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description: Review of GuestWisely Software: system overview, features, price and cost information. Get free demos and compare to similar programs.
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title: GuestWisely | Reviews, Pricing & Demos - SoftwareAdvice AU
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# GuestWisely

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> 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.&#10;&#10;With GuestWisely, you can manage every aspect of your vacation rental business — from reservations and guest communication to accounting, reporting, and direct bookings — 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.&#10;&#10;Key Features:&#10;- Centralized Reservation Management: Sync bookings, calendars, and availability across all listings and platforms in real time.&#10;&#10;- Advanced Channel Manager: Seamlessly connect to Airbnb, Vrbo, Booking.com, Expedia, and more with two-way integrations.&#10;&#10;- Automated Guest Communication: Set up smart, multilingual messages triggered at each stage of the guest journey.&#10;&#10;- Built-in Accounting Tools: Automate invoices, reconcile payments, manage owner payouts, and generate custom financial reports.&#10;&#10;- Direct Booking Website Builder: Create a fully integrated, SEO-optimized website with secure payment processing and dynamic content.&#10;&#10;- Unified Inbox: Manage all guest and platform communications in one place, with smart filters and templates.&#10;&#10;- Owner Access \&amp; Reporting: Provide owners with real-time access to performance metrics, booking activity, and statements.&#10;&#10;- Multi-Currency \&amp; Multi-Language Support: Operate across regions with confidence, including compliance with international tax structures.&#10;&#10;- Custom Development Options: Tailor the system to your business with dedicated development services when needed.&#10;&#10;- Team \&amp; User Management: Assign roles and access permissions across staff, vendors, and accounting teams.&#10;&#10;&#10;Why Property Managers Choose GuestWisely:&#10;- Purpose-built for professionals with 10+ properties&#10;- Recognized by Gartner as a FrontRunner for vacation rental software&#10;- Preferred Partner of Airbnb and Vrbo, ensuring certified, reliable OTA integrations&#10;- Trusted by clients in 60+ countries&#10;- Dedicated Account Manager assigned to every client&#10;- Transparent pricing and scalable plans with no hidden fees&#10;- Continuous platform improvements and feature releases&#10;- Secure cloud-based infrastructure with GDPR compliance&#10;&#10;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.&#10;&#10;Book a demo to see how GuestWisely can support your business and help you scale with confidence.
> 
> Verdict: Rated **4.7/5** by 185 users. Top-rated for **Likelihood to recommend**.

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## Quick Stats & Ratings

| Metric | Rating | Detail |
| **Overall** | **4.7/5** | 185 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.&#10;💡 Pricing Structure&#10;- Modular Pricing – Pay only for the features you need.&#10;- Tiered by Property Volume – Pricing scales based on the number of units under management.&#10;- Monthly or Annual Plans Available – Choose the model that best suits your cash flow and commitment preferences.&#10;&#10;📞 Custom Quotes&#10;Every business is unique — 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 and 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
- Customizable Reports
- Customizable Templates
- Dashboard
- Data Import/Export
- Data Synchronization
- 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

- [Holiday Rental Management Software](https://www.softwareadvice.com.au/directory/4545/vacation-rental/software)

## Related Categories

- [Channel Management Software](https://www.softwareadvice.com.au/directory/256/channel-management/software)
- [Campground Management Software](https://www.softwareadvice.com.au/directory/4362/campground-management/software)
- [Property Management Software](https://www.softwareadvice.com.au/directory/150/rental-property-management-software/software)
- [Online Property Management Software](https://www.softwareadvice.com.au/directory/151/web-based-property-management-software/software)
- [Property Management Software](https://www.softwareadvice.com.au/directory/1662/management-apps/software)

## Alternatives

1. [Hostaway](https://www.softwareadvice.com.au/software/165334/hostaway) — 4.8/5 (1524 reviews)
2. [Lodgify](https://www.softwareadvice.com.au/software/140962/lodgify) — 4.5/5 (1282 reviews)
3. [Guesty Lite](https://www.softwareadvice.com.au/software/420050/guesty-for-hosts) — 4.7/5 (547 reviews)
4. [Breezeway](https://www.softwareadvice.com.au/software/82203/breezeway) — 4.6/5 (195 reviews)
5. [Guesty](https://www.softwareadvice.com.au/software/418418/guesty) — 4.4/5 (465 reviews)

## Reviews

### "Great Service, Software and Ease of Use" — 5.0/5

> **Jacqueline** | *31 May 2019* | Real Estate | Recommendation rating: 10.0/10
> 
> **Pros**: I have used 365 Villas over the past 3 years, and could not be more happy with my choice to use them as our core reservation management software. It is easy to use, syncs with many platforms, allows us to have a booking engine on our website, so we can get direct bookings, and the customer service is FANTASTIC\! 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.

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### "Fabulous Software and Great Customer Support\!" — 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.

-----

### "This is the best out there." — 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.&#10;&#10;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.

-----

### "Efficiency with 365Villas" — 5.0/5

> **Wallace** | *5 November 2024* | Hospitality | Recommendation rating: 10.0/10
> 
> **Pros**: The single point of communicating and finances makes using multiple channels easy to manage.
> 
> **Cons**: The on-boarding process and time it takes to be productive takes a bit, but I don’t know if other competitors tools would be more quicker.
> 
> The support team and account manager makes the use of tool very effective.

-----

### "Best Property Management system around" — 5.0/5

> **Elizabeth** | *21 August 2024* | Hospitality | Recommendation rating: 10.0/10
> 
> **Pros**: I like its intuitive, ease of operation and very qualified staff.
> 
> **Cons**: Some key features such as payment processing are not available in my country andI i feel that this should be remedied .&#10;I would like to see Booking.com be more Integrated with 365Villas.
> 
> Our overall on boarding experience was excellent with the personnel conducting the training being very well qualified and patient with our requests .  If we had queries, they would answer them immediately or can’t find any information that we needed and customise the execution of our needs within the system. There were many times where our individual needs had not been included in the original package and 365 worked very hard to accommodate these situations

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## Links

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## This page is available in the following languages

| Locale | URL |
| de | <https://www.softwareadvice.de/software/47921/365villas> |
| en | <https://www.softwareadvice.com/property/365villas-profile/> |
| en-AU | <https://www.softwareadvice.com.au/software/47921/365villas> |
| en-GB | <https://www.softwareadvice.co.uk/software/47921/365villas> |
| en-IE | <https://www.softwareadvice.ie/software/47921/365villas> |
| en-NZ | <https://www.softwareadvice.co.nz/software/47921/365villas> |
| fr | <https://www.softwareadvice.fr/software/47921/365villas> |

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