When was FlipKey founded?

FlipKey was founded in 2007 and raised its 1st funding round within a year of its incorporation.

Where is FlipKey located?

FlipKey is headquartered in Boston, United States.

Who is the current CEO of FlipKey?

TJ Mahony of FlipKey. They are also angel investors in 2 startups.

How many employees does FlipKey have?

As of Mar 31, 2026, the latest employee count at FlipKey is 20.

Is FlipKey a funded company?

FlipKey is a funded company, having raised a total of $***** in its 1st and only funding round, a Angel round on Dec 01, 2007.

When was the latest funding round of FlipKey?

FlipKey's latest funding was a $***** Angel round on Dec 01, 2007, with participation from 0 investor. Its primary sector is Online Travel. In United States, the Online Travel sector has seen $202M in funding in 2026 to date.

Where does FlipKey rank among its competitors?

FlipKey ranks 20th amongst 163 active competitors, of which 20 are funded. It stands 10th in terms of total funding among its competitors. The most recent competitor to raise funding was AvantStay, which secured $500M in Feb, 2022.

Who are the top competitors of FlipKey?

FlipKey's top competitors include Airbnb, Vrbo and AvantStay. Among them, AvantStay secured the most recent funding round in February, 2022.

FlipKey - 2026 Company Profile, Team, Funding & Competitors

FlipKey is an acquired company based in Boston (United States), founded in 2007 by TJ Mahony, Carl Query and Jeremiah Gall. It operates as a Vacation rentals marketplace connecting travelers with diverse properties worldwide. FlipKey has raised $500K in funding. The company has 163 active competitors, including 20 funded and 14 that have exited. Its top competitors include companies like Airbnb, Vrbo and AvantStay.

Company Details

Vacation rentals marketplace connecting travelers with diverse properties worldwide, offering a wide selection of vacation homes, beach houses, cabins, condos, cottages, and villas. The platform facilitates the search for the perfect rental based on location, dates, and number of guests. It connects travelers with property owners, providing a marketplace for unique accommodations. Users can search, find, and book rentals for leisure travel. The platform offers travel inspiration and expert advice through its blog, featuring destination guides and travel ideas. It provides a range of options, from budget-friendly to luxury, catering to various travel needs and preferences. The service aims to provide great value, space, privacy, and amenities for travelers seeking an alternative to traditional hotels.

Website: flipkey.com
Social

Key Metrics

Founded Year

2007

Location

Boston, United States

Stage

Acquired

Total Funding

$500K in 1 round

Latest Funding Round

Angel, Dec 01, 2007, $*****

Investors

185 Ventures

Ranked

20^th among 163 active competitors

Employee Count

20 as on Mar 31, 2026

Similar Companies

Airbnb & 917 more

Exit Details

Acquired by TripAdvisor (Aug 20, 2008)

View FlipKey's full profile

FlipKey got acquired by TripAdvisor on Aug 20, 2008.

Click here to take a look at FlipKey's acquisition in detail

FlipKey has raised a total funding of $500K over 1 round. FlipKey has 1 institutional investor.

Here is the list of recent funding rounds of FlipKey:

Date of Funding	Funding Amount	Round Name	Post-Money Valuation	Revenue Multiple	Lead Investors	Other Investors
Dec 01, 2007	1964578	Angel	4241978	7870723	8983518	1360836

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View details of FlipKey's funding rounds and investors

The founders of FlipKey are TJ Mahony, Carl Query and Jeremiah Gall.

Here are the details of FlipKey's key team members:

TJ Mahony: CEO & Co-Founder of FlipKey. They are also an angel investor in 2 startups and serve on the board of 1 company.
Carl Query: CTO & Co-Founder of FlipKey and founder of 1 other company. They serve on the board of 1 company.
Jeremiah Gall: COO & Co-Founder of FlipKey.

View details of FlipKey's Founder profiles and Board Members

FlipKey's employee count trend

FlipKey has 20 employees as of Mar 26. Here is FlipKey's employee count trend over the years:

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Top competitors of FlipKey include Airbnb, Vrbo and AvantStay. Here is the list of Top 10 competitors of FlipKey, ranked by Tracxn score:

Rank	Company Details	Short Description	Total Funding	Investors	Tracxn Score
1st	Airbnb 2008, San Francisco (United States), Public	Provider of accommodations, experiences, and related services through an online platform	$3.07B	Andreessen Horowitz, Eaton Vance Management ... & 157 others	88/100
2nd	Vrbo 1995, Austin (United States), Public	Online marketplace for vacation rentals	$515M	Austin Ventures, Sampa Partners & 6 others	78/100
3rd	AvantStay 2016, Los Angeles (United States), Series D	Online booking platform for vacation rentals	$686M	Tarsadia, 3L Capital & 29 others	74/100
4th	Airbnb 2007, San Francisco (United States), Public	App-based marketplace for vacation rental accommodations	$585K	Sequoia Capital, Kjoller & 3 others	72/100
5th	Vacatia 2012, San Francisco (United States), Series B	Online marketplace for vacation rental accommodation	$51M	Javelin Venture Partners, Maveron & 13 others	64/100
6th	RedAwning 2010, Berkeley (United States), Series C	Online marketplace to book a vacation rental for travelers	$40M	Silversmith, Elephant Venture Capital & 3 others	48/100
7th	Rabbu 2016, Charlotte (United States), Seed	Online platform to discover & book vacation rentals	$1.91M	Defiance Ventures, Agilis Equity Partners ... & 5 others	44/100
8th	VaycayHero 2011, San Francisco (United States), Acquired	Vacation rentals marketplace offering diverse properties and destinations with member benefits	$2.9M	Zillionize, Hyde Park Venture Partners & 10 others	43/100
9th	VacayHero 2014, San Francisco (United States), Acquired	App-based vacation rental booking platform	$2.8M	Structure Capital, MicroVentures & 4 others	39/100
10th	VTrips 2006, Ponte Vedra Beach (United States), Seed	Provider of vacation rental property management services. This company manages all aspects of vacation rentals for property owners, including marketing, guest communication, cleaning, and maintenance. They handle bookings, payments, and guest relations, aiming to maximize rental income and minimize owner responsibilities. The services streamline the process for owners, allowing them to efficiently manage their properties remotely.	-	Hudson Hill Capital, Gladstone Capital & 1 others	38/100
20th	FlipKey 2007, Boston (United States), Acquired	Vacation rentals marketplace connecting travelers with diverse properties worldwide	$500K	185 Ventures	31/100