# Compare GuestWisely vs RentalReady 2026 | Capterra

> Unsure of what to choose? Check Capterra to compare GuestWisely and RentalReady based on pricing, features, product details, and verified reviews.

Source: https://www.capterra.com/compare/117297-216583/365villas-vs-RentalReady

---

# GuestWisely vs RentalReady Features and Cost Comparison

Last updated May 11th, 2026

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

Your comparison:

GuestWiselyRentalReady2/4 selected

[GuestWisely](https://www.capterra.com/p/117297/365villas/)[4.7 (186)](https://www.capterra.com/p/117297/365villas/reviews/)

[RentalReady](https://www.capterra.com/p/216583/RentalReady/)[4.9 (118)](https://www.capterra.com/p/216583/RentalReady/reviews/)

[## GuestWisely](https://www.capterra.com/p/117297/365villas/)[4.7 (186)](https://www.capterra.com/p/117297/365villas/reviews/)

Starting Price

Contact vendor

Value-for-Money

4.6

Functionality

4.6

Ease of Use

4.6

Customer Service

4.8

Reviews Sentiment

DH

ML

TU

Based on [186 reviews](#user-reviews)

Positive

180

Neutral

3

Negative

3

[## RentalReady](https://www.capterra.com/p/216583/RentalReady/)[4.9 (118)](https://www.capterra.com/p/216583/RentalReady/reviews/)

Starting Price

Contact vendor

Value-for-Money

4.6

Functionality

4.7

Ease of Use

4.7

Customer Service

4.8

Reviews Sentiment

Based on [118 reviews](#user-reviews)

Positive

118

Neutral

0

Negative

0

## Send this comparison chart to my inbox

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## Summary

* * *

Key features rated by users

Features selected based on 7,004 reviews from vacation rental software users.  
about the Fit Score methodology.

Fit Score methodology

Our Fit Score reflects how reviewers rate a product’s performance against a set of features reviewers rate as most important. A higher score indicates the product is rated better in delivering what reviewers most care about.

  

If the Fit Score is not shown for a specific product, that only means there are currently not enough relevant data points to develop a meaningful score. It does not indicate that the product should be excluded from further evaluation. Best for Methodology

84%Fit

High performer

Feature ratings

Calendar Management

4.7

For Vacation Rentals

4.9

Reservations Management

4.8

Data Synchronization

5.0

Online Booking

4.8

84%Fit

High performer

Feature ratings

Calendar Management

4.8

For Vacation Rentals

4.8

Reservations Management

4.8

Data Synchronization

4.7

Online Booking

4.8

User satisfaction

User satisfaction

4.7

User reviews[186](https://www.capterra.com/p/117297/365villas/reviews/)

Ease of use

4.6

Functionality

4.6

Value for money

4.6

Customer support

4.8

User satisfaction

4.9

User reviews[118](https://www.capterra.com/p/216583/RentalReady/reviews/)

Ease of use

4.7

Functionality

4.7

Value for money

4.6

Customer support

4.8

Price starts from

Price starts from

\--

-   Free version
-   Free trial

Price starts from

\--

-   Free version
-   Free trial

Best for

Best for

GuestWise offers an All-in-One platform for professional property managers, delivering a PMS, Channel Manager, Website, GuestApp, Integrations, and an expert support to maximize results.

Best for

A solution for ambitious property managers to scale efficiently, automate workflows, and optimize operations in the short-term rental industry.

## User reviews

Pros & cons

DH

David H.

Founder

> "You consistently went above and beyond, spending way more time with me than I ever expected, answering every question and anticipating next steps..."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___6855626)

RF

Ramon F.

CEO

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

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___7027605)

ML

Marc L.

Property manager

> "I really appreciated that the meetings lasted an hour, which is very generous compared to other platforms that sometimes offer only 15 to 30..."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___7064719)

IS

Ivana S.

Reservation Manager

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

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___7144345)

TU

Tamra U.

Property Management and Vacation Rentals

> "From inquiries to confirmed bookings, everything flows smoothly and saves us a lot of time."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___7075453)

RF

Ramon F.

CEO

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

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___7027605)

RF

Ramon F.

CEO

> "GuestWisely (former 365Villas) dashboard had a clean and simple layout that made it easy to manage all bookings efficiently."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___7027605)

RF

Ramon F.

