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Book Online or call HomeAway Booking Assistance 888-640-7927
Book Online or call HomeAway Booking Assistance 888-640-7927

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

Bedrooms 5
Space 2,700 sq ft
Property type house
Minimum Stay 3 - 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:
April 26, 2018

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 Uptown/Upper Duval

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.


Uptown/Upper Duval House Accommodation and Amenities

Property Type:
  • house
  • Guests provide their own meals
  • Housekeeper Optional
Floor Area:
  • 2700 sq ft
House Rules:
  • Check-in: 4:00 PM
  • /
  • Check-out: 11:00 AM
  • Max. occupancy: 12
  • Min. age of primary renter: 26 ...
  • Children welcome ...
  • Parties/events not allowed ...
  • Pets not allowed ...
  • Smoking allowed ...
  • No late night parties after 11 PM. Maintain laundry, garbage, and dishes. Never leave the doors open and the air conditioning running.
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
  • 5 Bathrooms
  • Bathroom 1 - toilet , shower
    Bathroom 2 - toilet , combination tub/shower , Upstairs Hall
    Bathroom 3 - toilet , shower
    Bathroom 4 - toilet , shower
    Bathroom 5 - toilet , shower , Outside by the pool
  • 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
  • 1 bicycles
  • 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 -
(32 traveler reviews)

96% Complete
3% Complete
0% Complete
0% Complete
0% Complete
Old Town Key West by Southernmost Beach and Duval Main Street.
average rating of 4.96875 based on 32 reviews


  • 5 of 5

This house is beautiful inside and out. It is towards the quiet side of Duval and full of character. The location is perfect, the house is in excellent condition with every single amenity you could dream of and then some! Sharon is incredibly responsive and helpful and the!

We will definitely be coming back here and hopefully soon!

  • Submitted: Apr 2, 2018
  • Stayed: March 2018
  • Source: HomeAway
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1 0
Warsaw, IN

A Great Stay in Key West!

  • 5 of 5

We truly enjoyed our stay at Seaside Place! The location was great & the new Duval Loop bus service was a welcomed plus. The home was very unique with lots of Key West flair, & we were impressed at how clean it was! We were accustomed to staying on the opposite end of Duval, & we enjoyed exploring the Southernmost area this year.

Sharon was very quick to respond to our questions.

We look forward to our next stay at Seaside Place!!!

  • Submitted: Mar 15, 2018
  • Stayed: February 2018
  • Source: HomeAway
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1 0

Never Disappointed

  • 5 of 5

We have stayed at Seaside Place twice now - we have a large family ranging in age from 24-90. We brought a group of 11 and there was plenty of space for all to hang out and enjoy. Perfect location, great people watching, comfy beds, and Sharon is very attentive and responsive - she is wonderful to work with and we hope to return again next year for another wonderful visit.

  • Submitted: Mar 6, 2018
  • Stayed: January 2018
  • Source: HomeAway
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2 0
Matfield Green, Kansas

Tropical charm and luxury by the sea

  • 5 of 5

This gorgeous old Key West home was the perfect tropical escape for a couples vacation. Our group of friends enjoyed coffee on the breezy covered porches - the upstairs porch has a partial ocean view, an unexpected surprise! We walked to the beach across the street, which has sunrise and sunset views from the pier in winter, and to nighttime entertainment on Duval Street, just a block and a half away. The huge pool with a waterfall was sparkling clean and surrounded by plenty of lounge chairs. All the beds were super comfortable, and the kitchen is a cook’s dream, fully equipped with modern appliances, cookware and pantry staples. The master bedroom has a new kitchenette/ wet bar with coffeemaker, microwave, sink, fridge and big ice maker - handy for keeping poolside drinks cold. We can’t wait to come back!

  • Submitted: Dec 20, 2017
  • Stayed: December 2017
  • Source: HomeAway
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3 0

Excellent vacation home

  • 5 of 5

Ahhh Seaside Place how I miss it! The perfect vacation spot in Key West, close enough to the action yet far enough when you want to relax. Walking distance to everything, beach, stores, bars, restaurants. Very convenient grocery next door came in handy. The home was clean, neat, quiet and had all the essentials. The backyard pool was beautiful, nice size and serviced twice a week. We had 5 couples in the house and had plenty of room. The front porch is especially nice for people watching. I can't wait to go back.

  • Submitted: Nov 22, 2017
  • Stayed: November 2017
  • Source: HomeAway
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3 0

Excellent time in Key West

  • 5 of 5

Seaside place is awesome, clean spacious and well equipped..each room more unique than the last! Walking distance to everything!!! (Duval street and beyond)Loved having a grocery mart right next door for needed supplies and Cuban coffee & sandwiches❤ backyard pool was A refreshing relief, A stones throw from the beach/cafe/pier with breath taking sunsets and a block to southern most landmark...truly a perfect vacation spot!!❤❤😎😎

  • Submitted: Nov 18, 2017
  • Stayed: November 2017
  • Source: HomeAway
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1 0


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.


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. Please be sure to accept your insurance through Homeaway.

Manager's Cancellation Policy

  • Canceled bookings will not receive a refund

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