Caribbean Villas and Resorts

What Caribbean Villas and Resorts does

Caribbean Villas of St. John is a privately held vacation rental property management company operating exclusively on St. John in the U.S. Virgin Islands. The firm was founded around 1994 (firmographic records also reference 1985) and has maintained continuous operations for 30+ years, managing a portfolio of more than 80 villa and condo rental properties ranging from 1- to 7-bedroom configurations across price points from economical to ultra-luxury. Its customer base consists of two sides: demand-side guests (vacationing families, couples, and group retreats such as weddings and reunions) and supply-side villa and condo property owners seeking full-service management, marketing, and on-island concierge support.

The company runs a direct-to-consumer go-to-market motion centered on its own website and a phone booking line (800-338-0987), supported by an online Guest Portal that handles secure payments (eCheck preferred; credit card carries a 3% convenience fee) and reservation management. The technology stack includes Google reCAPTCHA integration for site security and an OpenAI-powered natural language processing feature that generates AI summaries of guest reviews on individual property detail pages. Marketing channels include the website, the "Book Direct" campaign positioning the firm against third-party OTAs by highlighting 4-12% savings, an island email newsletter, and Facebook/Instagram profiles.

Revenue is generated through property management commissions on rental bookings and direct transaction margins captured when guests book through the company's platform rather than third-party sites. Pricing is variable by property and season, with a 50% deposit due within seven days of booking, the balance due 60 days before arrival (120 days for Christmas/New Year), 10% discounts for stays of 14-27 nights, 20% discounts for stays of 28+ nights, plus pass-through fees including a 12.5% hotel tax, a 5% service charge, a $59 damage waiver, and $500-$1,500 prepaid damage deposits on select properties. Payment processing is routed through a Maine mailing address (89 Mussey Road, Scarborough), while on-island operations are based in Cruz Bay, St. John.

Name

Caribbean Villas and Resorts

Legal name

Caribbean Villas of St. John

Website

https://caribbeanvilla.com

Company type

Private

Founded year

1994

Operating status

Operating

Headcount range

11–50 employees

Short description

Caribbean Villas of St. John is a privately held vacation rental property manager on St. John, USVI, managing 80+ villa and condo rentals for families, couples, groups, and property owners via direct-to-consumer booking.

Ownership category

akta.pro rank

Product category

Vacation Rental Property Management

NAICS

Other Traveler Accommodation (72119)

SIC

Hotels, Rooming Houses, Camps & Other Lodging Places (7000)

akta.pro primary industry

Luxury Villa Property Management & Concierge Services (THAMAEAJ)

akta.pro secondary industries

Luxury Vacation Homes & Residences (THAMAEAB), Ultra-Luxury Villas & Estates (THAMAEAA)

Keywords

• Vacation rental management
• Villa rentals
• Condo rentals
• Property management
• Concierge services

Headquarters

HQ city

Scarborough

HQ country

United States

HQ region

North America

Offices2 records

Markets served

GTM type

B2C

Offering type

Services

Cost components

Operations, Personnel, Marketing or Sales, Technology or R&D, Infrastructure

Revenue model

1. Vacation Rental Property Management: Full management and marketing services for villa and condo owners, with additional concierge services. Revenue derived from rental management commissions and guest booking fees.
2. Direct Booking Service: Booking vacation rentals directly with the company, allowing guests to avoid 4%-12% service fees charged by third-party booking sites.

Pricing tiers

Go-to-market motion1 record

Distribution channels3 records

Marketing channels4 records

Core offering

Caribbean Villas of St. John is a premier vacation rental property management company that markets, rents, and manages a portfolio of 80+ villas and condominiums on St. John, USVI. Offerings range from economical 1-bedroom condos to ultra-luxury 5+ bedroom beachfront villas with private pools, with bookings processed through a direct online platform and supported by on-island concierge staff. The company also provides full management and marketing services to villa owners, including housekeeping, maintenance, and guest acquisition.

