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Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK

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Relax in a serene outdoor space surrounded by lush greenery and vibrant flowers, featuring a hot tub and comfortable seating areas.
Pathway leads to a single-story house with a gabled roof and lush greenery.
Stunning home with a charming gabled roof and lush greenery, set behind a white picket fence.
Relax in this cozy living space with a large flat-screen TV, comfortable sofa, and kitchen area.
Relax in this serene space with a large bed, bedside tables, and a ceiling fan.

Entire cabin

4 bedrooms2 bathrooms1620 sq ft

Popular amenities

  • Parking available
  • Pet-friendly
  • Barbecue grill
  • Kitchen
  • Outdoor space

About this property

Entire place

You'll have the entire cabin to yourself and will only share it with other guests in your party.

Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK

Tradewinds

Our calendar is updated in real-time & our nightly rates are accurately displayed. Simply enter your desired dates and click 'Book Now!'

Rustle up your favorite people for a memorable trip to Key West with these two homey cottages. Sitting side-by-side in a great location, each house features two bedrooms and one bathroom, a private parking space, dog-friendly accommodations, and a tranquil garden with a private hot tub in the back - what's not to love?

Located half a block from all the excitement of Duval Street, you can walk to historical landmarks like the Key West Lighthouse and The Ernest Hemingway Home and Museum, then stroll south to look out to sea from Southernmost Point. A short walk north will reveal more bars and restaurants than you could hope for on an island this size!

Fuel your day with a home-cooked breakfast in your fully equipped kitchen, sip coffee in the tropical garden, and get a morning soak in the hot tub for some extra relaxation. Freshen up using the outdoor shower, have a barbecue using the gas grill, and kill some time browsing the free WiFi or surfing the flatscreen cable TV. A dog is welcome.

Put life on hold for a moment and settle into paradise with these two cottages on Key West - book 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 2 vehicles.



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 manager

Vacasa of Florida

Languages

English, French, German, Italian, Spanish

Add dates for prices

Property amenities

Beach

  • Beach nearby

Pool/Spa

  • Hot tub

Internet

  • Available in the cabin: WiFi

Parking and transportation

  • Parking on site

Kitchen

  • Coffee/tea maker
  • Cookware, dishware, and utensils
  • Microwave
  • Oven
  • Refrigerator
  • Stovetop
  • Toaster

Bedrooms

  • 4 bedrooms
  • Bedsheets provided

Bathroom

  • 2 bathrooms
  • Hair dryer
  • Towels provided

Entertainment

  • TV with cable/satellite channels

Outdoor areas

  • Garden
  • Gas grill
  • 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)
  • First aid kit
  • Fire extinguisher

General

  • Garden
  • Unit size: 1,620 square feet

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Policies

Check-in

Check-in time starts at 4:00 PM
Contactless check-in available
Minimum check-in age: 25

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

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

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

10731

About the area

Map
Key West, FL

What's nearby

  • Duval Street - 2 min walk - 0.2 km
  • Ernest Hemingway Home and Museum - 3 min walk - 0.3 km
  • South Beach - 9 min walk - 0.8 km
  • Southernmost Point - 11 min walk - 0.9 km
  • Mallory Square - 17 min walk - 1.4 km

Getting around

  • Key West Intl. Airport (EYW) - 9 min drive

Restaurants

  • ‪Bourbon Street Pub - ‬4 min walk
  • ‪801 Bourbon Bar - ‬3 min walk
  • ‪Mangoes Restaurant & Island Cuisine - ‬5 min walk
  • ‪Moondog Cafe & Bakery - ‬3 min walk
  • ‪Old Town Tavern Key West - ‬2 min walk

Frequently asked questions

Is Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK pet-friendly?

Yes, pets are allowed at this property.

How much does it cost to stay at Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK?

As of Aug 1, 2025, prices found for a 1-night stay for 2 adults at Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK on Aug 24, 2025 start from CA $529.87, 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.

What time is check-in at Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK?

Check-in begins at 4:00 PM.

What time is check-out at Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK?

Check-out is at 10:00 AM.

Where is Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK located?

Located in Old Town Key West, this cabin 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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Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK Reviews

Reviews

9.2

Wonderful

Rating 10 - Excellent. 62 out of 95 reviews
Rating 8 - Good. 25 out of 95 reviews
Rating 6 - Okay. 4 out of 95 reviews
Rating 4 - Poor. 3 out of 95 reviews
Rating 2 - Terrible. 1 out of 95 reviews

9.2/10

Cleanliness

Reviews

10/10 Excellent

Kevin M.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great location

These were very quaint cottages and a fantastic location close to everything you’d want to see and experience
Stayed 3 nights in Jan 2025
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Nikolas C.

