5
(98)
KW33B - Windward Isle
2
bedrooms
1
baths
Dog Friendly
- Address: 531 Olivia St
- Town: Key West
- Type: House
Amenities 2
Featured Amenities
- Dog Friendly
- Hot Tub
Bedding
Bedroom 1
1 King
Bedroom 2
1 King
Description
Dreaming about a tropical vacation? This two-bedroom, one-bathroom cottage in Key West is the perfect destination - a private hot tub, garden, and a great location downtown will make this your best vacation yet!Located only half a block from the restaurants and bars on Duval Street, you'll have plenty to do within walking or biking distance of this rental, so leave your car in the private parking space provided. Check out the Ernest Hemingway Home and Museum, Fort Zachary Taylor Historic State Park, or say goodbye to land for a while and hop on a sailboat for a romantic cruise into the sunset.When you need to rest and freshen up, you'll be glad to have a private garden and hot tub in the backyard, a fully equipped kitchen for cooking meals, several flatscreen cable TV's, and free WiFi to browse and upload photos. There's patio furniture out back, as well as a grill to have your own island barbecue. The family dog is also welcome to come along for an additional nightly fee.You deserve the privacy and comfort of home when you're on vacation, and this charming cottage is the key!
Location
Reviews
5
(98)
5
We had a great time here! Loved the location - it was quiet but super close to Duval Street and all the fun.Amelia -
5
This place was in a great walking distance to Duval Streat, and the off-street single parking spot was great for an area where street parking availability is at a low inventory. The bathroom tub is in need of makeover, but for the price I paid compared to others in the same area, and the free parking, I'm still giving the place a 5.Lewis -
5
We had a great trip! They were really responsive when I had a couple things come up and quick to fix any issue we had!Gabriela -
5
This was a great location, we walked everywhere. Hot tub was clean and worked great, we used it every day. Overall the house was clean, lots of towels, clean bedding. We really enjoyed our stay. This is on the lower end of the price range for rentals we looked at, and it was pretty bare bones, no laundry in unit, but I think a value for what we paid and worked as a great home base while we explored the island. Communication with Vacasa agents was clear and easy. I would rent from them again.Gretchen -
5
Great location, perfect for a weekend gateway!Lissette -
5
The house itself is quirky but has the character you are looking for in Key West. The only things that could have been improved were the hot tub was running low and very dirty when we arrived. To try and get Vacasa to do anything quickly is near impossible. They are a Conglomerate based in Bend Or with some local affiliations. There way of doing business is to jump off the airbnb thread and start texting you by an obvious AI bot. We had to call their call center to finally get them to tell us that our hot tub issues had passed thru 5 hands already and they are trying to find someone to come rectify the situation. I informed them that I wanted to stay on the airbnb app for the record and to stop texting me everyday with AI. it seems the right hand doesn't know what the left hand is doing. I think a local presence would be an upgrade.Jennifer -
Hi Jennifer, we appreciate you sharing your feedback regarding your recent stay. We’re glad to hear you enjoyed the unique character of the house. We’re very sorry that the hot tub was not in ideal condition when you arrived and that the resolution process through Vacasa was frustrating. We truly appreciate your detailed feedback about communication and local support, as it helps us and Vacasa identify areas where we can improve the guest experience. It was our pleasure to host you, and we invite you to visit us again in the future!Seven Keys Vacations staff
5
Place was perfect! Walking distance to all the things, yet completely quiet at night. Interior was clean and had plenty of towels (including beach towels, which was a plus). Back patio outside was perfect - chairs were better than the picture and the hot tub was great! Also awesome to have a parking spot. Would definitely stay again!Jessica -
Hi Jessica, we appreciate you sharing your feedback regarding your recent stay. It's fantastic to hear that you enjoyed the clean interior, ample towels, and the perfect location of our property. We're glad the back patio and hot tub exceeded your expectations, and that you found the parking spot convenient. It was our pleasure to host you, and we look forward to the opportunity to host you again in the future.Seven Keys Vacations staff
5
Great experience! Location was walkable to restaurants, bars, and shops! We had to message them about a broken class door when we arrived (which was late in the evening) and they offered to come and fix it right away! I would recommend.Elizabeth -
