---
title: "GuestWisely Reviews 2026. Verified Reviews, Pros & Cons | Capterra"
description: "Is GuestWisely the right Property Management solution for you? Explore 191 verified user reviews from people in industries like yours to make a confident choice."
source_url: "https://www.capterra.com/p/117297/GuestWisely/reviews/"
page_type: "reviews"
language: "en"
publication_date: "2026-10-21"
---

GuestWisely

4.7 (191)

Provider data verified by our Software Research team, and reviews moderated by our Reviews Verification team. [Learn more](https://www.capterra.com/our-story/)

* * *

Last updated October 21st, 2026

# Reviews of GuestWisely

Ease of use

4.6

Customer Service

4.8

## Pros and Cons in Reviews

AC

Alex C

Managing DirectorHospitality, 51 - 200 employeesUsed the software for: More than 2 years.

“We currently use it to manage around 400 properties, and it has helped us streamline our operations significantly.“

June 10, 2026

IS

Ivana S

Reservation ManagerReal Estate, 2 - 10 employeesUsed the software for: Less than 6 months.

“That makes it confusing sometimes when I’m reviewing multiple reservations.“

May 4, 2026

AC

Alex C

Managing DirectorHospitality, 51 - 200 employeesUsed the software for: More than 2 years.

“The support team is responsive, knowledgeable, and always willing to help. Whenever we have questions or need assistance, we receive prompt and effective support, giving us confidence that we're backed by a team that genuinely cares about our success.“

June 10, 2026

RF

Ramon F

CEOReal Estate, 11 - 50 employeesUsed the software for: 6-12 months.

“There’s also no mobile app to manage communications and operations on the go, and no real-time notifications.“

October 16, 2025

GD

Giuseppe D

CFOHospitality, 2 - 10 employeesUsed the software for: Less than 6 months.

“The onboarding experience was excellent, thanks to \[sensitive content hidden\], who demonstrated exceptional knowledge of the PMS and answered every question promptly, thoroughly, and professionally.“

June 8, 2026

RF

Ramon F

CEOReal Estate, 11 - 50 employeesUsed the software for: 6-12 months.

“We had to create workarounds that were far from ideal and led to lost bookings.“

October 16, 2025

DH

David H

FounderReal Estate, 2 - 10 employeesUsed the software for: Less than 6 months.

“You consistently went above and beyond, spending way more time with me than I ever expected, answering every question and anticipating next steps before I even knew I’d need help. Whenever I reached out, I received a prompt, proactive response. Whenever I encountered an issue, either you or another support team member followed up immediately until everything I had raised was either answered or resolved.“

July 14, 2025

RF

Ramon F

CEOReal Estate, 11 - 50 employeesUsed the software for: 6-12 months.

“We experienced many issues with channel connections.“

October 16, 2025

## Showing most helpful reviews

Showing 1-25 of 191 available reviews

Sort by:

Most Helpful

Rating

Company Size

Reviewer's Role

Length of Use

Frequency of Use

R

Reviewer  
CEO  
Used the software for: 3-5 years

### "Guestwisely "

October 28, 2026

4.0

Overall, I have had a good experience with the team, and they are always willing to answer questions and take ideas

Pros

Customer Service and the variety of options available are constantly being updated so I can see how it will grow with company

Cons

I find it extremely costly and confusing, and it takes a bit of time for things to come online. Doesn't have multiple properties and double charges for the same property if you have it in various room breakdowns

Review Source

R

Reviewer  
Operations Manager  
Used the software for: 3-5 years

### "Great PMS. All in one solution for all your str management needs"

June 22, 2026

5.0

Pros

Great pms with seamless integration to all major channels. User friendly and amazing support when needed

Cons

Lack of user definable reports for items such as amenities, property settings, etc.. Having these reports would benefit in efficiency and useability

Review Source

R

Reviewer  
CEO  
Used the software for: 1-3 years

### "Un socio tecnológico estratégico de confianza"

June 22, 2026

5.0

Nos hemos sentidos muy cómodos con su uso desde el principio, además el personal profesional de asistencia nos acompaña en todo momento y se adapta a nuestras necesidades. Gran experiencia de implementación y acompañamiento, colaboración productiva.

