5 Best Vacation Rental Booking Software with Reservation System and Calendar App (2024 Reviews)

Real Estate Bees’ editorial team asked a number of industry-leading real estate investors to share their expertise on the best short-term rental booking software platforms to help our readers make a more educated purchase decision when researching available solutions.

With the help of the experts, we identified the best online booking systems for vacation rentals and evaluated their features, pricing information, pros and cons, and integrations. Visiting retailers of the listed products by clicking links within our content may earn us commissions from your purchases, but we never receive any compensation for the inclusion of products and/or services in our consumer guides. Read our editorial guidelines to learn more about our review and rating process.

— Kimberly Anderson, Senior Creative Editor at Real Estate Bees

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Tokeet is an all-in-one vacation rental management solution offering seamless integration with popular booking sites for streamlined distribution and improved operational control.

Key features include:

• a channel manager that instantly synchronizes listings across platforms like Airbnb, Booking.com, Agoda, and Expedia
• a revenue management system to automatically adjust rates
• a reservation calendar for easy booking
• a website builder
• task management tools

Tokeet’s comprehensive offerings make it a top choice for vacation rental managers seeking a user-friendly, full-stack solution to elevate their business.

Features

Reservation Calendar

Tokeet’s reservation calendar streamlines rental tracking and availability sharing. It offers multiple views, including Multi, Standard, Planning, and Agenda Calendar, each satisfying distinct needs.

For example, the Multi Calendar shows all rentals, while the Standard offers monthly insights.

Planning Calendar reveals yearly occupancy trends, and the Agenda Calendar aids in staff coordination. You can toggle between each of these calendar views with just a click.

Automated Booking Processing

Tokeet’s Automata feature facilitates a high degree of automation from the check-in through to the check-out process.

By using Automata, you can ensure that both guests and staff are fully informed and assisted at each stage of the booking process.

Communication can be automated via email, SMS, or push notification, updating everyone involved of any changes to booking details.

Website Builder

Tokeet offers a website builder that allows you to create a professional and visually appealing direct booking website without any technical experience.

By choosing from a variety of high-quality templates, you can customize the website to align with your preferred style.

The custom secure booking engine is integrated into your website, allowing you to accept online bookings and eliminate channel booking fees while maximizing your revenue through repeat visits.

Dynamic Pricing

Rategenie’s Dynamic Pricing tool integrates seamlessly with Tokeet, allowing real-time pricing changes based on evolving market conditions and specific property strategies.

This ensures you always secure the best nightly rate for your rentals. This feature automatically updates your rental rates across all managed channels, typically updating more than once daily.

The system’s flexibility allows it to be adapted to any market, by using historical data, your rental’s occupancy, a fixed price, or the Genie Strategy to build a viable pricing strategy.

Plans and Pricing

Tokeet has a tiered subscription model with a per-property pricing structure that becomes more affordable as you add more properties. Here’s how it works:

• 1-5 listings: The cost is $14.99 per property per month. This means if you’re managing 5 properties, you would pay $74.95 per month. The price is discounted by 20% for yearly payments. For 5 listings, annual subscribers pay $59.95/month.

• 6-15 listings: This is charged at $11.99 per listing per month.

• 16-30 listings cost $9.99 per property per month. The amount charged per unit or property reduces as the number of properties increases.

• More than 300 properties: The cost drops significantly to $1.99 per property per month. For example, if you’re managing 305 properties, the monthly cost would equate to roughly $606.

Regardless of the number of properties managed, the features you receive remain the same.

These features include a reservation manager, a channel manager, a mobile app, a website builder, payment gateways, integrations, custom branding, and unlimited users.

Tokeet also offers a 15-day free trial so new users can experience the software before committing.

Pros and Cons

Pros

• Versatile booking display. The platform conveniently connects to multiple booking platforms, allowing a comprehensive, centralized view of all bookings. The availability of day, week, and month view toggles adds to its flexibility, catering to different user needs.

• Automated invoicing. Tokeet’s automated invoicing feature streamlines billing and payment tracking. You can schedule future invoices, automate payment reminders to guests, and set up notifications for paid, due, or past-due invoices.

• Role-based access control. You can create multiple users with varying levels of access permissions. Owners, property managers, staff, and even guests can be assigned distinct access levels. This enhances operational control and security while ensuring guests can manage their reservations through an online portal.

Cons

• Automation features come at additional costs. Tokeet provides many convenient features but they come at an extra cost. For instance, if you want to use the automated guest messaging feature, you’ll need to pay extra.

