Entire condo
Charming island retreat with balcony, king bed, desk space & dog-friendly vibe
Condo near Duval Street in Key West
Choose dates to view prices
Photo gallery for Charming island retreat with balcony, king bed, desk space & dog-friendly vibe





Entire condo
Popular amenities
- Kitchen
- Washer
- Dryer
- Pet friendly
- Air conditioning
- Outdoor Space
Explore the area

Key West, FL
- Duval StreetPlace, Duval Street2 min walk
- Ernest Hemingway Home and MuseumPlace, Ernest Hemingway Home and Museum4 min walk
- Southernmost PointPlace, Southernmost Point8 min walk
- Key West, FL (EYW-Key West Intl.)Airport, Key West, FL (EYW-Key West Intl.)8 min drive
Room options
You may also like
Ad

Blue Flamingo Resort Key West
New Town
- Pool
- Hot tub
- Pet friendly
- Free WiFi
4.0 out of 5, Very good, 1,803 reviews
4.0
Very good
1,803 reviews
The price is CA $319
CA $319
CA $435 total
includes taxes & fees
Jan 8 - Jan 9, 2026
Ad

Hyatt Vacation Club at Beach House, Key West
Key West
- Pool
- Hot tub
- Parking included
- Free WiFi
4.7 out of 5, Exceptional, 1,007 reviews
4.7
Exceptional
1,007 reviews
The price is CA $557
CA $557
CA $688 total
includes taxes & fees
Jan 14 - Jan 15, 2026
Ad

Hyatt Vacation Club at Windward Pointe, Key West
Key West
- Pool
- Hot tub
- Parking included
- Free WiFi
4.8 out of 5, Exceptional, 1,003 reviews
4.8
Exceptional
1,003 reviews
The price is CA $568
CA $568
CA $701 total
includes taxes & fees
Jan 12 - Jan 13, 2026
Ad

Kona Kai Oasis
Old Town Key West
- Pool
- Pet friendly
- Parking included
- Free WiFi
4.1 out of 5, Very good, 597 reviews
4.1
Very good
597 reviews
Ad

Parrot Key Hotel & Villas
Northside Resort
- Pool
- Pet friendly
- Free WiFi
- Restaurant
4.5 out of 5, Wonderful, 1,219 reviews
4.5
Wonderful
1,219 reviews
The price is CA $260
CA $260
CA $372 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Ad

Pier House Resort & Spa
Key West Historic District
- On private beach
- Pool
- Hot tub
- Spa
4.5 out of 5, Wonderful, 1,010 reviews
4.5
Wonderful
1,010 reviews
Ad

La Concha Key West, Autograph Collection
Key West Historic District
- Pool
- Pet friendly
- Free WiFi
- Restaurant
4.5 out of 5, Wonderful, 298 reviews
4.5
Wonderful
298 reviews
The price is CA $546
CA $546
CA $660 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Ad

Courtyard by Marriott Key West Waterfront
Northside Resort
- Pool
- Hot tub
- Parking included
- Free WiFi
4.4 out of 5, Excellent, 1,001 reviews
4.4
Excellent
1,001 reviews
The price is CA $361
CA $361
CA $406 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Ad

Opal Key Resort & Marina, Key West
Old Town Key West
- Pool
- Hot tub
- Spa
- Pet friendly
4.6 out of 5, Wonderful, 1,027 reviews
4.6
Wonderful
1,027 reviews
The price is CA $573
CA $573
CA $698 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Ad

