About FlipKey
FlipKey is a Travel & Hospitality company based in Boston (United States) founded in 2007, and was acquired by TripAdvisor in August 2008. Vacation rentals are sourced via community-driven guest reviews worldwide. FlipKey has raised $500 thousand across 1 funding round from investors including TripAdvisor. Its website flipkey.com draws about 17 thousand monthly visits. Its focus areas include Consumer, Online Travel, Accommodation and Vacation Rentals. Its competitors include Airbnb, AvantStay and Vrbo; 3 of its 3 listed competitors have raised funding.
Company details
FlipKey was founded in 2007 in Boston, United States, and functions as an online marketplace in the vacation rental sector. Verified homes are located by consumers using guest reviews from around the world. Reputation management tools are supplied to rental managers for oversight. Community input drives the platforms operations across global destinations.
- Headquarters Boston, United States
- Stage Acquired
- SectorsTravel & Hospitality
- Website category Travel and Tourism · Accommodation and Hotels
- Website flipkey.com
- Social LinkedIn X
- Acquired by TripAdvisor (Aug 2008)
- Total Equity Funding$500K (USD)
in 1 rounds
- Latest Funding Round$500K (USD), Angel Round
Dec 2007
- Investors
- Acquired byTripAdvisor
(Aug 2008)
Funding Insights of FlipKey
FlipKey has successfully raised a total of $500K through 1 strategic funding round. The most recent funding activity was a Angel Round of $500 thousand completed in December 2007. This substantial capital infusion reflects strong investor confidence in the company's business model, growth potential, and market opportunities. The funding enables strategic expansion, product development, market penetration, and operational scaling to drive long-term value creation and competitive advantage.
- Total Funding $500,000
- Total Rounds 1
- Last Round Angel Round β $500,000
- First Round $500,000
(Dec 2007)
All 1 funding rounds of FlipKey with amounts and investors; the two latest post-money valuations are shown, the rest are part of the premium plan.
| Date | Amount | Transaction Name | Valuation | Lead Investors | Investors |
|---|---|---|---|---|---|
| Dec 2007 | $500,000 | Angel Round | β | β | β |
1 investors in total: 1 institutional.
Investors in FlipKey
FlipKey has secured backing from 1 investor, including institutional investors. Prominent investors backing the company include TripAdvisor.
| Investor | Description | Founded Year | Domain | Location |
|---|---|---|---|---|
Travel and accommodation reviews are provided through an app-based platform. | 2000 | tripadvisor.com | Needham, United States |
Investor details for FlipKey
The complete investor list, round-by-round participation and investor portfolios require an active premium plan.
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Timeline of FlipKey
3 dated milestones of FlipKey across 1 years, from founding to its latest funding, stage changes and deals.
- Founded FlipKey is founded.
- Funding First funding round of $500K.
- Exit Acquired by TripAdvisor.
Competitors of FlipKey
FlipKey has 3 listed competitors in our database, 3 of them funded. They include Airbnb, AvantStay and Vrbo.
| Company Name | Domain | Founded | HQ Location | Total funding | Employees | Description |
|---|---|---|---|---|---|---|
| airbnb.com | 2008 | San Francisco, United States | $2.95B | 7,300 | Vacation rentals are booked via an online peer-to-peer platform. | |
| avantstay.com | 2016 | Los Angeles, United States | $686M | Vacation rentals for groups are booked via an online platform. | ||
| vrbo.com | 1995 | Austin, United States | $506.75M | Online marketplace for vacation rentals |
Detailed competitors of FlipKey
The full competitor set, operating metrics and side-by-side benchmarks require an active premium plan.
- Full competitor set
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- Benchmarks
- Competitive positioning
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Web traffic of FlipKey
The website of FlipKey (flipkey.com) receives about 16.8K visits a month and ranks #1,694,040 among all websites worldwide, #9,891 in Accommodation and Hotels.
- Monthly visits16.8K
▲ 24.4% vs previous month
- Unique visitors7.3K
per month
- Global rank#1,694,040
among all websites
- Category rank#9,891
Travel and Tourism · Accommodation and Hotels
- Bounce rate56%
- Pages per visit2.1
- Average visit1 min 38 sec
- DevicesDesktop 32% Β· Mobile 68%
Websites whose visitors overlap most with FlipKey. Affinity shows how closely the audiences match.
| Website | Domain | Audience affinity | Monthly visits | Global rank | Profile |
|---|---|---|---|---|---|
| vrbo.com | 100% | 50M | #823 | View details | |
homeaway.com | homeaway.com | 94% | #247,923 | β | |
| vacationrentals.com | 93% | View details | |||
zonder.com | zonder.com | 92% | β | ||
resortquest.com | resortquest.com | 92% | β | ||
| β’β’β’β’β’β’β’β’β’β’ | β’β’β’β’β’β’.com | β’β’% | β’.β’M | #β’β’β’β’β’ | β |
| β’β’β’β’β’β’β’β’β’β’ | β’β’β’β’β’β’.com | β’β’% | β’.β’M | #β’β’β’β’β’ | β |
| β’β’β’β’β’β’β’β’β’β’ | β’β’β’β’β’β’.com | β’β’% | β’.β’M | #β’β’β’β’β’ | β |
All 40 similar websites and full traffic analytics for FlipKey
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- 40 similar websites
- Audience overlap
- Engagement analytics
- Traffic by brand
Verified entity values are shown only after access is granted.
Top companies in Online Travel
3 companies that operate in the same segment as FlipKey (Online Travel) in United States, ranked by their profile score on The Company Check.
| Company | Description | Founded | Location | Total funding | Revenue | Employees |
|---|---|---|---|---|---|---|
Corporate travel and expense management are facilitated through SaaS platform. | 2015 | Palo Alto, California, United States | USD 1.58 B | USD 3.52 M | 847 | |
Spend management and accounts payable solutions are delivered to businesses. | 2019 | New York, New York, United States | USD 5.07 B | 6,209 | ||
Multiple travel services are booked via an app-based platform. | 1999 | Miami, Florida, United States | USD 331.37 M | 5,191 |
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Related news about Flipkey
Complete news archive for FlipKey
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Frequently Asked Questions about FlipKey
FlipKey was founded in 2007.
FlipKey is headquartered in Boston, United States. It is registered at Boston, Massachusetts, United States.
FlipKey is a funded company, having raised a total of $500K across 1 funding round to date. The company's 1st funding round was a Angel Round of $500K, raised on Dec 2007.
FlipKey was founded in 2007 in Boston, United States, and functions as an online marketplace in the vacation rental sector. Verified homes are located by consumers using guest reviews from around the world. Reputation management tools are supplied to rental managers for oversight. Community input drives the platforms operations across global destinations.
FlipKey has 1 investor. Key investors include TripAdvisor.
Yes. FlipKey was acquired by TripAdvisor in August 2008.

