KW33 - Tradewinds

We had a great stay here! Close to everything you’d want to access in Key West. Stay has mostly everything you need to stay a few days comfortably.

Jennifer -

We enjoyed staying here. Washer & dryer would’ve been helpful but overall, great space & location!

Brandy -

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Debbie -

Great spot right near Duvall and downtown

Lucas -

We had a wonderful time visiting with family during our trip! The home is definitely rustic but the location to everything is perfect! The beds were very comfortable and high quality linens. Home was clean but it is an older home. AC worked well! Older homes can always use upgrades but overall we enjoyed it very much!

Widget -

Beautiful, charming place! Very comfortable and loved the Hot Tub! Very close to Duval street and all the fun!

Sarah -

Hi, thank you for your valuable feedback. We're delighted to hear that you found the place charming and comfortable, and that you enjoyed the hot tub. Its proximity to Duval Street does make it a great location for fun activities. We look forward to the opportunity to welcome you back for another wonderful stay in the future.

Seven Keys Vacations staff

Gran alojamiento en cayo hueso. La zona era perfecta, tranquila pero cerca de calles principales y de la playa. Gran sitio para ir grupos de gente ya que son espaciosos y ambas casas están conectadas

Laura -

Hi Laura, we truly appreciate you sharing your wonderful experience with us. It warms our hearts to know that you found the location to be perfect, offering a blend of serenity and convenience to the main streets and beach. It's fantastic that our spacious accommodations suited your group well. We genuinely hope that your visit was memorable, and we would be thrilled to host you again for another exceptional stay in the future!

Seven Keys Vacations staff

We booked both houses for 10 people for a fantasy football draft on/along Duval Street. The houses were located just a block off of Duval and allowed us to walk everywhere. It was a great location. The houses themselves were clean and comfortable. Both houses were mirror images of each other. Two bedrooms on the right of a long hallway that led to a smaller living area and kitchen. Not a lot of hangout space, but we didn't really need it for that. Both houses also had hot tubs. It was already so hot in late-August outside that we didn't need to be around hot water (so we didn't use them)!

Jordan -

Hi Jordan, thank you for taking the time to share your valuable feedback with us. We are glad to hear you enjoyed the amenities and location of our vacation rentals. It's wonderful that the cleanliness and comfort of the houses contributed to your overall experience. We appreciate your insights into the layout and space, and we hope to have the opportunity to welcome you back for another enjoyable stay in the future.

Seven Keys Vacations staff

Great location. walkable to bars and restaurants. yet not right on the busiest street.
Definitely recommend

Kevin -

Hi Kevin, we truly appreciate you sharing your experience with us. It's wonderful to hear that you found the location great, with easy access to bars and restaurants while still enjoying a peaceful environment away from the hustle and bustle. Your recommendation means a lot to us, and we can't wait to welcome you back in the future!

Seven Keys Vacations staff

Good location and easy place to access.

Caleb -

Hi Caleb, thank you for taking the time to share your valuable feedback. We're excited about the opportunity to host you again and deliver another amazing experience!

Seven Keys Vacations staff

We loved staying here, great location and nice spacious rooms.

Katie -

Hey Katie, thank you for providing us with this valuable feedback, we are so glad that you had a wonderful time at our beautiful home! We look forward to welcoming you back on your next visit!

Seven Keys Vacations staff

These cottages were perfect for our vacation. They were walking distance to everything we needed with enough room for all of us.

Katherine -

Hi Katherine, thank you for sharing your experience! We are pleased to hear that our cottages met your needs for your vacation and that their location was convenient for your group. We hope to welcome you back for another enjoyable stay in the future!

Seven Keys Vacations staff

This was a GREAT stay with a few minor changes that would have made it the BEST stay! Location was perfect, and so much fun for walking! We even rented 2 golf carts and safely and securely kept them in the joining drive way free of worry! We used one of the hottubs (house on left) and that was great! We had 10 girls and both houses and it was a perfect fit. Would definitely do it again

Chelsea -

Hey Chelsea, we appreciate you sharing your experience with us. We’re glad to hear you enjoyed the fantastic location and found the accommodations perfect for your group. Thank you for highlighting the convenience of the golf carts and the enjoyment of the hot tub. Your feedback on potential enhancements is valuable to us, and we hope to welcome you back for another great stay soon!

Seven Keys Vacations staff

We loved staying here!!!!

