In the heart of Key West, Leeward Isle offers a serene retreat. Unwind in the private hot tub, explore Duval Street just half a block away, or spend quiet mornings sipping coffee in the garden. With free WiFi and a fully equipped kitchen to prepare delicious breakfasts.
Reviews
9.09.0 out of 10
Wonderful
Entire home
2 bedrooms1 bathroomSleeps 675 sq m
Popular amenities
Kitchen
Pet friendly
Air conditioning
Outdoor Space
Parking available
The current price is ¥41,241
¥41,241
¥91,187 total
includes taxes & fees
Apr 19 - Apr 20
Add dates for prices
About this property
Entire place
You'll have the entire home to yourself and will only share it with other guests in your party.
Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK
Leeward Isle
Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'
Bask in the peaceful sunshine of Key West and feel all your stress melt away when you stay at this cozy dog-friendly cottage right in town. With a private hot tub in the garden area out back plus all the conveniences of home, what's not to love?
Sitting only half a block from all the fun and excitement of Duval Street, park your car in the private space and forget about it - you'll be able to walk or bicycle everywhere you want to go. Head to the Southernmost Point and check out the Key West Butterfly and Nature Conservatory while you're at it, then head north to check out Mallory Square and other historical landmarks along the way.
Spend quiet mornings in the garden, sipping coffee and eating a delicious breakfast prepared in your fully equipped kitchen. After a full day of exploring, come back for a relaxing soak in the hot tub, watch a show on the flatscreen cable TV, and surf the free WiFi to find activities for tomorrow. A dog is welcome.
Make sure your Florida vacation is exactly how you imagine - book this charming cottage today!
If you are bringing a dog on your trip, the pet fee is already included in your quote when selecting ‘Yes’ to pets. If you would like to add more dogs, please contact us.
Parking notes: There is free parking available for 1 vehicle.
Please note: this home resides in a noise-sensitive area and the owners participate in our Good Neighbor protection program. Our smart home technology will alert our team if excessive decibel or occupancy levels are detected, allowing us to reach out directly with a reminder of maximum occupancy and quiet hours. This technology is privacy compliant, and only monitors the presence of decibels and devices-not any personal conversation or information. Thank you for supporting our efforts to be good neighbors!
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 25 years of age to book. Guests under 25 must be accompanied by a parent or legal guardian for the duration of the reservation.
Property amenities
Beach
Beach nearby
Pool/Spa
Hot tub
Internet
Available in the cottage: WiFi
Parking and transportation
Parking on site
Kitchen
Coffee/tea maker
Cookware, dishware, and utensils
Microwave
Oven
Refrigerator
Stovetop
Toaster
Bedrooms
2 bedrooms
Bedsheets provided
Bathroom
1 bathroom
Towels provided
Entertainment
TV with cable/satellite channels
Outdoor areas
Barbecue grill
Garden
Patio
Comfort
Air conditioning
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
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)
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 allowed
Service animals are welcome, and are exempt from fees
Note from host: Dogs only. Max of 4. Weight limit: 30 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 and a first aid kit
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
Property is also known as
10732
About the neighborhood
Located near the beach, this cottage is in Old Town Key West, a neighborhood in Key West. Ernest Hemingway Home and Museum and Southernmost Point are notable landmarks, and the area's natural beauty can be seen at Fort Zachary Taylor Historic State Park and South Beach. Key West Butterfly and Nature Conservatory and MLK Community Pool & Community Center are also worth visiting. Visit our Key West travel guide
Is Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK pet-friendly?
Yes, pets are allowed at this property.
How much does it cost to stay at Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK?
As of Mar 22, 2026, prices found for a 1-night stay for 2 adults at Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK on Apr 19, 2026 start from ¥41,241, excluding taxes and fees. This price is based on the lowest nightly price found in the last 24 hours for stays in the next 30 days. Prices are subject to change. Choose your dates for more accurate prices.
How much is parking?
Onsite parking is available at the property.
What time is check-in at Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK?
Check-in begins at 4:00 PM.
What time is check-out at Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK?
Check-out is at 10:00 AM.
Where is Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK located?
Located in Old Town Key West, this cottage is steps from Tennessee Williams Key West Exhibit and Duval Street. Ernest Hemingway Home and Museum and South Beach are also within 10 minutes.
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Cozy Cottage with Private Hot Tub, Tranquil Garden & Parking - Dogs OK Reviews
Reviews
Wonderful
All reviews shown are from real guest experiences. Only travelers who have booked a stay with us can submit a review. We verify reviews according to our guidelines and publish all reviews, positive or negative.