Hi Elizabeth, we are truly glad to hear that you had a wonderful experience and enjoyed the convenient location close to restaurants, bars, and shops. Your communication regarding the broken glass door is valued, and we are appreciative of your feedback. Thank you for your recommendation, and we eagerly anticipate the opportunity to host you again in the future!Seven Keys Vacations staff
5
Comfortable, clean, and conveniently located.Ryan -
Hi Ryan, thank you for taking the time to review your stay with us. We are glad to hear that you found your accommodation comfortable, clean, and conveniently located. We would welcome the opportunity to have you back for an exceptional experience in the future!Seven Keys Vacations staff
5
Had a great stay in Key West! Awesome location right off of Duval Street, so quick access to lots of bars and restaurants and shops, but also tucked away enough so it was quiet at night. Great place!Kayla -
Hi Kayla, we're glad to hear that the home suited your needs. It's wonderful to know you enjoyed the fantastic location and quiet atmosphere we offer. Thank you for sharing your experience, and we look forward to hosting you again in the future.Seven Keys Vacations staff
5
topHermann -
Hi Hermann, thank you for choosing our home! We'd love to welcome you back for another 5-star stay!Seven Keys Vacations staff
5
We stayed 2 nights and had a great time!Wayne -
Hey Wayne, thank you for sharing your experience with us, we are glad you enjoyed our lovely home during your two-night stay! We appreciate your positive feedback and hope to welcome you back for another fantastic getaway in the future.Seven Keys Vacations staff
5
Clean, comfortable cottage in easy walking distance to Key West sites. A/C units kept rooms comfortable and the place was well equipped. Enjoyed our stay.Thomas -
Hi Tom, thank you for sharing your experience with us, we are glad you enjoyed our lovely home. We appreciate your feedback about the cleanliness, comfort, and location of the cottage. We hope to welcome you back for another enjoyable stay in the future!Seven Keys Vacations staff
5
we had a great stay. Close to everything. Would highly recommendLaura -
Hey Laura, thank you for sharing your experience with us, we are glad you enjoyed our lovely home. We're delighted to hear that our location met your needs and that you would highly recommend us. We look forward to welcoming you back for another great stay!Seven Keys Vacations staff
5
Great location. Able to walk/bike to restaurants and things to do. The place is nicely done and very comfortable. Kitchen has all you could need to prepare food EXCEPT there are no salt/pepper etc. so not a true Airbnb. Also, coffee was horrible bring your own or grab extra and bring back for morning. Front bedroom expect night noise car doors, cars, garbage truck people. There is a bar on the corner. Backyard is heaven. Loved sitting back there in the hot tub and listening to the cicadas at night. I loved it but the coffee situation was a bummer. I like my first cup without having to go out.Deborah -
Hey Deborah, thank you so much for sharing your experience with us! We're thrilled to hear that you enjoyed the great location and the comfort of the space. We genuinely appreciate your feedback regarding the kitchen essentials and coffee quality, as well as the night noise. Your insights are invaluable to us, and we hope to have the opportunity to welcome you back for an even more enjoyable stay in the future!Seven Keys Vacations staff
5
Perfect spot to access all key west activities!Cynthia -
Hey Cynthia, it's wonderful to hear that you found our location perfect for accessing all Key West activities! Thank you for providing us with this valuable feedback. We are so glad that you had a wonderful time at our beautiful home! Your comments have been passed along to our local manager to review, as we appreciate guests’ preferences, to continually improve.Seven Keys Vacations staff
5
Cozy cottage with easy walking to the local shops. For the parking at this property, its a shared two space very tight area. We brought a 2024 Tacoma so we backed it in and left it there the whole trip.Ken -
Hi Ken, thank you for taking the time to leave a review. It is a pleasure to hear you enjoyed the great views during your visit! We're thrilled that you found the cottage cozy, and appreciate your feedback regarding the parking situation. We hope to welcome you back for another enjoyable stay!Seven Keys Vacations staff
5
Great location and within walking distance to everything! Very comfortable beds. Nice outside sitting areas. Hot tub was great! One complaint was that 2 of the TV’s didn’t work as in previous reviews. Overall great experience!Krista -
Hi Krista, we're thrilled to hear you enjoyed the great views, comfortable beds, and the hot tub! Your feedback about the TVs is appreciated. We are taking steps to replace the TV in the living room and add a cable box in the bedroom to ensure a seamless entertainment experience. We appreciate your review and look forward to hosting you again for another exceptional stay!Seven Keys Vacations staff
