# Page 5 | GuestWisely Reviews 2026. Verified Reviews, Pros & Cons | Capterra

> Page 5 - Is GuestWisely the right Channel Management solution for you? Explore 186 verified user reviews from people in industries like yours to make a confident choice.

Source: https://www.capterra.com/p/117297/365villas/reviews

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GuestWisely

4.7 (186)

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

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Last updated March 13th, 2026

# Page 5 - Reviews of GuestWisely

## Showing most helpful reviews

Showing 101-125 of 186 Reviews

Sort by:

Most Helpful

Rating

Company Size

Reviewer's Role

Length of Use

Frequency of Use

SB

Sondra B.  
Owner  
Hospitality  
Used the software for: Less than 6 months

### "Just what I was looking for"

March 6, 2023

5.0

The best part in my opinion is the guided training. I would have been completely lost without my trainers. Having this option made my experience great!

Pros

I was not using any management software prior to signing up for 365 Villas. I was beginning to feel like I was married to my work of owning and managing 7 vacation rentals. This product has helped me get my life back and also makes everythings so organized and streamlined.

Cons

I have a little trouble understanding the rates at times, but I'm getting there.

Reason for choosing GuestWisely

the training!

Review Source

Response from 365villas.com

April 21, 2023

Dear Sondra, Thanks so much for the kind review. In truth, as our system has evolved over the years, we now find that most clients who come to us are professionals who are experienced with property management software but who have not found what they are looking for. However, helping those who work with manual tools was our first inspiration in starting this business. Servicing both contingents is a fine balancing act, and we're delighted that our system is able to do this, and that you've been able to successfully make the big jump from manual tools to using a purpose-built PMS system for your business. Thank you for choosing us and for highlighting our training team's efforts. Regards, The 365VIllas Team

CI

Chip I.  
Partner  
Hospitality  
Used the software for: 1-2 years

### "Fine from a computer, very hard from IOS"

September 13, 2019

3.0

Pros

The sync between channel managers, accounting, automatically sending emails.

Cons

I was told a mobile app was in the works a couple years back, it seems that has yet to come. It is very hard to use from a phone. We end up communicating via Airbnb or VRBO which makes it really hard to communicate with returning guest.

Review Source

Response from 365villas.com

September 24, 2019

Dear Chip, Thanks for your comments and for giving us the opportunity to elaborate on this critically important area. Currently, our system is classified as "Mobile Friendly". This refers to a desktop version of a software that can be used on mobile but is not expressly built for it. (Note that the vast majority of our users do manage their essential needs on their smartphones). This is the current state of the industry among PMS providers; especially those offering a comprehensive solution, as we do. Thus, creating a purpose-built mobile responsive version of an extensive system is a big undertaking. We aim to be among the first of the Tier-1 providers to do so and are about 2/3 done. We hope to have our 1st release within 2019. Conversely, it is relatively easy for systems without extensive feature functionality to develop an IoS, but obviously there are big compromises for users who go down this route. The 365villas Team

SP

Samantha P.  
Property Manager  
Consumer Services  
Used the software for: 1-2 years

### "Great Tool For Housekeeper "

February 7, 2019

5.0

365villas allows me to schedule my cleanings with flexibility if it's necessary. I am able to see how long I have in between guests in the off season.

Pros

The owners live in New Jersey and I live close to both the rental homes in Virginia. Since both of the rentals are lake houses there are people in and out weekly. The software with 365 villas allows me to assess the schedule, and gives me the ability to see when people are coming and going. This allows me to be organized and make sure that the homes are cleaned and ready for the guests.

Cons

Title: Great Tool for Housekeeper! Pros: The owners live in New Jersey and I live close to both the rental homes in Virginia. Since both of the rentals are lake It would be nice if the software indicated the times that they are checking in and out in the off season. The summer season is the same every week. The off season the times change based on availability.