CEO

> "We experienced many issues with channel connections."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___7027605)

RO

Rachel O.

Owner and Administrator

> "It has really helped to organize our bookings so that we don't miss anything and it can be shared across our entire team."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___6858289)

ADD

Andrina Darrell D.

Owner director

> "It’s not a super easy or user friendly programme."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___6871572)

ML

Marc L.

Property manager

> "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..."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___7064719)

KW

Katherine W.

Owner

> "Finding the tools I need is often difficult."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___6811439)

TU

Tamra U.

Property Management and Vacation Rentals

> "We love how GuestWisely simplifies our daily operations."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___7075453)

GG

GONZALO G.

GENERAL MANAGER

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

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___6299968)

DH

David H.

Founder

> "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."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___6855626)

SR

Simon R.

Director

> "We wanted a single calendar for our villas to show availability primarily for our agents, and this has been hard to achieve."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___3331765)

RF

Ramon F.

CEO

> "These features helped streamline communication and daily operations effectively."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___7027605)

GS

Giulia S.

General Manager

> "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..."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___3276135)

JF

Jamie F.

Co-Owner

> "The customer support and the constant enhancements 365 Villas is doing to better the product and keep up with industry trends."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___6611959)

GS

Giulia S.

General Manager

> "this pandemic period, when market is uncertain and unstable...."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___3276135)

CS

Corne S.

Owner

> "Ease of synchronisation across many channels, solid integration with our site and business processes, easy booking and reservation management,..."

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___5069051)

LB

Liselore B.

CEO

> "Have nothing yet that I do not like, the things that I needed provided the team when I mentioned it!"

[See full review](https://www.capterra.com/p/117297/365villas/#Capterra___2619666)

[View Reviews](https://www.capterra.com/p/117297/365villas/reviews/)

Fraser M.

Head of Customer Experience

> "It has allowed us to move from multiple systems used for bookings, guest communications, payments etc to an all in one platform"

[See full review](https://www.capterra.com/p/216583/RentalReady/#Capterra___7060636)

VR

Verified Reviewer

Property Management and Maintenance

> "Occasional delays in updates and limited visibility when bookings are cancelled, which can lead to manual follow-ups."

[See full review](https://www.capterra.com/p/216583/RentalReady/#Capterra___7073414)

LV

Livia V.

Account Manager

> "The service allows me to start the day having a visual organization of what's going on and I feel like I am in control of what's..."

[See full review](https://www.capterra.com/p/216583/RentalReady/#Capterra___7051480)

Jonathan A.

Service Accommodation Specialist

> "It’s about the downtimes, and also the pricing shown when we create an extension isn’t displaying the correct amount automatically."

[See full review](https://www.capterra.com/p/216583/RentalReady/#Capterra___7018884)

AC

Akim C.

Sales Manager

> "RentalReady has become an important part of how we operate at City Relay, supporting our teams day-to-day and improving efficiency..."

[See full review](https://www.capterra.com/p/216583/RentalReady/#Capterra___7051379)

QA

Quentin A.

Manager

> "The learning curve can be a bit steep at first, and some features are not always intuitive."

[See full review](https://www.capterra.com/p/216583/RentalReady/#Capterra___7072313)

LV

Livia V.

Account Manager

> "I can easily message with guests and translate their messages in multiple languages for a smooth comunication"

[See full review](https://www.capterra.com/p/216583/RentalReady/#Capterra___7051480)

RD

Rhoann D.

Service Manager - Listings Department

> "We are getting issues with the AI."

[See full review](https://www.capterra.com/p/216583/RentalReady/#Capterra___6863252)

Sana N.

Director

> "Overall, it’s been a fantastic tool for managing our short-term rentals, and we would highly recommend Rental Ready to anyone..."

[See full review](https://www.capterra.com/p/216583/RentalReady/#Capterra___7101625)

AS

Ana S.

Admin asistente

> "There’s no cons that I can report."

[See full review](https://www.capterra.com/p/216583/RentalReady/#Capterra___7020662)

[View Reviews](https://www.capterra.com/p/216583/RentalReady/reviews/)

## User interface

4.71 (186)

[RentalReady](https://www.capterra.com/p/216583/RentalReady/)

4.86 (118)

## Connect with a Capterra advisor for a free 15-minute consultation

Get a personalized software list aligned to your business needs with guidance from our expert advisors. Our team has helped 1 million+ businesses like yours find options that fit their needs.

