Holiday Homes of St. John

What Holiday Homes of St. John does

Holiday Homes of St. John is a privately held real estate brokerage (Holiday Homes of St. John, LLC) headquartered at The Marketplace on St. John in the U.S. Virgin Islands, in continuous operation since 1960. The firm is a full-service residential and commercial real estate provider representing buyers and sellers across homes, condos, land, commercial properties, and timeshares on St. John, with an active inventory of approximately 350 listings spanning neighborhoods such as Cruz Bay, Chocolate Hole, Peter Bay, Coral Bay, Reef Bay, Catherineberg, and the East End. It also provides vacation rental search and property management services for owners seeking short-term rental income.

The company's core technology is a property search and listings platform hosted at holidayhomesvi.com, integrated with the St. John Multiple Listing Service and syndicated to Realtor.com, with advanced filtering by price, beds, baths, area, property type, and waterfront status. Listings are augmented with virtual tour media, professional photography, and neighborhood-level market insight content, and are distributed through international partner networks including Luxury Portfolio International and Leading Real Estate Companies of the World, complemented by an exclusive 15,000-copy annual glossy print publication distributed throughout the USVI.

The business operates on two revenue streams: traditional real estate brokerage commissions on buyer and seller representation (typically structured at 5–6% gross split between listing and selling agents, negotiated per transaction) and recurring property management and vacation rental services for owners. GTM is enterprise field sales: licensed agents provide personalized property search, showing, negotiation, and transaction services to a base of high-net-worth individual luxury buyers, vacation rental investors, and property sellers. The firm is owner-operated with 11–50 employees and no disclosed parent, investor, or subsidiary structure.

Name

Holiday Homes of St. John

Legal name

Holiday Homes of St. John, LLC

Website

https://holidayhomesvi.com

Company type

Private

Founded year

1960

Operating status

Operating

Headcount range

11–50 employees

Short description

Holiday Homes of St. John is a private real estate brokerage founded in 1960 that represents buyers and sellers of luxury residential, commercial, and vacation rental properties in St. John, U.S. Virgin Islands, serving high-net-worth individuals, investors, and property owners.

Ownership category

akta.pro rank

Product category

Luxury Real Estate Brokerage

NAICS

Services to Buildings and Dwellings (5617), General Rental Centers (53231)

SIC

Services-To Dwellings & Other Buildings (7340), Hotels, Rooming Houses, Camps & Other Lodging Places (7000)

akta.pro primary industry

Luxury & Estate Rentals (THAGANAF)

akta.pro secondary industries

Luxury Vacation Homes & Residences (THAMAEAB), Beachfront & Island Luxury Resorts (THAGACAA)

Keywords

• Luxury real estate brokerage
• Vacation rental management
• Residential property sales
• Commercial property listings
• USVI real estate services

Headquarters

HQ city

St. John's

HQ country

Canada

HQ region

North America

Offices1 record

Markets served

GTM type

B2C

Offering type

Services

Cost components

Personnel, Marketing or Sales, Operations, Others

Revenue model

1. Real Estate Commission: Traditional real estate brokerage earning commissions on property sales and purchases. The company represents both buyers and sellers in the St. John USVI market.
2. Property Management Services: Vacation rental management services for property owners including marketing and guest placement

Pricing tiers

Go-to-market motion1 record

Distribution channels3 records

Marketing channels6 records

Core offering

Holiday Homes of St. John is a full-service real estate brokerage in the U.S. Virgin Islands, listing and selling residential homes, condos, land, commercial properties, and timeshares on St. John. The firm also provides vacation rental search, property management services for owners, and seller representation including marketing and listing syndication through the St. John MLS, Luxury Portfolio International, and its own annual glossy publication.

Product overview

Holiday Homes of St. John operates as a real estate brokerage platform specializing in St. John, USVI property sales and rentals since 1960. The offering is a unified platform combining a property search marketplace with complementary services. The core product is the Property Search & Listings Marketplace, which aggregates MLS listings across residential homes, condos, land, commercial properties, and timeshares. This is supported by Vacation Rentals for short-term searches, Property Management Services for owners, Seller Services for listing representation, and informational Neighborhood & Area Information Pages with market statistics. The platform also includes Sales History & Market Insights content and 1031 Exchange Services information. The company leverages its own website platform powered by Neutrino, Inc. for listings syndication.