Review Source

JKB

Jens Kristian B.  
Property Owner  
Hospitality  
Used the software for: 2+ years

### "Great program and easy to use "

October 3, 2017

5.0

It helped me to avoid double bookings and to keep track of my communication with my guests

Pros

Modern setup with all the figures you need for efficient handling of your property. Easy to link to other booking sites.

Cons

I was struggling with setting up a different currency, however I am sure if I had given 365Villas sufficient time they would have sorted the problem for mr

Review Source

Response from 365villas.com

October 4, 2017

Dear Jens, Very many thanks for this thoughtful review. Our records indicate that it has been some since we have corresponded directly about updates on our platform. We have come a long way the last two years in terms of multi-currency functionality - on both the front-end reservation manager and back-end reports and accounting etc. Similar progress has been made in making all guest-facing aspects of system able to support up to any six Roman character languages of the users' choice. If you would like to know more or if we can help you again with anything at anytime, please do not hesitate to let us know. Thank you again for your kind review. Regards, The 365 Team

TN

Tom N.  
Owner/Manager  
Hospitality  
Used the software for: Less than 6 months

### "Great software!"

June 21, 2021

5.0

Pros

I have used several PMS platforms this past year, and I have experienced many disappointments. 365villas does everything that was promised and more. The software efficiently handles all aspects of my vacation rental business

Cons

During the onboarding processes, there were a few things that could have been explained a little better, but once you learn the system, any concerns disappear.

Switched from

[Bookipro](https://www.capterra.com/p/176801/BOOKIPRO/)

Many features did not operate as stated.

Review Source

Response from 365villas.com

January 17, 2022

Dear Tom, Thank you so much for the review. Another 10 out of 10! You mention something that is very important to us and that's delivering what we promise and doing what we say we will do. Given all the technology involved onboarding will never be absolutely perfect, but we will not stop trying to continually improve. Thank you! The 365Villas Team

PF

Pablo F.  
Manager  
Real Estate  
Used the software for: 2+ years

### "Just great system and customer service"

June 4, 2019

5.0

In overall, I have been working with 365 villas for 3 years and it is a reall nice system to control almost everything about the holiday rentals. Also, I am really happy with the support from the customer service as they are very efficient and quick when having a question or issue.

Pros

It is a very good system for the company that I am running in the holiday home field as everything is set it in this platform and it saves me a lot of time and headaches.

Cons

The amount of times I need to log in because the session expires so, sometimes, I am doing some changes thinking that I am logged when I am not.

Review Source

MT

Matt T.  
Operations Manager  
Real Estate  
Used the software for: 6-12 months

### "Simplicity .. Freedom .All In One Location .. & Affordable ."

December 6, 2016

5.0

365villas software program is simple to use and a great platform that allows us to maintain everything needed to properly run our business. After one-on-one training/support, the 365villas software has allowed us more time to provide even more one-on-one time with our clients. From start-up to finish, the staff at 365villas made our learning curve short and simple. Going from hand written bookings to their on-line booking keeps us free of double bookings. The 365villas team continues to update their software to benefit everyone. And the simplicity of their system is simply BRILLIANT! As a small vacation rental company based in California, their software has allowed us to add more properties to our portfolio. Starting with 10 properties six months ago, we are happy to say that we now have doubled our inventory. Simplicity ..Freedom .All In One Location .. Affordable .. 365villas is the best software out there.

Pros

Simplicity.....All In One Location..... Constant updates that benefit everyone.

Cons

We have never used any other software platform to maintain our bookings/records. So we do not have any other companies to compare to. Their system is simple to use and very computer operator friendly that we have no cons.

Review Source

BA

Bianca A.  
Administration  
Leisure, Travel & Tourism  
Used the software for: Less than 6 months

### "Hope this is useful information "

February 19, 2020

5.0

Pros

I use this software for my work as we work in the holiday rental properties industry. Is good for the template messages that sends automatically and the fact that is connected already with others platforms we use.

Cons

To be honest for me, the colors are not getting on together very well. Is hard to choose the property each time and to select what options you ll work on. Rating tables takes a lot to choose the year and spend a lot of time to add the year seasons. Also, to check for availability for our properties as a browser I dont use it as it always looks very complicated and also people ive asked say the same. I had problems to upload pictures but the support 365 was very useful.

