Thursday, December 4, 2025
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Guesty Raises Additional $170 Million in Series E to Expand Internationally and to New Verticals

Guesty announced today that it has raised $170 million in a Series E funding round led by Apax Digital Funds, MSD Partners, and Sixth...

VTtrips Acquires Carolina Retreats, Silver Sands, Miss Kitty’s, and Tybee Vacation Rentals

VTrips announced the recent acquisition of four vacation rental management companies, expanding its portfolio throughout the United States to 7,000 properties and 1,000 employees. VTrips...

VTrips Acquires Southern Vacation Rentals

VTrips has acquired Southern Vacation Rentals, one of the largest independent property management companies in Florida. Founded in 1995, Southern Vacation Rentals (Southern) has...

Vacasa acquires Outer Beaches Realty on Hatteras Island

Vacasa has acquired Outer Beaches Realty on Hatteras Island, North Carolina. According to the Outer Banks’ Island Free Press (IFP), plans are in the...

VTrips Receives “Significant” Equity Investment. Will Use $250M+ to Buy More Vacation Rental Management Companies

One of the US's largest vacation rental management companies, Florida-based VTrips, received a "significant minority equity investment" from Hudson Hill Capital. According to the...

VTrips acquires Resort Collection, among others, expanding to 3,000 properties

VTrips announced its acquisition of Resort Collection and its 800 properties on June 1, 2021. Resort Collection is one of the most well-established and...

Vacasa Buys Turnkey—Finally

Vacasa, the largest vacation rental management platform in North America, announced today it has signed an agreement to acquire TurnKey Vacation Rentals, a leading...
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360 Blue Acquired by Natural Retreats

Today Natural Retreats announced its acquisition of Florida-based 360 Blue, doubling its inventory to 1,500 vacation home rentals across 17 destinations. Founded in Santa Rosa...

Carolina Retreats Continues to Grow with Second Inn Purchase on NC Coast

Based in Surf City, North Carolina, Carolina Retreats recently announced its acquisition of the Island Resort and Inn located on Oak Island, along with a...

Gatlinburg-based Cabins For YOU acquires Chalet Village and is looking for more. Q&A with owner and founder Greg Plimpton

Last month, Gatlinburg-based Cabins For YOU closed on its cash purchase of Chalet Village for an undisclosed sum. With the acquisition of Chalet Village’s...

What Is My Company Worth? A Back-of-the Napkin Analysis

We are currently in an interesting time in the vacation rental industry for M&A transactions. From VC-backed companies to private equity (PE) firms, hotels,...

Vacasa Finalizes Purchase of Wyndham Vacation Rentals at $162M

Vacasa has finalized its acquisition of Wyndham Vacation Rentals from Wyndham Destinations (NYSE: WYND) for a purchase price of $162 million. Vacasa financed the...

GSV’s “Vacation Brands” Acquires Majority Stake in iTrip, Going Head to Head with Property Management Companies

Yesterday, iTrip executives announced to employees that a majority stake in the company has been acquired by Vacation Brands, the private equity funded vacation...

GSV initiates technology rollup in the vacation rental industry, including LiveRez, Streamline, VRM, Bluetent, and more.

Tennessee-based private equity firm Greater Sum Ventures (GSV)—partnering with Insight Venture Partners—has been steadily rolling up large technology companies in the vacation rental industry,...
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UK’s Sykes Holiday Cottages Acquires Major Stake in New Zealand’s Bachcare

UK holiday rental firm Sykes Holiday Cottages acquired a major stake in Bachcare, New Zealand’s largest vacation rental management company. Since 2003, Bachcare has been...

Airbnb’s acquisition of a property management company leads to concerns among property managers and hosts about Airbnb’s intentions

This week, Airbnb announced its acquisition of Luckey Homes, a property management company based in France. The news comes on the heels of Airbnb's announcement...

Resort Realty Acquires Elan Vacations on NC’s Outer Banks

Resort Realty announced today that it has acquired Elan Vacations. Founded in 2001, Elan Vacations specializes in vacation rental management and is based in...

Vacasa acquires 21 management companies in 2018 and moves toward IPO

It's been a busy year for Vacasa leadership. So far in 2018, Vacasa has acquired 21 vacation rental management (VRM) companies (including Mandoki Hospitality at...

Reducing Risk in the Sale of Your Vacation Rental Business

The sale of your vacation rental business will be the largest and, in many cases, the most important transaction in your career. It is...

RedAwning.com purchases Blizzard Internet Marketing and rebrands to Red Awning Group

Today RedAwning.com announced it has acquired Colorado-based Blizzard Internet Marketing. “By joining forces with Blizzard, RedAwning strengthens its position as a global marketing engine supporting...

The Top Five Mistakes People Make When Selling A Business

The purchase and sale of vacation rental companies continues to be the most effective way to increase inventory and grow the value of an...
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360 Blue Acquires St. Joe Club & Resorts’ Vacation Rental Program

360 Blue, LLC announced it has acquired the entirety of the St. Joe Club & Resorts’ Vacation Rental program, adding over 235 homes to the...

Vacasa Raises $103.5M in Largest Funding Round in Vacation Rental Management History

Vacasa announced today the company has raised $103.5 million in a Series B funding round led by Riverwood Capital, followed by New Spring Capital,...

Founder and CEO Tracy Lotz Discusses LiveRez’s Growth, Outlook, and New Initiatives  

Founded in 2008, LiveRez has grown to be one of the most used technology platforms in the vacation rental industry. With over 1,200 systems...

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