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Old Town Key West by Southernmost Beach and Duval Main Street.

Bedrooms 5
Space 2,700 sq. ft.
Property type house
Minimum Stay 5 - 7 nights


About the property

5 Bedroom, 4 Bathrooms, Sleeps up to 12

Prime Old Town Walking Location. Across the Street from Southernmost on the Beach, and down the Street from the Southernmost Point. No need for a car but we do have parking. Large outdoor swimming pool. Balcony seating areas to watch the world go by. Seaside place is a five bedroom four bath vacation rental downtown Key West location is 1 1/2 blocks from the southernmost point and 14 blocks away from Malory square.

Property Manager
Sharon Simpson
Member since: 2009
Speaks: english
Response time:
Within a few hours
Response rate:
Calendar last updated:
October 22, 2017

About Sharon Simpson

Like the home’s original turn-of-the-century owners, Joyce Moore and her husband, Craig Fazio, landed on Key West from the Caribbean. In 1994, after a period of sailing the turquoise seas in a 33-foot boat Craig built by hand, the pair embarked on a new path of restoring historic properties and innkeeping. While Craig and Joyce focus on the hands-on behind-the-scenes restoration work, their dear friend Sharon Simpson, who they met in Panama in their sailing days. All three are passionate and experienced travelers who know what it takes to create first-class accommodations, so all the little details that make for an easy and memorable vacation are provided at Seaside Place.

Sharon Simpson purchased this house in 1999

Why Sharon Simpson chose Key West

Seaside place is located in a great Old Town neighborhood. Close to the beach and all that Key West has to offer. After hands on renovation and running Casa Key West, a 7 unit Guest House around the corner we decided to downside by selling the Guest House and Opening Seaside Place.


Nearest Airport
5 Miles
EYW Key West (AA, Delta, Continental plus)
Nearest Barpub
0.1 Miles
Across the Street
Nearest Ferry
3 Miles
Key West Express from Ft Meyers Beach
Nearest Golf
5 Miles
Stock Island 1 Island off Main Key.
Nearest Restaurant
0.1 Miles
Across the Street, Next Door
Nearest Beach
0.1 Miles
Southernmost Beach
Car: not necessary

Other Activities: Spa, shopping, kayaking.


Uptown/Upper Duval House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 2700 sq. ft.
House Rules:
  • Max. occupancy: 12
  • Minimum Age Limit for Renters
  • children welcome
Location Type:
  • Beach ...
  • Beach View
  • Downtown
  • Historic
  • Tourist Attractions
  • Air Conditioning
  • Alarm Clock
  • Ceiling Fans
  • Clothes Dryer
  • Hair Dryer
  • Heating
  • Internet
  • Iron & Board
  • Linens Provided
  • Living Room
  • Local Activities Guide
  • Local Maps
  • Local Restaurant Guide
  • Paper Towels
  • Parking
  • Sofa Bed
  • Toilet Paper
  • Towels Provided
  • Washing Machine
  • Water Cooler
  • Wireless Internet
  • Blender
  • Coffee Maker
  • Cooking Utensils
  • Dishes & Utensils
  • Dishwasher
  • Freezer
  • Grill
  • Ice Maker
  • Kitchen
  • Kitchenette
  • Microwave
  • Mini Refrigerator
  • Oven
  • Refrigerator
  • Stove
  • Stove
  • Toaster
  • Dining Area
  • seating for 10 people
  • 4 Bathrooms
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , combination tub/shower , Upstairs Hall
    Bathroom 3 - toilet , shower
    Bathroom 4 - toilet , shower
  • 5 Bedrooms, Sleeps 12
  • Bedroom 1 - 1 king , Downstairs
    Bedroom 2 - 1 king , Downstairs
    Bedroom 3 - 1 king , 1 sleep sofa /futon , Upstairs
    Bedroom 4 - 1 queen , Upstairs
    Bedroom 5 - 1 queen , Upstairs
  • We have a Floor Plan of the House on our Web site. Please Call.
  • Books
  • Radio
  • Satellite / Cable
  • Stereo
  • Television
  • Balcony
  • Barbecue
  • Beach Towels
  • Bicycles ...
  • Deck / Patio
  • Lawn / Garden
  • Outdoor Grill
  • Outdoor Grill Gas
  • Porch / Veranda
  • Terrace
  • Unscreened Porch / Veranda
  • Wood Deck
  • 12 garden chairs
Pool / Spa:
  • Heated Pool
  • Private Pool ...
Onsite Services:
  • Concierge
  • churches
  • cinemas
  • health/beauty spa
  • library
  • live theater
  • marina
  • museums
  • playground
  • restaurants
  • synagogues
Leisure Activities:
  • antiquing
  • beachcombing
  • bird watching
  • boating
  • eco tourism
  • paddle boating
  • scenic drives
  • shopping
  • sight seeing
  • walking
Local Services & Businesses:
  • ATM/bank
  • fitness center
  • groceries
  • hospital
  • massage therapist
  • medical services
Sports & Adventure Activities:
  • cycling
  • deepsea fishing
  • fishing
  • golf
  • golf privileges optional
  • hiking
  • jet skiing
  • kayaking
  • paragliding
  • parasailing
  • pier fishing
  • sailing
  • scuba diving or snorkeling
  • snorkeling
  • snorkeling/diving
  • swimming
  • tennis
  • water skiing
  • wind-surfing
Large Private Balcony to enjoy smoking a Key West Cigar. Inside smoking not allowed.