Review Source

Response from 365villas.com

January 17, 2022

Dear Bianca, Thank you very much for your feedback. Others also indicated we had gone a bit astray with our use of colors with the last generation of our platform. In 2021, we completely streamlined color and other things with the new Gen 4 version of our platform, which can be seen widely throughout our public website. In terms of availability on the browser, we're not quite sure what you meant by that, but the fully mobile responsive version of our platform was also launched as part of our Gen-4 release. Thank you so much for using our service and taking the time to share your feedback. It was helpful! The 365Villas Team

DG

Danielle G.  
Operations manager  
Hospitality  
Used the software for: Less than 6 months

### "Great!"

April 7, 2023

5.0

Great!

Pros

Ease of use , team in place to teach you the ins and outs of the platform

Cons

Wish more people as offered all inclusive instead of the add on pricing

Alternatives considered

[Hostaway](https://www.capterra.com/p/152433/Hostaway/)

Reason for choosing GuestWisely

You didn’t HAVE to use Airbnb and VRBO to get started. It’s optional

Review Source

Response from 365villas.com

April 21, 2023

Dear Danielle, Many thanks for the terrific review. For others who may read this, ease-of-use and people oriented on-boarding and support are very important to us, as is enabling our customers to work the way they want to work, without being confronted with hidden commercial agendas. Our standard plans are already comprehensive. We also have bolt-on options because no two users work the same way. This is the trap of the "All-Inclusive" scheme. If you're not using all that you're paying for, you're overpaying, or the provider is skimping on development quality in certain areas to make their economics work. Either way, the user loses out, often not realizing this until it's too late. We enable customers to choose the feature-functionality they want and need and to pay for only that. No other provider can say the same to the same extent. In the end, this approach absolutely works in the best interests of the user. Thanks, The 365Villas Team

JS

Joey S.  
  
  
Used the software for:

### "365 Villas - changing the way we do vacations and short stay rentals management!"

October 27, 2016

5.0

We have been selling and managing vacation rentals and real estate investment properties for more than 5 years without any real automation or any centralized system. It was becoming difficult to grow our business. www.welcometomedellin.com and www.wtmrealty.com So we started researching and evaluating several different software solutions. After a deeper dive into several others and 365Villas it was obvious to us that 365 was the best platform on the market and a great fit to help us manage and grow our business. Several things helped in our decision: 1. Powerful cloud based system that scales and is available 7x24 2. Centralized Reservations ical and sync calendaring system with the major channels (Airbnb) 3. Easy to implement and use. (not all of us in office are technical) 4. Website integration with 365villas software system... \[backend and web frontend sync\] saves us tons of time from having to upload and manage multiple properties into multiple systems 5. Centralized inquiry system that integrates with our email so that we never miss a booking oppty! 6. Software platform pricing model that supports a small business with a pay as we grow option 7. Excellent Support and Training. 365villas has been wonderful to work with during the early eval stage and during implementation as well as great continued support into production. 365Villas has allowed us to grow our property base by 3x in less than 3 months! 3x3 Yea!!$$ The WTM Realty Team

Review Source

Response from 365villas.com

October 28, 2016

Dear Joey, Thank you very much for this review and for mentioning our free training and support, as well as our integrated website offerings. We pride ourselves on these things. You are proof that a new 365villas' client can be up and running not only on new software, but if they choose, also a fully integrated and professional WordPress website with all the bells & whistles in just a few weeks. Now we look forward to helping you really grow your business! Regards, The 365 Team

JG

Joe G.  
Owner  
Real Estate  
Used the software for: 6-12 months

### "Great product with fast and applicable support."

December 8, 2021

5.0

The people at 365villas have really helped me launch my short term rental business. I have multiple units open now and several more being built. I appreciate the help I have received from them all.

Pros

All the people from 365villas that have helped me get up and running have been very helpful. They respond quickly and always completely resolve any issue that I have had.