• Slow customer support. Some users have reported slow response times and issues with customer service effectiveness.

• Errors in communication formatting. Another aspect users have found wanting in this software is the formatting of communications between different platforms. Emails from the system occasionally show up with special characters and sometimes lose their line spacing.

Integrations

• PayPal
• Stripe
• Booking.com
• Owner Center
• WheelHouse
• Beyond
• Turno
• ResortCleaning
• Guestflow
• Operto Teams
• Airbnb
• Agoda
• Expedia

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iGMS is comprehensive vacation rental scheduling software providing advanced automation to serve hosts and property managers better.

It delivers various capabilities, including a unified inbox for consolidated messaging across platforms, an online booking system for vacation rentals like a direct booking website, automated messaging, task management, and multi-calendar management.

This Airbnb booking software system also offers a standout PROtrack feature, allowing you to enhance guest communication via comprehensive reports.

Supported by direct API integrations with Airbnb, Booking.com, and Vrbo, iGMS facilitates efficient property management for hosts.

Features

Multi-Calendar

The iGMS multi-calendar feature synchronizes your reservations, whether they come from OTAs or your direct booking website.

If your property is booked via your website, the corresponding dates are automatically blocked on all other platforms you manage through iGMS.

This feature helps prevent double bookings and the negative experiences that they can bring for both guests and hosts.

Online Payment Processing and Invoice Management

This property management software for Airbnb and other vacation rental platforms connects to Stripe, auto-generating invoices for reservations via Booking.com or direct channels.

You can accept various payment methods, manage financials, and send invoices via email or social media.

Guests securely pay online and you can issue refunds or add transactions for extra services.

Direct Booking Website Builder

The iGMS website builder lets you set up your real estate investor website and start generating direct bookings without any coding knowledge.

Simply click the “Create a website” button, and your Airbnb listing is converted into a fully functional website.

The real estate investor website builder pulls all your information — photos, amenities, property descriptions, pricing, and more — from Airbnb automatically, so you can create your direct booking website in no time.

PROtrack

iGMS’s PROtrack enhances guest communication by tracking team activities. By generating detailed reports, it helps identify improvement areas.

Specifically, it monitors response times to new booking requests, promoting quick communication, boosting guest satisfaction, and encouraging booking conversions.

Plans and Pricing

This software for real estate investors in short-term rentals offers 4 pricing plans. They include:

• Lite: Costs $14/property/month when billed yearly. Accommodates up to 4 properties, providing channel management, task, and cleaning organization, in-app messaging, automated key exchanges, a multi-calendar for booking management, and a unified inbox enriched with pre-made templates.

• Flex: The Flex plan charges $1/booked night, with a minimum of $20/property/month. It supports an unlimited number of properties, and includes all Lite plan features, plus automated review publishing, direct booking handling, streamlined payment processing, and an owner’s access portal.

• Pro: Costs $18/property/month, when billed yearly. This plan builds on the Flex plan’s functionalities, incorporating speedier email and live chat support to efficiently address inquiries or matters.

• Enterprise: This plan uses custom pricing. It is designed for enterprises managing over 30 properties. On top of the Pro plan features, it adds PROtrack for streamlined guest communication, dedicated phone support, and an exclusive customer success manager.

Add-ons: PROtrack, only available for free on the Enterprise plan and Branded property owner portals, are available as add-ons. While setup is free on Flex, and higher plans, it costs $400 on the Lite plan.

Pros and Cons

Pros

• Unified communication. iGMS allows for integrated communication. This means that regardless of the platform where a booking is made or a query is raised, you can track and respond to it from one centralized inbox with iGMS, streamlining your communication and improving your response time.

• Efficient task management. The software assists in effective cleaning and task management. It helps you track cleaning schedules, manage tasks among your team, and ensure a smooth turnover process — all from within the application.

• Team management. Users can easily manage their team members, assign tasks, and monitor performance through the platform.

• Outstanding customer service. iGMS features a user-friendly interface complimented by highly rated customer service. Their responsive support team consistently offers prompt and effective assistance, improving the overall user experience.

Cons

• Synchronization issues. There can occasionally be synchronization issues with the calendar feature, which could lead to overbookings.

• Limited customization options. Some users mentioned they would prefer more customization options for auto-messages and other features. For instance, it doesn’t support restricting weekend check-ins/check-outs on Booking.com, and this can create logistical issues like being charged extra by cleaning services for weekend work.

• Mobile app usability. Some users have reported issues with the usability and interface of iGMS’s mobile app, finding it less intuitive compared to the web version.