Pros

Muy satisfechos con todos los aspectos, gestión de reservas, atención y resolución ante problemas, plataforma segura y la relación calidad-precio es aceptable. Potente, flexible y con excelente soporte que evoluciona junto a nuestro negocio con un equipo de respaldo excepcional.

Cons

Las sincronizaciones que en ocasiones dan errores, o no recogen cambios de las plataformas origen. Como cualquier plataforma en constante evolución, hay funcionalidades que requieren atención para mejorar la experiencia del usuario.

Review Source

R

Reviewer  
Office Manager  
Used the software for: 3-5 years

### "Supportive Team and Strong Partnership"

June 16, 2026

5.0

We are big fans of GuestWisely and look forward to continuing our partnership with them for many years!

Pros

We always feel heard and supported by the team at GuestWisely. While we admittedly do not yet use the software to its full potential, we are gradually implementing the features that best fit our business needs. We are especially impressed by their commitment to customer service, including taking the time to visit our office in person. Their support and personal approach have made a positive impact on our experience.

Cons

The report writer is somewhat convoluted for our needs, but we are gradually learning how to make better use of its features.

Review Source

R

Reviewer  
Property managers- vacation rental services  
Used the software for: 1-3 years

### "Excellent, highly recommended to property managers"

June 16, 2026

4.0

The best tool for property managers, can’t imagine doing without. All in one, software, website, finance, great support team.

Pros

The best tool for Booking and reservation management and accounting. The team is knowledgeable, profesional and friendly.

Cons

There is still lots of features that we are not using to it’s max potential. More opportunities for training.

Review Source

R

Reviewer  
Managing Director  
Used the software for: 3-5 years

### "Great Value for Money and Outstanding Customer Support"

June 11, 2026

5.0

GuestWisely has been a fantastic solution for our property management business. We currently use it to manage around 400 properties, and it has helped us streamline our operations significantly. GuestWisely has been a key part of helping us scale our business efficiently. I would highly recommend it to any property manager looking for a reliable platform with excellent support and strong value for money.

Pros

One of the biggest advantages of Guestwisely is the value for money. The platform offers a comprehensive set of features that allow us to efficiently manage bookings, reservations, guest communication, and day-to-day operations without the high costs associated with many other systems. The booking and reservation management is seamless. Everything is centralized, easy to navigate, and reliable, which is essential when handling a large portfolio of properties. The automation and workflow tools save our team a considerable amount of time and help reduce errors. The other thing that sets GuestWisely apart is their customer support. The support team is responsive, knowledgeable, and always willing to help. Whenever we have questions or need assistance, we receive prompt and effective support, giving us confidence that we're backed by a team that genuinely cares about our success.

Cons

While GuestWisely integrates with many of the major booking channels, there are still a few important platforms, such as Google Vacation Rentals and Homes & Villas by Marriott Bonvoy, that do not yet have direct integrations. For property managers looking to maximize distribution, having these connections available would be a valuable addition. That said, we understand these integrations may be on the product roadmap, and we're excited to see the platform continue expanding its channel partnerships.

Review Source

R

Reviewer  
CFO  
Used the software for: Less than 1 year

### "5 stars review all the way!"

June 10, 2026

5.0

Overall, we are extremely pleased with the features and functionality that GuestWisely provides. The onboarding experience was excellent, thanks to \[sensitive content hidden\], who demonstrated exceptional knowledge of the PMS and answered every question promptly, thoroughly, and professionally. She also took the time to understand our specific needs and consistently recommended effective solutions and best practices, helping us configure the system in the most efficient way for our business.

Pros

What I like most about the system is how intuitive and user-friendly it is. The setup process provides numerous customization options, making it easy to configure the platform to fit your unique requirements and workflow. Also found no bugs or issues.

Cons

Overall, the platform meets our needs very well. The only enhancement I would suggest is adding integration with Guardian Insurance for rental damage protection insurance, which would make the process even more seamless for our team.