5
good place to stay in, cleaning fees were kind of high, 2 TVs were broken, the other one was missing the TV remote.Adnane -
Hey Adnane, thank you for sharing your experience with us. We are glad you enjoyed our lovely home. It’s noted that the cleaning fees were high and that there were issues with the TVs. Thank you for bringing this to our attention; the team will follow up on these matters to enhance future stays. We hope to welcome you back soon!Seven Keys Vacations staff
5
Excellent location!!Julie -
Hey Julie, thank you for sharing your experience with us! We are glad you enjoyed our lovely home and found the location to be excellent.Seven Keys Vacations staff
5
great location, way better than a hotelCraig -
5
We really liked the house. Very good location. The house is very nice, we felt great in your house.Ievgeniia -
5
.Alex -
5
Great house nice and peacefulShani -
5
Great location and amazing place. Would stay there again!Scott -
5
Great location & many restaurants, stores and bars with in walking distance.Awilda -
5
Great location for walking to all the major sites. Driveway parking was a plus as street parking was very limited. Just the right size for 4 people. Nice front porch and backyard for hanging out.Shondra -
5
Place was advertised. Great location!Jason -
5
The place was great! It was clean, had everything you may need, and super convenient! 10/10 would stay again.Kendra -
5
Nice little house with plenty of room for two people. The location is an easy walk to all the attractions Key West has to offer. It’s an older home, but is in great shape and is very comfortable. Overall, an outstanding way to visit Key West.Brian -
5
Great little spot. Couldn’t ask for a better location.Beth -
5
Location was perfect. Everything was clean and the beds were super comfortable!Jessica -
5
Very lovely location just off Duval. Staff was quick to respond and even offered to let us drop off our carry on luggage before check in. Nice.
Quick to respond to our concern. Would definitely come again.Sheryl -
5
This home was great for our two day stay in key west. It was super close to the ferry we needed to take to go to dry tortugas National park .It is very close to duval as well which is awesome! The jacuzzi was a great addition and the outdoor shower. The house is very key west style. Not modern but cute and clean . It was great having a parking space in the shared driveway as well. No central air but every room has air conditioner and the hallway does as well so the house stays nice and cold.Katheryn -
5
Absolutely perfect! Exactly as described, we couldn’t have been happier!Elizabeth -
5
We had a great visit to Key West and loved the location. Check in was easy and communication was great. Bedrooms were spacious and the house was clean. The property is well kept and we really enjoyed relaxing in the hot tub after longs days of walking!Miriam -
5
I would stay here every visit if it was available! I think we lucked out when we found this available last minute for Christmas! It was a cold weekend so the hot tub was ideal!!! My dogs were super happy with the space. Great location and adorable cottage! Beds were comfy too!!! We actually left key west rested and feeling great after a weekend of Christmas festivities! I would book again in a heartbeat!!!Sue -
5
Great house, great location would stay again. Only thing i would change is some floors and tiles needs an update but this is minor overall 5 starsMaximillian -
5
Beautiful house… Clean and fresh with the new renovations but still leaving its original charm.. So close to everything and a beautiful front porchZalia -
5
Perfect location and dog friendly.Brandy -
5
Fabulous location steps from Duval street. All old town “must see/do” in walking distance. This home very clean and decorated nicely. Our shitzhu felt right at home. We got locked out the 3rd night but response from Vacasa was very timely. Hot tub in very private setting.William -
5
Amazing place, great communication, and perfect locationNathan -
5
Nice little spot in Key West, walking distance from most thingsKienan -
5
Maison ravissante, en bois, tres typique. Super emplacement. correctement équipé. réactif.Benjamin -
5
Very clean and comfortable. Had several calls to make sure I was happy and if there were any issues with the property. Awesome experience overall.Taylor -
5
Great location! Super clean and everything was exactly how it was described! Perfect for two couples traveling , privacy was impeccable. The only thing I wish they had was a washer and dryer but Definitely coming back!Natalia -
5
Excellent place to stay.Lou -
5
Absolutely fantastic place to stay, would recommend to anyoneZach -
5
Everything is great! You are in the midst of Duval street with plenty of options!Austin -
5
Great place.Donald -
5
Fabulous house! This was the perfect stay for 2 adults and 2 teenagers.
