I have never been to Siesta Key and I was simply passing through on a weeks trip headed south home…read moreand Thought Siesta Key would be a great spot to lay low for the night. Wow was I Lucky! Siesta Key and Siesta Sands On The Beach Hit all the marks for me. Great Beach, excellent clean Motel, & great Food & cocktails nearby. A Very short walk away from the Motel. The Motel is Literally On the beach & a short walk to the village where all the action is. I enjoyed a Clean spotless room with excellent hospitality. Easy check in & check out. It was a beautiful stay. The softest Beach sand I ever walked on. White powder! For that you have to come visit. For all future Siesta Key visits , Siesta Sands on the Beach will be my home base. It's was that great! Check them out!

No pool, no restaurant, no tiki bar, no high-rise, no elevators and no problem. Just a direct…read morebeachfront view of the Gulf of Mexico and the silica white sands of Siesta Key. Nothing else needed. Park right at your door & walk in to a first or second floor unit. Only 16 units total, all with direct beach view & access. You can view the individual condo units online and chose the one you want. Flexibility to rent a few nights or a week. We rented unit 71 for 3 nights. We preferred 1st floor as you have a small patio on the front and back. #71 is one bedroom but has sofa pull-out bed if desired. The owner has it fully engineered with 3 ceiling fans, USB ports, storage everywhere, kitchen with all dish-ware, 2 TV's, plus all the little items you may have forgotten to bring. Well thought out for many little conveniences. Bonus, it is only a 7 minute walk to the village where there are many shops, restaurants, etc., but little parking available day or night. We walked to the Summer House and the Cottage and recommend both.

We rented unit 5 for our spring break stay March 26-April 2 2022. It looks like they have updated…read morethe units and that part is nice and the price was too good to be true for being close to the village and beach. Couches/ chairs were old and gross and needed sheets on them. Location is a 5 star but accommodations w roaches isn't even a 1 star. I let the owner Paul know as soon as we saw the roaches we had a problem. We counted over 20 and they were out day or night so it was not just a little problem. I own several rentals myself so I'm pretty understanding but it was an infestation. After complaining a couple days he finally came in to see and we showed him where they were coming in the bathroom and kitchen. They were caught all over our tooth brushes and even after he filled the open holes in the wall they still got in. He basically said it was in our unit the the one above... I have never ever left a bad review but to this day we have not received our deposit back and I just want people who are looking for a nice place close to the village to be aware.

My boyfriend and I enjoyed a lovely weekend get-away at The Siesta Sunset Royale. Our room was…read moresuper clean with a fun beachy vibe. Down stairs was a pool, hot tub, and grill. So next time, we will definitely bring some food to grill ( also we had a kitchen in our room, so we could have cooked or prepped some food) The beach is just across the street. We woke up early to watch the sun rise. When walked around the village which is fun of fun bars and restaurants. We really enjoyed the fun and relaxing atmosphere. We are looking forward to the next time. :)

Our stay started off great. Amazing location just feet away from the beach and a short walk to the…read morevillage we could not have asked for a better location. Then on the 4th night of our stay we got in late and encountered cockroach in the toilet. When we looked around the bathroom we saw several more. They were small but there we several visible. We didn't sleep well at all but had to stay in the room. When we got u a couple hours later we saw a large cockroach just above the toilet paper holder on the side of the sink vanity. We called Vacasa right then and explained the situation and sent the representative pictures to substantiate our issues. He was helpful and told us the local property manager would be contacting us. We packed our belongings as quickly as possible and reserved a hotel room in Sarasota. Our last full day of vacation was a bust. The local agent could not be reached for several hours. When she did call around 11:30 am she told us she saw no evidence of cockroaches she told us that the picture of the large cockroach in the bathroom didn't look like anywhere in the unit. We told her the location of the other cockroaches and she continued to tell us she could find none at all. She told us the room is rented continuously and they never experienced cockroaches prior to this. She continued to state that she could find none. We felt as if she implied we were lying. She didn't use the word lie or liar but it felt implied. We felt very insulted. We have been visiting Siesta Key the same week for several years and we always stayed at the same place. This time we tried a new place and now we regret that we didn't stay where we had in the past. we had an a legitimate issue and it was handled poorly by the local Vacasa property agent. She is crediting us for the last day but she still insulted us by the implication that we were lying. We won't use Vacasa again. We feel bad for the next guests to experience the cockroaches because it is only a matter of time before someone else sees the cockroaches as well. We stayed in cottage 4.