Review Source

R

Reviewer  
Reservation Manager  
Used the software for: Less than 1 year

### "Reservation manager"

May 8, 2026

5.0

Pros

User-friendly interface and efficient tools managing reservations; predefined reports are very useful.

Cons

I don’t like that every time I try to open a function or reservation, it opens a new tab.That makes it confusing sometimes when I’m reviewing multiple reservations.

Review Source

R

Reviewer  
Property Management and Vacation Rentals  
Used the software for: Less than 1 year

### "Highly satisfied with GuestWisely"

January 9, 2026

5.0

Our overall experience with GuestWisely has been excellent. The platform is modern, reliable, and has made managing bookings, pricing, and commissions so much more organized and stress free for our business. What truly stood out was the hands on training with Hind, she was and is incredibly knowledgeable, patient, and supportive, taking time to explain everything clearly and making sure we felt confident using the system. We felt guided every step of the way, not rushed, and very supported. GuestWisely has been a game changer for us, and we're extremely happy with both the software and the whole team behind it.

Pros

We love how GuestWisely simplifies our daily operations. From inquiries to confirmed bookings, everything flows smoothly and saves us a lot of time.

Cons

We havn't encountered anything we dislike so far . We havn't encountered anything we dislike so far.

Review Source

R

Reviewer  
Property manager  
Used the software for: Less than 1 year

### "A wonderful experience "

December 22, 2025

5.0

I had an excellent experience! In less than a month, I accomplished a lot and I am almost ready to launch the business. Thank you \[sensitive content hidden\] !

Pros

What I appreciated the most was, above all, the availability. I was always able to schedule an appointment within the same week. I really appreciated that the meetings lasted an hour, which is very generous compared to other platforms that sometimes offer only 15 to 30 minutes. I appreciated the professionalism of the people who supported me throughout this process and the time they devoted to me. Often, the meetings went a little beyond the scheduled time, and they always stayed with me a bit longer to answer my questions. I received exemplary support—better than I could have imagined. Guestwisely is a complex platform, but thanks to all the meetings I was able to attend, I managed to gain a good understanding of how it works. I also appreciated the respect I was shown. Since English is not my first language and I am new to managing rental chalets, I didn’t always understand things right away, but the people who supported me were always very respectful and patient with me. In short, thank you very much—this is a truly wonderful company!

Cons

Almost nothing! Perhaps the complexity of the platform and the website at the beginning, or the fact that several option require payment. Aside from that, I have nothing to say.

Review Source

R

Reviewer  
Chief Executive Officer  
Used the software for: Less than 1 year

### "Easy & effective to use PLUS an outstanding support team to help you along the way!"

January 25, 2021

5.0

Our company had recently switched from a different PMS system to 365Villas and we couldnt be happier. The product and its interface is very easy to understand and extremely easy to use. Not to mention the options are limitless! Our experience with the team at 365Villas has been nothing short of amazing! The transition, onboarding and the ongoing support has been greatly apprecited and everything has been seamless. Our account manager and all the team members that have helped us thus far have all been extremely patient in answering all of our questions and making sure that we understand the full capacity of the system and its add-ons. They have even gone a step further to show us all of the ins and outs of the specific channels that we are connecting to, to make sure that we are using them to their full potential - This is something that we didnt have in the past and we greatly appreciate! I would 100% recommend 365Villas! Thank you 365Villas, you have a client for life!

Pros

365Villas has released a new, very user friendly interface for their PMS software which makes it easy to manage properties while on the go. Also, the responsiveness and dedication of the representative and support team remains unmatched!

Cons

There are many add-on options to the software. This is not really a con as you use what you need. You can add on to you subscription as you need, but there is a fee.

Review Source

R

Reviewer  
CEO  
Used the software for: Less than 1 year

### "Promising system that falls short in key areas"

October 17, 2025

2.0

We used the system for around 10 months and invested a significant amount in the setup. GuestWisely offers some great features, but there is still a lot of manual work required. Channel connectivity was unreliable, and although we requested multi-unit Airbnb support from the start, it was finally confirmed as not available. We had to create workarounds that were far from ideal and led to lost bookings. The lack of a mobile app also made daily operations more difficult, as our team had to log in through a web browser to check updates. Ultimately, we decided to move away from GuestWisely mainly due to poor customer service, connectivity issues, and the absence of proper multi-unit functionality.