Laurie -

Hi Laurie, we're delighted to hear that you loved staying at our home! Thank you for sharing your experience with us. We look forward to welcoming you back for another memorable visit!

Seven Keys Vacations staff

Houses were nice enough only thing I think they could do better is have some wiggle room on check in /out people were there 30 minutes early trying to come in

Don -

Great location on Duval street. The houses are aged but were kept in good condition. We were not given the code to enter ahead of time so we had to spend time on the phone with the help desk (15 min). Otherwise great stay

Garrett -

Great location, could not have been more convenient. Comfortable beds, spacious. Parking was convenient too!
If I had to choose a complaint… which I really don’t have… it would be that if you are looking for a modern and updated experience, this may not be for you. The house is older and not updated, but everything was clean and in working order!

Ellen -

These two houses were very unique close to down town the owners were very responsive with any questions I had I would definitely stay here agin

Dustin -

Great place in a great location!

Kristine -

great place in a perfect location

Jennie -

Vacasa Key west was perfect for my bday extravaganza. Two separate homes side by side with two bedrooms and a sofa bed in each. Location was perfect only a block away from duval st. I had a little trouble getting the key code but after calling the office number a few times I was able to get it. Also, not just one hot tub but two! We couldn’t get one of them to work but all we really needed was one any way. Overall a great stay!

Alanna -

Greetings, Alanna! Thank you for taking the time to review your stay with us. We are delighted to know that you loved the location and the amenities of the home. We hope you had a great stay. We are truly sorry for the trouble you experienced while trying to obtain the key code. Nonetheless, we are happy to hear that you were able to eventually get the code after calling, despite the inconvenience. Alanna, thank you for your valuable feedback, and we look forward to welcoming you back for another wonderful getaway in the future! 

Seven Keys Vacations staff

Great house, awesome location, very walkable

Danny -

Awesome place to stay with a group! Perfect location in the heart of everything!

Julie -

Great location. Many walkable restaurants and bars.

Michael -

Very confusing to get the door code. I called 3 days before check in and I was told I would get the codes 24 hours prior to checking in. That did not happen I called back and I was told I would get the code the morning of Check in by 8am I did not. I called back 4 hours before checking in and finally they put me with this extremely rude girl on the phone who said she had left me a massage the previous day on my cell with the code of course no massage was there. If they remove her from the equation and hire someone who is happy their process will greatly improve and they will receive 5 stars from everyone I fear if they keep her they will run off business like they have me. Her name is Victoria and she is at the vasca office in key west.

Tim -

Thank you for taking the time to provide us with this feedback, Tim, we are so sorry for the poor experience you had while using our services. We truly regret to hear of both the disconnect in the care and the delay in the service you received when communicating with our team. Please know that this is not the high level of customer care that we strive to provide our guests and we make every effort to attend to our guests as quickly and efficiently as able. We welcome your feedback as a means to improve and will be sure to follow up with the appropriate parties regarding your experience so they can work to ensure that our high service standards are fully met. To clarify, we provide the check-in info within your check-in email which is sent out 24 hours before arrival to the email that we have on file. Additionally, this information can be found in the Trip Manager portal that is sent out at the time of booking. We sincerely apologize for the inconvenience this may have caused, and we hope you will give us another chance to better serve you on a future stay.

Seven Keys Vacations staff

Nice place. Walking distance to everything you need.

Joe -

this place was so charming and cute and CLEAN. it’s located a tiny walk from all the fun of duval st. our only “gripe” is that we could not for the life of us figure out how to get the hot tub to a lower temperature, but we enjoyed it anyway - even if it was cooking us like soup. would definitely stay here again.

Kelly -

Great location, fun times

Harrison -

Great place to stay.

Michael -

It was an amazing stay. The dual cabins were great. It was a quick walk to everything. Vacasa was very helpful from the beginning til the end. Thank you very much.

Carlo -

We had a great stay at the twin cottages in Key West. The host was very responsive. 8 of us stayed between the two units which worked perfectly. Our favorite part about these units is they are only two blocks from Duval St. and half a block from Simonton St. which basically made it possible for us to walk wherever we wanted to go. The huge propane grill was a plus and so we’re the hot tubs. Would highly recommend these units.

