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Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
Tradewinds
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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.
Accommodatie-voorzieningen
Strand
Strand in de buurt
Zwembad/spa
Bubbelbad
Internet
Beschikbaar in de cottage: wifi
Parkeren en vervoer
Parkeerplekken ter plaatse
Keuken
Broodrooster
Koelkast
Koffiezetapparaat/waterkoker
Kookgerei, borden en bestek
Kookplaat
Microgolfoven
Oven
Slaapkamers
4 slaapkamers
Beddengoed inbegrepen
Badkamer
2 badkamers
Haardroger
Handdoeken inbegrepen
Entertainment
Tv met kabel-/satellietzenders
Buiten
Gasbarbecue
Patio
Tuin
Comfort
Airconditioning
Huisdieren
Huisdiervriendelijk
Toegankelijkheidsvoorzieningen
Rookvrije accommodatie
Opmerking van de eigenaar: Smoking is not permitted anywhere on the premises.
Diensten en faciliteiten
Strijkijzer/strijkplank
Veiligheidsvoorzieningen
Koolmonoxidemelder (de eigenaar heeft aangegeven dat er een koolmonoxidemelder aanwezig is in de accommodatie)
Rookmelder (de eigenaar heeft aangegeven dat er een rookmelder aanwezig is in de accommodatie)
In- en uitchecken zonder direct persoonlijk contact
Minimale leeftijd om in te checken: 25
Uitchecken
Uitchecken voor 10.00 uur
Speciale incheckinstructies
Je ontvangt een e-mail van de eigenaar met instructies over het in- en uitchecken
De informatie die de accommodatie verstrekt, is mogelijk vertaald met automatische vertaaltools
Huisregels
For information about quiet hours, please refer to the listing description.
Huisdieren
Huisdieren toegelaten
Assistentiedieren zijn welkom en er wordt geen toeslag voor in rekening gebracht
Opmerking van de gastheer/-vrouw: Dogs only. Max of 4. Weight limit: 30 lbs each.
Kinderen en extra bedden
Kinderen zijn welkom.
Evenementen
No events allowed
Roken
Smoking is not permitted
Smoking is not permitted anywhere on the premises.
Belangrijke informatie
Algemene info
Deze accommodatie wordt beheerd door een professionele eigenaar, die accommodaties aanbiedt vanuit zijn/haar vakgebied, bedrijf of beroep.
Afhankelijk van het accommodatiebeleid kan voor extra personen een toeslag worden aangerekend.
Tijdens het inchecken dien je in het geval van incidentele kosten mogelijk een geldig identiteitsbewijs voor te leggen en een borgsom in contanten, per bankkaart of kredietkaart te betalen.
Speciale verzoeken kunnen, indien mogelijk, bij check-in worden ingewilligd. Hiervoor kunnen extra kosten worden aangerekend. Speciale verzoeken kunnen niet worden gegarandeerd.
Feesten of groepsevenementen ter plaatse zijn ten strengste verboden
De eigenaar heeft aangegeven dat er een koolmonoxidemelder aanwezig is in de accommodatie.
De eigenaar heeft aangegeven dat er een rookmelder aanwezig is in de accommodatie.
De accommodatie beschikt over de volgende veiligheidsvoorzieningen: een brandblusapparaat en een EHBO-koffer
Deze accommodatie wordt beheerd via onze partner, Vrbo. Je ontvangt een e-mail van Vrbo met een link naar een Vrbo-account, waarmee je je boeking kunt aanpassen of annuleren.
Als je je boeking annuleert, ben je onderhevig aan het annuleringsbeleid van de eigenaar. In overeenstemming met de EU-regelgeving over consumentenrechten, vallen boekingsservices voor accommodaties niet onder het herroepingsrecht.
Accommodatie ook bekend onder de naam
10731
Over deze buurt
deze cottage bevindt zich in Oude stad van Key West, een wijk in Key West, en ligt vlak bij het strand. Museumhuis van Ernest Hemingway en Southernmost Point zijn opmerkelijke bezienswaardigheden. Als je graag de natuur intrekt, kan dat bij Historisch staatspark Fort Zachary Taylor en South Beach. Vlinder- en natuurreservaat van Key West en MLK Community Pool & Community Center zijn ook een bezoek waard. Bekijk onze reisgids voor Key West
Zijn huisdieren welkom bij Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK?
Ja, huisdieren zijn bij deze accommodatie welkom.
Hoeveel kost een verblijf bij Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK?
Vandaag, 22 mrt. 2026, kost een verblijf bij Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK van één nacht voor twee volwassenen op 19 apr. 2026 min. € 980, inclusief belastingen en toeslagen. Deze prijs is gebaseerd op de laagste gevonden prijs per nacht in de afgelopen 24 uur voor verblijven in de komende 30 dagen. Prijzen kunnen wijzigen. Kies je datums voor meer accurate prijzen.
Hoeveel kost het om hier te parkeren?