Pros

GuestWisely (former 365Villas) dashboard had a clean and simple layout that made it easy to manage all bookings efficiently. The direct website integration worked smoothly, and the automated message templates and workflow automation were very well designed. These features helped streamline communication and daily operations effectively.

Cons

Customer service is very poor, especially during weekends when there is no support at all. We experienced many issues with channel connections. The onboarding process initially seemed professional, but in practice, there were frequent connectivity problems with the system. There’s also no mobile app to manage communications and operations on the go, and no real-time notifications. Another major limitation is the lack of proper multi-unit functionality with some channels like Airbnb, which forced us to recreate listings and lose valuable reviews. This had a significant impact on reservations and flexibility in assigning guests to different villa units.

Review Source

R

Reviewer  
Founder  
Used the software for: Less than 1 year

### "365Villa’s Support Team: Above and Beyond"

July 15, 2025

5.0

My interaction was almost exclusively with \[sensitive content hidden\]. From our first interaction, your patience, professionalism and genuine commitment have stood out. You consistently went above and beyond, spending way more time with me than I ever expected, answering every question and anticipating next steps before I even knew I’d need help. Whenever I reached out, I received a prompt, proactive response. Whenever I encountered an issue, either you or another support team member followed up immediately until everything I had raised was either answered or resolved. Onboarding this new system has been daunting, especially with so many moving parts and considerations and my lack of experience in the business. I’d be lying if I said I wasn’t totally overwhelmed and a bit nervous to move to production, especially as it relates to the money collection, movement and deposit taking! That said, with the responsive support network that you have, I feel confident that I’ll be able to get the assistance if and when needed. Your attentiveness and expertise made the process less stressful and a far more of a positive experience than I was expecting. I’m sincerely grateful for the dedication and time you spent with me I and look forward to continuing and growing our partnership. I’ve got a commitment for another property that should start in a few weeks and I’m confident that this is just the beginning.

Pros

The breadth of the offering is truly impressive and the support received and time spent towards training during the onboarding process exceeded all expectations.

Cons

Difficult for me to speak to this given my near non-use of the platform so far. So far what I've been able to accomplish on the platform has met my expectations. To select one thing - I may call out the pricing plan and the need to lock in with 5 properties to start. As a startup PM, paying for properties you don't manage is difficult but if this cost is designed to offset training and onboarding, I get it.

Review Source

R

Reviewer  
General Manager  
Used the software for: I used a free trial

### "Usability and Reliability"

December 30, 2021

5.0

To be honest I'd like to use 365villas but I had to stop the on boarding process, becouse of problems with my old website, which had made my needs higher and than 365villas price to high for me, during this pandemic period, when market is uncertain and unstable....

Pros

Easy of use, without any doubt! Intuitive, easy to use, well organized and smooth onboarding. The person who assisted me in on boarding is reliable and well organized!

Cons

Usability, and there are all the desired Features!

Review Source

R

Reviewer  
CEO  
Used the software for: 3-5 years

### "Great software with fast support"

August 19, 2019

5.0

Great company to work with with really good software. They "listen" to change requests and their support is great. Highly recommended!

Pros

The management of reservations and bookings is easy and fast. With all the relevant information easy accessible and manageable. The expense manager works excellent to charge property owners for any expenses.

Cons

Nothing really - Obviously there are items we would like added but they do take the proposals seriously and consider amendments / changes.

Review Source

R

Reviewer  
Bookings Manager  
Used the software for: Less than 1 year

### "Great platform and great team "

June 24, 2025

5.0

As a property management company, we were looking for a channel manager to integrate different properties in different booking platforms. We found 365Villas and we are very happy. The team is very attentive, helpful and efficient. Answers are given as quickly as possible and they care about the customer. After purchasing the package, several free learning sessions are given and if any further questions arise, the team is available to arrange more sessions. I would especially like to thank Hind, Irina and Leonardo for all the patience and time they gave and are giving to help. Thank you.