Cons

I know there are many features that I am not using yet, so I don't know of anything missing.

Reason for choosing GuestWisely

365villas was more responsive, price was competitive, and had more of the options I was looking for.

Review Source

Response from 365villas.com

January 17, 2022

Dear Joe, We can't thank you enough for taking the time to write a review for us, and a 10 out of 10 at that! This makes our day. We're delighted to have you on our platform. The 365Villas Team

KL

Kim L.  
  
  
Used the software for:

### "Fantastic Software"

October 25, 2016

5.0

I discovered 365Villa's through a simple internet search at a point in time when my company had outgrown our existing booking software. The software has enabled me to combine 3 different software packages into one. It is very easy to use. The email integration makes the booking process very seamless. The integrated website is professional and very user friendly from a set up point of view. I was able to upgrade my website platform due to the size of my business and even do some custom additions to make it perfect for our needs. The reporting features are fantastic. I cannot say enough about the customer service aspect of 365Villa's. Emails are answered immediately and phone calls answered even on weekends. The only aspect that has so far not seemed to work for me is the housekeeping feature as it is based on the premise that housekeeping is done on a daily basis as a hotel would. This is minor and should not deter you from investigating this software. I highly recommend it!

Review Source

Response from 365villas.com

October 28, 2016

Dear Kim, Very many thanks for that. We truly appreciate it! There may be some confusion about our housekeeping logic. It is based on check-in/check-out changeovers whenever they may occur. Users can also create a unlimited number of unique housekeeping profiles and partition properties however they wish. Housekeepers can login, see their job schedules and any special notes. They can also leave notes in return for your review as well as move the job to completed status, which will trigger an indicator on all your 365 calendars so that check-in staff can know a unit is ready. For housekeepers that don't want to login to a system, automated messages can be sent to them whenever new cleanings are assigned or cancelled. Our intent is always to push the functionality as far as it can go. We just need users like you who have particular needs and ideas to tell us what more you'd like to see added, and we will definitely give such feedback every consideration. The 365 Team

TF

Tina F.  
Operations Manager  
Leisure, Travel & Tourism  
Used the software for: 6-12 months

### "365 Villas Review from House Down South"

March 24, 2019

4.0

Short term property management is very time consuming. 365villas software provides many features and benefits that support greater efficiencies within the business - it saves us valuable time. It's easy to use from both our end and our guests who enjoy the clear, simple booking format.

Pros

\* 365V is very user friendly and has a number of modules and drop down menus that I find very useful in keeping across bookings. For example; Check in Planner is well laid out and combines key information (sans bulky financial info) at a glance. \* Its easy to keep track of consumables and expenses associated with each booking \* Easy to find details of guests \* Has a very efficient way of storing information needed prior to each booking and this is recalled easily. \* The website has great functionality and user clarity.

Cons

\* Need a calendar/planner for housekeeping.

Review Source

AH

Adam H.  
CEO  
Leisure, Travel & Tourism  
Used the software for: 1-2 years

### "Ibiza Luxury Villas \[www.ibizaluxuryvillas.com\]"

April 13, 2022

5.0

Good and responsive customer service/technical support

Pros

Ease of adding property listings and managing pricing and availability

Cons

Owners cannot log in and update their own listings

Reason for choosing GuestWisely

Channel management and ease of use.

Review Source

Response from 365villas.com

April 21, 2023

Dear Adam, Many thanks for your review. Ease of use in adding properties and managing pricing are big priorities for large portfolio managers. So to is channel management ease-of-use. Thank you for mentioning these things! Regards, The 365VIllas Team

YC

Yvonne C.  
Manager  
Real Estate  
Used the software for: 6-12 months

### "Great"

June 7, 2019

5.0

Very pleasant

Pros

The calendar sync , the reminders, the customer service. The trials that offers. I think you should get the app