Excellent stay for a group of 8/12

Great location. Parking was a premium part of the house.
Stayed 3 nights in Jul 2024
This review comes from a trusted partner site and has not been verified.

8/10 Good

Jill W.

Good for a short stay

Cozy and convenient.
Stayed 2 nights in Feb 2024

10/10 Excellent

Marc F.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great spot for the trip to key west

Clean, AC works, good water pressure. We came down for our Twins 21st birthday and had friends come along too. This place was how it is described.
Stayed 4 nights in Feb 2023

6/10 Okay

christine g.

Liked: Cleanliness, check-in, location
Disliked: Communication, listing accuracy

tradewinds

These two cottages need some improveing. ceiling fans did not work, bathroom had no fan so when you got done showering you felt like you were in a sauna. Parking was a little hard because my family have a pickup and a jeep I definitely would not rent these cottages again
Stayed 5 nights in May 2024

4/10 Poor

Susanne V.

Liked: Cleanliness, location
Disliked: Check-in, communication

Cute cottages, very poorly managed

These are two very cute cottages, in a great location. Unfortunately, there were multiple issues. Broken a/c, missing items, trouble getting the access codes, locks that repeatedly failed to work, constant and unsatisfactory communication attempts with the managing company. I requested one night's refund for all of the trouble we dealt with, and was offered a grossly inadequate refund. Would have loved to be able to say they'd made it right, but after weeks of communication that I had to initiate, this was not the case. This property is definitely not worth the price attached, despite it's location.
Stayed 4 nights in Jun 2024

4/10 Poor

Rob F.

Liked: Check-in, location
Disliked: Communication

AC Issues

Several AC issues caused considerable discomfort during entire stay. One bedroom AC leaked significantly into the bedroom and almost ruined a phone - I called the office and they sent a maintenance tech that temporarily fixed the leaking, but a night later water returned which we had to mop up with towels. Several floor AC units had been placed in hallway, but they did little to cool the hall and living areas, and they were extremely loud which made sleeping difficult. In addition, patio furniture was rusted so had to use towels to avoid staining clothes. Thankfully we only stayed 3 nights.
Stayed 3 nights in Sep 2023

2/10 Terrible

Michelle S.

Liked: Location
Disliked: Cleanliness, check-in, communication, listing accuracy

Find something else

For the price; some updates should be done to the property; here are the issues we had: -unit was dirty, floors were sticky, linens were dirty. -some appliances were outdated -Hole in the window above the bed, mosquito’s kept coming in before the storm hit, I had many bites all over me -Ants in the kitchen -Bed frame broken in one room -beds were uncomfortable they had two divots in each of them where you could tell people had been sleeping in. -The front door of the house had to be timed perfectly to open the door -Door knob falling off in the back door -the ac not working well at all in the bedroom closest to the front door -the windows (able to put your hand through and look into the windows and touch) -no cleaning supplies such as a broom for sweeping the floor due to sand getting everywhere, no extra paper towels, no cleaning spray once we got something in the counter we couldn’t sanitize which brought more ants -fan does not work in the living room -bathroom gets too hot due to the windows again - the ironing board does not stand up or work -the hot tub was not clean -the cleaning lady just showed up during our vacation; if it's our house and we rented it really no one should be coming on the the property because how do we know if people are gonna come in or not and get our stuff and if they do come onto the property then we should get a warning about it. -bathroom main light didn’t work -front light did not work Etc.
Stayed 4 nights in Aug 2023

10/10 Excellent

Michele G.

Liked: Cleanliness, check-in, listing accuracy
Stayed 3 nights in Oct 2024

6/10 Okay

Verified traveller

Liked: Cleanliness, check-in, location, listing accuracy
Stayed 3 nights in Jun 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Jaime F.

Cute home!

We had a girls bachelorette trip with 7 of us and it fit us perfectly great location
Stayed 3 nights in Apr 2024

10/10 Excellent

Susan B.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Excellent vacation

Location, location, location. Perfect spot to park and walk. The neighbors were welcoming. Key West was great. The property description was accurate and the property manager was friendly, funny and accommodating. Great property!!!
Stayed 3 nights in Feb 2024
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Stuart D.

Perfect Place for 10

We had a group of 10 with two cars, and this two cottage location worked out great. Walking distance to almost everything. Our beds were confortable (maybe not the pull out couch so much for one couple), the back yard privacy with hot tub was very nice, and only being a block from Duval St was great. You just need to figure a way to get that rooster from walking down the driveway cackling to us at 6:30 am LOL. We wrote that off as part of the Key West experience!
Stayed 3 nights in Jan 2024
This review comes from a trusted partner site and has not been verified.