Pros

The platform is relatively simple to navigate and quite complete. It takes just a few sessions with the team to start understanding how this channel manager works

Cons

I dont have anything bad to say about 365 villas. Everything went well and according to my expectations.

Review Source

R

Reviewer  
Admin Director  
Used the software for: Less than 1 year

### "PMS will help us to grow our business"

February 12, 2025

5.0

Very happy with the client support and really looking forward to putting the PMS to use.

Pros

The PMS has absolutely everything we need to help us grow our property management business.

Cons

There we're some minor teething problems when integrating the system, but the 365 team has been responsive in resolving all issues.

Review Source

R

Reviewer  
GENERAL MANAGER  
Used the software for: 3-5 years

### "A comprehensive one stop solution for property managers"

May 14, 2024

5.0

We have seen 365 Villas professionalize over the years and they have helped us raise our standards. I feel they have advised us in our best interest. They have implemented the features we demanded and their customer service has been attentive. Great value for the money. It is a proper software for our business size.

Pros

Integrated accounting feature. It lets you do your operational accounting and connect to QuickBooks if you want to.

Cons

The mobile website is not as complete as the desktop version.

Review Source

R

Reviewer  
Reservations Manager  
Used the software for: 3-5 years

### "This is a great Management Software"

August 10, 2023

5.0

This is a very complete software, I've been using it for 6+ years and even though there are lots of options in the market for this kind of business, I feel 365Villas nails it perfectly. For a new user it might be very overwhelming to learn how to use it, but once you get a grip everything feels easy and logical.

Pros

I like the flexibility of customized templates for everything, makes my job a lot easier and faster.I believe all the month by month improvements make a very big difference, it feels like the software moves forward with new technology perfectly.

Cons

I believe the financial part needs a little improvement, the configuration of services, taxes, etc. can be a little overwhelming sometimes for the Administrator and accounting in general, specially for the owner reports at the end of the month.

Review Source

R

Reviewer  
Sales excutive  
Used the software for: 1-3 years

### "Bookings Processing and Confirmation"

December 11, 2019

5.0

I have been using the software now going into my fourth year. Whenever I have been unsure of anything, it has been easy to seek training, either from my own team or through 365 Villas. There has been continual improvement of the interface and functionality is always added to make my job easier.

Pros

The booking entry system is very easy to learn, understand and to use. The training given to me was simple due to the clean and clear navigability of the interface. The booking system and template management is multilingual and because we are dealing with clients from many different countries it makes the output much clearer for the client even if the user does not understand the language. There is also a multi currency feature which is very important to us, this is always accurate and easy to use. Clients details are stored in the database, so it makes it much quicker to send a confirmation to the repeat clients, as their information is pre-populated on booking entry when you type their name. When processing a booking it is easy to add ad hoc services. If services are used regularly it is also very simple to store this data for quick selection whilst adding the booking. Amending bookings is very quick and accurate, the amendments can then be either sent to the client or not, which is a very good feature. Attachments can be pre-uploaded and send to the client on the booking confirmation. The booking confirmation template is easily amendable, which is especially useful when you want to send the client some specific comments.

Cons

If any problems occur, such as with the multi currency calculation, the software has always been reprogrammed by the 365 Villas team very quickly. Wherever there is room for improvement on the booking entry screens in terms of layout the 365 Villas team has always worked with us to make constructive changes. There are very few areas of criticism and perhaps this is not even worth mentioning, but the units field on the services dropdown is set to maximum of 30 and very occasionally it would be useful, if we could select more units. One other area, where perhaps an improvement could be made is the management of adults, children and infants, whereby there is separate field for infants. On the booking confirmation the adults and children are not differentiated, for example 2 adults and 1 child will display as 3 people. It would be very helpful to break this down into adults and children (and infants). However, these kinds of improvements are always possible and the team at 365 Villas are always proactive in working with us on such issues.