Brant -

Due to the price, this place was worth every penny! It was very inexpensive and relatively comfortable for 12 people. Had it been a more expensive stay, I’d probably consider a lower rating. Unfortunately, there is zero wiggle room with check-in and check-out, even 20-30 minutes and getting back in if something was left behind is seemingly difficult. Bring trash bags and paper towels if you are staying for longer than a weekend. Also, no cooking supplies or dishwasher so grocery shop accordingly! Overall, the place was great and I would definitely book again.

Ally -

Photos did not do this rental justice! Such a lovely space, much bigger than expected. Perfect location about 2 minute walk to Hemingway Home

Catherine -

Excellent location

Kayla -

Killer place! Easy walk to Durval, great place to stay at.

Colby -

Really we couldn't have asked for more! Met all our expectations!

William -

Walkable, good location.

Amber -

Great location! We could walk or bike the whole island. Many great restaurants and walking distance to Highs Beach. We had both cottages for eight adults and 2 kids; plenty of room. Loved sitting on porch to people watch.
Outside hot tub and showers were wonderful. Just needed a little more info on check out expectations.

Kimbra -

Nice place for the weekend

Eli -

Great spot, great beds, cool back yards, close enough to walk to Duval, also very close to moped rental place that’s great as well

Justin -

Absolutely perfect as described!! Perfect location for exploring the city. Would recommend to anyone. We will be back if the houses is available.

Ronald -

Fantastic Home

Connor -

This house was perfect for us! We had 10 girls for a bachelorette party and it fit us perfectly! So close to everything we had planned so we were able to walk everywhere. Definitely a good space for a large group and super conveniently located! Would love to come back!

Kelsey -

great location

Jeanette -

Walking distance to EVERYTHING. This was absolutely perfect for a bachelor party of 10. We were able to park a van, a car, and multiple mopeds in between the houses. Ideal situation for mobility and walking.

Justin -

Location was amazing and everything you could want when staying in Key West

Brian -

Perfect location

Morgan -

The houses were great and exactly what we needed! Check out and check in we’re not flexible but i think that is to be expected with a vacation property management company. The location was perfect and the houses were exactly as described!

Lauren -

Awesome homes with great location

Eric -

Enjoy the morni g breezes and sunrise on the porch. Great outdoor shower area, super for beach days. Backyard BBQ under the evening sky and the a short walk to Duvall Street.

D -

Cottages were great! Location was perfect!

Payton -

Great location if going to Duvell street is your idea. Lovely karaoke bar across the street. Good communication but wasn’t able to check in early or late which caused some issues with us luggage wise. Large clean beds.

Stephanie -

Great stay!

Emely -

A great place to stay. just a block a half off of Duval street. nice quiet street.

Doug -

We loved our stay at Vacasa Key West! Beautiful place with awesome amenities - the outdoor shower is a must! The property was close to everything, we will definitely be back to enjoy this beautiful place.

Carlos -

This place was amazing. The owners where very fast at responding to any issues I had. Also the places was in walking distance to all the local hot spots

Christian -

Great location for walking and biking exploring both sides of the key. Well stocked and clean. Communication with management company was easy and friendly

Linda -

Great place. Good for a multi-family trip or a large family. If you have pets, there is no grass. My dog was a little confused by this but she caught on. There is a privacy fence closing off each backyard from the parking area. Made it a little difficult for family gatherings but we managed. There are gates opening to the parking area from each backyard. Both houses were clean at check in. Overall, it was a great place to stay and I would definitely stay there again. Five star accommodations.

Charles -

I rented this airbnb for my dad’s birthday weekend getaway. This airbnb is very convenient and it was cozy. Highly recommended to other families who wants to get away in Key West!

Bao Anh -

You can not go wrong with this property! Two houses, that each have two bedrooms. Exceptionally clean, air conditioner worked perfectly (very important when visiting the Keys). Loved having breakfast and coffee on the front porch in the morning. Bed was very comfortable, and bedding was soft. Beach towels were available as well as bathroom towels and wash cloths. Just the cutest place we have ever stayed at. This will become an annual thing!!

Chris -

Very neat little houses. Centrally located and perfectly clean.
Communication is fast, however, the service isnot great. Check-in after 4 p.m.. When we asked to park the cars earlier, obviously noone was at the partment by that time, they just said no without comprehensive explanation. It was also rather difficult to receive the necessary codes to enter the houses.

Christoph -

Thank you for staying with us, Christoph! We ask our guests to refrain from parking at the home before check-in time to ensure that our housekeeping team can easily access the home, we apologize that this was not communicated when you inquired. We hope to have another opportunity to host you!