MY husband and I found this lil slice of heaven on a spur the moment drive to Siesta Key years ago…read more We've been going back ever since. Most recently we stayed in August for our family vacation and rented all 4 units. What a wonderful time! Located a stones throw away from the semi private beach & within walking distance to anything and everything you need in the village. You absolutely cannot beat the location! Especially with children. Its so easy taking them to and from the beach especially when a bathroom break is needed or something forgotten. The units are all decorated with a beachy vibe, well maintained and clean. The pool, grilling area, outdoor shower and laundry is great,and management is very attentive and accomodating.

We stayed at Siesta Dreams 1 in Siesta Village. The location…read morewas perfect steps to the soft sand and beautiful warm water. The condo was clean and stocked with beach accessories. The host Dan was available for questions at any time of the day. We will be back.

DO NOT STAY HERE!!!!!! Please do your research and read the reviews on Yelp. This owner was…read moreabusive, degrading, and unprofessional. He then tried to threaten me and said if I posted my poor experience, (that was witnessed by 17 individuals), he would sue me. My lawyers had to be copied on the emails and once I put them on the emails, Dan told me I was, "blocked." Up until I copied my attorneys on the emails, Dan continued to send threatening emails. Despite me putting it in writing to please leave me alone. I have attached pictures here of our conversation. The conversation was initially dismissive, then he began to threaten me stating that if I went public he would have me charged with a crime. https://m.yelp.com/biz/gertrudes-village-house-siesta-key While the rental company is not responsible for the inside features, nothing worked. The fridge was broken, the air conditioner would work on some nights, others it did not. The sink would clog and the drainer was broken. This hasn't been addressed because it says they are not responsible for this in the contract. But for your knowledge, the pictures are deceiving. We originally booked this place as a 4/3. Please do your research. Dan, the owner, charged us for a 4/3. We placed a call to Dan to let him know we didn't have the 4/3 and in front of 17 individuals on speakerphone, Dan corroborated this by stating, "yes absolutely. That unit is included with the rental." Dan then gave us the address to the second unit and we walked over there, only to find a family inside. It wasn't until he gave us the address and we attempted to get inside, that Dan called us back and took back everything he said. Unfortunately, the website says it's a 4/3. The owner will likely respond by telling you our email correspondence says I agreed to a 3/2. I have attached those screenshots here. He continues to send me a link that I did not click on. I did it through their website. It is advertised as a 4/3. When Dan realized he double booked, he called us back and said we were mistaken. Despite telling us, "absolutely. The 4th unit is included with your rental." The contract also states we are responsible for looking at the website, which advertises this as a 4/3. Upon my attempt to speak with Dan, he yelled at the top of his lungs, "STOP!!!!" It was the most bazaar reaction. I then said, "excuse me? I am trying to explain my frustration with you." Dan then responded by stating, "ugh I don't feel like dealing with this. I'm on vacation. You booked what you booked. This isn't my problem." I asked him who I could speak to when he is on vacation and he responded with, "no one. This isn't my problem. I don't know what you want me to do. I don't feel like dealing with this." Our email exchange sums up the majority of the issues we faced with Dan. I didn't raise my voice once. I tried to calmly express my frustration and the owner responded by yelling at me, telling me it wasn't his problem, and talking down to me. Please read the reviews on the company. NOT THE LOCATION. The location is why this place continues to get bookings. The owner attempted to sell me a rental that opened up the next morning. He ignored the fact that I paid him for the 4th bedroom and then he charged another family to stay there. Therefore, he charged both me (who did not stay in the 4th unit) and the other family, (who actually stayed in the unit). He essentially rented the fourth bedroom twice, profited from us both, and the other family stayed in it. When he texted me the next morning asking if I wanted the extra unit for a "discounted price." I said "no thank you." I didn't send another text or send any emails. I was going to let my lawyer handle it when I got home. The owner then started an email chain stating I booked the 3/2. When I attempted to defend myself, he threatened me, coerced me, and tried to scare me into posting this review. It wasn't until I copied my lawyer onto the email thread that he stopped sending messages. Even the last email was an attempt to threaten me if I went public with this.

We will never stay here again. Dirty, musty, noisy at all hours of the night and unhealthy. There…read moreis no customer service. The one star is for the location. Great location. Lousy and unhealthy cottages.