Exceptional! 5/5 -
(25 traveler reviews)

96% Complete
4% Complete
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Old Town Key West by Southernmost Beach and Duval Main Street.
average rating of 4.96 based on 25 reviews
Hoboken, NJ

Mini Paradise Within Key West

  • 5 of 5

We visit Key West every summer so we have stayed at many different places and this was by far the best we have seen. The backyard and pool area is a perfect place to relax during the day with an extremely large (for Key West rentals) pool and outdoor table ideal for large groups. We had 5 couples staying at the house and no one felt crowded as the rooms are all large enough to fit at least a queen bed and the downstairs/kitchen area is large enough for entertaining. The location is fantastic with Southernmost beach right across the street, bike rentals two doors down, includes parking, and a deli/cafe on the corner. Overall, the house is in impeccable condition and I would absolutely recommend to anyone.

  • Submitted: Jul 25, 2017
  • Stayed: Jul 2017
  • Source: HomeAway
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2 0
Black Mountain, NC, USA

Seaside Place - Key West

  • 5 of 5

Seaside Place was perfect for our family and friends vacation in Key West! Easily accommodated our 11 adults and one child without feeling crowded. Layout of the house is perfect for a large group and the pool area is just a wonderful extension of the living area. We spent a LOT of time in and around the pool.

Location of the property is perfect! Within easy walking distance of everything 'Key West'.

We so appreciate the wonderful property and the property manager could not have been more helpful or accommodating! Looking forward to our next stay at Seaside Place!

  • Submitted: Jul 20, 2017
  • Stayed: Jun 2017
  • Source: HomeAway
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0 0

Amazing Home in the Perfect Location!

  • 5 of 5

This house was perfect for our family vacation - very comfortable, spacious and clean! We particularly enjoyed the large seating areas - one inside and one outside and the pool area was beautiful. Mattresses and bedding were great - we had the best sleep of our lives.

The location is perfect as well. Not a far walk to great restaurants on Duval but without the noise level you might find there. Great people watching from the front porches. Our hostess Sharon was extremely responsive and helpful from the first contact all the way through to our departure. Great experience all around - we would love to return and stay here again!

  • Submitted: Feb 16, 2017
  • Stayed: Jan 2017
  • Source: HomeAway
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1 0


  • 5 of 5

This is a wonderful property. It is right in the heart of the action without being too noisy. You can watch the world go by and see the ocean from the front porches. The pool is just perfect. You will not regret staying here. We will be back.

  • Submitted: Dec 12, 2016
  • Stayed: Nov 2016
  • Source: HomeAway
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1 0

This house and location was amazing!

  • 5 of 5

The house, the pool, and the location was perfect. Could walk everywhere! We really appreciate when the owers care enough to have great bedding -and it was impressive. Nothing is worse than bad mattress and bedding - but not here - very nice!

  • Submitted: Oct 2, 2016
  • Stayed: Sep 2016
  • Source: HomeAway
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3 0


  • 5 of 5

We had 5 couples in our party and this house was perfect! The decor immediately puts you in a vacation spirit, it's beautiful and tastefully decorated. The back yard with the outside eating area and the pool....fabulous!! It was so relaxing to hang out at the pool (could have done without the 3 large iguanas that wanted to hang out with us). The house was immaculate and beautiful. The pictures do not do it justice. All in all it is in a perfect location. We were able to walk just about anywhere we needed to go. Sharon, the house concierge, was absolutely AMAZING . She went above and beyond for us and really made the trip that much more enjoyable. Any questions, she has the answers. We will stay here again when we return to Key West. Everyone in our group is ready to go back again! Fantastic vacation!

  • Submitted: Jul 22, 2016
  • Stayed: Mar 2016
  • Source: HomeAway
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Rates & Availability

Taxes and fees are additional

Additional information about rental rates

Cleaning $275
Refundable damage deposit $500
Tax Rate 12.5%

We normally require a 7 night minimum, Many dates we have shorter stays available. Please call me and check to see if a shorter stay is a possibility. Seaside Place requires a deposit of 50% of the rental total in order to hold the reservation, and the remaining balance is due 90 days prior to check in. All of the rates shown are subject to 12.5% tax & end-of-rental cleaning, which are additional. Cancellation subject to rental dates and declared on contract.

Manager's Cancellation Policy

Please ask the manager or check their rental agreement when booking the property.