### Features

Do these products fit your needs?

Prioritize real-user-identified key features according to your needs to find your best fit.

\--% Fit

vs

\--% Fit

Accounting

207

Important

Activity Dashboard

150

Important

AI Copilot

120

Important

GuestWisely

46/48

-   Accounting
-   Activity Dashboard
-   AI Copilot
-   Alerts/Notifications
-   API
-   Availability Management
-   Calendar Management
-   Channel Management
-   Contact Management
-   Credit Card Processing
-   Customizable Reports
-   Customizable Templates
-   Data Import/Export
-   Data Synchronization
-   Discount Management
-   Electronic Payments
-   Email Management
-   For Vacation Rentals
-   Generative AI
-   Guest Check-in/Check-out
-   Guest Communications
-   Guest Experience Management
-   Housekeeping Management
-   Inbox Management
-   Inventory Management
-   Invoice Management
-   Marketing Automation
-   Mobile Access
-   Multi-Channel Management
-   Multi-Currency
-   Multi-Property
-   Online Booking
-   Owner Statements
-   Payment Processing
-   Property Management
-   Rate Management
-   Ratings/Reviews
-   Real-Time Notifications
-   Reminders
-   Reporting & Statistics
-   Reservations Management
-   Revenue Management
-   Search/Filter
-   Short/Long Term Rental
-   Task Management
-   Third-Party Integrations
-   Website Management
-   Work Order Management

[See all features](https://www.capterra.com/p/117297/365villas/#features)

RentalReady

Top features

48/48

-   Accounting
-   Activity Dashboard
-   AI Copilot
-   Alerts/Notifications
-   API
-   Availability Management
-   Calendar Management
-   Channel Management
-   Contact Management
-   Credit Card Processing
-   Customizable Reports
-   Customizable Templates
-   Data Import/Export
-   Data Synchronization
-   Discount Management
-   Electronic Payments
-   Email Management
-   For Vacation Rentals
-   Generative AI
-   Guest Check-in/Check-out
-   Guest Communications
-   Guest Experience Management
-   Housekeeping Management
-   Inbox Management
-   Inventory Management
-   Invoice Management
-   Marketing Automation
-   Mobile Access
-   Multi-Channel Management
-   Multi-Currency
-   Multi-Property
-   Online Booking
-   Owner Statements
-   Payment Processing
-   Property Management
-   Rate Management
-   Ratings/Reviews
-   Real-Time Notifications
-   Reminders
-   Reporting & Statistics
-   Reservations Management
-   Revenue Management
-   Search/Filter
-   Short/Long Term Rental
-   Task Management
-   Third-Party Integrations
-   Website Management
-   Work Order Management

[See all features](https://www.capterra.com/p/216583/RentalReady/#features)

### Recognition

No recognitions have been awarded to GuestWisely

No recognitions have been awarded to RentalReady

### Deployment & support

GuestWisely

Deployment

-   Cloud, SaaS, Web-Based
-   Desktop Mac
-   Desktop Windows
-   Desktop Linux
-   On-Premise Windows
-   On-Premise Linux
-   Desktop Chromebook
-   Mobile Android
-   Mobile iPhone
-   Mobile iPad

Support

-   Email/Help Desk
-   FAQs/Forum
-   Knowledge Base
-   Phone Support
-   24/7 (Live rep)
-   Chat

Training

-   In Person
-   Live Online
-   Webinars
-   Documentation
-   Videos

RentalReady

Deployment

-   Cloud, SaaS, Web-Based
-   Desktop Mac
-   Desktop Windows
-   Desktop Linux
-   On-Premise Windows
-   On-Premise Linux
-   Desktop Chromebook
-   Mobile Android
-   Mobile iPhone
-   Mobile iPad

Support

-   Email/Help Desk
-   FAQs/Forum
-   Knowledge Base
-   Phone Support
-   24/7 (Live rep)
-   Chat

Training

-   In Person
-   Live Online
-   Webinars
-   Documentation
-   Videos

### Company Details

GuestWisely

-   By 365villas.com
-   Located in United Kingdom
-   Founded in 2010

RentalReady

-   By GuestReady Group
-   Located in United Kingdom
-   Founded in

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