--- description: Review of GuestWisely Software: system overview, features, price and cost information. Get free demos and compare to similar programs on Software Advice New Zealand. image: https://gdm-localsites-assets-gfprod.imgix.net/images/software_advice/og_logo-55146305bbe7b450bea05c18e9be9c9a.png title: GuestWisely | Reviews, Pricing & Demos - SoftwareAdvice NZ --- Breadcrumb: [Home](/) > [Channel Management Software](/directory/256/channel-management/software) > [GuestWisely](/software/47921/365villas) # GuestWisely Canonical: https://www.softwareadvice.co.nz/software/47921/365villas Page: 1 / 9\ Next: [Next page](https://www.softwareadvice.co.nz/software/47921/365villas?page=2) > GuestWisely is a comprehensive, cloud-based vacation rental management software designed for professional property managers with 10 or more properties. Trusted in over 60 countries, it combines powerful functionality with ease of use, giving managers full control over their operations from a single platform. With GuestWisely, you can manage every aspect of your vacation rental business β€” from reservations and guest communication to accounting, reporting, and direct bookings β€” without relying on third-party tools. The platform brings together a fully integrated Property Management System (PMS), real-time Channel Manager, Automated Guest Messaging, Owner Portals, Accounting Suite, and Direct Booking Website Tools, making it ideal for businesses looking to scale without increasing overhead. Key Features: - Centralized Reservation Management: Sync bookings, calendars, and availability across all listings and platforms in real time. - Advanced Channel Manager: Seamlessly connect to Airbnb, Vrbo, Booking.com, Expedia, and more with two-way integrations. - Automated Guest Communication: Set up smart, multilingual messages triggered at each stage of the guest journey. - Built-in Accounting Tools: Automate invoices, reconcile payments, manage owner payouts, and generate custom financial reports. - Direct Booking Website Builder: Create a fully integrated, SEO-optimized website with secure payment processing and dynamic content. - Unified Inbox: Manage all guest and platform communications in one place, with smart filters and templates. - Owner Access \& Reporting: Provide owners with real-time access to performance metrics, booking activity, and statements. - Multi-Currency \& Multi-Language Support: Operate across regions with confidence, including compliance with international tax structures. - Custom Development Options: Tailor the system to your business with dedicated development services when needed. - Team \& User Management: Assign roles and access permissions across staff, vendors, and accounting teams. Why Property Managers Choose GuestWisely: - Purpose-built for professionals with 10+ properties - Recognized by Gartner as a FrontRunner for vacation rental software - Preferred Partner of Airbnb and Vrbo, ensuring certified, reliable OTA integrations - Trusted by clients in 60+ countries - Dedicated Account Manager assigned to every client - Transparent pricing and scalable plans with no hidden fees - Continuous platform improvements and feature releases - Secure cloud-based infrastructure with GDPR compliance Whether you're a growing agency or an established operator managing hundreds of properties, GuestWisely helps you save time, streamline operations, and grow smarter. From automated workflows to deep reporting and direct bookings, it’s the all-in-one platform built for serious short-term rental professionals. Book a demo to see how GuestWisely can support your business and help you scale with confidence. > > Verdict: Rated **4.7/5** by 190 users. Top-rated for **Likelihood to recommend**. ----- ## Quick Stats & Ratings | Metric | Rating | Detail | | **Overall** | **4.7/5** | 190 Reviews | | Ease of Use | 4.6/5 | Based on overall reviews | | Customer Support | 4.8/5 | Based on overall reviews | | Value for Money | 4.6/5 | Based on overall reviews | | Features | 4.6/5 | Based on overall reviews | | Recommendation percentage | 90% | (9/10 Likelihood to recommend) | ## About the vendor - **Company**: 365villas.com - **Location**: London, UK - **Founded**: 2010 ## Commercial Context - **Pricing model**: Flat Rate - **Pricing Details**: At GuestWisely, we provide flexible and scalable pricing tailored to professional property managers with 10 or more properties. Whether you oversee a small portfolio or hundreds of units, our plans adapt to your business and growth stage. πŸ’‘ Pricing Structure - Modular Pricing – Pay only for the features you need. - Tiered by Property Volume – Pricing scales based on the number of units under management. - Monthly or Annual Plans Available – Choose the model that best suits your cash flow and commitment preferences. πŸ“ž Custom Quotes Every business is unique β€” we’ll provide a personalized quote after a quick consultation to understand your property count, feature needs, and regional requirements. - **Target Audience**: Self Employed, 2–10, 11–50, 51–200, 201–500, 501–1,000, 1,001–5,000, 5,001–10,000, 10,000+ - **Deployment & Platforms**: Cloud, SaaS, Web-based, Android (Mobile), iPhone (Mobile), iPad (Mobile) - **Supported Languages**: English, French, Italian, Portuguese, Spanish - **Available Countries**: Afghanistan, Albania, Algeria, American Samoa, Andorra, Angola, Anguilla, Antigua & Barbuda, Argentina, Armenia, Aruba, Australia, Austria, Azerbaijan, Bahamas, Bahrain, Bangladesh, Barbados, Belarus, Belgium