Integrations

• Stripe
• Keycafe
• Vrbo
• Wheelhouse
• Operto Teams
• Beyond
• DPGO
• InsuraGuest
• DACK
• Airbnb
• Turno
• ResortCleaning
• Jervis Systems

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Guesty is an exceptional vacation rental booking software tool built as an all-encompassing property management platform for vacation rental property businesses.

This robust vacation rental booking software system lets hosts seamlessly manage multiple property listings across varied platforms from a single, easy-to-use dashboard, making it a critical tool for large-scale operations.

Boasting impressive automation features such as direct reservation and advanced calendar management, this short-term rental booking software platform encompasses:

• a centralized inbox
• automated guest messaging
• analytics
• automated accounting software for vacation rentals
• a convenient mobile app

The direct reservation feature gives you the ability to override default settings and offer personalized quotes and promotions, ensuring a flexible and tailored guest experience.

Features

Multi-Calendar

Guesty’s calendar offers a clear view of past, present, and future bookings. It allows reservation creation, adjustment, quote sending, and prevents double bookings.

Its multi-calendar feature groups listings and blocks them when booked, facilitating more flexible and error-free inventory management.

Direct Reservation Tools

Guesty’s vacation rental reservation software system empowers hosts with a suite of direct reservation tools.

With Guesty, you can build a direct booking website that represents your brand. You can showcase your properties by using vivid images and colors that narrate your rental business story.

By using this site, guests can reserve and make payments directly with a single click.

Multi-Unit Management

Guesty’s multi-unit feature lets you manage all units centrally. You can group similar listings and smoothly switch reservations among sub-units, boosting occupancy rates.

It simplifies the modification of primary or sub-unit settings for optimized property management.

Automated Accounting

Guesty’s automated property management accounting tools simplify financial management. It allows invoice management, expense tracking, and financial reports generation, all from one place.

Plans and Pricing

Guesty offers a tiered pricing plan designed to cater to the needs of different Airbnb host types, from individual hosts managing a single property to large-scale operators managing hundreds of listings.

The plans are as follows.

Guesty for Hosts

This plan is perfect for hosts managing 1 to 3 listings, with a DIY setup. It includes essential features such as:

• integrations with short-term rental listing sites: Airbnb, Booking.com, and Vrbo
• direct booking capabilities
• automated messaging
• task management
• a website builder
• a mobile app
• a centralized calendar
• access to extensive resources, and
• an expert knowledge center

Pricing for this plan varies based on the number of listings:

1. For one listing, the cost is $27 per month, billed annually.
2. For two listings, the pricing is $51 per month, billed annually.
3. For three listings, the cost is $69 per month, billed annually.

Guesty for Pros

The Guesty for Pros plan is designed for hosts managing 4-199 listings. It includes all the features available in the Hosts plan.

In addition, it includes:

• a unified Inbox
• multi-calendar
• owner portal
• robust real estate accounting software functionalities
• enhanced reporting and analytics
• extensive marketplace integrations
• guided onboarding
• 24/7 email support, and
• expert account management

Due to the variety in listing quantity and unique needs of customers in this category, this plan uses custom pricing.

Guesty for Enterprise

Designed for extensive operations with 200+ listings, the Guesty for Enterprise plan caters to large-scale property management needs.

It offers a comprehensive and customizable solution, including all the tools and features of the Guesty for Pros plan.

Like the Pros tier, pricing for enterprise-level accounts is also custom-based, factoring in the unique requirements and specific scale of each operation.

Pros and Cons

Pros

• Efficient technical support. Guesty’s technical support offers quick and efficient responses to most queries, ensuring that customers have a seamless experience.

• Extensive automation tools. As a top-tier vacation rental booking software system, Guesty boasts an extensive array of automation tools that considerably lighten users’ workloads. These tools automate various tasks, including booking management and messaging, allowing you to focus on other aspects of your business.

• User-friendly interface. This Airbnb automation tool is renowned for its ease of use. The platform boasts a modern, modular design that makes navigation simple, even if you’re not tech-savvy.

Cons

• High cost. While Guesty’s vacation rental reservation software system offers an array of impressive features, it does come with a relatively high price tag. This might be a deterrent for smaller vacation rental operations with stringent budget constraints.

• Manual rate adjustments. Adjusting rates for multiple listings in the same category can be cumbersome as it requires manual input for each separate listing. An easier grouping or batch-edit feature would improve this aspect of this landlord manager software.

• No phone support. The lack of phone support can be frustrating for users who prefer direct communication or need immediate assistance.