I haven't even checked in and they are messing with my vacation. I WAS so excited to bring my kids…read moreto my favorite beach. I haven't stayed at this location in the past a few times and was happy. It must be under new management. I rented a 2 bedroom unit. I have 2 service dogs. They are not at all helpful. Saying only one per unit. The second bedroom doesn't matter. So basically my elderly mother has to be in her own unit. I've brought 3 dogs in the past each time in a one bedroom unit. No issues. If I had not booked nonrefundable I would have canceled. I will never stay here again.

I only gave them them 1 star because I had to for the post. I just got off the phone with a lady…read morethat was so rude with trying to change my reservation. She argued with me about how many days I "HAD" to book, she argued with me about whether November was a low season or high season, she informed me that she doesn't even work for the condos...i guess she volunteers. And this was after leaving several voice mails and an email. I could tell by her voice when she did call me back that she was frustrated. Informed me in a hasty manner that the offices were closed until May '25 and that the property is in the process of being sold. Which to my offense...I had no idea! I just wanted to change my reservation. Then she hung up on me. When I responded via text message she told me she will not deal with rude people and that she would cancel my reservation. I guess I'm rude because I called out her nasty attitude. She refused to give me the owners name. I guess this place does not need our business which is sad. I love SK but will take my business somewhere else. I would NOT recommend Sandbox on the Beach for any future stays.

Don't come here. There is no staff. Place is horrible. They are taking you for total fools for…read morecharging $350/night for what they give you. Old. Falling apart. Murphy bed - probably the original bed from when the place was built. Small tiny spaces. Cheap cheap everything. This is a 2 or maybe 2.5 star location at most. Fraudulent advertising. Other 1 star review by Louis pretty much sums it up. Unfortunately we didn't see it and trusted the write up without verifying reviews. The good reviews must be by friends or family of owners. We stayed one day because it took us that long to regroup and find an alternate more appropriate lodging for the remainder of our stay. See pictures of this location. We HIGHLY recommend "The Lido Beach Resort" (that is where we ended up and within walking distance of this location). The Lido Beach Resort is truly amazing, reflects the luxury that you are paying for and without loss for the divine location. They know you are paying good money so they give you your money's worth and the restaurant at the Lido Beach Resort is very good.

Great space, well equipped unit with wonderful beach view. Horizons West has a wonderful vibe and…read moregood amenities.

we had a wonderful stay at this condo on the beach of Siesta Key. The condo was very clean and met…read moreour needs. the location was very good and the swimming pool, beach area were exceptional. We enjoyed the week and will definitely consider going back.

My wife and I were celebrating our anniversary and picked Siesta Key Inn to enjoy ourselves and the…read morefamily run inn was very nice and the people are very friendly and had everything we needed,we loved it and will be coming back again.

We have been staying here for years. Everything is always perfect. You can fly or drive in and not…read morehave to worry about needing anything. The kitchens are equipt better than most people homes. Refreshing pools, yes two available. Extremely short walk to white sandy beaches and shops. Trolly for all siesta key 100 yards away. Siesta Key Inn provides nice chairs, umbrellas and playmate coolers for the beach. A must to stay with Siesta Key Inn.