Er zijn parkeerplaatsen beschikbaar bij de accommodatie.
Hoe laat kan ik bij Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK inchecken?
Inchecken is mogelijk vanaf 16.00 uur.
Tot hoe laat kan ik bij Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK uitchecken?
Je dient om uiterlijk 10.00 uur uit te checken.
Waar staat Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK?
Deze cottage ligt in Oude stad van Key West, vlak bij Tennessee Williams Key West Exhibit en Duval Street. Ook Museumhuis van Ernest Hemingway en South Beach liggen op 10 minuten wandelen.
Beoordelingen over Two Rustic Cottages with Private Hot Tubs & Private Parking - Dogs OK
Beoordelingen
Fantastisch
Alle weergegeven beoordelingen zijn gebaseerd op echte gastenervaringen. Alleen reizigers die een verblijf bij ons hebben geboekt, kunnen een beoordeling indienen. We verifiëren beoordelingen op basis van onze richtlijnen en plaatsen alle beoordelingen, of ze nu positief of negatief zijn.
Gastenscore: 10 - Uitstekend. 65 van 99 beoordelingen
10 - Uitstekend
65
Gastenscore: 8 - Goed. 26 van 99 beoordelingen
8 - Goed
26
Gastenscore: 6 - Redelijk. 4 van 99 beoordelingen
6 - Redelijk
4
Gastenscore: 4 - Matig. 3 van 99 beoordelingen
4 - Matig
3
Gastenscore: 2 - Ontzettend slecht. 1 van 99 beoordelingen
2 - Ontzettend slecht
1
9,4
Netheid
9,6
Locatie
Beoordelingen
10/10 – Uitstekend
PAULA A.
1 feb 2026
Positief: Netheid
Nice location within walking distance to many restaurants and bars. Quite neighborhood.Very spacious. Nice off road parking. Very comfortable clean beds.
PAULA A.
4 nachten verbleven in januari 2026
10/10 – Uitstekend
Jennifer R.
17 okt 2025
Positief: Netheid
We rented both cabins with friends next door it made everything so easy sitting on our front porches together. It even had a parking spot for our golf carts.
Jennifer R.
4 nachten verbleven in oktober 2025
10/10 – Uitstekend
DANIEL R., East Greenville
14 okt 2025
Positief: Netheid
First time trip to Key West six adults. Cottages are cozy as stated. Had a few minor issues that were fixed same day. Perfect location on quite side street. One block from Deval street within walking distance to mostly everything. Need to go further - golf cart rental around the corner or Uber. We didn't use the extra amenities since we ate out each day. Shower and place to change and regroup. Would stay again.
DANIEL R.
3 nachten verbleven in oktober 2025
8/10 – Goed
Jenny G.
4 okt 2025
Positief: Netheid
Easy walk to Duvall street, long walk to Mallory square. Parking is very limited and really only fits 2 cars although we were able to fit 2- SUVs with some manuvering. Recommend backing in. Bedrooms are large with king size beds and comfortable. Nice to be able to spread out between the 2 cottages. A/C is window units which are loud but drown out street noise. Would definitely stay again if I take a lg family to Key West again.
Jenny G.
3 nachten verbleven in september 2025
10/10 – Uitstekend
Ryan F.
12 mei 2025
Positief: Netheid
Bachelor Trip
Great space for a large party! Having both houses with the driveway in the middle provided a great spot for our weekend!
Ryan F.
2 nachten verbleven in april 2025
10/10 – Uitstekend
Kevin M.
4 feb 2025
Positief: Netheid
Great location
These were very quaint cottages and a fantastic location close to everything you’d want to see and experience
Kevin M.
3 nachten verbleven in januari 2025
10/10 – Uitstekend
Michele G., Eminence, Indiana
28 okt 2024
Positief: Netheid
Michele G.
3 nachten verbleven in oktober 2024
6/10 – Redelijk
Geverifieerde reiziger
20 aug 2024
Positief: Netheid
Geverifieerde reiziger
3 nachten verbleven in juni 2024
4/10 – Matig
Susanne V.
26 jun 2024
Positief: Netheid
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.
Susanne V.
4 nachten verbleven in juni 2024
6/10 – Redelijk
christine g.
2 jun 2024
Positief: Netheid
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
christine g.
5 nachten verbleven in mei 2024
10/10 – Uitstekend
Susan B.
10 feb 2024
Positief: Netheid
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!!!
Susan B.
3 nachten verbleven in februari 2024
4/10 – Matig
Rob F.
5 okt 2023
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.
Rob F.
3 nachten verbleven in september 2023
2/10 – Ontzettend slecht
Michelle S.
1 sep 2023
Negatief: Netheid
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.
Michelle S.
4 nachten verbleven in augustus 2023
10/10 – Uitstekend
Marc F.
9 feb 2023
Positief: Netheid
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.
Marc F.
4 nachten verbleven in februari 2023
10/10 – Uitstekend
Shannon S.