Everything was super clean and the hot tub was spotless. The dishes/pots/pans/coffee pot etc. seemed almost brand new. Beds were very comfortable and so was the temperature in the house (AC units worked great).
Loved both the front and back patios (the front was perfect in the late afternoon as it is shaded). And the grill started right up so we could cook our fresh fish we caught...
The location was unbeatable - walking distance to everything (though we did rent scooters and a golf cart) but super quiet street - with very friendly neighbors!
100% would rent again - This was the best place we have rented in Key WestKathy -
5
Convenient location, very clean, excellent communication. Nice place!Barbara -
5
This cottage was a great choice for our 4 day Key West trip. Just a block off Duval and central to most dining, we could stroll for a.m. coffee or late dinner. Very comfortable for 4 people. Loved the porch for coffee or cocktails. With a parking spot a golf cart is great for access to the furthest points (docks/marinas/beaches). Beds were very comfortable, A/C was appreciated and door locks worked well so we felt our stuff was secure. Didn’t use hot tub but it works (you have to turn on breaker at fence first).Karyn -
5
Very nice!Katie -
5
House was very clean and comfortable. Owner supplies you with plenty of bathroom towels and beach towels. There wasn’t much that wasn’t thought of on this rental. Location is amazing- blocks from Duval St. Very happy and satisfied. Definitely recommendKathleen -
5
Great location! The hot tub was nice for relaxing after a long day of walking around town. The parking situation wasn’t as tight as I expected, we were able to fit our SUV into the spot just fine.Nikki -
5
Location, location, location. The place was perfect for 4 adults. We especially enjoyed the outdoor shower!Sharon -
5
Location was quick walking distance to Duval. Home was comfortable and convenient.Eddie -
5
Place was exactly as described. Clean, close to Duval, and awesome private hot tub! Def would stay there again.Hannah -
5
Great location. Walking distance to all shows and restaurants. Had a great time.Marlene -
5
This cottage is so nice! It’s high ceilings really make it feel big and spacious and the air flow with all the fans had us feeling so comfortable during the heat of the day! The bed was very comfortable and the place was so clean! I missed that there wasn’t a dishwasher. No one enjoys doing dishes on vacation. However, the view into the private backyard was so enjoyable while I was doing the dishes. The backyard was a private oasis and we enjoyed grilling out and relaxing in the shade. I just wish there was a hammock back there to be able to take a nap in! If you want to see a little more action sitting on the front porch was just as enjoyable. There was a nice breeze and you are able to just sit back and people watch. The location was great - not too far from the southern most site seeing and not too far from the action and of Captain Tony’s and the action on Duval street. Great place to stay!Rebecca -
5
Great place. Awesome location. Very spacious and clean. Totally recommend.John -
5
Great place ! Easy check in and check out process ! They do not ask people to clean before check out . As you know a lot of places in Airbnb charge a lot of money for cleaning / cleaning fees but yet ask to clean the entire house after themselves, gladly , this place doesn’t ask you to clean ! House looks bigger than on pictures and has very nice backyard! I really recommend.Olga -
5
Very great location with awesome amenities!Chris -
5
Excellent service great location nice hot tub and bedsAngela -
5
We loved the spacious house with high ceilings. Hot tub in the back yard was great to relax in.Charles -
5
This was a great place to stay, one block from Duval and a short walk to the water. I liked that there were 2 king beds and air conditioners in each bedroom. The hot tub was also a nice touch. The place was clean and check in was easy.Cristy -
5
The home was upscale yet fit the island.
The home was very clean and the private garden was very cozy and an excellent place to eat breakfast. The home was a short walk away from all the action and an excellent location on the island, overall.