Cons

That the remainder is only for checks out and not for checks in as well

Review Source

Response from 365villas.com

September 24, 2019

Dear Yvonne, Thank you very much for your kind review. We have multiple reminder tools both for check-ins and check-outs, which you can use. These include Automated Messages you can set to trigger, the Reminder Dashboard in your Reservation Manager, check-in indicators you can set to show automatically on your internal calendars when housekeeping has completed their work and the Check-in Manager report. If you have questions about any of these features or any others simply email us at support@365villas.com or schedule a call with one of us at your convenience via this link here below and we'll be happy to help. https://365villas.youcanbook.me/ Thank you, The 365villas Team

SV

Stijn V.  
Owner  
Real Estate  
Used the software for: 2+ years

### "365villas is the best PMS software on the market!"

November 15, 2018

5.0

I wrote a review of this excellent product in 2016 and after two years of experience with 365villas, I am very happy that I can confirm my review. Thanks again to CSR and is great team for their product support, customer service and professionalism.

Pros

I am still very pleased after using 365villas for different years, still convinced that this is the best PMS software on the market.

Cons

Using this system different years, I can confirm that this PMS has no cons.

Review Source

TF

Tobias F.  
Director  
Hospitality  
Used the software for: 2+ years

### "We recommend 365Villa"

September 10, 2019

5.0

We rely on it to support management of multiple properties across multiple booking platforms, so its critical in facilitating this and overall has been very reliable and done the job well. The team are also genuine in trying to help and provide support.

Pros

Reliable in managing properties across multi-booking platforms. Good and supportive team.

Cons

Nothing major, as expected for the value some of whats provided is standardised but has to be to be reasonably priced.

Review Source

MB

MARK B.  
Owner  
Leisure, Travel & Tourism  
Used the software for: 1-2 years

### "Saved by 365Villas"

April 28, 2021

5.0

I'm still learning how to use 365Villas but there has not been one thing it does not have the ability to address as far as my vacation rental needs are concerned.

Pros

The product is well designed, very versatile and user friendly.

Cons

The only problem so far is the learning curve to learn to use all the aspects of the software.

Review Source

Response from 365villas.com

January 17, 2022

Dear Mark, Thank you for the kind words. It is so true, the more comprehensive a platform is, the more challenging it is to maintain ease-of-use and keep the learning curve manageable. We identified long ago that balancing these priorities while staying cost-effective is critical. This is our core mission. Thank you! The 365Villas Team

TA

Teresa A.  
Vacation Rental Manager  
Hospitality  
Used the software for: 1-2 years

### "Easy to use, great calendar"

September 10, 2019

5.0

While I am still learning a lot about this program, it has been fairly easy to use and customer service has been helpful when needed.

Pros

I love the calendar because I can see all of the rates and availabilities for our properties at once. The only way it might be nicer, is if I could select two or three at a time, in addition to the one or all option we currently have. Also, an app version for quick access to a the calendar would be nice.

Cons

The layout is not visibly pleasant and seems stressful even as I am just getting started working on it.

Review Source

NM

Nikolas M.  
Managing Director  
  
Used the software for:

### "Hopefully a company that you can trust in the Vacation Rental Industry"

November 9, 2015

5.0

Our company's name is Hotel Alternative and our website domain name is www.havillas.com Our story is perfect for movie scenario with a bad person (KIGO Software) and a hero (365villas.com). We are a new, fresh start up company focusing on holiday villa rentals. We decided to choose Kigo Software in March 2015 in order to be ready for the 2014 upcoming summer. From March 2015 until today they are trying to fix/repair/re-construct/ our website and their software. The result was to obtain ZERO bookings and to request refund and compensation from KIGO. We were in dead end about the company's future, looking for other vacation rental software like Ciirus and many other. We were about to close the company until we met Dave from 365 villas.com. He is one of the most professional person i ever met in my life. He invested his time on our company with immediate response and with a low cost he re-construct a fully /fresh /responsive and innovative website that finally WORKS. After we had spent thousands of euro we hopefully have a normal website that works. I would like once again to thanks Dave for his professionalism, guidance and product support and i am definitely recommend this simple, powerful and innovative software and website. So simple and low cost, definitely value for money. Hotel Alternative www.havillas.com