Location was perfect. Walkable to almost everything. Host uses Vacasa to manage the listing, they don’t reply to messages on VRBO. Parking guidance was confusing.
Great location to take in the culture of Key West. Thoroughly enjoyed the location which made exploring the island by foot simple.
Heather V.
Stayed 3 nights in Dec 2023
From a partner site
8/10 Good
Adriana W.
Aug 4, 2024
Location is great
The location of this home is great! I don't know if you can find a better priced home that is in a better location. The kitchen is sparse but has all the basics. Parking is also a big plus.
I had the pleasure of taking my family to Key West for the weekend. And we had the fortune of staying at this wonderfully located house. It is the perfect distance from everywhere in this beautiful island. The check-in and checkout were seamless and we thoroughly enjoyed our stay. I highly recommend this location to anyone coming down to Key West.
Looking forward to doing so again.
Luis R.
Stayed 1 night in Nov 2024
From a partner site
10/10 Excellent
Mark C.
Aug 10, 2024
Key West Authentic
Adorable house in a great location that is a block or so off Duval St. It gets a little warm during the day with it being 100 degrees outside, but part of the charm with it being an older wood frame home. Beds are comfortable and Vacasa staff are accommodating. Outdoor shower is a plus too.
Cutest little property! Hit tub had no water & the microwave and side of the fridge were a little dirty, but the rest was spotless! Wish we could've stayed longer!
Jennifer S.
Stayed 1 night in May 2024
Verified
10/10 Excellent
Liangce
Aug 16, 2023
Liked: Cleanliness, property conditions & facilities, communication
Like the cleaness
Liangce
Stayed 3 nights in Aug 2023
Verified
10/10 Excellent
Susan
Nov 27, 2024
Liked: Cleanliness, property conditions & facilities, communication
We loved this place. So cute. Larger than the pictures let on. Although some fixtures, etc. are antiquated, I find this with most places in KW. Very clean and in a great spot. The hot tub was luke warm. We didn’t investigate how to turn it up as it was our last day. I’d definitely stay here again.
Susan
Stayed 3 nights in Nov 2024
From a partner site
10/10 Excellent
Sylvia J.
Oct 19, 2023
Perfect Stay with Friends
We rented this home and our friends rented the house beside us. It was perfect for a fun beach trip with friends. Easily able to walk to restaurants on Duval, the southernmost point, Hemingway house, and lighthouse. All within just 10 mins or less walking. House was clean and exactly what we needed! If we ever find ourselves in Key West again, we will definitely be staying here! If you’re planning a trip with friends or family, so as we did and rent both houses!
Sylvia J.
Stayed 4 nights in Oct 2023
From a partner site
6/10 Okay
Lucie-Diane L.
Nov 15, 2024
Good location but needs renovation
Well located, large comfortable rooms but very noisy air conditioning, no water pressure for showers and kitchen faucets. Not easy to open the door with the code; you have to do it repeatedly. Expensive for a house that needs a good renovation.
We really enjoyed our visit to Key West and the location of the house made it easy. We were able to walk to almost everything we wanted to do during our stay. It was very close to Duval Street. Having a parking spot at the house was a big plus for us since we had rented a car and drove from Maimi. The house was just as described and we all thought the two king beds were very comfortable. We also used the hot tub every night to relax after a long day and evening of walking everywhere. We all agreed we would definitely rent this house again when we return.
Great location, clean a/c works well. But the bathroom is unvented and not air conditioned. Gets hot and smelly. And the water pressure is weak - barely enough to take a shower. And someone came into the back yard and used the hot tub every night. Also, around 10 PM a loud motorcycle pulls into the driveway.
Larry N.
Stayed 3 nights in Aug 2024
Verified
8/10 Good
Rosina
Aug 31, 2024
Liked: Cleanliness, amenities, property conditions & facilities, communication
We only stayed for only one night, for this reason and our purpose was convenient and met our needs perfectly. It was a little difficult to find at first as the map attachment was not accurate, nonetheless we found it and parked our vehicle, even though the spots were tight it was nice to have a spot at our place of stay with no additional cost,as parking can be costly on the street. The location was convenient as it was close to many main tourist attractions, restaurants, and nighlife spots.
The only downside that I could comment on is that the backyard patio area and hot tub were not as advertised. It was disappointing as it was unkeep and the hot tub was dirty and not functional.
Rosina
Stayed 1 night in Jul 2024
Verified
10/10 Excellent
Margaret
Oct 22, 2025
Liked: Cleanliness, amenities, property conditions & facilities, communication
Walk to everything. Had a great stay in this cute key west cottage. Beds were very comfortable and needed after a long day of fun. Would stay here again.