Ella's Cottages - Key West Historic Inns
Old Town Key West
- Pool
- Breakfast included
- Pet friendly
- Free WiFi
4.7 out of 5, Exceptional, 414 reviews
4.7
Exceptional
414 reviews
The price is CA $491
CA $491
CA $622 total
includes taxes & fees
Jan 5 - Jan 6, 2026
About the area
Key West
Seaside stay .Within a 10-minute walk of this Old Town Key West condo, you'll find Duval Street and Ernest Hemingway Home and Museum. Also, Florida Keys Beaches is within half a mile (1 km) and Mallory Square is within 2 miles (3 km).
What's nearby
- Duval Street - 2 min walk - 0.2 km
- Ernest Hemingway Home and Museum - 4 min walk - 0.4 km
- South Beach - 6 min walk - 0.6 km
- Key West Butterfly and Nature Conservatory - 6 min walk - 0.6 km
- Southernmost Point - 8 min walk - 0.7 km
Getting around
- Key West Intl. Airport (EYW) - 12 min drive
Restaurants
- Old Town Tavern - 4 min walk
- Circle K - 4 min walk
- Nine One Five - 3 min walk
- Ocean Grill & Bar - 3 min walk
- Viva Argentinian Steakhouse - 3 min walk
About this property
Entire place
You'll have the entire condo to yourself and will only share it with other guests in your party.
Charming island retreat with balcony, king bed, desk space & dog-friendly vibe
Periwinkle Place
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Welcome to Periwinkle Place—a bright, dog-friendly escape in the vibrant heart of Old Town Key West! Just one block from famous Duval Street, this charming two-level home offers the perfect blend of island relaxation and city excitement. From your front door, walk to top attractions like the Ernest Hemingway Home & Museum, Key West Lighthouse, Southernmost Point, and the crystal-clear waters of South Beach.
Designed for both comfort and style, Periwinkle Place is ideal for couples, solo travelers, or small families—with room for one well-behaved pup up to 50 lbs. The upstairs bedroom features a luxurious king-size bed beneath vaulted ceilings, while the downstairs living area includes a comfortable double sleeper sofa to accommodate extra guests. A fully equipped kitchen and dining nook provide everything you need to enjoy meals at home.
For those working remotely, you’ll love the spacious desk area just off the bedroom—a perfect, quiet spot with plenty of elbow room and natural light to keep you focused and productive between island adventures.
Enjoy your morning coffee or evening cocktail from your semi-private balcony as you take in the lively energy of Old Town. Whether you're here for relaxation, discovery, or a little of both, Periwinkle Place offers a stylish and convenient home base for your unforgettable Key West escape.
THINGS TO REMEMBER
If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.
Parking notes: There is free parking available for 1 vehicle.
This rental is located on floor 2.
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Welcome to Periwinkle Place—a bright, dog-friendly escape in the vibrant heart of Old Town Key West! Just one block from famous Duval Street, this charming two-level home offers the perfect blend of island relaxation and city excitement. From your front door, walk to top attractions like the Ernest Hemingway Home & Museum, Key West Lighthouse, Southernmost Point, and the crystal-clear waters of South Beach.
Designed for both comfort and style, Periwinkle Place is ideal for couples, solo travelers, or small families—with room for one well-behaved pup up to 50 lbs. The upstairs bedroom features a luxurious king-size bed beneath vaulted ceilings, while the downstairs living area includes a comfortable double sleeper sofa to accommodate extra guests. A fully equipped kitchen and dining nook provide everything you need to enjoy meals at home.
For those working remotely, you’ll love the spacious desk area just off the bedroom—a perfect, quiet spot with plenty of elbow room and natural light to keep you focused and productive between island adventures.
Enjoy your morning coffee or evening cocktail from your semi-private balcony as you take in the lively energy of Old Town. Whether you're here for relaxation, discovery, or a little of both, Periwinkle Place offers a stylish and convenient home base for your unforgettable Key West escape.
THINGS TO REMEMBER
If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. No more dogs are allowed.
Parking notes: There is free parking available for 1 vehicle.
This rental is located on floor 2.
Damage waiver: The total cost of your reservation for this Property includes a nightly damage waiver fee, plus tax if applicable (the “Damage Waiver”). (A discount may be applied for stays of 28 nights or longer, if permitted.) The Damage Waiver covers you for up to $3,000 of accidental damage to the Property or its contents (such as furniture, fixtures, and appliances) as long as you report the incident to the host prior to checking out. The Damage Waiver fee eliminates the need for a traditional security deposit.
More information can be downloaded from the "Rental Agreement" on the checkout page.
Due to local laws or HOA requirements, guests must be at least 21 years of age to book. Guests under 21 must be accompanied by a parent or legal guardian for the duration of the reservation.
Similar properties

Cabana at the Golf Club-Monthly Rental Charming 2-Bedroom Golf Course Retreat
Cabana at the Golf Club-Monthly Rental Charming 2-Bedroom Golf Course Retreat
Stock Island
- Pool
- Kitchen
- Washer
- Dryer

Coral Reef Suite | 1 bed near Duval & waterfront
Coral Reef Suite | 1 bed near Duval & waterfront
Key West Historic District
- Kitchen
- Washer
- Dryer
- Free WiFi
The price is CA $1,410
CA $1,410
CA $1,760 total
includes taxes & fees
Jan 4 - Jan 5, 2026

TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
TIDES ON SIMONTON ~ Perfectly located Condominium just off Duval!
Old Town Key West
- Kitchen
- Washer
- Dryer
- Pet friendly
4.6 out of 5, Wonderful, 189 reviews
4.6
Wonderful
189 reviews

Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
Salvador's Seclusion | Cozy Studio Retreat with a Heated Pool!
Old Town Key West
- Pool
- Kitchen
- Washer
- Dryer
4.3 out of 5, Excellent, 34 reviews
4.3
Excellent
34 reviews
The price is CA $327
CA $327
CA $646 total
includes taxes & fees
Jan 2 - Jan 3, 2026

Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
Abbey's Attic - Truman @ Duval | Cozy Getaway in the Heart of Key West
Old Town Key West
- Pet friendly
- Free WiFi
- Air conditioning
- Microwave
4.8 out of 5, Exceptional, 16 reviews
4.8
Exceptional
16 reviews
The price is CA $238
CA $238
CA $543 total
includes taxes & fees
Jan 4 - Jan 5, 2026

Andy’s Attic | Budget-Friendly!
Andy’s Attic | Budget-Friendly!
Old Town Key West
- Pool
- Kitchen
- Washer
- Dryer
4.1 out of 5, Very good, 26 reviews
4.1
Very good
26 reviews
The price is CA $391
CA $391
CA $734 total
includes taxes & fees
Jan 4 - Jan 5, 2026
Property amenities
Internet
- Available in the condo: Internet access
Parking and transportation
- Car required
- Parking on site
Kitchen
- Coffee/tea maker
- Cookware, dishware, and utensils
- Dishwasher
- Microwave
- Oven
- Refrigerator
- Stovetop
- Toaster
Bedrooms
- Bedroom
- Bedsheets provided
Bathroom
- 1 bathroom
- Hair dryer
- Towels provided
Living spaces
- Living room
Entertainment
- TV
Outdoor areas
- Balcony
Laundry
- Laundry facilities
- Washing machine
Comfort
- Air conditioning
- Heating
Pets
- Pet friendly
Suitability/Accessibility
- Smoking not allowed
- Note from host: Smoking is not permitted anywhere on the premises.
Services and conveniences
- Iron/ironing board
Location highlights
- Near a hospital
- Near the marina
- Near the sea
Things to do
- Birdwatching nearby
- Cycling nearby
- Fishing nearby
- Jet skiing nearby
- Kayaking nearby
- Motor boating nearby
- Parasailing nearby
- Sailing nearby
- Scuba diving nearby
- Snorkeling nearby
- Surfing/bodyboarding nearby
- Swimming nearby
- Wildlife walks nearby
- Windsurfing nearby
Safety features
- Carbon monoxide detector (host has indicated there is a carbon monoxide detector on the property)
- Smoke detector (host has indicated there is a smoke detector on the property)
- First aid kit
- Fire extinguisher
- Deadbolt lock
General
- Unit size: 754 square feet
Policies
Check-in
Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 21
Check-out
Check-out before 10:00 AM
Special check-in instructions
You will receive an email from the host with check-in and check-out instructions
Information provided by the property may be translated using automated translation tools
Rules
For information about quiet hours, please refer to the listing description.
Pets
- Pets are welcome
- Service animals are exempt from fees
- Note from host: Dogs only. Max of 1. Weight limit: 50 lbs each.
Children and extra beds
- Children are welcome.
Events
No events allowed
Smoking
Smoking is not permitted
Smoking is not permitted anywhere on the premises.
Important information
You need to know
Extra-person charges may apply and vary depending on property policy
Government-issued photo identification and a credit card, debit card, or cash deposit may be required at check-in for incidental charges
Special requests are subject to availability upon check-in and may incur additional charges; special requests cannot be guaranteed
Onsite parties or group events are strictly prohibited
Host has indicated there is a carbon monoxide detector on the property
Host has indicated there is a smoke detector on the property
Safety features at this property include a fire extinguisher, a first aid kit, and a deadbolt lock
This property is managed through our partner, Vrbo. You will receive an email from Vrbo with a link to a Vrbo account, where you can change or cancel your reservation
Charges for extra guests may apply and vary according to property policy.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
A cash deposit, credit card, or debit card for incidental charges and government-issued photo identification may be required upon check-in.
Special requests are subject to availability at the time of check-in. Special requests can't be guaranteed and may incur additional charges.
- This property is managed by a professional host. The provision of housing is linked to their trade, business, or profession. Onsite parties or group events are strictly prohibited. For guests' safety, the property includes a carbon monoxide detector, a fire extinguisher, a smoke detector, a first aid kit, and a deadbolt lock in each accommodation.
Property is also known as
126161