25 jul 2022
Positief: Netheid
Great, central location
Centrally located for a 15 minute walk to Duval Street, the beach, or the ferry.
Shannon S.
3 nachten verbleven in juli 2022
8/10 – Goed
Dan O., Murfreesboro, TN
29 apr 2022
Positief: Netheid
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.
Dan O.
3 nachten verbleven in april 2022
10/10 – Uitstekend
Stella H.
19 mrt 2022
Positief: Netheid
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.
Stella H.
4 nachten verbleven in maart 2022
10/10 – Uitstekend
Geverifieerde reiziger
8 mrt 2022
Positief: Netheid
Amazing Location!
Great location!!
Geverifieerde reiziger
3 nachten verbleven in maart 2022
10/10 – Uitstekend
Geverifieerde reiziger
2 jan 2022
Positief: Netheid
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.
Geverifieerde reiziger
5 nachten verbleven in december 2021
10/10 – Uitstekend
Christina Z.
16 nov 2021
Positief: Netheid
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!
Christina Z.
3 nachten verbleven in november 2021
8/10 – Goed
Brenda L.
2 okt 2021
Positief: Netheid
Enjoyed the houses. Driveway was to tight for larger car. Cleaning crew came to early and were a l
Enjoyed the time
Brenda L.
2 nachten verbleven in september 2021
10/10 – Uitstekend
mehgan v.
12 sep 2021
Positief: Netheid
Bachelorette trip
We had 11 girls total in the house! We had the best time! The pull out bed needs to be replaced in the cabin on the left and the ac in the living rooms probably do too. The bedrooms were cold though! We enjoyed our trip!
mehgan v.
3 nachten verbleven in september 2021
4/10 – Matig
Heather J.
13 aug 2021
Positief: Netheid
Like the location but AC was terrible in both houses.
Both houses have Air conditioning issues. The living room AC is not enough to cool the area. We could not get it cooled below 80 and the bathroom felt like a sauna. The bedroom ACs cooled as long as the doors were shut but were so loud it would wake you every time it turned on. This was the case in both houses. Probably best not to stay in this property in the summer.
Also, even though we had no intention of using the hot tub in the summer we opened the covers just to check them out. One had missing pieces in the seat area and controllers that were so worn you couldn’t tell which button did what and the other was filthy with a funky smell and cloudy water.
We liked the location-it was right near Duval but still quiet. The outside gardens in the back were nice and tropical. The houses were also cute-just a shame we we’re miserably hot the entire time.
Of note-the street is very narrow with street parking right in front of the driveway that makes I difficult to pull in if you have a truck or large SUV.
Heather J.
4 nachten verbleven in augustus 2021
8/10 – Goed
Abby M.
5 mei 2021
Positief: Netheid
Young adult women with a week-long stay
We rented the Leeward and Windward cottages for 7 nights. Along with our stay were some positives and negatives. (Beauty is in the eye of the beholder, so these things might not impact some visitors.)
Parking found with this rental is rare as most rentals only provide 1 parking space far away or none at all. This property is GREAT for adults or families visiting that want to travel together, but want/need to SPREAD OUT with separate spaces.
This rental is near a lot of great fine dining, and a quick walk to the most amazing Coffee/Cuban spot Key West Cuban Coffee (went there five days in a row). Location is good for those who want to be closer to the LGBTQ part of Key West. We rented bikes and it worked out just fine getting to the Northend of Duval.
Not so good for light sleepers as the Leeward cottage bedrooms hear the party animals coming/going all night long, along with a bright security light shining into bedrooms that comes on each time a passerby comes along (every 5 minutes). Light sleepers need to stay in the Windward cottage as the bedrooms are not on the driveway side with bright light and noise traveling up the alley.
If renting only one of these properties, the Windward is far superior with an open layout for congregating near the kitchen and a cleaned-up back patio. Neither of them are great for very many people gathering for drinks, dinner, or lunch as they do not have a dining room table. Important if you plan to cook and eat with each other. If you are like us and spent most of your time out-and-about then these work great.
Items that may not influence most: Really liked the large mirrors in every room for making it easier for multiple people (girls) to get ready for an evening. We didn't use the hot tubs as it was super hot already in April. I'm not sure if that added expense of cottage with a hot tub fee is worth it unless in the winter. I want to note this is the first rental I've stayed in that didn't have a washer and dryer for us to use throughout the stay. Also, limited hangers and space for clothes and no dresser to put away clothes. For longer stays I felt these things are handy for not "living out of a suitcase."
Abby M.
7 nachten verbleven in april 2021
10/10 – Uitstekend
Kyler J.
29 apr 2021
Positief: Netheid
Perfect Rental for 8 Adults
Had an incredible experience at this rental property and would definitely visit again. Came down for a bachelor party (8 total guys) and had an absolute blast. Property team was incredibly helpful and easy to work with. GREAT location to everything.