Differentiator

Problem solved

Functional benefit

Products and services

• Property Search & Listings Marketplace A real estate listing search platform allowing users to browse homes, condos, land, commercial properties, and timeshares for sale in St. John, USVI, with advanced filtering by price, beds, baths, area, property type, and neighborhood. Targeted at prospective property buyers.
• Vacation Rentals A vacation rental search platform enabling users to find short-term rental properties on St. John with filtering by price, beds, baths, and amenities. Targeted at vacation renters and traveling individuals.
• Property Management Services Property management services for owners who want to rent their St. John properties, including professional photography, marketing, and vacation rental management. Targeted at vacation rental property owners and investors.
• Seller Services Seller representation services including property valuation, marketing strategy, MLS listing, professional photography, glossy home publications, email campaigns, and lead-generating website showcasing. Targeted at St. John property owners looking to sell.
• 1031 Exchange Services Information and guidance on USVI 1031 exchange opportunities for investors looking to defer capital gains taxes through property exchanges. Targeted at real estate investors considering St. John property.

Quantifiable outcome

• 15,000 glossy publication copies distributed yearly to reach targeted buyers

Named customers2 records

Segments3 records

Ideal customer profiles3 records

Technology focussed No

API detail

Has API

No

API docs

API detail

Core technology

AI maturity

App detail

Feature2 records

Partnerships

Two partnerships are on record, tiered core.

• Luxury Portfolio International (LPI)coreGTM or Marketing PartnerInternational marketing partnership connecting the company's luxury property listings with a global network of high-net-worth buyers seeking premium Caribbean real estate.
• Leading Real Estate Companies of the WorldcoreGTM or Marketing PartnerInternational referral network providing access to global real estate referral network connecting buyers and sellers across markets.

Scale indicators4 records

Recent moves6 records

Expansion highlights5 records

Direct peers

• Cruz Bay Realty: Cruz Bay Realty is a competing full-service residential and vacation rental brokerage on St. John, USVI, directly overlapping with Holiday Homes in luxury listings, vacation rentals, and property management services.
• Sea Glass Properties: Sea Glass Properties is a St. John-focused real estate firm offering sales, vacation rentals, and property management, operating in the same neighborhoods and serving the same luxury buyer profile.
• American Paradise Realty: American Paradise Realty is a USVI brokerage specializing in St. John and St. Thomas residential and luxury real estate, competing for the same HNW buyer pool and vacation rental owners.
• Coldwell Banker St. John USVI: The local Coldwell Banker franchise serves St. John and the broader USVI with residential sales and vacation rentals, leveraging national brand reach against Holiday Homes' local brand equity in the same market.
• Tropical Properties Real Estate: Tropical Properties is a USVI residential brokerage specializing in St. John and St. Thomas luxury homes, villas, and vacation rentals — overlapping directly on inventory and target customers.
• John Foster Real Estate: John Foster Real Estate is a long-established St. John brokerage handling residential sales, land, and rentals, competing head-to-head for inventory, agents, and buyer relationships.
• Islandia Real Estate: Islandia Real Estate is a long-standing St. John brokerage offering residential sales, land, and vacation rental management — directly comparable in geography, customer base, and service mix.
• Sotheby's International Realty - USVI: Sotheby's International Realty operates affiliated brokerages across the USVI serving the same luxury Caribbean buyer segment, with global brand marketing that competes directly with Holiday Homes' LPI partnership.
• 340 Real Estate: 340 Real Estate is a USVI-based brokerage serving St. John, St. Thomas, and St. Croix with residential and vacation rental services, directly comparable in operations and regional market focus.

Broad incumbents

• Christie's International Real Estate: Christie's International Real Estate is a global luxury real estate network with Caribbean affiliate brokerages; comparable through its luxury positioning, global referral flow, and overlap with the same HNW buyer pool.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat5 records

Key risks6 records

Key highlights6 records

Customer concentration

• Xx.com/holidayhomesvi
• Facebookfacebook.com/HolidayHomesofSt.John
• LinkedInlinkedin.com/company/holiday-homes-of-st.-john-inc.

Revenue estimate

Valuation estimate

Number of profiles

Funding overview

Funding rounds

Investors

Funding detail is available on the Subscription and Enterprise plan.Contact sales →

M&A

Investments

M&A and investment is available on the Subscription and Enterprise plan.Contact sales →

Frequently asked questions about Holiday Homes of St. John