Product overview

Caribbean Villas of St. John is a premier vacation rental property manager on St. John, USVI with 30+ years of experience. The company operates two core product lines: (1) St. John Villa Rentals offering private villas ranging from 1-7 bedrooms with amenities including private pools, ocean views, beachfront access, and backup power options, from economical to ultra-luxury price points; and (2) St. John Condo Rentals featuring properties in Cruz Views, Lavender Hill, Grande Bay, Mango Terrace, and Sunset Quarters complexes near Cruz Bay. Additionally, the company provides Property Management Services for villa owners seeking full management/marketing or marketing-only services. The Guest Portal serves as the booking and payment platform for guests.

Differentiator

Problem solved

Functional benefit

Products and services

• St. John Villa Rentals Vacation villa rentals on St. John, USVI ranging from 1-7 bedrooms, from economical to ultra-luxury options. Includes private pools, ocean views, beachfront properties, and family-friendly options for vacationers.
• St. John Condo Rentals Condominium rentals in St. John including Cruz Views, Lavender Hill, Grande Bay, Mango Terrace, and Sunset Quarters complexes near Cruz Bay for individual travelers, couples, and families.
• Property Management Services Full management and marketing services for villa owners, including on-island concierge support, housekeeping, and marketing-only services for property owners of St. John vacation rentals.
• Guest Portal Booking Platform Standalone online booking and payment system for guests to manage reservations, make payments via eCheck or credit card, and access rental information for St. John villa and condo stays.

Quantifiable outcome

• Save 4%-12% on booking fees by booking direct

Named customers4 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

Integration1 record

AI capability2 records

Feature1 record

Scale indicators4 records

Recent moves4 records

Expansion highlights3 records

Direct peers

• TurnKey Vacation Rentals: Full-service vacation rental manager operating in U.S. leisure destinations with professional local teams, similar to Caribbean Villas' on-island concierge model. Competes for the same SMB owner and leisure-traveler customer segments.
• Evolve (Evolve Vacation Rental): Vacation rental property manager with a light-touch, fee-for-service model similar in spirit to Caribbean Villas' marketing-only option. Targets individual vacation rental owners across the U.S. and competes for the same owner-mindshare.
• Vacasa: Largest U.S. vacation rental management company, professionally managing thousands of homes in coastal and leisure destinations. Directly comparable business model (full-service property management + direct booking), though at much greater scale and geographic breadth.
• Villas of Distinction: Specialist in luxury villa rentals across the Caribbean (including USVI) and other global destinations. Direct competitor for high-end villa bookings on St. John with overlapping inventory and guest profiles.
• Luxury Retreats (by Airbnb): Luxury-focused vacation rental brand (acquired by Airbnb) offering curated villa rentals in premier destinations including the Caribbean. Competes directly for the same ultra-luxury guest segment on St. John.

Broad incumbents

• VRBO (Expedia Group): Major vacation rental marketplace under Expedia with strong presence in Caribbean leisure destinations. Competes with Caribbean Villas for owner listings and guest bookings, particularly on St. John.
• Airbnb: Dominant global short-term rental marketplace with significant St. John villa and condo listings. Represents the primary alternative to Caribbean Villas' direct booking channel and competes aggressively for both owners and guests.
• Wyndham Vacation Rentals: Large branded vacation rental provider operating under Wyndham's hospitality umbrella. Offers comparable full-service vacation rental management at greater scale, including in some Caribbean destinations.

Others

• VRMA (Vacation Rental Management Association): Industry trade association of which Caribbean Villas is a member. Ecosystem participant that provides benchmarking, education, and advocacy relevant to the company's operating model and industry positioning.

Regional players

• Island Getaways (St. John/USVI competitor): Local St. John/USVI vacation rental management company offering villa and home rentals. Direct regional competitor sharing the same island geography, owner pool, and guest segments.

Market position

Strengths5 records

Weaknesses5 records

Competitive moat5 records

Key risks6 records

Key highlights7 records

Customer concentration

• Facebookfacebook.com/CaribbeanVillasStJohn
• Instagraminstagram.com/caribbeanvillas

Compliance4 records

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 Caribbean Villas and Resorts