Seven Keys Vacations staff

These two cottages are so charming. The back yards and tubs are really nice too. The interiors are a little rough, but very accommodating. I'd stay again in a heartbeat. The location cannot be beat!! We rented bikes for our entire stay and highly recommend the same to you.

Karen -

Excellent location! One block to scooter rentals, restaurants (Better Than Sex Desserts and Little Pearl), and easy walk to Duval (shopping and fun people watching) and the wharf. Far enough away from the main walkway to be private.

Celetse -

Excellent spot close to everything w in walking distance. Will stay again if we have the chance to come back to Key West!

Abby -

Our group of six (two couples and two singles) enjoyed our Key West weekend and stay in the rustic cottages. Check-in was clearly communicated and easy. The location is great for Key West nightlife and sites. The spaces are comfortable and functional, and the air conditioning made the house a comfortable place to come back to on hot summer days.

August -

The house is in a great location and they are super cute little houses, both having a hot tub and a grill in the back. They were the perfect houses to celebrate my brothers birthday at and would definitely recommend this house to anyone looking to have a great key west experience. We did have a few issues and the host were quick to respond and have it fixed.

Emily -

This place was amazing I would definitely recommend it to anyone that is going to the keys. The location was PERFECT! Walking distance to everything we will be coming back for sure

Mike -

We Had an amazing time. This place is great for a big group I loved the location being so close to Duval was great we could go out all night long and only had a short walk back, loved that. Also loved the outdoor shower it was so nice to take a shower outside in the morning in such a beautiful backyard. The hot tub was great too being as it was summer it was nice the water temperature was only 88 degrees. The inside of the house was nice and comfortable great beds and had everything you needed to cook . The only problem we had was parking we came In a 12 passenger van and couldn’t fit in the driveway, we tried and it wasn’t happening it wasn’t too bad we found a spot on the street close by. Thanks again for an amazing stay we had a great trip and would highly recommend this place and stay here again.

Anthony -

Everything was very easy from check-in to check-out. Both units were very clean and we did not have to worry about having enough soap or clean towels. We could tell comfort was a top priority for Vacasa and it was very much appreciated.

Nick -

Perfect location, very easy check-in/check-out process, great spot to stay in Key West!

Brett -

We rented both houses for a recent vacation. Location is great although it is about a 20 minute walk to reach Mallory Square. If you are interested in see all of Duval and don't mind walking, it will be a perfect spot. Houses are what we expected, older but fully functioning and met all of our needs.

Cheryl -

A very nice little spot in Key West with a lot of authentic atmosphere! It had everything we hoped for and with the little garden and grill, there plenty of room to house a small diner party.
Thank you!

Mads -

Place was very clean and in great location. Did not have to use my rental car at all once I got there. Had a great time with family including kids and definitely recommend it.

Kanak -

Convenient to everything downtown. Walking distance to everything, but does have off street parking if you do have a vehicle. Plenty of towels and toiletries. We didn’t do any onsite cooking, but did see the normal cooking utensils. Very nice BIG beds to fall into each night.

Dixie -

A+ we will be back. The houses are adorable, the pics really don’t do them justice. Comfy king sized beds in every room. We absolutely loved our time here.

Morgan -

Excellent location, spacious and ideal for up to 8 people.

John Bryan -

Great price value and location. 2 separate houses make it nice when you have 2 families.

Nick -

Super comfortable stay, very clean, we had a great time!

Jackie -

These cottages were perfect! The location was great (right off Duval) and everything was as expected, even nicer than I thought I would be. There are 2 king beds in each cottage which are VERY comfortable. The hot tubs and outdoor showers were an awesome addition to our stay. Additionally, there was an issue with one of the hot tubs, that was quickly resolved. I have nothing but good things to say about Vacasa Key West!

Lauren -

Great location steps away from Duval street, so you are less than a mile from anything you want to see in Key West: Southernmost point, Hemingway House, the Lighthouse, Mallory Square, bars, shops and restaurants. Early risers can find breakfast at the nearby Dennys (open 24 hrs), or Banana Cafe opens at 7:30am. If you can wait till 8:00am, there are two places that serve croissants and/or french pastries. Park your car in the private off-street spaces (room for 2 cars), and then walk everywhere!

Patricia -

This place was in a great location off Duval street. They allowed us to check in early. The place was nice and clean. The hot tubs were a nice touch!

Nikki -