8/10 Good

Diane S.

Clean and Location Excellent

The rental properties were very clean and close to everything. Shout out to the cleaning staff who were very kind and did a great job. The air conditioner in our unit worked fine. The other unit next door had a portable unit connected to the window in addition to window units to make up for the sluggish bedroom air conditioning units. Unsightly but not a deal breaker. Vacasa was not very helpful in allowing us in to our units even though the cleaning was complete. The code system is not the best and people in our group had trouble off and on our entire stay. When contacting the local vacasa person, they were dismissive and blamed the user when the unit's code box kept locking them out through no fault of their own. We did like our unit and location but would not use Vacasa in the future.
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Chantal M.

Great location and lovely space!

Honestly this space worked well for our large extended family vacation. We took my mother for her 75th birthday celebration and everything was as pictured and described. Only one small issue and it was addressed quickly and to our comfort and satisfaction. Really appreciate the timely response time!
Stayed 7 nights in Sep 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Andrew B.

Clean with great location

Cleanliness, communication, and location was some of the best aspects of the houses.
Stayed 4 nights in Nov 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Paula S.

Perfect location

We rented these two cottages to celebrate my daughter’s 21st birthday. These cottages are wonderful. Well appointed, AC worked well, and it had everything we needed. We didn’t try the hot tubs, so I can’t speak to that. The employees at the local Vacasa office were wonderful to deal with.
Stayed 3 nights in Jul 2022

10/10 Excellent

Shannon S.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great, central location

Centrally located for a 15 minute walk to Duval Street, the beach, or the ferry.
Stayed 3 nights in Jul 2022

8/10 Good

Dan O., Murfreesboro, TN

Liked: Cleanliness, communication, location, listing accuracy

Great location, but a couple comments

The location couldn’t be better… within walking distance of essentially everything you’d want to do in Key West! One block off Duval St, and very close to some amazing eateries. The checkin process was less than ideal… I kept scouring the VRBO app, the separate Vacasa app that was required to download and create a profile for in order to get the check-in instructions… only to find out that the door/access codes were not contained in either. Nor were these provided in any of the many emails ahead of time. Luckily, the property management company called about two hours before checkin to welcome us to the area (which was nice), but seemed very surprised that we had not been provided with the door codes. They gave them to us over the phone then. The cottages were generally clean/tidy, but it became clear very quickly that the floors were VERY dirty. After walking across the floors barefoot a couple times, the bottom of one’s feet were borderline black from soot. One of the units had a rotting floorboard inside near the front door… this was somewhat alarming, as it was flimsy enough that a misstep and one’s full body weight on the wrong spot would surely result in puncturing the floor to the crawl space beneath. Otherwise, the units were great, the driveway was handy, and the outdoor seating areas were very pleasant. We’d probably consider staying here again if another trip to Key West were in our future.
Stayed 3 nights in Apr 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Ryan R.

Great place

Clean, beautiful homes with new pumping AC units. Grilled our catch and ate it from the hot tub. Comfortable beds. Exceed expectations. Great location.

10/10 Excellent

Stella H.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Family Vacation

We had the best time visiting Key West! Staying here made our trip all the more memorable and special. Great location and an awesome set up for a larger group as the two cottages allow space for people to spread out.
Stayed 4 nights in Mar 2022

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Amazing Location!

Great location!!
Stayed 3 nights in Mar 2022
This review comes from a trusted partner site and has not been verified.

10/10 Excellent

Connor E.

Outstanding Space for a Group

The two cottages are perfectly situated for groups, with two king beds and a pullout couch in each, as well as a hot tub and grill! The location is very walkable to everything and an easy uber from the airport and golf course
Stayed 3 nights in Feb 2022

10/10 Excellent

Verified traveller

Liked: Cleanliness, check-in, communication, location, listing accuracy

Great houses

This was our second after Christmas trip with the entire family. The houses are located very close to Duval and are convenient to shopping and restaurants.
Stayed 5 nights in Dec 2021

10/10 Excellent

Christina Z.

Liked: Cleanliness, check-in, communication, location, listing accuracy

Perfect properties

We rented both home for our group for the boat races. The check in process was smooth and easy and the homes were perfect! Quaint, cozy yet spacious and clean all with the historic Key West charm. We will be renting these homes from now on. Perfectly located a few steps from Duval. The hot tub was perfect after a long day out! Thank you for having such a great property! Everyone in our party of 8 was pleased!
Stayed 3 nights in Nov 2021