mainly to couples seeking romantic getaways and solo travelers looking for a peaceful retreat.