and 209 more ## Features - API - Accounting - Activity Dashboard - Activity Tracking - Alerts/Notifications - Availability Management - Billing & Invoicing - Calendar Management - Channel Management - Communication Management - Contact Management - Content Management - Credit Card Processing - Credit Check - Customisable Reports - Customisable Templates - Dashboard - Data Import/Export - Data Synchronisation - Digital Signature ## Integrations (42 total) - Adyen - Amazon Pay - Azul Platform Core - Beyond - Beyond - Booking.com for Business - Breezeway - CHECKIN - CardConnect - Checkout.com - Chekin App - Divi - ECOMMPAY - Enso Connect - Global Payments Integrated ... and 27 more integrations ## Support Options - Email/Help Desk - FAQs/Forum - Knowledge Base - Phone Support - 24/7 (Live rep) - Chat ## Category - [Channel Management Software](https://www.softwareadvice.co.nz/directory/256/channel-management/software) ## Related Categories - [Channel Management Software](https://www.softwareadvice.co.nz/directory/256/channel-management/software) - [Campground Management Software](https://www.softwareadvice.co.nz/directory/4362/campground-management/software) - [Rental Property Management Software](https://www.softwareadvice.co.nz/directory/150/rental-property-management-software/software) - [Online Property Management Software](https://www.softwareadvice.co.nz/directory/151/web-based-property-management-software/software) - [Property Management Apps Software](https://www.softwareadvice.co.nz/directory/1662/management-apps/software) ## Alternatives 1. 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They have adjusted things in the past as they were growing and so were we, to accommodate our needs and they always work with a high level of honestly and respect of their clients. > > **Cons**: The air bnb messaging does not sync yet with the software, but reservations and the two way syncing works great\! I believe the messaging feature is coming soon, as 365 is constantly improving the software and options offered. > > We have grown substantially since moving from an excel sheet and emails to the 365 Software. In 3 years we went from 15 properties to 35. It is very nice to be confident in the software as you grow, its a nice peace of mind to have, and one more thing to not have to worry about as we increase our revenues and number of apartments. ----- ### "365Villa’s Support Team: Above and Beyond" β€” 5.0/5 > **David** | *14 July 2025* | Real Estate | Recommendation rating: 10.0/10 > > **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. > > 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. ----- ### "This is the best out there." β€” 5.0/5 > **David** | *15 February 2019* | Real Estate | Recommendation rating: 10.0/10 > > **Pros**: They have an all in one solution from accounting to reservation management. > > **Cons**: Nothing everything is great. The platform is easy to use. > > Since we have been using 365 our business is growing and our customers and clients are very happy. I researched a lot of similar options and by far 365 is the best platform, easy to use and covers all the details of our vacation rental business. ----- ### "365 Villas Customer Service is Excellent" β€” 5.0/5 > **Nancy** | *30 December 2024* | Leisure, Travel & Tourism | Recommendation rating: 10.0/10 > > **Pros**: Initially, it was an affordable option for my small property management company. It was a leap of faith for any of the systems out there, as it does take some initial work to get it up and running. I did have a few hurdles and feel the support team has been there every step of the way. You can reach out to support at anytime and the turnaround time is very efficient. It was fairly easy to upload the properties and super easy to make edits and updates once set up. > > **Cons**: If I had to find one thing, I am not a huge fan of the email layout in the system. I am getting used to it but does not feel intuitive for me. > > I have had 365villas for approximately 1 year. I waited this long to do the review as I was waiting until I was able to utilize all the features. It took me a long while to set up the online platform - Caribbean banking system. Once I was ready to go 365villas was there to help do the final steps. I am pleased overall. They are always looking at ways to improve and make the product even better. I would highly recommend 365villas. ----- ### "Fabulous Software and Great Customer Support\!" β€” 5.0/5 > **Jamie** | *6 December 2024* | Hospitality | Recommendation rating: 10.0/10 > > **Pros**: The customer support and the constant enhancements 365 Villas is doing to better the product and keep up with industry trends. > > **Cons**: Some of the synchronization issues with Airbnb > > Great experience\! We have been with 365 Villas for over 5 years and it gets better every month\! In particular, \[sensitive content hidden\] has been a lifesaver over the years and so patient and helpful in explaining details and helping with training and support needed through product enhancements and transitions. ----- Page: 1 / 9\ Next: [Next page](https://www.softwareadvice.co.nz/software/47921/365villas?page=2) ## Links - [View on SoftwareAdvice](https://www.softwareadvice.co.nz/software/47921/365villas) ## This page is available in the following languages | Locale | URL | | de | | | en | | | en-AU | | | en-GB | | | en-IE | | | en-NZ | | | fr | | ----- ## Structured Data