I stayed at Siesta Key Beachside Villas with my family for three nights in July 2026 and paid…read more$1,203.51. Unfortunately, what should have been our family's summer vacation was significantly affected by the condition of the sleeper sofa in our room and, even more so, by the way management handled the issue afterward. To be clear, I understood that the room included one queen bed and one sleeper sofa. My complaint was never that I expected the sleeper sofa to feel like a conventional mattress. The problem was the condition of this particular sleeper-sofa mattress. It provided so little cushioning that three members of my family, including me, could feel the metal support structure underneath while trying to sleep. I took photographs during the stay showing the mattress and the metal frame beneath it. I raised the issue with front desk staff while we were still staying at the property. Staff gave us additional pillows and blankets, but that did not solve the problem. I raised the issue again and asked whether my party could be moved either to another suitable room at this property or to the sister property in Siesta Key. I was told there was no appropriate alternative available for our entire stay. Our party size was also fully disclosed before arrival. When I booked by phone, I clearly stated that we were three adults and two young children. The reservation was accepted and paid for with that information, and I confirmed our party size again at check-in. While I was still at the property, front desk staff told me the issue would be raised with Lee Jennings, who I was told was the manager responsible for both properties. I was instructed to continue contacting management by voicemail and by email to the hotel's general email address. I followed those instructions. After leaving, I repeatedly called, left voicemails, and sent two emails to the address staff specifically told me to use. Neither email received a response. I was repeatedly told management was unavailable, including being told that the manager was on vacation. During this entire period, management proactively contacted me only once. An assistant manager left me a voicemail. I returned that call approximately 30 minutes later, could not reach her, and nobody called me back. I then spent approximately another week continuing to pursue the matter myself before I was finally able to speak substantively with a manager. That is why I strongly disagree with any characterization of this as simply "phone tag." The overwhelming majority of the follow-up was initiated by me. When I finally spoke with management, I was offered approximately $177 plus tax in refunded resort fees and parking, along with a future-stay certificate. When I explained that returning from Miami simply to use that certificate would require another significant trip, the manager laughed and disputed the amount of travel time I described. During the same conversation, the manager also emphasized that the hotel had employees and families who needed to be paid as a reason the property could not provide the monetary resolution I was requesting. I understand that businesses have employees and expenses. Guests also work for their money. This was our family's summer vacation, paid for out of our own household budget. When I mentioned that I was considering contacting Florida's Department of Business and Professional Regulation regarding my concerns, the tone of the conversation changed significantly. The manager repeatedly characterized that as a threat, repeatedly interrupted me, and stated that the compensation being discussed would no longer be available. Before the conversation ended, I asked for the appropriate mailing address so that I could send formal certified correspondence, and that information was not provided to me. I also think it is important to note that several frontline employees were courteous and helpful. My criticism is not directed at them. The location itself is also good. My criticism is directed at the condition of the sleeping accommodation and especially at the management response afterward. Problems can happen at any hotel. What matters is how management responds when they do. Based on my experience, I would have serious concerns about relying on this property's management to provide timely, professional assistance if an issue arises that frontline staff cannot resolve. I am attaching photographs of the sleeper sofa from our stay so readers can see the sleeping accommodation for themselves. Prospective guests should consider not only the location and appearance of the property, but also the management responsiveness described above before deciding whether to stay here.

The best thing about this place is that it's a 2 minute walk to the beach. The beach is beautiful…read morebut the actual villas I would not recommend. The stove had 2 burners that didn't work and the oven over heated within a couple of minutes. The couch was not cleaned after the previous guests, we found dog treats in between the cushions.

We rent out our home during the Masters golf tournament every year, and head out of town for a…read moreweeks vacation. After ten consecutive years of mountain trips, we decided this year to head back to the beach and the gulf side of Florida that we used to be familiar. After quite a bit of research and reading numerous reviews, I reached out to Tim and Yvonne (managers of The Cottages at Siesta Key). It was one of the best decisions I ever made, as we hit it off immediately and had a rental agreement completed the very same day. We arrived at our destination at night well after the office closed to find that Tim and Yvonne has left our keys on the door along with a nice note and all pertinent instructions. The room was cute and super clean, which was the number one requirement for us. The pool was well maintained, and the beach access was only a very short walk of a couple hundred yards away. They even provided lounge chairs, an umbrella, and even a long handled shelling scoop for our use. We enjoy eating out each evening during our vacations, and there were a number of excellent choices within walking distance or a short drive from The Cottages. We enjoy bird photography, and an awesome state park was only a 30 minute or so drive away. The famed St. Armands Circle and Longboat Key were a comparable drive. In conclusion, we will certainly return to the Cottages at Siesta Key and now consider Tim and Yvonne to be personal friends!

First, let me say the hotel was lovely. Our room looked fantastic…read more Everything was great until we needed to go to sleep. This hotel does not have curtains, only louvered blinds on the windows and frosted glass on the door so you're getting: ANY outside light, light from your and your neighbors' porch light, and potentially light from cars as they pull in and out of the parking lot. Oh, and let's not forget the bright blue LED read out on the refrigerator, and the AC unit directly over your bed. *So much light pollution in one room.* The other complaint would be the -10AM- check out time. The way too-early check out, after a lousy nights sleep, would really give me pause to stay here again. My friend and I were going to a kayaking trip in the morning and we had to repack everything we had unpacked just a few hours before. We were told if we wanted/needed to have a late check out, we would be charged a *full day*. WTH? To come back, I would have to bring my own window coverings, and painters tape (to cover any LED lights) to consider rebooking this hotel. Although, it's a good location and was a good price during Labor Day Sunday/Monday.