Integrations

• Airbnb
• Brivo
• Booking.com
• Vrbo
• Expedia
• Agoda
• Misterb&b
• Tripadvisor
• Rentals United
• Stripe
• PriceLabs
• Wheelhouse
• Beyond
• Turno

BookingSync is a feature-rich, cloud-based short-term rental booking software platform, specifically designed for property managers with extensive portfolios.

It’s a complex solution that lets you connect with more than 100 channels, gain access to new markets, manage properties remotely, and increase revenue.

Key features of this vacation rental calendar software app include booking management, automated notifications, a robust channel manager, and a customizable website builder.

The platform offers an integrated payment management system that handles due payments, down payments, and rental securities, providing confirmation messages for each transaction.

Additionally, BookingSync centralizes marketing efforts, and reservations, helping you streamline your property management process.

Features

Booking Management

BookingSync streamlines your booking process by managing all bookings from a centralized calendar.

The BookingSync vacation rental calendar software app allows you to add bookings to your calendar easily from either the booking section or the calendar view section, making reservation management a breeze.

Automated Notifications

BookingSync automates notifications at key booking stages. It sends payment confirmations, booking updates, check-in reminders, and pre-departure check-out notifications.

During their stay, guests receive useful notifications to enhance their experience and encourage positive reviews.

Website Builder

BookingSync allows you to design your own website by using pre-defined customizable short-term rental real estate investor website templates.

These sites are not just attractive but also real estate investor SEO-optimized to rank in Google and other search engines better.

A unique feature is the added geo-localization that enables customers to search within specific areas.

BookingSync comes with proprietary payment and communication systems, but if you want more flexibility, the developer API allows you to integrate a wide range of services.

Payment Management and Automation

BookingSync enables automated reservations and instant bookings via secure credit card payment processing.

It automates payments with HomeAway and Booking.com, managing all booking financials, including down payment, balance, security deposits, and extras.

Guests enjoy a smooth booking experience with instant confirmation. The system also requests a new card when one is invalid and automatically cancels after multiple failed attempts.

Plans and Pricing

BookingSync does not disclose its pricing plans. But online reviews show that the system uses subscription-based pricing. Here is an overview of how their pricing structure works:

• Setup fee: There is a one-time setup fee. As per user reviews, this fee starts at $800. The setup fee covers configuration of the necessary systems to run your site. The key aspects covered include automation, rules, and data collection points. This setup ensures your website functions optimally from the start, custom-tailored to your specific requirements.

• Subscription: Although the exact pricing is not listed online, this monthly subscription fee covers a comprehensive suite of essential services, including system user license, website hosting, security measures, maintenance of the system, regular updates, and customer support. You also get access to BookingSync’s reservation system and App Center integrations.

Pros and Cons

Pros

• Ease of use. BookingSync offers an intuitive interface that makes it convenient for users to navigate, manage, and operate various aspects of their property management efforts.

• Excellent website design. This online booking system for vacation rentals offers aesthetically pleasing and SEO-friendly websites with top-notch functionality right out of the box.

• Great customer support. One of the most appreciated aspects of BookingSync is its excellent customer support.

Cons

• Lack of built-in accounting features. BookingSync currently does not offer a comprehensive Airbnb tax software feature within itself, which may require users to seek alternative accounting software for real estate investors for tracking and managing their property finances.

• High price. The software is relatively expensive compared to some competitors, especially for small businesses. Also, variable pricing based on property count might not be suitable for growing businesses.

• Not suitable for 100+ listings. For users with a large number of Airbnb accounts and listings, the pricing and full synchronization process can become quite complicated. This can make BookingSync less suitable if you manage a large vacation rental business.

Integrations

• Airbnb
• CheKin
• Duve
• Google Drive
• Mailchimp
• Operto Teams
• PayPal
• QuickBooks Online
• Stripe
• Zapier
• PriceLabs
• Breezeway
• Doinn
• Beyond

Zeevou is a property management system designed to automate and streamline vacation rental business processes while minimizing human error.

As a vacation rental scheduling software, it offers robust connections to more than 200 channels through its two-way API, making it an ideal solution for hosts advertising on multiple booking sites, including Airbnb.

Through its integration with PriceLabs, Zeevou analyzes local events, competitor rates, and weather patterns to automatically adjust your pricing for optimal bookings and higher earnings.

This is available on higher plans for free for up to 30 days. Other key features include self-check-ins, booking reports, direct booking websites, payment processing, a unified inbox, and an owner portal.

Features

Multi-Unit Calendars

Zeevou’s Airbnb calendar app combines booking rates and availability calendars in one screen.