Our group had a great time and will definitely consider renting this unit for our next stay on key west!David -
5
As advertised and good locationKevin -
5
Loved it!Maryann -
5
Très jolie maison, très bien placée, propre et bien équipée.Camila -
5
We all really enjoyed this property, looks much better than the photos and is in a phenomenal location 1 block off Duval. Spot on!Jason -
5
Great location; easy walking distance to most attractions and to free Duvall street shuttle stops. Large bedrooms with comfortable beds; there’s a pull out sofa bed in the small living room area but mattress not the greatest. We added an inflatable bed on top and it worked out great for our needs. Good outdoor sitting areas in both front and back of house.Ellen -
5
Beau séjour , les hôtes ont étés rapides à résoudre un problème vis à vis le spa offert. Je recommande cette établissementBrigitte -
5
Great place, great location, will be coming backLeslie -
5
Great location!!!Victor -
5
The house is beautiful, and more spacious than it appears in photos. It is close enough to Duval to be convenient, but just fat enough to be quiet and peaceful.Carolyn -
5
Wonderful place to take a vacation I would do it againTheresa -
5
This is a fantastic location, totally worth to stay here. The hot tube is excellent and you are close to all the main attractions of key west. They provide you with towels, shampoo, conditioner, soap — all details are taken care of.
Don't hesitate in booking this home!Andres -
5
Two bedrooms are perfect for two couples or a small family visiting Key West. It is perfectly located; one block to Duval st, and two blocks from Hemingway’s House (a must see). The outdoor spa was a great place to rest with a cocktail after walking all day. It was immaculate when we arrived. Although we didn’t use it, a gas grill is provided so you can cook your own fresh catch after a day of offshore fishing. If you are looking a great place to stay in Key West, this is it.Les -
5
Fabulous location one half block off of Duvall! We found it to be very quiet! Sparkling clean, comfortable beds, cute kitchen and bar area. Loved, loved, loved the green tile bathroom! Would stay here again in a heartbeat!Lena -
5
Wonderful little cottage with a great location that was easy to walk to restaurants, historical sights and shops. Parking is a premium in Key West so having parking was a real plus as well as having two full bedrooms that were very comfortable.Rebecca -
5
We had a great stay at this lovely house. The location is fantastic. The house is bigger than it looks on the pictures with huge real king size beds. Air conditioning was a bit noisy though but we managed it with changing the mode to energy saver.
We did get some noise from the neighbour bar but it was ok and manageable with earplugs (or just being super tired from all our walking and visiting!).Cecile -
5
Great place!Carol -
5
Great place. Great location.Joseph -
5
We’ve been to Key West many many times. This is a terrific location, probably one of the best locations we’ve tried. The house was very clean and beds reasonably comfortable. We didn’t use the hot tub but it looked clean too. The backyard was a great place to have coffee in the morning and a beer at night. The morning rooster was quite entertaining and there is a cute cat that hangs out at night. The outdoor shower was a fun extra that I don’t remember in the description. Definitely a worthwhile place to stay whether it’s your first or fiftieth visit.Meghan -
5
We highly recommend staying here. Perfect location near the heart of the action in Key West. House was perfect and we loved the neighborhood. When preparing for trip, questions were answered timely. Thanks for a great stay!Stephanie -
5
Was a great location close to duval- we walked everywhere!! The parking situation was really nice, but someone had taken our spot when we first arrived so we had to walk over to the property that shares the driveway and parking and ask them to move which was a touch awkward. The hot tub was AMAZING just wish it had some better directions. Would definitely stay again it was an AMAZING value to be so close and walkable to everything!!!Emily -
5
A very good and clean place to stay, close to Duval Street. The pictures reflect pretty much how the place looks.Walter -
5
This house was perfect! Can’t wait to come back againAmanda -
5
loved the place. Having a courtesy van to pick us up and drop at us the airport was awesome.Jeremy -
5
Cozy, clean and convenient. The place is walking distance to some attractions and restaurants. I would recommendMadeline -
5
Great place!Matthew -
5
Great location. Close to Duval Street and beaches but off main streets and quiet. It’s not very big but most people don’t go there planning to spend too much time at the home.Sarita -
5
We enjoyed our stay and will recommend this to our friends.Greg -
5
Perfect spot for 4-6 guests!Charles -
5
Cute place! Very close to Duval street.Brittany -
5
This location was great. The neighborhood was quite, it was easy access to Duval St and the local beaches. I would definitely stay here again.Marshall -
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