Review Source

R

Reviewer  
Director  
Used the software for: 1-3 years

### "A very strong player in the marketplace"

February 18, 2019

5.0

Our business manages vacation rental properties on behalf of property owners. 365Villas gives us a robust platform to integrate all of our operations, and works well with third-party tools that we value. It's been a tremendous boost in the organization of our company using their platform, and our guests and clients have consistently been happy with the UX they are exposed to, as well.

Pros

We've been working with 365V for approximately 1 year now, and have been very impressed with them from the beginning. While there were some bumps getting started, and some points that needed to be worked out between our systems and their integrations, they have since made massive upgrades and improvements in their platform, and it has been a fantastic user experience. Automated messages work very well, booking management is easy, and their integrations with powerful channel management and yield management tools work very well to dramatically improve our operations. I also appreciate that they operate on a per-property that gradually scales down, which I find is far easier to absorb into the growth of business.

Cons

At this point, and with their recent upgrade, we are very happy with the platform and I cannot find any specific points that I feel are any better addressed by any other provider. It could conceivably be better if some of the more robust systems (like channel management and yield management) were wholly-encompassed in the platform - rather than being third-party integrations - but having worked with another PMS prior that did have this, the way that 365Villas does it IS far more effective.

Review Source

R

Reviewer  
Operations  
Used the software for: Less than 1 year

### "365villas Fits Like A Glove. Look no further. "

November 2, 2019

5.0

We are an owner-operated portfolio of branded properties. Prior to selecting 365villas, we expected to triple our growth in 2020. We will far exceed these growth goals. 365villas is strategically and operationally foundational to our growth strategy. We are now planning to acquire 2 to 3x more properties over the business goals for 2020.

Pros

I typically do write reviews. They earned this excellent review. On a scale of 0-10 stars. 1. The People at 365. 12 stars. 2. Intuitive ease of use. 12 stars. 3. Functionality. 9.5 stars. 4. API Integration. 13 stars. 5. 3rd Party Partners. 12 stars. My wife and I knew nothing about on-boarding an enterprise software system. I barely use MS Office. We dove in and started learning. Put the time in. Don't gloss over anything. Learn it in the order they direct you to learn it. Don't skip ahead. Decide to be a power user. Every day we reach a new milestone. Every day our business gets smarter. Easier to operate. We were closing bookings a week I believe. This was less than 15 days ago. We are not power users...yet. However... at every daily milestone we get so excited thinking we might be. Haha.

Cons

To articulate what I like least about the 365villas would not be of value to your purchase decision. They are tiny nits.

Review Source

R

Reviewer  
COO  
Used the software for: 3-5 years

### "365 Villas Review "

May 10, 2024

5.0

Very good overall experience

Pros

Easy to use and very friendly software,

Cons

Nothing that I can mention to be honest

Review Source

R

Reviewer  
Director  
Used the software for: 3-5 years

### "Great Product!"

January 21, 2020

4.0

Very good! Have been a happy customer for years already. One point of improvement; Would appreciate a call once and then to explain new features and developments.

Pros

Functional design and very easy to use.

Cons

If anything that I don't like about this product is that it is not tailored to the Spanish market and its legal necessities. Also, sometimes the interaction with the channel manager creates discrepancies.

Review Source

R

Reviewer  
manager  
Used the software for: Less than 1 year

### "Great software with excellent support"

September 19, 2022

5.0

We have a holiday rental business and are happy with 365 villa software. Really handy to have everything centralized in one platform. Communication by \[SENSITIVE CONTENT\] and the team was wonderful. The training sessions for using the platform were very helpful and well organized. Questions or issues are always quickly dealt with.

Pros

Great package for centralizing your listings on different platforms. E-mail communication with tenants with custom rental contracts & monthly owner statements. Great support team. I ran into some issues but they are always quickly addressed by the 365 support team.

Cons

Maybe a little bit more options in design concerning the booking engine integration on the website.

Review Source

## Send me user reviews about this product

### Fill out the form and we'll send a list of the top-rated software based on real user reviews directly to your inbox.

Talk to a Capterra advisor for free and get results within 15 minutes.