This feature eliminates the need to log into each channel to set rates or update availability and restrictions, enhancing business profitability.

You can switch between the two calendars to adjust bookings, default prices, and listing availability effortlessly.

Additionally, in the “Booking Info” sidebar, you can view booking details for each reservation and even create bookings, block dates, and apply advanced modifications directly from the Booking Calendar.

Performance Reports

Zeevou offers a dashboard displaying key performance indicators (KPIs) for efficient short-term rental tracking.

The short term rental data analysis tool provides data visuals, with KPIs segmented by booking date, property, unit type, status, and channel.

Additional filters can further customize views, which can be saved for future use, facilitating smart business growth.

Check-in Ready

Zeevou provides a fully automated remote booking process that enables you to collect guest details, take payments, manage security deposits, and verify your guests from your home or office.

Every step of the booking process is in your control with Zeevou’s 5-step booking confirmation procedure.

This includes general information collection, guest information collection, agreement signing, payment, and security deposit.

Upon completion, self-check-in instructions are provided, ensuring guests receive all the relevant information promptly for the best guest experience.

Operations Management

Zeevou automates daily operations, freeing you to grow your business. It handles check-ins, simplifies check-outs, communicates with housekeepers, and reduces property maintenance.

The Events Calendar, part of “Operations Management”, lets you set and track tasks, schedule recurring or one-off events, assign contexts, and set reminders, effectively helping you manage regular routines.

Plans and Pricing

Zeevou offers four pricing plans which include:

Spark

This plan is free and gives you access to 30% of Zeevou’s core features. The core features include:

• a direct booking website
• check-in management
• automated security deposits
• 3-D secure payment links
• guest vetting
• automated communication via email and SMS
• a multi-unit calendar
• the ability to upsell add-on services
• extended stays
• open API
• mobile app
• automated invoicing
• a booking engine
• promotions and vouchers
• CRM for guests and corporations
• community support
• online training materials, along with unlimited integrations
• Google hotel ads, and
• iCal import and export

Glow

Priced at $30.55/unit/month or $255.39 per unit per year, this plan gives you access to 60% of core features in addition to advanced features:

• white-labeled Google hotel ads
• 2-way API sync with over 200 channels
• a unified inbox
• an owner portal
• channel markup
• a multi-brand property management system (PMS)
• one-to-one support

Blaze

Costing $404.36 per unit per year or $48.38/unit/month, the Blaze plan offers you access to 90% of core features, including all Glow plan features, plus:

• rate rules
• cleaning app
• real-time reporting
• maintenance management
• contractor management
• profit analysis
• trust accounting
• expense tracking
• multi-location PMS
• task management
• unlimited seats
• dynamic pricing for a rolling 30 days, and
• staff management

Dazzle

At $944.02 per unit per year or $87.84/unit/month, the Dazzle plan offers 100% core features, all the features of the Blaze plan, topped with premium additions such as smart replies and occupancy optimization.

Pros and Cons

Pros

• Financial tools integration. Zeevou integrates with landlord bookkeeping software like Xero for accurate financial tracking, reporting, and invoicing of clients.

• User-friendly occupancy calendar. Zeevou offers an easy-to-use occupancy calendar with a convenient drag-and-drop option, allowing you to maximize your bookings effectively and conveniently.

• Customizable pricing and rules. Zeevou goes a step further as an Airbnb booking software system by allowing property owners and managers to set customized pricing structures and booking rules. This capability caters to specific requirements and business models, offering flexibility and adaptability in a fast-changing vacation rental market.

Cons

• Confusing pricing structure. Zeevou’s pricing model can be confusing, as the platform charges a flat fee per unit managed. This payment model may not suit all vacation rental real estate investors and property managers, especially those with high volume of properties.

• Limited mobile app. The mobile app is limited to housekeeping tasks and staff management.

• Glitches and bugs. Some features are still under development or can be buggy, introducing occasional hiccups in the user experience.

Integrations

• Google Vacation Rentals
• Boostly
• KeyNest
• PayPal
• Stripe
• PriceLabs
• Xero
• WordPress
• Asana
• Zapier
• Signable
• Beyond
• Turno
• ClickSend
• Operto

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About the Author:

With over 20+ years of experience in real estate investment and renovation, Brian Robbins brings extensive knowledge and innovative solutions to the HouseCashin team. Over the years Brian has been involved in over 300 transactions of income producing properties across the US. Along with his passion for real estate, Brian brings with him a deep understanding of real estate risks and financing.