Review Source

Response from 365villas.com

November 21, 2015

Nikolas, Thank you for the kind words. We're proud of the work we were able to do together with you on this in such a short period. It is a pleasure working with you and your team and we know your rental business in Cyprus and Greece is going to be a big success, just like your current real-estate business. Best wishes, The 365 team

JG

James G.  
Owner  
Hospitality  
Used the software for: 1-2 years

### "The best in class Global PMS system "

June 7, 2019

5.0

Fresh Escapes started as a Holiday Rental Management company 18 months ago and 364 Villas have held our hand all the way. We are now a progressive fast growing Agency because we have been able to simplify the way in which we work through automation

Pros

Full integration and management solution. Great customer and supoort service. A well .org aided and professional company.

Cons

No current direct integration with all major Hokusai rental portals. Also no current App or direct integration with accounting management system but I understand this is planned for Q3 / Q4 2019

Review Source

HC

Hartley C.  
CIO  
Real Estate  
Used the software for: Less than 6 months

### "Communication Is The Response You Get!"

March 28, 2017

4.0

It all started when someone actually answered the telephone when we began to research similar products and services to 365 Villas. Honestly, this was not our first choice however after speaking with the customer care it became obvious that no only did CS and his team understand this industry but that they understood technology! Every step along the way as we pushed the envelope of what we wanted to do with this platform the team has accepted our feedback and have come back to us with solutions! Much of this can be directly contributed to the staff and the training we received from him, he has been on point and efficient to help us get up and running fast with 365 Villas! There are so many things to manage in the short term vacation rental industry 365 Villas is the vacation rental software you are looking for! The entire team at 365 Villas will become your trusted Business Partner and will have you booking more vacations for your properties faster than you had ever imagined!

Pros

Everything we need to manage our properties from the initial inquiry to creating profit reports for our investors is available!

Cons

Some of usability and integration from the Content Management System (CMS) back to the Property Management System (PMS) and back is not as seamless as I would like. However the majority of the program is so well thought out and automatic that is more than makes up for these few annoyances.

Review Source

JK

Jacqui K.  
Reservations  
Hospitality  
Used the software for: 1-2 years

### "365villas Review"

August 19, 2019

5.0

Tech support has been great

Pros

You can attach all correspondence to that booking. Calendar is user-friendly Linked to website and easily make changes. iCal synch works well with our channels

Cons

Work in progress. When Villas experienced the downtime/crash, we need to maually do all the necessary changes to reflect correctly on our website again.

Review Source

YA

Yanna A.  
Reservations Manager  
Hospitality  
Used the software for: 1-2 years

### "Very Efficient Rental Management Software"

October 30, 2019

5.0

Pros

1.) The website is easy to navigate, even for beginners in the industry, as the tutorials are readily available. 2.) The services offered by the website allows our company to work efficiently, as the most important tasks are done in one place. 3.) The support offered by the 365 Villas Team has been widely extensive.

Cons

Sometimes the website stalls for quite a while when the internet connection is unstable.

Review Source

JF

Joakim F.  
Owner  
Real Estate  
Used the software for: Less than 6 months

### "AJF Dream Living AB"

June 1, 2022

5.0

The overall experience is very good and the training for the software was excellent and very comprehensive.

Pros

Easy way to have control over all bookings. Quick to start up the account and a uniform solution for different booking channels.

Cons

Have not had any actual cons with the software so far

Alternatives considered

[Rentals United](https://www.capterra.com/p/139850/Rentals-United/)[Guesty Lite](https://www.capterra.com/p/169863/Your-Porter-App/)

Reason for choosing GuestWisely

Good impression when I contacted 365 Villas and they use Rental United as channel manager.

Review Source

Response from 365villas.com

April 21, 2023

Dear Joakim, Thanks so much for your review. We're delighted you were able to make the switch from Guesty to our platform smoothly and quickly and we greatly appreciate the 10/10 score for likelihood to recommend us to others. Thanks again, The 365Villas Team

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